Refine Search
Sort by
$3,000,000
4 Beds 4 Baths 202604599 MLS FS - Fee Simple Tenure
View! View! View! This spectacular view home in lower Hawaii Loa Ridge features large 12,631 square foot rim lot with 4,132 square foot home and big swimming pool. Walk into open floor plan with living, dining, kitchen on main level looking out to beautiful views plus one bedroom and full bath on the main level. Primary bedroom upstairs opening out to lanai with ocean and Koko Head views. Two additional bedrooms and family room on lower level. Nice views from every level. Convenient with plenty of driveway parking space. House requires some TLC - ideal for a buyer to live in the house and restore. It's all about the view! Priced below appraisal of $3,381,700 - A Great Value! Property tax is assessed as a non primary residence.

483 Maono Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

$4,650,000
3 Beds 4 Baths 408839 MLS Fee Simple Tenure Hoolei BLDG.
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$2,715,000
3 Beds 4 Baths 202603900 MLS FS - Fee Simple Tenure
New Coastal Luxury Residence with Ocean Views! Embrace single-level resort living in this beautifully crafted new construction home, offering over 2,400 square feet of thoughtfully designed interior space. This elegant three-bedroom, three-and-a-half-bath residence features a spacious great room, a covered lanai perfect for indoor-outdoor living, and a two-car garage—all thoughtfully designed for comfort, style, and connection. Enjoy breathtaking ocean views and a collection of premium features, central air conditioning, solar water heater, accommodations for a photovoltaic solar electric system and EV charger. The chef’s kitchen showcases a curated selection of high-end appliances, including a 42” built-in Sub-Zero refrigerator, Wolf frameless induction cooktop, convection oven, microwave with drop-down door, and an Energy Star-certified Bosch dishwasher. Professionally landscaped outdoor spaces with automated irrigation offer a beautiful backdrop for daily living and exceptional entertaining. Ilima– Lot 95 - 75.10 AR | floorplan Kekainani at Hoakalei.

91-1307 Halili Street, Ewa Beach

Listing courtesy of Haseko Realty (Hawaii), Inc..

$11,900,000
3 Beds 4 Baths 408784 MLS Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

Listing courtesy of Island Sotheby's International Realty(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.

$1,599,000
5 Beds 4 Baths 408728 MLS Fee Simple Tenure
Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$9,900,000
3 Beds 4 Baths 202603524 MLS FS - Fee Simple Tenure Waiea - 1118 Ala Moana BLDG.
Waiea, the luxurious flagship building in the heart of vibrant Kakaako. This is a rare opportunity to own and reside in this expansive three-bedroom penthouse residence, featuring a private elevator entry with an elegant foyer, a spacious den, three-and-one-half baths, and impeccable finishes throughout. Soaring 12-foot ceilings, Miele appliances, double glazed Low-E glass, motorized window shades, hardwood and stone flooring, and top-of-the-line plumbing fixtures by Dornbracht and Toto. The unit includes Storage Room 3-15, two parking stalls, and one EV charger. Enjoy world-class amenities including guest suites, a state-of-the-art fitness center with yoga room, steam sauna, golf simulator, infinity-edge ocean view pool, hot tub, children’s play area, and dog park, all complemented by exceptional building management and outstanding service provided by the building team. Ideally located near Whole Foods, Ward Village shops and restaurants, and Ala Moana Beach Park.

1118 Ala Moana Boulevard Unit 3401, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$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.

$4,795,000
3 Beds 4 Baths 408559 MLS Fee Simple Tenure
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. 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.

$5,493,000
4 Beds 4 Baths 202601273 MLS FS - Fee Simple Tenure
Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$1,795,000
3 Beds 4 Baths 408488 MLS Fee Simple Tenure
Set along the edge of a scenic gulch, this beautifully maintained Kula residence captures uninterrupted panoramic views of Maui’s south shore, from Maalaea Bay to Kahoolawe. The elevated setting ensures privacy, open skies, and a daily connection to nature. Inside, an airy open-concept great room features vaulted ceilings, warm wood flooring, and a striking lava rock fireplace. Large picture windows frame ocean vistas and greenery while flooding the interior with natural light. The well-appointed kitchen—complete with granite countertops, stainless appliances, and cherry wood cabinetry—flows seamlessly to the dining area and covered lanai, ideal for al-fresco meals overlooking the coastline. The flexible floor plan is perfectly suited for extended family or guests, offering separate living spaces that provide comfort and versatility. A two-car garage with extra-high ceilings provides ample storage for vehicles and island gear. Additional highlights include net-metered photovoltaic panels with battery backup, split-zone air conditioning for year-round comfort, and lush tropical landscaping that enhances the home’s serene setting. Experience Kula’s coveted climate and breathtaking views in this thoughtfully designed, custom home.

