Waikiki Beach Real Estate | Waikiki Beach Homes with a Pool for Sale

4 Beds ⋅ 4 Baths ⋅ 410353 MLS ⋅ Fee Simple Tenure

This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2 bedroom suites, an additional bedroom or home office, media room, fabulous infinity pool, spa, and water features. The upper level features the primary suite easily accessible by elevator with a mezzanine and expansive ocean views from a private lanai. The attached ohana features its own living room, kitchen, bedroom, walk-in closet and full bath, also with a private tiled lanai and ocean views. There is a 3-car garage and custom water features at entry. Offered Turnkey.

4851 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$29,900,000

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,995,000

3 Beds ⋅ 2 Baths ⋅ 410252 MLS ⋅ Fee Simple Tenure

This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure

Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,750,000

3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure

Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$1,998,000

4 Beds ⋅ 5 Baths ⋅ 410210 MLS ⋅ Fee Simple Tenure

Originally constructed as the neighborhood developer's custom home, this spacious & well-built residence was thoughtfully designed to offer a level of flexibility rarely found in Kihei. Its well-planned layout comfortably adapts to a wide range of living arrangements and changing needs. The home features a 4-bedroom main residence plus an attached 1-bedroom ohana (cottage) complete with its own full kitchen and bathroom. The main home offers two primary bedroom suites, including a versatile ground-floor suite with ensuite bath. This private suite offers the convenience of single-level living and features both a separate exterior entrance and an interior entrance. Upstairs, you'll find a second primary suite with ensuite bath featuring a relaxing jetted tub, 2 additional bedrooms, a spacious living area and den that opens to an outside lanai with stairs to the backyard. Built to accommodate a variety of lifestyles, this home offers a wide range of living possibilities: work from home, generate rental income from the attached ohana, host visitors in the private downstairs suite, or create comfortable living spaces for extended family. Whether you're looking for versatility, privacy, or income opportunities, this home is designed to meet your evolving needs. Step outside and experience your own tropical sanctuary where a spacious backyard invites you to relax, entertain, and create lasting memories. Enjoy the sparkling pool and spa, dine al fresco, BBQ, and gather with family and friends, surrounded by lush tropical landscaping and generous yard space. Additional features include abundant storage, ample parking, and an owned photovoltaic solar system to help reduce energy costs. Centrally located, you'll enjoy convenient access to beaches, shopping, dining, schools, and Central, South, and West Maui. More than just a home, this is a property designed to grow with your changing needs, offering comfort, multiple living arrangements, and the flexibility to adapt for years to come.

201 Ho'opili Akau St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,875,000

2 Beds ⋅ 2 Baths ⋅ 410201 MLS ⋅ Fee Simple Tenure

Enjoy stylish single-level comfort in this stunning residence at the prestigious Hokulani Golf Villas community of Central Kihei. Featuring soaring 12-foot ceilings and large windows, the home is light, bright, and airy with ample natural light. A true chef’s kitchen with a KitchenAid subzero fridge, gas cooktop, and huge granite slab island is at the heart of the open-plan living space with bar seating for entertaining ease. Sliding glass doors open to the large covered lanai overlooking the peaceful neighborhood greenbelt in a seamless indoor-outdoor flow. With cooling tile padding softly underfoot, custom blinds, and central air conditioning throughout, the home maintains a comfortable climate on those warmer South Maui days. An owned photovoltaic system with a back-up battery keeps the electric bills low. The primary suite features a seating area, dual sink vanity, tiled shower, soaking tub, and large walk-in closet. This unique floor plan lives like a three bedroom home with a generous den/office off the entryway, as well as a dedicated laundry room with a new Electrolux water & dryer and an oversize garage. One of the newest homes constructed in the gated Hokulani Golf Villas community, it’s just a short walk to the resident clubhouse, hot tub, bbq’s, and infinity edge pool with dreamy ocean and sunset views. Amenity maintenance and all landscaping are included in the monthly HOA dues for an easy lock-and-leave luxury lifestyle. Located adjacent to the Maui Nui Golf Course and Maui Brewing Company, the neighborhood is just a short drive to beautiful beaches, dining, shopping, and all of South Maui’s conveniences. Call your realtor to schedule a showing today! Hokulani Golf Villas is a residential condominium community and the property is also listed as MLS 410200.

1375 Umeke Cir Unit 101, Kihei

Listing courtesy of Compass-W.

