Waimea Real Estate | Waimea Homes with a Pool for Sale

5 Beds ⋅ 6 Baths ⋅ 409338 MLS ⋅ Fee Simple Tenure

Perched atop 45 acres of Launiupoko’s most coveted slopes, this extraordinary estate offers a rare sanctuary of privacy, space, and incomparable Maui beauty. Sweeping panoramic ocean, outer island, and sunset views define every horizon, while gentle trade winds and the serenity of open land create an unparalleled sense of escape. The 5,863 sq. ft. residence is a masterpiece of thoughtful design, featuring 5 ensuite bedrooms—including dual master suites—5.5 baths, and expansive living spaces that flow effortlessly to multiple lanais. An 80-foot infinity-edge pool frames the horizon, perfect for sunset gatherings or quiet reflection. The 3-car garage has been transformed into a high-end gym, reflecting a lifestyle that values wellness and leisure. Not one, but two 14,999-gallon gravity-fed water tanks provide both potable and agricultural water, supporting a property designed for flexibility, whether as a private compound, agricultural estate, or multi-structure retreat. A 3,800 sq. ft. barn offers extraordinary potential for equestrian, guest, or creative uses. This property is a CPR'd/residential condo property: Main home parcel of 45 acres off a 50 acre parcel. This is more than a home—it is a legacy property, a place where every day is defined by space, privacy, and the timeless rhythm of island life. For the discerning buyer seeking the ultimate Maui retreat, 554 Punakea Loop is a rare and unmatched opportunity.

554 Punakea Loop Unit A, Lahaina

Listing courtesy of The Agency Maui.

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$3,999,000

5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ Fee Simple Tenure

Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$4,995,000

5 Beds ⋅ 4 Baths ⋅ 409257 MLS ⋅ Fee Simple Tenure

Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

1260 Naalae Rd, Kula

Listing courtesy of Compass-W.

$2,225,000

3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure

Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$1,999,000

3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure

Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,950,000

4 Beds ⋅ 4 Baths ⋅ 409234 MLS ⋅ Fee Simple Tenure

A newly completed 2023 Custom home in the prestigious Kula Io subdivision. This 4 bedroom 4 bath home sits on a 2 acre CPR'd lot of gorgeous land with amazing sunset ocean views. Over 5000 square feet of living, garage, and spacious lanai make this well designed house a wonderful place to call your home. Conveniently located just 18 mins from town, its the perfect place to be. At 2200 feet elevation the weather is perfect! Banana, macademia nut, and citrus trees are planted and ready to provide your family with fresh organic food. Fully fenced, and privately located, this is one of the best properties in the subdivision. This property is a CPR & is being sold as unit A, come take a look around sunset and prepare to be amazed!

280 Huahua Pl Unit Lot 21, Unit A, Kula

Listing courtesy of Big Wave Realty LLC.

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 409228 MLS ⋅ Fee Simple Tenure

WAIT NO MORE! This is YOUR home in Paradise! The intimate & modern island décor of the estate at 310 MAHANA RIDGE STREET (KAPALUA WEST MAUI) provides the perfect backdrop to experience the most serene sunrise, sunset, ocean, resort and island views across all of West Maui. Spaciously spread across 3,193 living square feet of single level living and situated on a private 1.52 acres parcel, the 4 bedroom & 4.5 bathroom property allows YOUR family & friends to truly enjoy their moments in Paradise. Built in 2020, the finest brand appliances are to be enjoyed throughout the home including: SubZero® refrigeration systems, Kohler® sink & bathroom products, Miele® kitchen product, Viking® propane oven & Mitsubishi® air conditioning system. The Mahana Estates is West Maui newest an exclusive gated community consisting of 51 custom homesites graciously situated across 125 acres in the world-renowned Kapalua Resort. The monthly HOA fee is $431. Mahana Estate owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay & incredible shopping & fine-dining experiences. Sold furnished with exceptions. Your Time Is Now.

310 Mahana Ridge St Unit 21, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,975,000

4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,499,995

4 Beds ⋅ 4 Baths ⋅ 409092 MLS ⋅ Fee Simple Tenure

When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$8,500,000

4 Beds ⋅ 4 Baths ⋅ 409060 MLS ⋅ Fee Simple Tenure

Welcome to 936 Punakea Loop, a truly one-of-a-kind, custom-designed residence on over 5 private acres. This exceptional modern home seamlessly integrates with its stunning natural surroundings, capturing the beauty of morning sunrises over the West Maui Mountains and unforgettable sunsets over the Pacific Ocean. The home’s architectural design is sophisticated yet minimalist, with over 6,000 square feet under a cantilevered roof and expansive disappearing glass pocket doors that dissolve the boundaries between the spacious living areas and the covered grand lanai, transforming the entire space into a single, airy pavilion. Inside, floor-to-ceiling windows flood each room with ambient light and allow the island’s natural beauty to take center stage. The heart of the home is its chef-inspired kitchen, featuring premium finishes, top-of-the-line appliances, and a 1,500-bottle wine room—perfect for entertaining or enjoying quiet meals at home. Designed for privacy, the light-filled primary suite and two guest bedrooms are set at opposite ends of the home. An elegant office/library, complete with a closet, offers a quiet space to focus on projects or the flexibility to serve as a fourth bedroom if desired. Offering both style and function for an exceptional living experience, this fully integrated smart home features automated lighting and shades for effortless ambiance control. For recreation and wellness, the property is unparalleled, with your own private 3-par golf course and artificial turf putting green for perfecting your short game. A fully equipped fitness studio caters to all exercise needs, while a private outdoor healing platform, peacefully nestled amid the trees, provides a tranquil setting for enjoying massages, practicing yoga, or meditation. This residence is more than just a home; it is a lifestyle destination where luxury, nature, and modern convenience coexist in perfect harmony.

936 Punakea Loop, Lahaina

Listing courtesy of REP Maui.

$5,850,000

3 Beds ⋅ 3 Baths ⋅ 409059 MLS ⋅ Fee Simple Tenure

This unique Napili oceanfront residence is nestled on a coastal bluff in the center of the bay. It is protected from the risk of erosion. Views are unobstructed of the Pacific and the neighbor islands of Lanai and Molokai, as well as year round sunset views. The exceptional floor plan set over multi levels includes the living area overlooking the saltwater infinity edge pool, three bedrooms, three baths, an outdoor shower, and two-car garage. This special location offers front row seats to watch the surf at Little Makaha, whale watching in season, and turtles all year long. It is also accessible to private tide pools and the surf at Little Makaha. Additionally, the home is equipped with a Tesla battery and 68-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. The Net Metering agreement is transferable. Beaches, grocery stores, and restaurants are only a few minutes away. Napili is home to Maui Preparatory Academy and a short distance to Kaanapali and Kapalua Resorts.

