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$1,900,000
3 Beds ⋅ 2 Baths ⋅ 202610885 MLS ⋅ FS - Fee Simple Tenure
This remarkable Upcountry home once home to celebrated Hawai‘i artist and educator Richard “Dick” L. Nelson creator of the renowned Tri-Hue watercolor technique. Designed in collaboration with distinguished mid-century architect Edward Sullam, a protégé of legendary architect Vladimir Ossipoff. A charming 1-bedroom cottage welcomes you near the entry, while the main residence sits atop the property, capturing panoramic vistas. One of the 3 bedrooms served as Dick Nelson’s private art studio and features its own separate entrance, creating endless possibilities for a creative retreat, guest suite, family room, home office, or private sanctuary. The spacious primary suite offers two walk-in closets and easy access to a beautifully appointed bath with dual vanities, walk-in shower, and heated towel bar. The additional bedroom is ideal for guests, or flexible work-from-home living. The kitchen features koa-accented cabinetry, updated built-in appliances, and stainless-steel refrigeration, blending island character with everyday functionality. The open plan features a wood burning fireplace and expansive deck to take in the view. A 2 car garage with loft storage adds convenience.

162 Koheo Road, Kula

Listing courtesy of ENRG Realty.

$7,950,000
5 Beds ⋅ 4 Baths ⋅ 202611218 MLS ⋅ FS - Fee Simple Tenure
Seller is motivated! Schedule your showing today! Seller is now offering FULL ownership in this truly irreplaceable North Shore Maui oasis. Set amid panoramic ocean, coastline, and waterfall views, this sanctuary offers rare natural resources and privacy. Enter through hand-crafted 24-foot custom gates into a double-fenced private estate featuring 6 permitted structures thoughtfully designed with a blend of Japanese, Hawaiian, and Balinese architectural influences. Improvements include a dedicated ag center, office/garage, infrared sauna, custom loft, and multiple living spaces that harmonize seamlessly with the surrounding landscape. A stone walking path encircles the property, guiding you through a stunning rainbow eucalyptus forest, paperbark tree grove, and a variety of producing trees including cherry, papaya, and more. A wrap-around driveway with parking for 20+ vehicles makes the estate ideal for hosting gatherings and entertaining family/friends. This self-sustaining retreat features a 280-foot private well with county water rights, nutrient-rich soil ideal for agriculture, and owned solar with commercial-grade infrastructure.

180 Door Of Faith Road, Haiku

Listing courtesy of Talk Realty LLC.

$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.

$2,499,000
3 Beds ⋅ 4 Baths ⋅ 409822 MLS ⋅ Fee Simple Tenure
Tucked away on one of Ka'anapali’s most serene, least-traveled streets within the prestigious gated enclave of Ka'anapali Golf Estates, this exquisite island residence embodies the essence of West Maui luxury. Set adjacent to a rare four-lot compound, the home enjoys enhanced privacy, lush mature landscaping, and commanding ocean views that stretch across the Pacific to Lana'i and Moloka'i. Designed for effortless indoor-outdoor living, the upper-level great room seamlessly unfolds through pocketing Fleetwood glass doors onto a generous west-facing lanai—your front-row seat to Maui’s year-round sunsets and seasonal whale watching. With 10’ ceilings and rich natural finishes throughout, this custom-built home was crafted with quality and elegance in mind. Highlights include rainforest granite counters, Cherry cabinetry, Italian porcelain flooring, and limestone and travertine-adorned bathrooms. The gourmet kitchen is a chef’s dream, appointed with top-tier appliances including a Wolf gas cooktop and ovens, Sub-Zero refrigeration, Bosch dishwasher, and an oversized island perfect for entertaining. The spacious open-concept floor plan is both inviting and refined, ideal for relaxed island living or hosting guests in style. Downstairs, a private bedroom wing ensures peace and comfort, while thoughtful features like a dumbwaiter and indoor laundry room offer added convenience. But the real magic lies in the lifestyle—owning here means more than a home; it’s your gateway to the Ka'anapali resort experience. Hop in your golf cart and cruise the private roads directly to the beach, restaurants, golf courses, and world-class shopping of the Ka'anapali Resort, all just moments away. Whether it’s a sunset cocktail at Whaler’s Village, a beach walk along the golden sands, or a round of championship golf—everything you love about Maui is within reach. This fully furnished, turnkey home invites you to move in and immediately begin enjoying the best of island living—luxurious, low-key, and perfectly connected to the heart of Ka'anapali. For more information, visit: 337Aalii.com

337 Aalii Way, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$989,000
3 Beds ⋅ 2 Baths ⋅ 409804 MLS ⋅ Fee Simple Tenure
Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Valley to the majestic West Maui Mountains. Large picture windows in the living room take in the huge view as does the kitchen window. A full bath adjoins the bedrooms while a half bath completes the laundry room. An enclosed patio opens up with patio doors to the living room and the large 2 car garage and work area. Rich with timeless charm and character, this property offers an incredible opportunity to restore and create one of the area's most desirable residences. Set up high on a spacious lot, the property features a magnificent mature monkeypod tree, expansive outdoor space, and endless potential for indoor-outdoor island living. With R-3 zoning, there is also the added possibility of constructing an additional dwelling, making this an exceptional investment or multigenerational opportunity. Bring your vision and transform this special property into a true Upcountry gem — where stunning views, classic Hawaiian charm, and future potential come together in one remarkable setting.

2840 Koea Pl, Makawao

Listing courtesy of Corcoran Pacific Properties.

$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.