$7,900,000

4 Beds ⋅ 5 Baths ⋅ 410078 MLS ⋅ Fee Simple Tenure

MAGICAL MAUI is a single-level Private Olowalu Oceanfront Masterpiece with the ultimate attention to detail. The 4-bedroom suite 4.5-bathroom 5-zone A/C estate is a furnished turn-key contemporary home completed in 2020 with smart-ready features. The upscale and well-appointed 4,048 sf residence with world-class architecture and interior design represents "a residential work of art and love." The seamless indoor-outdoor living best defines the spacious open floor plan with. The custom and unique artistry throughout the property offers a handmade automatic entry gate, soft light-lined drive, pivot double entry doors, etched acid-washed marble flooring, impressive hand plaster walls, open-air corridors with water features leading to all bedroom en-suites with two hand-carved banana tree wall reliefs, book-matched marble backsplashes, glazed lava stone kitchen counters with soft-close drawers and cabinetry, jacquard silk and fine glass wall treatments, an amazing translucent cloud chandelier made of zippers, antique obis, very special outdoor tub and shower. The covered lanai is perfect for enjoying the outdoor bar area with refrigerator overlooking the luxurious oceanside heated lap pool and spa.

11505 Honoapiilani Hwy, Lahaina

Listing courtesy of Compass-W.

$1,600,000

3 Beds ⋅ 3 Baths ⋅ 410173 MLS ⋅ Fee Simple Tenure

Contemporary single-level home on 5.8 acres on Molokai's west end with sweeping ocean and sunset views. Built in 2015, this property offers vaulted wood-beam ceilings, terracotta tile throughout, and a spacious great room that opens to a huge, covered lanai for indoor-outdoor living. The chef's kitchen features a custom granite wraparound island, commercial-grade refrigerator and freezer, ample prep space, and a walk-in pantry. The primary suite includes an oversized ocean-view shower. Additional features include split A/C units, an Endless Pool overlooking the landscape, an attached double garage with workshop, a wholehouse generator, photovoltaic solar panels, and smart home technology. Located minutes from Po'olau Beach and the three-mile Papohaku Beach, this property offers privacy, acreage, and modern island comfort.

3820 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,060,000

3 Beds ⋅ 3 Baths ⋅ 410168 MLS ⋅ Fee Simple Tenure

Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generously sized bedroom with en-suite bath offers the option for a primary suite on the main level. An additional bedroom currently serves as an office. The upper level primary suite opens to a private lanai with serene Haleakala and ocean views. Crowning the home is a rooftop deck that offers 300 degree views from the North Shore to Lanai to Haleakala summit. Offer your guests the pool house suite. It is the ultimate in privacy, with a guest room and a full bath, plus an outdoor kitchen. There's even a large screen for enjoying movies or sports on our warm Maui nights. Relax beside the tropical pool or join a game of cornhole or bocce ball on the adjacent lawn. A detached 1 bedroom, 1 bath cottage offers additional living space or an option for rental income. Orange, mango, avocado, lime, lemon, and lilikoi are there for your enjoyment! Completed in 2022, this exceptional residence is the newest home currently available on the market in Maui Meadows. Don't miss this one! It's a gem!

3220 Waileia Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,398,000

3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure

Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$14,000,000

4 Beds ⋅ 4 Baths ⋅ 410153 MLS ⋅ Fee Simple Tenure

Set on beautifully curated grounds in Spreckelsville on Maui's North Shore, this extraordinary oceanfront estate embodies the timeless character of Old Hawaii, while offering a lifestyle centered around ocean, wellness, and understated luxury. Framed by sweeping views of the Pacific and peaceful bays stretching in both directions, the gated estate occupies one of the most breathtaking settings in Hawaii. A private pathway provides effortless access to a pristine white sandy beach lies just moments away. The compound features two tastefully renovated residences that honor their original plantation-era architecture while incorporating modern comforts and craftsmanship. The main home's four en suite bedrooms, inviting gathering spaces, and beautifully appointed chef's kitchen were designed to bring family and friends together, creating an atmosphere that is both sophisticated and welcoming. There's also a detached ohana perfect for guests or a caretaker. Life here revolves around connection—to nature, community, and the sea. World-class wingfoiling, kitesurfing, surfing, paddling, cycling, and beach walks await just beyond the property. The nearby Maui Country Club with golf, tennis and pickelball have further elevated Spreckelsville as one of Hawaii's most desirable coastal communities for those who embrace an active and healthy lifestyle.

477 Laulea Pl, Paia

Listing courtesy of Hawaii Life (W).