183 Kulamanu Cir, Kula

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

$1,479,000
4 Beds 4 Baths 408421 MLS Fee Simple Tenure
Situated in the Ke'alohilani at Kehalani community, 103 Ka Ikena Loop offers a spacious and functional two-story home designed for comfortable island living. With approximately 1,907 square feet of interior space, this four-bedroom, three-and-a-half-bath residence features an open main living area filled with natural light and a flexible layout that includes primary suites on both the main and upper levels. A covered outdoor area provides additional living space, while ocean and mountain views enhance the home’s setting. Home is equipped with 27 owned photovoltaic panels and two Tesla Powerwall batteries, offering excellent energy efficiency and added peace of mind. This property is conveniently located near Wailuku town, schools, shopping, and Central Maui.

103 Ka Ikena Loop, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$595,000
4 Beds 4 Baths 202600583 MLS FS - Fee Simple Tenure
Currently installing a new roof and updating front lanai with both front and back railings being updated. Recent electrical updates are complete and scheduling plumbing updates. This Classic style home is in a great location in the heart of Hilo town walking distance to the town's famous farmer's market and recreation areas of Lincoln park, tennis courts, Mo'oheau park and Bayfront. The Central fire station is just a block away along with restaurants, grocery stores, gas stations, and medical, bank, office, and professional services buildings. The home features 3 bedrooms upstairs each with their own private bathroom with a large front lanai entrance with beautiful ocean views of Hilo's famous Bayfront. The upstairs front door enters you into a quaint front living room with the kitchen at the end of the hallway with its own private back lanai. The upstairs unit has 9 foot ceilings and hardwood floors with the old vintage design of yesteryear. The downstairs studio is large and spacious and has a unique and spacious bathroom with tile floors. Rental info: Upstairs $2,500 + utilities month to month, back downstairs $850/mo now vacant.

301 Ponahawai Street, Hilo

Listing courtesy of Compass.

$6,900,000
3 Beds 4 Baths 202528103 MLS FS - Fee Simple Tenure
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

Listing courtesy of eXp Realty.

$2,300,000
4 Beds 4 Baths 202600138 MLS FS - Fee Simple Tenure
Brand new! Beautiful house completed in 2022. 4-bedrooms and 4-bathrooms PLUS 2 extra-large rooms (one of therooms has a big walk-in closet and plumbing ready to hook up - can be used as ensuite). Bright and breezy home!Easy to maintain. Pretty garden views from bedrooms. Flexible floorplan. Designed for one large family or multi-family/generation living with 3 separate entrances. Spacious 3 car garage with storage. Large driveway can park3+additional cars. Second-floor lanai offers incredible ocean, mountain, and valley views. Large lot of 22,510 squarefeet (and no back neighbors). Located at the end of a quiet street, situated in a wonderful neighborhood nearshopping, beaches, schools, and scenic spots like Kuliouou Beach Park, Kuliouou Neighborhood Park, and the RidgeTrail. Peaceful and convenient location, short drive to Koko Marina, world famous Sandy Beach, Hawaii Kai TowneCenter, and Costco!

466 Lani Street, Honolulu

Listing courtesy of Locations LLC.

$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).