5171 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,698,000

4 Beds ⋅ 4 Baths ⋅ 409052 MLS ⋅ Fee Simple Tenure

Fabulous Maui ocean, island & resort views await YOU from YOUR home at 196 Hakui Loop! Built in 1995 and extensively renovated in 2014, this two-level home offers 4BD, 3.5BA spread across 3,240 living sq. ft., plus YOUR own private pool! Enjoy dramatic sunrise/sunset ocean views from the large-picture windows of the great room and lanais off the kitchen/great room and YOUR primary bedroom – a NEW Painting Every Day! The extensive 2014 renovation included the installation of wood-look, diagonal-placed Italian porcelain tile floors (easy to maintain) and a complete redesign of the kitchen and all bathrooms. Major recent improvements included attention to home efficiency, safety & performance: 44 photovoltaic panels / 2 Telsa batteries (2020), Starlink satellite system (2023), ramp on the exterior downstairs lanai, additional hand rails at front entrance, pool, and stairwell, and shower grab bars; a new garage door opener (2022 - complete with external touchpad opener); vinyl side fencing on west side and pool entrance provide additional privacy; installation of new water heater (2024) & water descaling system (2025). The exteriors were painted in 2018. The parcel is rich with established plantings, including dwarf tropical fruit trees including lemon, lime, finger-lime, papaya, calamansi, and avocado. In 2021 the pool was remodeled resulting in wide stairs with a Baja Bench & table with port for umbrella, new plaster and new tile. Throughout, strong luxury appliance & home improvement brands exist including Sub-Zero refrigeration systems, Samsung induction range top, 2 Bosch dishwashers, KitchenAid microwave/oven combo, Jacuzzi jet-tub, Minka Aire/Regency Ceiling Fans, Lutron wall controls, two Lennox AC systems, GE, Maytag, Domus hardware & Kohler sink/toilet systems. The home is located in a quiet, less-traveled, private area of the exclusively resort community known as the Kaanapali Hillside. Kaanapali Hillside is a residential community consisting of 158 residential homes or vacant parcels (phase 1 and 2). Community amenities include a sprawling park/swing area. Monthly homeowner association dues are an incredibly reasonable $137.15 (paid quarterly). Hillside owners are minutes away from the world famous North Kaanapali beach (aka "Airport" beach) where great swimming, snorkeling and lounging is experienced! The Hillside is centrally located to downtown Lahaina and the resort community of Kapalua, plus the West Side’s public & private schools including: Kamehameha III Elementary, Hawaii Technology Academy (HTA), Sacred Hearts, and Maui Preparatory Academy—all within a 10-minute drive. Golf-carting to restaurants, work, the park, your neighbors' homes and to Kaanapali Resort is a lifestyle that most people dream about. Sold furnished with EXCEPTION. YOUR Time Is Now.

196 Hakui Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$18,900,000

4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure

Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$3,800,000

3 Beds ⋅ 4 Baths ⋅ 409005 MLS ⋅ Fee Simple Tenure

Welcome to your own slice of paradise in the coveted Launiupoko neighborhood! This stunning property boasts breathtaking ocean and multi-island views that will leave you in awe every single day. As you step onto this private lot, you'll immediately notice the lush tropical landscaping that surrounds you, creating a serene and tranquil ambiance. The open-air concept of this home invites the refreshing island breeze to flow freely throughout, seamlessly blending indoor and outdoor living spaces. With 3 bedrooms and 3.5 bathrooms, there's ample space for you and your loved ones to relax and unwind. Each bedroom offers its own en-suite bathroom, ensuring comfort and privacy for all. In the evenings, gather with friends and family to enjoy breathtaking sunsets against the backdrop of neighboring islands. Located just moments away from Launiupoko Beach Park, you'll have easy access to pristine sandy beaches perfect for swimming, snorkeling, and soaking up the Hawaiian sunshine. Don't miss this rare opportunity to own a piece of paradise in one of Maui's most desirable neighborhoods. Schedule a showing today and experience the ultimate island lifestyle at its finestDwelling Total Sq. Ft. Under Roof is approximately 3,758 sqft. Residential CPR.

83 Lau Niu Way Unit #A, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 409000 MLS ⋅ Fee Simple Tenure

If you desire contemporary modern living in Paradise, YOUR WAIT IS OVER! Spaciously spread across 2,088 living sq. ft., this slice of Paradise at 11 Meleana Place consists of 4-bedroom, 3-bathroom across two-floors. Inviting the outdoors in, the modern kitchen seamlessly integrates to the dining area and then to outdoor exterior pool /spa private lanai space. Adjacent to the family room is a den / flex room area perfect guests or office. Appointments & interior décor include spacious vaulted ceilings, Caesarstone countertops & porcelain tile floors throughout, custom cabinetry, elegant LED mirrors, Kohler trim and glass shower enclosures showcasing designer tile work. More upgrades include recessed LED lighting, smart fans, elegant Baldwin door hardware and custom mahogany French doors. Spend endless hours enjoying the heated pool & spa in YOUR private, mature-landscaped backyard. Environmental friendly & financial astute amenities include EV charging station, 3-garage spaces as well as a fully-owned photovoltaic system consisting of 54 panels. Located in the exclusive gated community known as The Island at Maui Lani, this community consists of over 185 homes and it is surrounded by The Dunes of Maui Lani Golf Course (back 9, 10 & 11 fairways). This pet-friendly community is conveniently located to the very best of Central Maui's amenities including golf, Maui Memorial Medical Center, Maui Arts & Cultural Center, Kahului airport, shopping (Queen Ka‘ahumanu Center, Maui Mall, Costco..etc) and North & South Shore beaches. SOLD UNFURNISHED. Your Time Is Now.

11 Meleana Pl, Kahului

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,775,000

5 Beds ⋅ 4 Baths ⋅ 408952 MLS ⋅ Fee Simple Tenure

More fun per square foot than any property on Maui. Wake up every day to your own private, resort-style oasis featuring a 25'x40' free-form saline pool with a jacuzzi, water slide, jumping rocks, sauna, outdoor shower, stone fire pit, and tiki bar. When you’re not swimming, jumping, sliding, sweating or otherwise enjoying this tropical 2-acre estate you’ll be embraced by a 5-bedroom, 4-bathroom home with an expansive open floorplan and a warm redwood interior that seamlessly blends indoor and outdoor living. The chef's kitchen is equipped with top-of-the-line appliances, including a Dacor cooktop, GE double oven, Sub-Zero refrigerator and a wine cooler, complemented by custom monkey pod and bamboo cabinets. Luxurious features exist like a stone fireplace, a multi-purpose loft, and a primary suite with a large soaking tub and walk-in shower. The wraparound lanai showcases tropical views and inviting outdoor living spaces. There are impeccably landscaped grounds with fruit trees, garden beds and various additional structures, plus a 12kw net metered solar system for sustainable energy efficiency. Indulge in the ultimate Maui lifestyle with a property that transcends the ordinary. Words and images fall short in capturing the magic of this residence which must be seen to be enjoyed. Discover the unparalleled charm of this exceptional Maui estate.