$4,400,000

2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ Fee Simple Tenure

Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

$3,950,000

3 Beds ⋅ 4 Baths ⋅ 410135 MLS ⋅ Fee Simple Tenure

Located inside the Ka'anapali Golf Estates, 23 Kahuakai Place includes a 3-bedroom, 4-bath, 3,145 sq. ft. luxury home, and a 600 sq. ft. 1-bedroom Ohana unit. The property offers incredible amenities, including an incredible private pool and lanai space. Entering the home's expansive foyer, natural light dances through large windows, illuminating the exquisite craftsmanship and attention to detail showcased throughout, including Mahogany pocket doors and trim, slate floors, and wood-lined recessed ceilings with fans. A wall of pocket doors connects the Great Room with the inner pool and hot tub lanai at the heart of the home, allowing for seamless Hawaiian-style indoor-outdoor living. The spacious lanai features both covered and open spaces. The centerpiece is a breathtaking salt-water pool and hot tub that sparkle under the warm Hawaiian sun. The entire space is backed by a natural privacy wall of lush tropical foliage and swaying palm trees, creating a signature Hawaiian look. As the day transitions into night, the space transforms into a magical setting with gas tiki torches and atmospheric pool lighting. Dine under the covered areas day or night, rain or shine, or simply lounge on comfortable seating and listen to the gentle breeze rustling through the tropical foliage. An additional full bath is directly accessible from the pool area. The gourmet kitchen features custom cabinetry, matching top-of-the-line SubZero appliances, a dual-compartment dishwasher, gorgeous granite counters, and a generously sized island for casual meals and socializing during meal prep. The home has three beautiful bedrooms, including one guest suite on the ground floor and a Primary bedroom and additional guest suite on the second floor. All the bathrooms are refreshed and feature Grove plumbing fixtures by Kohler. The ground-floor guest suite has direct lanai access and a full en-suite bath with a walk-in shower. The bathroom design uses the same quality granite counters as the kitchen and a bamboo frosted glass screen—gorgeous tiling ties in with the rest of the home. A beautiful wood staircase leads to the second floor, where one finds the Primary bedroom and a second guest suite. The stairwell is lit by frosted windows featuring a bamboo motif, providing privacy and a consistent design theme as you move throughout the home. Upstairs, one finds the luxurious Primary suite, a true oasis of tranquility. Its spacious layout and ocean views offer the perfect sanctuary to unwind after a long day. The en-suite bathroom is a spa-like retreat, boasting a corner jacuzzi tub, a walk-in shower, and dual vanities; a massive walk-in closet provides ample room for wardrobe and storage. The suite also features a nook that can serve as a yoga, reading or workspace. In the bedroom, sliding glass doors open to a private covered lanai ideally positioned to appreciate the stunning ocean views - it's the perfect place for a morning coffee or afternoon reading. The brightly lit and spacious third guest room also has a private bathroom with a walk-in shower. In addition, the home has a three-zone AC, an alarm system, audio speakers, and a two-car garage with storage. 23 Kahuakai Place also has a 1-bedroom, 1-bath, 600 sq. ft. Ohana unit that is perfect for visiting friends and family. The Ohana features the same high-end cabinetry as the main home, a carport, washer and dryer, and a lanai with ocean views. Take advantage of this opportunity to own a charming home with in-demand features. 23 Kahuakai Place is ideally designed for entertaining guests or spending quality time with loved ones. In addition, residents enjoy golf-cart access to the Ka'anapali Resort, making this the ultimate Maui retreat!

23 Kahuakai Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$16,950,000

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure

Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$3,500,000

3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure

Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure

2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$1,790,000

2 Beds ⋅ 2 Baths ⋅ 410061 MLS ⋅ Fee Simple Tenure

Also listed as Condominium MLS#410060. Welcome to one of South Maui's most sought-after gated communities, Hokulani Golf Villas, where pride of ownership is evident at every turn. Perfectly positioned along the Maui Nui Golf Course, this beautifully maintained residence combines modern upgrades, energy efficiency, and the relaxed elegance of island living. Enjoy the benefits of a net-metered photovoltaic system for exceptionally low electric costs, brand-new central air conditioning installed in 2024 and new kitchen appliances along with a new washer and dryer added in 2026. Rich hardwood flooring brings warmth and character to the bedrooms, while stylish, easy-to-operate window treatments enhance both comfort and convenience. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Inside, soaring 12-foot ceilings create an open, airy atmosphere, complemented by a durable tile roof, elegant stucco exterior and quality finishes throughout. The gourmet kitchen features a brand new Thermador cook top for the discerning chef, while an on-demand gas water heater adds everyday efficiency and convenience. Every detail has been carefully considered to create a home that is as functional as it is beautiful. This is a CPR Residential condo Unit #114.