$4,999,999
3 Beds 4 Baths 408222 MLS Fee Simple Tenure Hoolei BLDG.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,499,000
8 Beds 4 Baths 202528276 MLS FS - Fee Simple Tenure
Open house 9/6 cancelled due to the storm. Nestled on a 1-acre lot between the mountains and the ocean, this LIKE NEW property offers the best of island living—space, serenity, and stunning natural surroundings. The house has been EXTENSIVELY RENOVATED in 2025 with recessed lighting, double paned windows, vinyl plank flooring, carpet in bedrooms, new bathrooms and kitchens w/ stainless steel appliances and quartz counter tops! With 3 bedrooms and 2 baths downstairs and 4 bedrooms and 2 baths upstairs, this house offers endless possibilities - rent out one floor and live in the other, multi-generational living, or care home potential. The downstairs and upstairs have 2 separate outdoor entrances, no interior access between floors. Has the feel of a brand new house! Roof was just done in 2024 and has 39 OWNED PV panels on it for a low electric bill. 7 bedrooms total between the 2 floors, TMK records say 8 because the 8th bedroom upstairs was converted to a wet bar. Bedrooms are spacious and most have mountain views. The generous lot provides endless possibilities, whether you envision lush gardens, or room to expand. A short drive to Makaha beach. Some photos are enhanced.

84-1036 Noholio Road, Waianae

Listing courtesy of Coldwell Banker Realty.

$7,350,000
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.

$3,250,000
3 Beds 4 Baths 408112 MLS Fee Simple Tenure
It’s time for you to own your escape to this four-acre rural-zoned property on Maui's North Shore. Wake to the sound of the warm trade winds gently swaying the trees. Stroll in your expansive yard picking fresh fruit to complement your morning smoothie. Sit with your favorite book in your treehouse perched over a lush forest, dappled with sunshine. Catch a rainbow and end your day soaking in your outdoor bath, watching the sun set. Your idyllic Maui escape is ready: 965 Hog Back Road. At the end of a country road, tucked behind a majestic Royal Poinciana tree, sits a true North Shore treasure. Originally designed by renowned Maui architect Harry Rice and now reborn as a mid-century modern retreat, the home is elegantly enveloped by more than four acres of lush, private gardens. Light-filled living spaces open to expansive lanais and a spa-like outdoor bath featuring a 72” concrete soaking tub and custom shower. The gourmet kitchen boasts a 48” Hestan gas range, paneled Hestan refrigerator, European-style cabinetry, and a dedicated pantry/prep area. The 3,100 sq. ft. home features 3 spacious bedrooms, each with a luxurious ensuite bath, plus a separate upgraded cottage ideal for guests. A custom eucalyptus spiral staircase and handcrafted details throughout accentuate the classic Maui roots. This property features language in its bylaws stating that the property can be further CPR'd unilaterally; this can be a large benefit, especially since it is zoned rural half-acre. Mature fruit trees, peaceful walking paths, and a treehouse overlooking the forested gulch create a private, retreat-like setting. All the home's amenities and features, accompanied with North Shore conveniences, make this a truly unique architectural treasure. This is an A unit of a CPR.

965 Hog Back Rd, Haiku

Listing courtesy of Hawaii Life (W).

$9,900,000
3 Beds 4 Baths 408037 MLS Fee Simple Tenure
BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. 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 Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$8,395,000
5 Beds 4 Baths 408032 MLS Fee Simple Tenure
Also listed in Vacant Land Classification MLS #408615. This listing is a Residential CPR. Set across 3.219 acres in a quiet stretch of Makila Ranches, Launiupoko, this estate will bring together clean architecture, generous outdoor living, and a cohesive layout that feels open yet defined. With 5 bedrooms, 4 bathrooms, and 4,590 square feet of living area, the home offers a thoughtful balance between shared gathering spaces and private bedroom retreats. A covered entry leads into the Great Room, where wide openings frame the elegant reflecting pools, spa, and infinity-edge pool set directly along the central sightline of the home and positioned to take in the stunning ocean views. This sculptural outdoor centerpiece is complemented by 1,646 square feet of covered lanai spaces that stretch across the rear of the residence, creating a fluid style of living that suits the temperate Hawaiian climate. The Great Room spans approximately 34 feet in length and 51 feet in width, creating a wide, airy central living area. These dimensions give the room an impressive presence at the heart of the home, allowing for generous seating arrangements and a natural connection to the outdoor living spaces. The kitchen blends clean lines with a layout designed for easy gathering. A generous island offers ample workspace for cooking or casual conversations. Appliances include a 48-inch range, a matching 48-inch refrigerator/freezer, dedicated wine storage, and a walk-in pantry tucked neatly off to the side. The design keeps the central living areas light and open while feeling both polished and practical, creating an inviting centerpiece that brings everyone together. The five-bedroom layout is arranged in distinct wings for a sense of privacy throughout. Each of the home’s five bedrooms is designed as a quiet retreat, arranged across separate wings. The primary bedrooms feature walk-in closets, private bathrooms, and private lanai spaces with outdoor showers. The garage offers 945 square feet of covered parking for up to three cars and ample storage space. Set against the green backdrop of the West Maui Mountains and the expansive ocean and outer-island view, Makila Ranches 6A pairs modern simplicity with expansive single-level living, giving the property an easy, graceful presence that fits beautifully into the landscape.