1780 Kauhikoa Rd, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$8,800,000

3 Beds ⋅ 4 Baths ⋅ 408938 MLS ⋅ Fee Simple Tenure

If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from architect Ron Radziner, co-founder of renowned firm Marmol Radziner. This upcountry Maui home, built by legendary craftsman John Cahill, is an enduring, livable work of art—and Marmol Radziner’s first house in Hawaii. At the edge of a dramatic tropical valley, a triad of structures rises from an impeccably landscaped garden: main house, art studio and office, and carport and music studio. Glass, cedar, and honed lava playfully direct sunlight throughout the day—from its morning appearance to its dramatic sunset finale. Outside, gardens of native 'Ohi'a lehua, Koa, Puakenikeni, 'A'ali'i, Alahe'e and orchards of banana, papaya, mango, lychee, longan, citrus, avocados and more adorn the hillside. Listening to the voices of the land, the site, and the vision of his clients (fine artist, musician, and actor), Radziner created an oasis of modern design, inspired artistry, and native landscaping that simply feels good to live in. Radziner’s design at 29 Kolonahe tells a story of beauty, ease, and delight: the power of inhabiting a space that’s brilliantly crafted in alignment with the land where it is situated. Experience it yourself. This property is a Residential CPR and includes 1.719 acres of land.

29 Kolonahe Pl Unit A, Kula

Listing courtesy of Hawaii Life (W).

$2,349,000

3 Beds ⋅ 3 Baths ⋅ 408922 MLS ⋅ Fee Simple Tenure

Nestled in the coveted Kaanapali Hillside subdivision, this single-story contemporary residence blends classic architectural character with timeless island living. Built in 1984 and crowned by an elegant copper roof, the home reflects enduring craftsmanship and a distinctive design rarely found in today’s construction. Featuring three bedrooms and three bathrooms, the floor plan offers effortless flow and comfortable separation of living spaces, ideal for both everyday living and hosting guests. The single-level layout enhances accessibility and indoor-outdoor connectivity, while the contemporary lines complement the home’s original architectural integrity. A private pool with a beautifully designed surrounding deck creates an inviting outdoor retreat—perfect for relaxing, entertaining, or enjoying Maui’s year-round sunshine. The outdoor living space enhances the home’s resort-style feel while maintaining privacy and comfort. Located just above the world-renowned Kaanapali Resort, Kaanapali Hillside is prized for its quiet streets, upscale homes, and proximity to beaches, golf, dining, and resort amenities—all while maintaining a peaceful residential feel. This is a rare opportunity to own a well-designed home in one of West Maui’s most sought-after neighborhoods. Perfect as a full-time residence or island retreat, this property offers the ideal blend of location, style, and enduring value in the heart of Kaanapali.

9 Puu Hale St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$3,200,000

4 Beds ⋅ 4 Baths ⋅ 408905 MLS ⋅ Leasehold Tenure

Also listed as Condo MLS#408904. Pass through your own private gate within the coveted Alaeloa oceanfront community and embrace the old Hawaiiana charm in the "Pebble Beach of the Pacific". Residence 9 offers an exceptional blend of privacy, scale, and classic island character just moments from the shoreline. This expansive four-bedroom, four-bath detached condominium lives like a single-family home and spans approximately 4,000 square feet of interior space, designed to bring the outdoors in. Uniquely situated, this residence is the only home in Alaeloa with its own direct access to the community's oceanfront cove and heated saltwater pool area-placing turquoise seas and abundant water sport opportunities just a short stroll from your door. Upper and lower-level lanais capture ocean views and gentle trade winds, the ideal setting for entertaining, dining, or simply unwinding in the unforgettable tropical setting. Inside, the flexible floor plan comfortably accommodates large gatherings (up to 16) or extended stays. The spacious primary suite features a private en-suite bath, while additional bedroom suites offer guest privacy and convenience. A bonus flex room allows for additional sleeping quarters, office, or media space depending on lifestyle needs. The home's lush surroundings showcase mature tropical landscaping, flowering plants, and natural privacy screening, reinforcing the tranquil atmosphere that defines Alaeloa. Residents benefit from on-site management and full-time grounds maintenance, ensuring the community remains meticulously maintained year-round. Located minutes from world-class destinations including The Kapalua and Kaanapali Resorts, this residence combines serene seclusion with convenient access to dining, golf, and recreation. With Alaeloa allowing one vacation rental per month, you can offset your expenses when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential CPR.

20 Hui I Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 408884 MLS ⋅ Fee Simple Tenure

FIRST TIME available. LARGEST single-level floor plan in Moana Estates! Prime park-front location with OCEAN views and spectacular sunsets. Located in South Kihei, walking distance to Kamalii Elementary School and less than a mile to South Maui's beautiful beaches. Just minutes from the world-renowned Wailea resort area offering luxury shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new life-proof flooring, and a new A/C condenser. Outdoor living shines with a private pool, hot tub, and fully fenced backyard-perfect for entertaining and enjoying Maui's year-round sunshine. Energy-efficient with 46 owned solar panels, helping reduce utility costs. An exceptional opportunity to own one of Moana Estates' most desirable floor plans in an unbeatable location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$13,999,000

4 Beds ⋅ 5 Baths ⋅ 408866 MLS ⋅ Fee Simple Tenure

Perched high above the coastline within the private gated enclave of Honolua Ridge, this extraordinary single-level estate captures a vantage point so rare it feels as though the Pacific, Moloka‘i, and the Pailolo Channel were reserved exclusively for you. Set on more than six pristine acres in Kapalua Resort, the panoramic views are expansive, intimate, and ever-changing — a daily masterpiece of blue water, outer island silhouettes, and golden sunsets. This is one of those homes where you pause… and just take it all in. Designed and constructed as the personal residence of one of West Maui’s most respected builders, the home is a statement of intentional design and uncompromising craftsmanship. Every finish, every material, every line was curated with longevity, beauty, and a deep respect for the setting. The grand great room opens seamlessly to an expansive lanai where a resort-style pool and spa are framed by flickering tiki torches, creating an atmosphere that transitions effortlessly from sun-drenched afternoons to refined evenings under the stars. It’s easy to imagine quiet mornings with coffee overlooking Moloka‘i, or gathering with friends as the sky melts into color over the blue expanse. Throughout the residence, extraordinary details abound. Modern infrastructure matches the timeless aesthetic, including , dual laundry rooms, a double septic grid system, a dedicated media room with full surround sound, custom primary closet and a three-car garage with oversized bays. Eagle concrete roof tiles and genuine stucco construction further reflect the enduring quality of this estate. The lower portion of the acreage offers a prime homesite for a future ohana residence — ideal for extended family or guests seeking privacy within the estate’s expansive grounds. A rare spring-fed pond adds yet another layer of serenity to this already remarkable property. Opportunities like this are few and far between on Maui — especially in Kapalua’s most private ridge setting. This is more than a home. It’s a legacy estate where craftsmanship, space, and sweeping ocean views converge in unforgettable fashion.