2491 Hihimanu St Unit 114, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$12,250,000

4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure

A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,880,000

4 Beds ⋅ 3 Baths ⋅ 410015 MLS ⋅ Fee Simple Tenure

Exceptional Ocean Vistas amidst your tropical paradise estate on Maui's famed North Shore. Affectionately coined, "Hale O Peahi" this expansive custom crafted estate offers unlimited potential on a seamless level on an open facing lanai that flows out to the like-new saline pool and spa. Nestled in the highly desirable and exclusive Peahi Hui Land Subdivision on Maui's breathtaking North Shore. This expansive single-family residence offers a tranquil, elevated retreat on a generous 2-acre estate blessed with stunning ocean and mountain views from this exceptional gated estate.Hale O Peahi offers sophisticated single-level living with exceptional privacy and views. Boasting 3,576 sq ft of living space, the home features 4 bedrooms, 2.5 baths, and “pod” style architecture interconnected by covered breezeways and an expansive covered 1576 sq ft lanai. The center pod includes the open-concept gourmet kitchen, dining, and living areas — all flowing seamlessly to the outside lanai. Plus a versatile room ideal for an office, gym, theater room, or guest suite. The master suite is elegantly tucked into its own wing, offering sweeping ocean and mountain views The luxurious spa-style bathroom has a vibroacoustic therapy deep soaking spa tub, and just outside is a luxurious tropical shower. The bathroom is a generous open area featuring a large walk in closet, perfectly situated near the laundry room. The guest wing features two generous guest suites, each with expansive walk-in closets, and a well-appointed spacious bathroom. The guest wing provides comfort and privacy, with open lanai views to the ocean and the pool. Designed for effortless living, the home features 50+ smart lightbulbs and Alexa hubs, giving you full voice-activated control of the lighting in every room. Step outside to your own private oasis, featuring a heated salt-water lap pool with motorized cover, a jetted spa, and a bubbling fountain—perfect for relaxation or entertaining. The fully fenced grounds showcase lush Zoysia lawns, a raised-bed garden, mature tropical fruit trees, and prolific apple bananas, offering the delight of fresh-picked fruit anytime. A quarter-acre of pasture with two charming resident goats, this property captures the essence of country living. Enjoy prime potential for a 1,500 sq. ft. second dwelling, or envision an AG barn with a second story to create expansive, flexible living or storage space. Practical amenities include a workshop/garage, storage space, a grid-tied solar PV system with Tesla battery backup, and a Solar-plus-storage setup for energy efficiency. With its carefully curated finishes, open layout, and thoughtful integration of indoor-outdoor living, this North Shore Maui hideaway captures timeless elegance, modern sustainability, and private island charm. Don't miss these Stunning Triple Blue Views! Drop in and experience your special piece of paradise.

10 Leleaka Pl, Haiku

Listing courtesy of Century 21 Island Homes.

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 410011 MLS ⋅ Fee Simple Tenure

Welcome to one of the most desirable homes in Moana Estates, featuring the largest single-level floor plan in the neighborhood. This meticulously maintained 4-bedroom, 3.5-bath residence offers exceptional comfort, thoughtful upgrades, and timeless island-inspired style. Beautifully furnished and professionally designed, the home exudes a relaxed beach cottage ambiance with inviting, light-filled living spaces. New quartz countertops, engineered wood flooring throughout the main living areas, tile bathrooms, and custom white wood shutters create a refined yet casual coastal aesthetic. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a private backyard oasis complete with a swimming pool, outdoor shower, fully fenced grounds, and a substantial rock privacy wall. Manicured landscaping and outstanding curb appeal enhance the home's welcoming presence. Additional features include a two-car garage, 24 photovoltaic panels with net metering for energy efficiency, and furnishings that make this home truly move-in ready. Every detail has been carefully maintained, creating a residence that is as functional as it is beautiful.