391 Haniu St Unit Lot 6A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$3,500,000
3 Beds 4 Baths 202526293 MLS FS - Fee Simple Tenure Anaha - 1108 Auahi BLDG.
Anaha stands as one of Honolulu's premier ultra-luxury destinations, situated in award-winning Ward Village, where nearby shops, restaurants, entertainment, & sandy beaches are within blocks. This high-floor, rarely available front-corner 3-bedroom, 3.5-bath, 2,445 sq.ft. residence sits just under the Penthouse-level & features higher ceilings, unique to the 33rd floor & Penthouse suites. Inside, panoramic floor-to-ceiling windows in the open-concept luxury living space draw in views from Diamond Head & Waikiki, to Ala Moana Beach Park & Kewalo Boat Harbor. The primary bedroom enjoys stunning Pacific Ocean & Beach Park views, & includes a large walk-in closet & resort ensuite bath. Two additional bedrooms enjoy Diamond Head & Pacific Ocean views. This residence is sold with an additional storage room & EV charger. Anaha features a host of resort amenities including an iconic infinity-edge pool with a transparent overhang, a full-size tennis court/pickleball courts, volleyball court, multiple barbecue areas, kid's play area, golf simulation, billiards room, movie theater room, chef's kitchen, & much more. Listing includes enhanced photos.

1108 Auahi Street Unit 3300, Honolulu

Listing courtesy of Sachi HI Pacific Century Prop..

$799,000
6 Beds 4 Baths 202526069 MLS FS - Fee Simple Tenure
Discover this beautifully RENOVATED SINGLE-LEVEL HOME on a LEVEL CORNER LOT just minutes from the beach! With two living rooms, a kitchen, and a wetbar, this home has a FLEXIBLE LAYOUT ideal for multigenerational living or live-rent possibilities. This property has a comfortable and efficient floor plan that maximizes usable space. Features include split A/C units, island-style shutters and blinds, multiple covered lanais, abundant storage, and an enclosed yard perfect for privacy and indoor-outdoor living. A rare combination of location, versatility, and upgrades—come see how this home fits your lifestyle, and make it yours today! (Assumable 2.625% VA loan for qualified buyers.)

87-1423 Akowai Road, Waianae

Listing courtesy of REMAX Hawaii.

$2,100,000
4 Beds 4 Baths 407826 MLS Fee Simple Tenure
Discover a peaceful west-end Molokai estate set on 5.8 acres, offering ocean views, gorgeous sunsets, privacy, and a layout designed for comfortable island living. The 2,478 sq ft main home features 4 bedrooms and 4 bathrooms, arranged with two separate 2-bedroom/2-bath wings flanking a spacious open-beam great room. Each with their own bath, and private screened lanai. The suites are semi-detached but connected through covered lanais, creating breezy indoor–outdoor living spaces perfect for relaxing, dining, or enjoying the island’s natural surroundings. The property includes an inground pool, hot tub, 3000+ sf of decking. Mature landscaping supported by an irrigation system, making outdoor areas both beautiful and easy to maintain. Recently installed in 2025, aluminum roofing throughout, boasting significant advantages with its weather resistant properties, especially coastal areas. A detached 1-bedroom, 1-bath caretaker cottage provides additional flexibility for guests, extended family, or on-site caretaker, while remaining separate from the main residence. From every room and lanai of the home, the pool, spa and decks you will be captivated by the views and sounds of the Pacific Ocean and Diamond Head, all the while being surrounded by tropical landscaping and native birdsong. It's all here waiting for you. This very special property has an incredibly relaxing, rustic and “Old Hawaiian” atmosphere.

Kalua Koi Rd Unit Lot 369, Maunaloa

Listing courtesy of Molokai Realty LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.