222 Ke'oawa St, Lahaina

Listing courtesy of Hawaii Life (W).

$1,695,000

3 Beds ⋅ 2 Baths ⋅ 408865 MLS ⋅ Leasehold Tenure

Also listed as Condo - 408707 Discover refined island living in this beautifully remodeled stand-alone cottage at Alaeloa, one of West Maui's most sought-after communities. Unit 37 offers three bedrooms and two bathrooms, tastefully updated with a fresh, contemporary aesthetic that complements its relaxed coastal setting. Designed for indoor-outdoor living, the home opens to an oversized lpe wood lanai-an ideal space for entertaining, dining, or simply unwinding amid tropical surroundings. Step directly from the lanai onto one of the largest lawn areas in Alaeloa, offering exceptional space for keiki and relaxed outdoor enjoyment. The thoughtful interior layout with enclosed laundry area and oversized watersports storage area provides a single-family home feel, with lock and leave functionality. Unit 37 is conveniently located within walking distance to the Alaeloa Pavilion featuring an expansive mango grove, a private oceanfront saline pool and access to a magical cove for snorkeling, paddle boarding, surfing and swimming with "Honu", Maui's native sea turtles. Alaeloa is a gated community just south of Kapalua Resort consisting of 42 homes and duplexes on 13.35 acres which includes an on-site Manager's Cottage, manicured grounds, a dedicated landscaping staff and abundant open space. Alaeloa allows one short term vacation rental per month, providing an opportunity to generate income to offset expenses, when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential Condominium property.

20 Hui Rd I Unit 37, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,750,000

2 Beds ⋅ 3 Baths ⋅ 408799 MLS ⋅ Fee Simple Tenure

Set on a full, undivided agricultural parcel in the upper elevations of Launiupoko—an increasingly rare offering—this striking 2-bedroom, 3-bath residence by acclaimed Maui architect Greg Skog captures commanding ocean, mountain, and outer-island views from a naturally protected hillside setting. Recently updated and now offered at a dramatically improved price, the property presents a compelling opportunity to secure privacy, flexibility, and long-term potential in one of West Maui’s most desirable communities. Designed as a seamless indoor–outdoor retreat, the single-level 994 sq. ft. home (no interior stairs) centers around an open-concept kitchen with marble countertops, premium appliances, and effortless flow into the great room. Walls of folding glass retract fully to more than 700 sq. ft. of covered lanai, where the infinity-edge pool visually merges with the Pacific horizon. Mornings unfold with soft light reflecting across still water; evenings settle in under the stars from the spa or built-in outdoor grilling area. A detached garage structure—connected by breezeway—includes a flexible bonus room, full bath, and laundry, offering ideal separation for guests, creative pursuits, or remote work. Because the property has never been CPR’d, a future owner may explore subdivision potential and the construction of a larger main residence—or simply preserve the architectural purity and serenity of this refined hillside retreat. Intentionally sited to maximize panoramic ocean views and preserve privacy, the residence reflects both architectural discipline and long-term vision. It’s a rare convergence of design integrity, land value, and future flexibility in Launiupoko.

70 Iliahi Way, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$7,400,000

3 Beds ⋅ 5 Baths ⋅ 408779 MLS ⋅ Fee Simple Tenure

Embrace this one-of-a-kind Tuscan Villa in Paradise! Perfectly perched on the premium parcel located in Phase 1 of the exclusive gated community known as Lanikeha (within the Kaanapali Golf Estates), the estate offers spectacular breathtaking sunset ocean views, island (Molokai and Lanai), golf fairway (hole #7 of Kaanapali's world-famous Kai Course) and the Kaanapali Resort. Exquisitely envisioned & constructed with the finest custom materials imported from around the globe, every aspect of this Villas reveals the best of luxury island living; 16ft. vaulted ceilings (with ceiling wood beams), Brazilian travertine floors, hand scraped walnut wood floors, crown & baseboard hardwood molding, hand-cast stone columns, arches & accents, domed & beamed ceilings and custom cabinetry by Williams Ohs. Further evidence of this enchanting décor includes the Blue Bahia Custom Granite & specimen Quality Onyx Counter tops, Gemstone quality rose quartz master vanity & 18K Gold Plated & crystal fixtures. Appliances include Viking, Sub-zero & Bosch systems This 3 bedroom, 4.5 bathroom single-level estate also offers an office, surround sound HD theater (complete with mini-stage & custom seating), sound & security system, heater pool & spa with complete outdoor pool-side kitchen (accessed via multiple ramp pathways) & three vehicle garage amenity. Meticulously maintained, estate improvements include the painting of the entire exterior estate & driveway (2025) & new washer & dryer (2026) Lanikeha is West Maui’s newest gated community; 110 acres with 132 parcels, Lanikeha Club House offers community spa, pool, & exercise room. Monthly maintenance fees include the following: $248.85 for Kaanapali Golf Estates (paid quarterly), $708.25 for Lanikeha (paid monthly) for a monthly total of $957.10. The 2025/2026 monthly real property tax is $1,750 (classification: owner occupant). Information may not correspond to public records. Buyer/buyer's agent to confirm all information. YOUR Time is Now.

104 Anapuni Loop, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,495,000

5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure

Set across sixteen acres of fully fenced acreage, this Haiku estate is a world unto itself. Private, expansive, and rich with possibility. Thoughtfully positioned structures create a harmonious compound designed for inspired living, hosting, and creativity. Whether envisioned as an exclusive mountain residence, an artist’s enclave, or a destination wellness retreat, the setting effortlessly supports a life well-lived. At the heart of the property, the main home captures the essence of refined rural living. An impressive primary suite is wrapped in glass windows and doors, inviting natural light and lush views from nearly every angle. A warm fireplace lounge in the living area sets the tone for intimate evenings, while a concealed projection screen transforms the space into a private cinema. The screened lanai area offers flexibility for gatherings or hosting events of any kind. Throughout the grounds, there are additional dwellings and versatile spaces, including a two-room cottage currently utilized as an office, an upper guest cottage with its own outdoor shower house, and a two-story building tucked privately toward the rear of the acreage. Each structure enhances the estate’s ability to accommodate guests or creative pursuits. The outdoor experience is equally compelling. Pass by the courtyard area and enjoy the sounds of the cascading waterfall and koi fish pond, and head out to meandering trails that wind through the landscape. A commercial-grade kitchen with an adjacent screened-in gathering space, along with dedicated men’s and women’s bathhouses, reflects the property’s history as a curated retreat destination. Leisure and restoration take center stage with a resort-style pool complete with a water slide, waterfall, an accompanying pool house, and a tranquil massage pavilion. This is more than acreage; it is a legacy estate with the capacity to evolve alongside your vision, all within a setting that feels worlds away.