147 Moana Ave Unit Unit 39, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,479,000

3 Beds ⋅ 3 Baths ⋅ 409999 MLS ⋅ Fee Simple Tenure

This property really is a little gem. It has been well cared for and ready for a buyer that wants a turnkey move in experience. The location is super convenient with easy access to Pukalani Terrace Shopping Center and Pukalani Superette, and approx. a 15-minute drive to Kahului. It features many upgrades including but not limited to, tub to shower conversions in the main house and ohana, beautifully retiled pool with ceramic tiles with a new heating system installed in 2026, the main house interior walls are newly plastered, also a full kitchen remodel and new flooring throughout the main house. The back deck overlooks the pool and is great for outdoor entertaining and summertime pool parties and the backyard is fully fenced and secure from off property access. The 2nd home ohana features a walk-in pantry, easy access to a spacious back yard and covered lanai off the primary bedroom, and a covered gazebo for outdoor gatherings.

3260 Kihapai Pl, Makawao

Listing courtesy of Welcome Hawaii Properties.

$6,300,000

4 Beds ⋅ 5 Baths ⋅ 409968 MLS ⋅ Fee Simple Tenure

Set on over 2 acres in Launiupoko, one of West Maui's most prestigious hillside communities, this stunning single-story estate offers 4 bedrooms, 4.5 bathrooms, and 3,675 square feet of refined Hawaiian contemporary living. Perched on a breathtaking West Maui hillside in prestigious Launiupoko, this luxury residence boasts some of the most dramatic sunset and outer island views on the island, a resort-style pool and spa, and the kind of indoor-outdoor flow that makes every day feel like a vacation. Arriving through a grand hardwood entry door framed by lush tropical landscaping, the foyer sets a tone of relaxed sophistication, with clean lines, Imperial plaster walls, and wide-plank Pasha Wood Lite tile underfoot. The great room opens dramatically, with walls of glass pocket doors that retract fully to merge the interior living space with the covered lanai beyond. Ocean views pour in from every angle. The seamless indoor-outdoor flow is not an afterthought here; it is the central design ethos. The gourmet kitchen is a showpiece in its own right. Custom cabinetry pairs with granite countertops and a generous center island with bar seating. A stainless range with statement hood anchors the space, while pendant lighting and a picture window framing the Pacific and the silhouette of Lanai on the horizon make this a kitchen where cooking becomes an event. The open dining area flows naturally off the kitchen, ideal for entertaining at any scale. The primary suite is a sanctuary. Sliding glass doors open directly onto the pool deck, and ocean views greet you from bed each morning. Rich oak millwork, ceiling fans, and thoughtful finishes are found throughout all four bedrooms. Step outside and the property reveals its full ambition. A resort-style lap pool stretches across the rear of the home, glowing blue against the warm Maui sky at dusk. An elevated spa sits alongside, with travertine decking, manicured tropical lawn, and swaying palms completing the scene. The private pool cabana adds a layer of luxury rarely found at this price point, offering a full bath and outdoor shower for seamless poolside living. A built-in outdoor kitchen and covered lanai dining area make alfresco entertaining effortless, with front-row sunset views over the ocean and the outer islands of Lanai and Molokai as the backdrop. Owned photovoltaic solar, solar water heating, central air, and a 3-car garage round out an estate that performs as beautifully as it looks. This is Launiupoko living at its absolute finest! This listing is a Residential CPR.

948 Kai Hele Ku St Unit Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 409963 MLS ⋅ Fee Simple Tenure

Set on nearly 8 acres of pasture in a gated Kula setting, this gorgeous estate offers privacy, scale, and sweeping 360-degree views. The main living area centers around a spacious great room with 11-foot ceilings, a 6-foot fireplace, and custom pocket sliding doors that open to the outdoors. Natural materials define the interior, with reclaimed elm flooring and extensive use of African mahogany, silver oak, spotted gum, and teak. The large chef's kitchen is built for function and flow, with long granite counters and integrated paneled appliances. The primary suite includes built-in shelving, a custom walk-in closet, and an ensuite bath with steam room. Additional interior features include a dedicated media room with projection and surround sound, a separate exercise room with spotted gum flooring and mirrored walls, and a well-equipped laundry room with central vacuum, granite counters, and a chute from the primary closet. A private guest suite downstairs opens to its own patio and lanai. Outdoor living is anchored by a cabana with pool and spa, quartzite decking, BBQ area, fire pit, sauna, outdoor shower, and powder room. The property is equipped with a whole-home Sonos system, anti-glare outdoor TV, and commercial-grade WiFi. An attached 3-car garage, and detached barn, and tack shed provide flexibility for storage, hobbies, or additional guest space. The grounds are landscaped with mature fruit trees and a tiered herb garden, completing a well-built Upcountry estate designed for both comfort and functionality.