1055 Kaupakalua Rd, Haiku

Listing courtesy of Hawaii Life (W).

$4,150,000

4 Beds ⋅ 4 Baths ⋅ 408755 MLS ⋅ Fee Simple Tenure

Stunning home for sale in the Papohaku Ranchlands Subdivision on Molokai's West End. This 5.73-acre fenced property features a main house, a two-car garage with a rec room, a 2-bedroom, 1-bath cottage with a private entry, an equipment shed, and a fenced riding arena. The luxurious, fully furnished main house spans 5,257 square feet and includes 4 bedrooms, 3.5 bathrooms, walk-in closets, a private office, a media room, a formal dining area, two fireplaces, a card room with an adjoining bar area, and a large laundry room. Additional decks offer panoramic ocean views, including the island of Oahu across the Kaiwi Channel. The home also boasts a pool, pool cabana/bar, jacuzzi, steam room with shower, fitness area, Koi pond with waterfall, owned PV solar panels, solar shades, electric skylights, and 5 split A/C units in the kitchen and other rooms. The kitchen has been recently remodeled with custom cabinets in the bar area and kitchen. There is also a large 2-car garage, a carport with a workshop area, and a rec room. The ohana unit is a 2-bedroom, 1-bath cottage with a laundry room and a private entry gate. The grounds include a fenced equestrian riding arena, a chipping green, 200 exotic palm trees, 20-foot Queen Sego palms in the pool area with other lush vegetation and flowers. Everything is move-in ready, just waiting for you to embrace the Hawaiian lifestyle

Maunaloa

Listing courtesy of Molokai Real Estate.

$24,500,000

4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure

One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,395,000

3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure

Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$2,095,000

3 Beds ⋅ 3 Baths ⋅ 408722 MLS ⋅ Fee Simple Tenure

Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no compromises. Eleven-foot recessed ceilings and expansive windows pull garden views into every room and fill the open floor plan with natural light. Owned photovoltaic solar with Tesla Powerwall, EV charging station, whole-home high-end sound system, central air — this is not a home that needs upgrades. Everything is already done. Low-maintenance tropical landscaping and a refreshing outdoor shower complete the outdoor space — built equally for quiet mornings and nights with a full lanai of guests. A private exterior-access restroom with sink means nobody tracks through the house, the kind of thoughtful detail you'll find repeated throughout this property. The master suite delivers — spa-like walk-in shower, premium quartz double vanity, generous walk-in closet, designer finishes throughout. Both additional bedrooms feature large walk-in closets, something families notice immediately. The gourmet kitchen is generously oversized, anchored by a large natural wood island that doubles as a prep station and breakfast bar with stool seating. An oversized pantry and separate laundry room with utility sink handle the everyday functionality most high-end homes forget about. The kitchen flows into the main living area, which opens to the outdoor entertainment space — one unbroken line from countertop to poolside. That indoor-outdoor connection people talk about on Maui? This is what it actually looks like. Even the garage is gucci with its luxury full-view glass garage door. Keawakapu Views is one of South Maui's most coveted streets. Peaceful atmosphere. Stunning streetscape. Pride of ownership on every lot. World-famous Keawakapu Beach is just down the road — golden sand, crystal-clear water, some of the best swimming and snorkeling on the island. Maui's finest dining — Morimoto Maui, Nick's Fish Market, Ka'ana Kitchen — all a short drive. Families benefit from proximity to Kamalii Elementary, one of the highest-rated public schools in Maui County. Newer construction single-story homes in Keawakapu Views almost never come to market. When they do, informed buyers act decisively. If this home checks your boxes, schedule your private showing now.

182 Ponana St, Kihei

Listing courtesy of Real Broker.

$11,500,000

5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure

Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,595,000

4 Beds ⋅ 6 Baths ⋅ 408673 MLS ⋅ Fee Simple Tenure

Come and see this spacious 7,595 square foot estate home located in the peaceful countryside of Wailuku Country Estates. Just 10 minutes from town, the setting feels quiet and rural while still being conveniently close to everyday amenities. The 2 acre property offers a wonderful sense of openness, with plenty of room to enjoy the outdoors, including putting greens for practicing your golf game. The right side of the home is designed for recreation and fitness, featuring a half court basketball area that leads into an above ground pool room with a jetted swim pool for exercising against the current. A welcoming porte cochere leads into a large entry area with dual staircases that open to an upstairs office and landing. From here, enjoy expansive views of the mountains and ocean, an ideal spot for working from home. Upstairs on the right side are three bedrooms, each with its own bathroom, along with a generous laundry area. The left side of the upper level is dedicated to the main suite, which includes a spacious bedroom, a large dressing room with built-in storage, and a well appointed bathroom. A private staircase connects the main suite to the kitchen, dining, and family gathering areas below. The kitchen sits at the center of the home, designed so the cook remains part of the conversation and activity. Additional features include a three-bay garage with space for vehicles and hobbies, an electric vehicle charging station, and solar panels that help keep energy costs down. A separate single-story cottage offers approximately 1,000 square feet with two bedrooms and two baths, perfect for hosting guests or accommodating extended family. Bright and airy, it features a comfortable living room, a separate dining space, a garage, and a covered lanai where you can enjoy the island breeze. This property is designed for comfortable everyday living. Schedule a private showing with your agent today and come see it for yourself.

2673 Kamaile St, Wailuku

Listing courtesy of Compass-W.