8040 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

$1,400,000

3 Beds ⋅ 3 Baths ⋅ 409922 MLS ⋅ Fee Simple Tenure

Wonderful open concept in this beautiful well-kept 2 story home with Pool and Jacuzzi just in time for cooling off this summer. Recently installed: New flooring with Luxury Vinyl Plank throughout, new paint both interior and exterior and pool deck, new kitchen cabinets, counter tops, light fixtures, sink, faucets, ceiling fans, recessed lights, spit system air conditioning on top of central air conditioning and so much more! Near shopping, schools, Dr's - hospital and businesses.

270 Puumakani St, Kahului

Listing courtesy of Maui Tropical Realty.

$6,950,000

5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure

Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,500,000

3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure

Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$3,895,000

4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure

Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$45,000,000

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$3,299,000

1 Beds ⋅ 2 Baths ⋅ 409858 MLS ⋅ Fee Simple Tenure

Perched high on the exclusive slopes of west Maui in the area of Launiupoko, this property has over 43 acres of privacy and beauty. A one-of-a-kind estate that sits on pristine West Maui land at the top of a hill which offers breathtaking panoramic ocean views, beautiful travertine stone tile and a private in-ground swimming pool. This custom retreat is perfect for a buyer seeking a legacy property or a private, peaceful, tropical sanctuary. Unobstructed, over 250-degree views of the Pacific Ocean, neighboring islands and vibrant Maui sunsets from your elevated vantage point. The main house boasts granite counters in kitchen, along with stainless steel appliances. The open floorplan overlooks the view and a sparkling pool accessed thru disappearing glass doors, bringing the outside in. With additional bedroom and bathroom semi-attached via roof, this makes it excellent for entertaining guests or multi-generational living. A detached two car garage also has living space for guests. Perfect for a family compound. Must see to truly appreciate the beauty, serenity and tropical splendor of this property. This is the one you've been waiting for. This is a condominiumized parcel (CPR).

390 Punakea Loop Unit A, Lahaina

Listing courtesy of Maui No Ka Oi Properties.

$1,799,000

3 Beds ⋅ 3 Baths ⋅ 409841 MLS ⋅ Fee Simple Tenure

Also listed as Condo – (MLS#409840) Welcome to 154 Kualapa Place, Unit 54 at The Vintage at Ka'anapali — offered for the first time since its original ownership. This beautifully maintained single-level, 3-bedroom, 3-bathroom detached condominium lives like a single-family home within one of Ka'anapali’s most sought-after gated communities. The flexible floor plan features two spacious primary suites with en-suite bathrooms, brand-new central air conditioning, a new water heater, fresh interior paint, updated lighting and electrical outlets, and rich mango wood kitchen cabinetry. A covered lanai surrounded by lush tropical landscaping, flowering plants, and mature trees provides a peaceful setting for outdoor dining, relaxation, and enjoying Maui’s year-round indoor-outdoor lifestyle. Consisting of just 73 detached residences, The Vintage at Ka'anapali offers a low-density island lifestyle in the heart of the Ka'anapali Resort community. Enjoy close proximity to world-class golf courses, Whalers Village, renowned Ka'anapali Beach, shopping, and fine dining. Community amenities include a clubhouse with pool, spa, and exercise room, creating the perfect setting for full-time living or a luxurious Maui retreat. This is a Residential CPR.

154 Kualapa Pl Unit 54, Lahaina

Listing courtesy of Hawaii Life (KAP).

$1,995,000

3 Beds ⋅ 4 Baths ⋅ 409821 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.

Puamana! Welcome to your Maui Beach house at 24-4 Puamelia - 75 steps to the main beach access! Rinse off in the ocean or the pool, then slip in through your private side entry to the spacious shaded back lanai. Fire up the gas BBQ, gather your 'Ohana, and relax with a lilikoi margarita. Wake up in the main bedroom upstairs and check the surf conditions from your pillow. A cool garden-view bedroom downstairs with its own bath is perfect for those who prefer no steps, and a third bedroom with twin beds rounds out the layout for guests or kids. Puamana sits on a seasonal sandy beach with three surf spots. Puamelia place is a quiet, no-through-traffic street — no highway noise, just ocean. Stroll the footbridge to the pool and the site where our beloved clubhouse will be rebuilt. This end unit in the 24 building was spared from the Lahaina Fire. Remodeled in 2005 with a second floor addition, it lives large with multiple lockable owner's closets for all your gear. Recent renovations include new AC in 2026, interior and exterior paint, furnishings, art work, front door. Short term rental -capable; no special permits necessary. Gated, low-density, classic Hawaiiana. See why Hawaiian Royalty made Lahaina home. Check out the 3D tour.

24 Puamelia Pl Unit 24-4, Lahaina

Listing courtesy of Hawaii Life (L).

$12,400,000

5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$7,500,000

4 Beds ⋅ 5 Baths ⋅ 409785 MLS ⋅ Fee Simple Tenure

Introducing a true masterpiece of modern design and craftsmanship completed in January 2025 - a brand-new, 4-bedroom, 4.5-bathroom home in the prestigious double gated Lanikeha subdivision of Kaanapali Golf Estates. Designed by West Maui's renowned architect Atom Kasprzycki and built by West Maui's highly respected builder, Thad Henry Design Group. This stunning 4,012 square-foot residence offers an unparalleled living experience on the island of Maui. Every detail of this home has been thoughtfully curated to combine sophistication, comfort, and the natural beauty of its surroundings. The open-concept layout features expansive living spaces, with large pocket doors and windows that invite abundant natural light and showcase breathtaking panoramic views of the Pacific Ocean and neighboring islands of Lana'i and Molokai. High ceilings and custom finishes throughout create a sense of grandeur and luxury, while the flow between interior and exterior spaces is perfect for island-style living. The chef's kitchen is a culinary dream, featuring top-of-the-line appliances, sleek custom cabinetry, and a large central island. It flows seamlessly into the dining and living areas, where you can enjoy the tranquility of your surroundings or entertain guests in style. Multiple sliding glass pocket doors open to a spacious covered lanai with a pool, spa, and expansive outdoor living spaces, ideal for alfresco dining and relaxing in the Maui sunshine. The impressive primary suite is a true retreat offering access to the lanai, an oversized walk-in closet, a spa-inspired bathroom with indoor and outdoor showers as well as a soaking tub and dual vanities. The additional three bedrooms suites offer privacy and comfort for family or guests, with ample closet space and serene, lush views. An attached one-bedroom, one-bath Ohana offers separate quarters to accommodate more guests. Other highlights include a three-car garage with an electrical vehicle hookup, 66 photo-voltaic panels, 6 Tesla Powerwall batteries, home fire sprinkler system, quartz countertops throughout, motorized shades and exquisite landscaping that enhances the natural beauty of the property. Every element of this home has been designed with an emphasis on quality and detail, ensuring a seamless blend of contemporary style and ultimate island living. Located within the exclusive Lanikeha community, this home offers access to world-class amenities, including a clubhouse, fitness center, and pool. With proximity to the renowned Kaanapali Beach, championship golf courses, fine dining, and upscale shopping, this is the perfect place to enjoy the finest island lifestyle. Don't miss your chance to own this exceptional property in one of Maui's most sought-after neighborhoods. Located in close proximity to Maui Preparatory Academy.

1015 Anapuni Pl Unit 62, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$5,000,000

4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,900,000

4 Beds ⋅ 3 Baths ⋅ 409667 MLS ⋅ Fee Simple Tenure

Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor area. Owned photovoltaic, central air conditioning, generous size garage with workspace & extra storage and a gated driveway. Enjoy a spacious fenced in yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui’s indoor-outdoor living. Listor is one of the Sellers.

19 Halapa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,999,000

2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure

Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

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

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 409642 MLS ⋅ Fee Simple Tenure

Just moments from the beach and surf in Kahana, 4063 South Paua Way captures the best of West Maui living with panoramic ocean views, vaulted ceilings, and a fresh, modern feel throughout. Located within the gated community of Kapalani Estates, this 4 bed, 3 bath home features a thoughtful layout with three bedrooms upstairs, including the primary suite, plus a private downstairs guest bedroom and bath ideal for visitors or extended family. The 2026 kitchen and dining remodel brings a clean, contemporary style to the heart of the home. Positioned off the lower road for easy access, residents enjoy the community pool and pavilion, all just minutes from restaurants, shopping, and some of West Maui's most loved beaches and surf spots.

4063 S Paua Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,848,000

3 Beds ⋅ 4 Baths ⋅ 409610 MLS ⋅ Fee Simple Tenure

A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed chef’s kitchen features striking granite surfaces, paired with timeless wood finishes throughout, custom wood cabinetry, and premium appliances including Viking, Bosch, and Sub-Zero, along with a large dine-in bar and adjacent dining area. The serene primary suite includes a secluded lanai, large walk-in closet, and an en-suite bath with spa inspired dual vanities, soaking tub, and walk-in shower. Two additional guest bedrooms each offer en-suite baths and direct outdoor access, providing privacy and flexibility. Outdoor amenities include a lagoon-style pool and spa, tropical landscaped yard, and mature trees, foliage and lava rock wall for your own private sanctuary. Additional features include a spacious 2-car garage with workroom/storage area. Conveniently located near Wailea’s white sandy beaches, award winning golf courses, world class dining, and shopping.