$2,174,000

3 Beds ⋅ 4 Baths ⋅ 408623 MLS ⋅ Fee Simple Tenure

This 2,279 square foot entertainer's paradise is nestled in the middle of a highly desirable quiet neighborhood bordering Wailea, one of the very few with NO HOA!. The front of the house enjoys views of the sunrise over Haleakala and the back haspanoramic views of Maui sunsets year round. Upstairs features the master bedroom and ensuite full bath, a half bath, living room, kitchen and formal dining room. The master and the dining room have slider access to the 984 square foot covered Lanai . With the press of a couple of buttons you can close off the Lanai withmotorized sunscreen blinds to create a totally private living space without sacrificing your view or the breeze. This makes the fully permitted effective living space 3,263 square foot. But wait, there is more! Outside the covered section there is a barbeque area where you can access the 1,000 square foot non-skid treated widow’s watch roof deck. Built with ease of maintenance in mind, this featuresstainless steel safety railing on three sides just like the Lanai below it so you can safely clean the homes solar panels, stargaze full views of the milky way on clear nights, or just watch whales frolicking off the beach below. Downstairs in the main house you have another full bath, two bedrooms, an office and a large family room with a wet bar and a drink cooler. One slider leads out to another 400 square foot covered seating area with a built in five seat granite bar with separate refrigerator and freezer. The other slider leads out to the hot tub and pool deck where you also find a half bath and a large custom tile shower and dressing room. The entire backyard is a fully irrigated three-tier garden with fruit trees and native Hawaiian plants enclosed in a hand-built privacy rock wall with custom Hula themed decorative gates. The backyard also has a matching blue stucco workshop that keeps a lot of clutter out of the garage. Low taxes, great school district, no HOA but still in the heart of all the best beaches, golf courses, shopping and restaurants in south Maui. Key things to know 2,279 square foot interior, 1,384 additional square foot under roof (3,663 s/ft living space) + roof and pool decks Double Pane Anderson Windows throughout, Roof replaced 10 years ago, fully hurricane banded, Two-car garage plus blue stucco workshop; solar panels support energy efficiency. Three-bedroom with 3.5 baths and a downstairs family area with wet bar. Three-tier irrigated garden surrounds privacy rock wall and fruit trees.

2760 Puu Hoolai St, Kihei

Listing courtesy of Kokua Realty LLC.

$1,350,000

3 Beds ⋅ 4 Baths ⋅ 408622 MLS ⋅ Fee Simple Tenure

A unique fully furnished 3-bedroom, 3 ½ bath house with a beautiful pool and spectacular unobstructed ocean and mountain views on 2 acres in Kawela Plantation. All rooms have views of the islands of Lanai, Maui, and Kahoolawe (and even the Big Island of Hawaii on a clear day). This home is custom built with special details and amenities. The huge vaulted great room includes the kitchen, office space, dining and living areas, and offers 180 degree views through the angled glass doors. The kitchen can accommodate multiple cooks and includes granite countertops, stainless appliances, Brazilian cherry cabinets, gas cooktop, an angled island with plenty of storage, and a spacious pantry room. The house has bamboo floors throughout and there is a wraparound covered lanai with access from all bedrooms and the great room. On the lower level there is a cabana with a half bath, an outside solar shower, stamped concrete deck, and beautiful kidney-shaped pool. The metal roof is installed over thick insulation which keeps the house at a comfortable temperature. The primary bedroom features a large walk-in closet, en-suite bath with jetted corner tub, rain shower, and dual vanity with glass vessel sinks. The opposite private wing of the house includes two guest bedrooms, one with an en-suite bath with dual koi glass sinks, and the second with access to the full hall bathroom which is open to guests as well. The property is fenced with an automatic gate and is fully landscaped including fruit trees with a comprehensive irrigation system; there is also an elevated gazebo for whale-watching, Owner-owned solar panels on the house roof provide much of the electricity, and the water heater is separately solar powered. The 2-car garage is very large and includes a laundry area, workbench, and lots of shelving. The Kawela association owns an oceanside park as well as 5500 acres of land on the mountain above – all accessible to owners for beach access as well as hiking and hunting opportunities. Seller financing available.

170 Ulua Rd, Kaunakakai

Listing courtesy of Molokai Island Realty.

$4,895,000

3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure

A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000

4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure

This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,898,000

3 Beds ⋅ 3 Baths ⋅ 408547 MLS ⋅ Fee Simple Tenure

Watch the whales play while enjoying your morning coffee on the ocean facing lanai with views to Molokai. This large lanai with Jacuzzi tub expands your indoor/ living space with glass sliders that open up from the main living area. Open concept main floor living room, dining room and kitchen area with vaulted open beam ceilings and wrap around windows, provides a spacious, bright & airy living space. Surrounded by palms and greenery, you will feel like you are in a treehouse with an ocean view! The large bright kitchen has all new stainless appliances and RO water filtration system. Upper and lower cabinets and peninsula offer plenty of storage. Bonus living spaces include a spacious loft area, an additional room behind the kitchen and large office space adjoining the suite. The multi-level layout offers privacy for each of the 3 bedrooms and corresponding bathrooms. Each bedroom has its own lanai entrance and convenient access to the community pool. The large primary bedroom features ensuite bath with walk in shower and 2 double closets. The primary opens through French doors into a bright office/ TV lounge room with its own outside lanai access. The 2,093 sq ft townhome also features a double car garage and a designated laundry room w washer/dryer, sink and cabinets. This townhome is located behind private gates within the exclusive residential community of Maluna Kai Estates, consisting of 10 free-standing estates. It offers a pool and gathering area with a built-in BBQ, pool house and entertaining space, and is within walking distance of the coastline beaches of Napili Bay and Keone Nui Bay, Napili Plaza, Maui Preparatory Academy. Several improvements were completed including: New roof (2025), replacement of AC system (2019 - condenser/air handling), tankless water system (2019), Ceiling fans/plantation shutters (2019) and all new stainless appliances (2025 – refrigerator, oven, microwave & dishwasher). Also of note, the property tax base is Owner Occupied. Zoning is R3 Residential. This is a Residential CPR.

5045 Lower Honoapiilani Rd Unit 2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,095,000

4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure

The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,980,000

5 Beds ⋅ 3 Baths ⋅ 408491 MLS ⋅ Fee Simple Tenure

Set across two fully usable acres in one of Kula most desirable microclimates, this exceptional agricultural-zoned estate presents a rare fusion of refined luxury, privacy, and productive farm-to-table living—framed by commanding west-facing ocean and sunset views over the West Maui Mountains and the neighboring outer islands. The single-level main residence is thoughtfully designed with no interior steps, soaring vaulted ceilings, and expansive window walls that flood the home with natural light while capturing sweeping panoramic vistas. Contemporary farm-style finishes complement the home’s elevated setting, creating a sophisticated yet relaxed Upcountry living experience. A large oversized covered lanai extends the interior living space outdoors, ideal for entertaining, dining, and daily sunset enjoyment. A separate-entry mother-in-law’s quarters provides flexible accommodations for extended family, guests, or on-site support. The main home also features an attached two-car garage, offering convenience and secure storage. The outdoor amenities elevate the property to a true private retreat. A resort-style pool deck showcases a swimming pool, jacuzzi, and waterfall water feature, all overlooking rolling pasturelands and enjoying exceptional privacy due to the home’s commanding elevation above neighboring properties. Mature landscaping, expansive manicured lawns, and a wide variety of established fruit trees create a lush, estate-like environment. Adding significant versatility is a detached three-bedroom cottage with its own private driveway, a dedicated two-car garage, and additional carport parking equipped with electric vehicle charging—ideal for extended family living, guest accommodations, or potential rental use. The property also includes a detached yoga studio / agricultural outbuilding, along with two separate greenhouse structures, supporting both wellness-oriented uses and agricultural production. The home is equipped with solar and two Tesla batteries, providing energy efficiency and reliable backup power. Historically operated as a working farm with hosted tours and yoga experiences, the land continues to produce substantial fruit and agricultural yield, enabling a true farm-to-table lifestyle for daily living and entertaining. The entire estate has been upgraded and remodeled and is offered in move-in-ready condition, allowing immediate enjoyment without compromise. Centrally located within Kula, the property is just minutes from the area's most sought-after restaurants, shops, and Upcountry destinations, while maintaining a rare sense of elevation, openness, and tranquility. A distinctive opportunity to own a luxury contemporary farm estate in one of Maui’s most ideal climates—where sunset views, productive land, and elevated island living seamlessly converge.

40 Pulehu Nui Rd, Kula

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$12,900,000

8 Beds ⋅ 13 Baths ⋅ 408480 MLS ⋅ Fee Simple Tenure

Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$9,750,000

3 Beds ⋅ 3 Baths ⋅ 408478 MLS ⋅ Fee Simple Tenure

A truly rare offering in coveted Keokea. This exceptional Upcountry estate is perfectly positioned between Kula and Ulupalakua, presenting an unparalleled living experience in one of Maui’s most sought-after areas. Surrounded by sweeping natural beauty and rich island heritage, Keokea embodies tranquility and timeless charm. Set on 6.5 acres of meticulously manicured grounds, the property offers remarkable privacy while remaining conveniently close to shops, dining, and endless outdoor pursuits. Unobstructed ocean and Haleakala views serve as a breathtaking backdrop from every vantage point. Offered for sale by the original owner—renowned builder Keith Troxel—this custom, rustic-contemporary ranch-style residence is ideally situated at 2,300 feet in elevation, just below the Oprah Winfrey Estate and Sun Yat Sen Park. Enter through solid wrought iron doors that open to the elegant main residence with two primary suites thoughtfully positioned at opposite ends of the home for enhanced privacy. Interiors are appointed with acacia wood and travertine flooring throughout, while the expansive chef’s kitchen showcases a custom Monkeypod wood island, premium appliances, and granite countertops—perfect for both entertaining and everyday living. Seamlessly blending indoor and outdoor living, the home opens to an expansive lanai overlooking a resort-style pool and spa, set amidst park-like grounds and framed by panoramic ocean vistas. Enhancing the estate is a beautifully designed carriage-style cottage with a three-car garage below, offering flexibility for guests or extended living. The property is fully fenced and gated, complete with a barn and arena, and features a large ¾-inch water meter, allowing for potential future expansion. This is a once-in-a-lifetime opportunity to own a slice of heaven that is so unique, you will not find it anywhere else on Maui. Lister is owner.

337 Kealakapu Rd, Kula

Listing courtesy of Compass-W.

$2,500,000

3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure

Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,374,000

3 Beds ⋅ 3 Baths ⋅ 408465 MLS ⋅ Fee Simple Tenure

Beautiful home with in-ground pool and spa on spacious corner lot in the highly desirable Kealohilani neighborhood at Kehalani. Incredible views of the North Shore, Haleakala, and West Maui mountains from all throughout the house and pool area. 5 split system A/C units keep the entire 3 bedroom, 2.5 bathroom home comfortable. The photovoltaic system helps keep things affordable. This only seven year old home, just had the exterior professionally painted. Stamped cement walkway and pool deck, over 100' of tight joint rock wall, Privacy fence, and gates create an ideal outdoor sanctuary. 9' ceilings and large windows add to the spacious feeling throughout the home. Conveniently located, near shopping, hospital, airport, Iao Valley, golf, and ocean activities. Please check out the video link above.

100 Lili Lehua St, Wailuku

Listing courtesy of Haleakala Realty, LLC.

$1,795,000

3 Beds ⋅ 2 Baths ⋅ 408392 MLS ⋅ Fee Simple Tenure

Huge price reduction on a fully remodeled single-level 3-bedroom, 2-bath home in gated Kapalani Estates, located across from a white sand beach and near shops and dining in West Maui. Situated in a quiet cul-de-sac, this bright home features vaulted ceilings, open-concept living, and seamless indoor-outdoor flow to a 230 sq ft covered lanai with partial ocean views. The redesigned kitchen offers waterfall quartz countertops, soft-close cabinetry, stainless appliances, and a large island. The primary suite includes a spa-style bath with oversized walk-in shower. Additional features include central A/C, finished two-car garage, new laundry center, and generous storage. Community amenities include gated entry, clubhouse, pool, tennis/pickleball courts, and mature landscaping with fruit trees. Maintenance fee covers water, sewer, trash, landscaping, and onsite management for easy ownership. The home is sold furnished however, the virtual staging items such as drapery portrayed in these photos have been created by computer generated image technology and used for illustration purposes only.

4067 S Paua Way, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$2,499,000

3 Beds ⋅ 2 Baths ⋅ 408355 MLS ⋅ Fee Simple Tenure

Are you dreaming of a place to escape to? Completely private and seclude? Welcome to Paradise Villa — an exceptional retreat nestled on a half-acre in the highly sought-after Launiupoko community. This Home actually features 3 spacious bedrooms and the pool house! Designed for the Hawaii lifestyle enthusiast, this lush tropical haven seamlessly blends luxury, privacy, and nature with views of the Pacific Ocean, Lanai, the West Maui Mountains, and Lahaina town. Thoughtfully crafted with timeless materials and island elegance, the main residence features 3 bedrooms, 2 bathrooms, soaring ceilings, custom doors, rainforest granite countertops, stainless steel appliances, and travertine flooring. Spa-inspired bathrooms offer indoor-outdoor experiences, including tropical outdoor showers and custom rainforest-style fixtures. The primary suite enjoys direct access to the lanai and gardens, creating a harmonious connection with the landscape. Outdoors, this private sanctuary is surrounded by exotic palms, vibrant fruit trees, and resort-style landscaping with cascading waterfalls into freshwater ponds. A built-in BBQ, large covered lanais, and a cozy fire pit set the stage for entertaining or tranquil stargazing. A separate pool house adds an additional bathroom and outdoor shower, offering flexibility for guests or a wellness escape. The saline pool and heated spa are tucked away in a secluded setting with reflexology stones, a meditation area, and a hand-carved granite soaking tub—perfect for soaking in the serenity with sweeping views above. The oversized two-car garage includes built-in cabinetry and laundry facilities. Located just minutes from Lahaina town, Launiupoko Beach Park, surf spots, restaurants, shopping, and scenic hiking trails, Paradise Villa offers the rare combination of peaceful seclusion and convenient access to all that West Maui has to offer. This is more than a home—it’s a private Hawaiian sanctuary where luxury meets lifestyle. Seller is also offering the option of a 25% co-ownership interest for $660,000 through Cohana Homes www.cohanahomes.com. Call today to schedule a private tour! This is a Residential CPR property.