230 E Panana Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,895,000

4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure

Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$3,333,000

7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure

Set on 2 acres of lush, tropical grounds, this is a gorgeous private, ocean view Haiku estate that offers a rare combination of space, flexibility, and luxury. The main home has warm wood finishes, exposed beam ceilings, and an open layout that brings in natural light all around. The craftsmanship throughout is immediately felt—from the solid wood flooring underfoot to the custom details that give the home both substance and warmth. In addition to the main residence, there are four well-integrated living spaces, including an attached 2/1 and 3/1, as well as a detached ohana and a separate studio space. Whether for extended family, guests, or simply creating a more expansive way of living, the layout allows for a level of versatility that’s increasingly hard to find. The resort-style pool area captures ocean views and is designed for relaxation and entertaining. Entry to the home is marked by a serene garden setting, complete with a koi pond, water features, and a footbridge that sets a calm, intentional tone as you arrive. This property balances multiple living spaces while still feeling like a single, cohesive estate. It’s well-suited for those looking for a private retreat, a multi-generational setup, or a Maui home that offers more than just one way to live. Located with easy access to the North Shore and Paia, this is a property that offers both privacy and convenience in equal measure.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$2,695,000

4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure

Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$3,500,000

3 Beds ⋅ 4 Baths ⋅ 409437 MLS ⋅ Fee Simple Tenure

Classic one-story home in the Kaanapali Golf Estates designed by renowned architect, Ken O'Conner who built his reputation in California's wine country and has been commissioned to design homes in such prestigious communities as Sea Ranch in Mendocino and Kinney Brook Estates in the Napa Valley. The design O'Conner delivered is strikingly contemporary with fine quality craftsmanship while utilizing natural materials to ground the structure to its Hawaiian roots. Incredible ocean, island and sunset views. Home features upscale appliances and finishes throughout. The kitchen was completely remodeled in 2018 and has 5 burner glass ceramic cooktop, Sub Zero double door range and refrigerator & stacked ovens. Outdoor dining on the lanai accompanied by a pool area is perfect for outdoor barbecues and entertaining. Three full suites, plus a family/media room and a three-car garage. Six Array Enphase Solar installation with total of 81 - 285 Watt Solar Modules completed Jan 2018. Property is being sold AS-IS.

175 Ulukoa Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$12,900,000

5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure

Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,425,000

3 Beds ⋅ 3 Baths ⋅ 409390 MLS ⋅ Fee Simple Tenure

Tucked away on 1.47 lush agricultural acres in Haiku, this private property offers a rare blend of flexibility, privacy, and island charm. Public records reflect a 2-bedroom, 2-bath home, while the adaptable layout allows for multiple living options, including a potential attached studio or separate-entry unit—ideal for extended family, guests, or rental income. The home features a spacious, open feel with seamless indoor-outdoor living. Mature landscaping includes a variety of fruit trees—lime, Hawaiian lemon, coconut, banana, and sugar cane—along with puakenikeni, heliconia, and gardenia and other tropical flowers. A peaceful bamboo grove adds to the sense of serenity, tucked within the uncultivated portion of the acreage. Additional highlights include a detached structure with an Endless Pool spa and storage, extra outbuildings, and two fenced areas suited for gardening, pets, or agriculture. Set back from Holokai Road behind a gated entry, the property offers exceptional privacy in a peaceful Haiku setting. Within a 15 minute drive, are stores, schools, post office and beaches. Some images include virtual staging.

145 S Holokai Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

$1,950,000

3 Beds ⋅ 2 Baths ⋅ 409369 MLS ⋅ Fee Simple Tenure

Newly Remodeled and absolutely fabulous. Custom one of a kind living in this amazing house, pool, and barndominium. High cielings and lofts, large 10k+ sq ft. lot, ideal central location, and an amazing integrated design. Its the perfect family compound. Some areas may be non-conforming and may not match the county tax records.

371 Lono Ave, Kahului

Listing courtesy of Big Wave Realty LLC.

Waikiki Beach Homes with a Pool for Sale

Newest Waikiki Beach Homes with a Pool for Sale

Rainbows and Homes, Inc.