52 Lau Niu Way Unit A, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$5,195,000

3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure

Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$10,995,000

4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure

NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$7,950,000

4 Beds ⋅ 4 Baths ⋅ 408187 MLS ⋅ Fee Simple Tenure

Nestled on what may be the finest parcel in all of West Maui, this expansive five-acre-plus sanctuary claims the premier position within Puunoa Estates. Thoughtfully designed landscaping combines with the property's naturally secluded setting to deliver complete seclusion. Within the exclusive, gated enclave of Puunoa only 24 estate properties exist, each spanning a minimum of five acres. The discerning owners who call Puunoa home have the means to reside anywhere globally, yet they've deliberately chosen this remarkable community. What draws them? An enviable lifestyle where perpetual summer weather meets effortless beach access, all framed by breathtaking vistas of the Pacific, neighboring islands, the West Maui Mountains, spectacular sunsets, and seasonal whale migrations. 67 Wili Okai Way stands apart with distinctive features rarely found among West Maui's current luxury offerings. The private entry drive makes a stunning first impression—majestic royal palms line the approach, framing spectacular mountain and ocean panoramas. An elegant water feature accented by tiki torches creates a welcoming threshold to this sophisticated single-story residence. The entire five-acre grounds showcase meticulous care, with indigenous flora, tropical plantings, and pristine emerald lawns throughout. The property's infrastructure allows for future expansion, including an ideal site for an Ohana cottage and a detached barn structure—both positioned to preserve the main residence's sweeping, uninterrupted views.

67 Wili Okai Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$8,800,000

5 Beds ⋅ 6 Baths ⋅ 408183 MLS ⋅ Fee Simple Tenure

Located in the Kapalua Resort, Mahana Estates is a gated community sitting between the Ritz Carlton and the world-famous PGA Plantation Golf Course. Set across 1.4 acres with sweeping ocean and Molokai views, 710 Mahana Ridge is a bespoke luxury residence defined by exceptional craftsmanship and refined materials throughout. Designed by an award-winning Hawaiian firm whose work has been featured on HGTV, the home pairs architectural distinction with elevated amenities, offering a private, artfully composed living experience. Million-dollar views abound from the property, with the majestic Pacific, Dragon's Pointe, and the emerald green mountains of Moloka'i laid out before you. Kapalua embodies the Maui resort lifestyle. Residents benefit from an easement that allows them to cut through the Ritz Carlton to access Fleming Beach and the golf course. The Plantation Golf Course becomes the focus of the golf world each year when it hosts the annual kick-off to the PGA Tour, the Sentry Tournament of Champions. Residents can literally drive golf carts into town or down for a massage at the Montage Spa – considered the best spa on the island by many on Maui. You can also purchase a membership at the Kapalua Club and enjoy benefits that include access to the Spa Montage, Beach Club, advanced tee times at two championship golf courses and more! Set back behind a gated entrance, the 4,103 sq. ft. 5 bedroom and 6 bathroom home is designed for comfort and livability. Each bedroom has an en-suite bath, and three have outdoor showers. The two Primary Bedrooms feature spacious covered lanais, opulent indoor bathrooms, outdoor showers, luxurious soaking tubs with ocean views, and massive walk-in closets. All bathrooms have custom cabinets designed to complement the home's clean, contemporary aesthetic and feature luxury-grade Kohler plumbing fixtures. The home's elegant design ethos begins with the impressive, covered entry that leads to a massive Great Room, where Western Window Systems aluminum folding-pocket doors open onto a huge, covered lanai. Luxurious Hackwood flooring runs throughout the entire home. In the kitchen, luxury-stone countertops and custom Italian cabinetry by Cucine LUBE feature neutral tones, creating an elegant and functional space. Miele appliances allow for the ultimate food-prep experience, and a butler pantry is strategically positioned for easy access. Outside, steps lead into an incredible pool with spa tub and in-pool Baja Shelf seating, all of which is ideally positioned to take in the captivating views of Molokai. The pool features a cool swim-through channel flanked by fire bowls that leads to the swim-up bar attached to the adjacent covered BBQ pavilion. A fabulous firepit is located on the other side of the pool. The pool system is all top-quality Jandy pool equipment. The quality of the finishes is superb, with a mortarless Blue Rock Veneer Finish used on the pool retaining wall, a pocketing door system with insulated glazing, and custom hardwood garage doors. The entire home uses Lutron Light Switches for home automation, allowing lighting control via the user-friendly system app. The grounds are thoughtfully landscaped to reflect the home’s refined interior, offering an elevated tropical atmosphere with a distinctly Hawaiian feel. Other standout features of 710 Mahana Ridge include quad washers and dryers, and a large 3-car garage with a storage area. With 710 Mahana Ridge, you have an exquisite, brand-new luxury home on Maui without waiting years to build. Just slip into your turnkey Maui resort lifestyle!

710 Mahana Ridge St Unit Lot 46, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$7,250,000

5 Beds ⋅ 6 Baths ⋅ 408179 MLS ⋅ Fee Simple Tenure

Welcome to an extraordinary residence nestled within the esteemed gated community of Lanikeha, located in the Kaanapali Golf Estates on the idyllic island of Maui. A tropical oasis, this magnificent estate offers breathtaking views of the Pacific Ocean, beautifully framed by the mystical islands of Lana'i and Moloka'i. With 5 bedrooms and 6 bathrooms of meticulously crafted living space, this home embodies the essence of a perfect Maui retreat. The open-concept floor plan, complemented by expansive windows, seamlessly merge indoor and outdoor living. Natural light floods the space, showcasing the stunning vistas that this property has to offer. Featuring high ceilings, this home includes two elegant ensuites and a third bedroom within the main living area. A covered pathway leads to two additional bedrooms and a versatile office/flex space, all easily accessible from the interior courtyard. The design of the home enhances the seamless transition from indoor to outdoor spaces, aided by pocketing sliding doors that invite the enchanting surroundings inside. Bathrooms are luxuriously appointed with both indoor and outdoor showers, ensuring a spa-like experience. Custom finishes throughout the residence evoke the spirit and culture of Hawaii, with Ohia Lehua posts handpicked from Hawaii Island and custom Koa cabinetry that adds a distinctive touch. The serene pool and jacuzzi provide a peaceful retreat, while the expansive lanais with generous overhangs serve as an ideal setting for savoring Maui’s spectacular sunsets. The Lanikeha Clubhouse enhances the experience with amenities such as an indoor gym, pool, and game room. Enjoy effortless access to the wealth of offerings at the resort, including pristine beaches, golf, tennis, pickleball, and the vibrant dining and shopping at Whalers Village. Every aspect of this home has been thoughtfully curated to blend sophistication, comfort, and the natural beauty that surrounds it, creating an exceptional living experience in paradise.

137 Anapuni Loop, Lahaina

Listing courtesy of Moffett Properties LLC.

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