$5,995,000
2 Beds ⋅ 2 Baths ⋅ 409768 MLS ⋅ Fee Simple Tenure
Presenting this rare and private oceanfront estate offering over 125 feet of linear ocean frontage in one of Maui’s most captivating coastal settings. Privately gated and thoughtfully secured, the estate opens with an immediate sense of warmth carrying an effortless charm and an authenticity that exceeds expectation. Designed with a relaxed yet refined aesthetic, the spacious home evokes the feeling of a private coastal retreat that is warm, welcoming, and deeply connected to its surroundings. Rich wood flooring, vaulted ceilings, layered textures, expansive pocketing doors, and expansive oceanfront decks create a seamless indoor-outdoor lifestyle that feels both refined and inviting. Beautifully landscaped with Hawaiian style favorites, expansive lawn areas ideal for gathering, and thoughtfully designed rock wall accents, the grounds feel like a destination in themselves, a tranquil setting where you can unwind, entertain, and explore Maui’s coastline. A separate guest cottage with a charming porch and private hot tub offers an inviting retreat for family and friends while maintaining privacy throughout the estate. Positioned on an expansive oceanfront parcel, this secure and welcoming coastal retreat delivers an elevated island experience where panoramic ocean views of Maui’s neighboring islands, sunsets, and moonrises over Haleakala become part of everyday life. And, located just steps from Maalaea Harbor, oceanfront dining, Haycraft Beach, and the iconic Freight Trains surf break, this remarkable offering delivers the rare balance of exclusivity, authenticity, and effortless island living.

210 S Hauoli St, Wailuku

Listing courtesy of Engel & Volkers Maui.

$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.

$4,700,000
3 Beds ⋅ 4 Baths ⋅ 409698 MLS ⋅ Fee Simple Tenure
Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$5,865,000
3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure
Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home.

10 Hui Rd E Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$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.

$1,995,000
3 Beds ⋅ 2 Baths ⋅ 202609949 MLS ⋅ FS - Fee Simple Tenure
Spectacular Ocean and Mountain Views! Discover brand-new construction on iconic Front Street in Lahaina, ideally located just across the street from the ocean and sandy beaches. This custom crafted 3-bedroom, 2-bath home offers the perfect blend of modern comfort and island charm, featuring abundant natural light, quality finishes, and seamless indoor-outdoor living. The contemporary kitchen showcases sleek cabinetry, solid surface countertops, and new stainless steel appliances—ideal for both everyday living and entertaining. Spacious bedrooms provide privacy and comfort, each with generously sized closets, while four perfectly positioned split AC systems ensure cool, consistent airflow throughout. Sliding glass doors open to an open 220 sq. ft. lanai with stunning West Maui Mountain views—perfect for morning coffee or evening cocktails. With enormous potential to add your own personal touch and style, this is an exceptional opportunity to own along one of Maui’s most iconic coastal corridors. This is lot B of a Residential CPR estate with parking onsite.

310 Front Street Unit B, Lahaina

Listing courtesy of Century 21 Island Homes.

$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).

$1,950,000
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.

$1,599,000
4 Beds ⋅ 3 Baths ⋅ 409641 MLS ⋅ Fee Simple Tenure
Breathtaking, unobstructed ocean views await at this 4 bedroom, 3 bath bluff-top home. Featuring panoramic,180-degree ocean views, wonderful outdoor entertaining space, and a bright, updated interior. Enjoy the soothing sounds of the sea from your private master bedroom with adjoining bathroom with tiled shower and dual sinks. Minutes from central Maui dining and shopping but worlds away from the crowd. Open floorplan with one bedroom one bath having its own entrance. One of the bests lots within Oceanview Estates.

1344 Hiahia St, Wailuku

Listing courtesy of Maui No Ka Oi Properties.

$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.

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure
Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei

Listing courtesy of AOK Properties LLC.

$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.

$6,900,000
2 Beds ⋅ 1 Baths ⋅ 409482 MLS ⋅ Fee Simple Tenure
4025 Lower Honoapiilani is an exquisite and rare 1-acre oceanfront gated estate, located in one of the world's most desirable locations, between Kaanapali and Kapalua, on the Island of Maui. This one-of-a-kind property offers dramatic sunsets year-round and seasonal whale watching. Situated west facing, the panoramic views of the outer islands Molokai and Lanai create a backdrop like no other. A rare opportunity to own one of the few prime oceanfront sites available. The property is surrounded by blue rock walls and well-maintained mature landscaping offering privacy and tranquility. The bright and opened property features an updated and charming 2-bedroom cottage with additional flex rooms. The mid-level lawn offers a leveled homesite for a main residence. Terraced lawns, and seaside trails take you to the lower grass lawn and ocean access. It's A-1 apartment zoning may offer other potential development options.

4025 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$940,000
3 Beds ⋅ 2 Baths ⋅ 409472 MLS ⋅ Fee Simple Tenure
Don't miss an opportunity to own in Kula at an exceptional price point! This move-in-ready 3-bedroom, 2-bath Unit A of a residential duplex captures gorgeous Haleakala sunrises and ocean sunsets from each of 3 lanais. The flexible floor plan features a bedroom and full bath on the main level, a primary suite and guest room upstairs, plus a bonus room below- ideal for an office or hobby room. A scenic gulch borders the rear of the property, adding to its natural beauty and charm. This is a rare opportunity to enjoy the Kula lifestyle and incredible views without the million-dollar price tag.

320 Kulalani Dr Unit Unit A, Kula

Listing courtesy of Equity One Real Estate Inc (M).

$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.

$1,300,000
3 Beds ⋅ 2 Baths ⋅ 409323 MLS ⋅ Fee Simple Tenure
Discover your private Hana retreat with this beautifully updated 3-bedroom, 2-bath home set on 1.4 acres along the stunning Mu‘olea/Koali coastline. Situated on the "Gold Coast" of Hana, the property offers unobstructed ocean views, lush tropical surroundings, and an expansive yard that invites both relaxation and possibility. The home has been thoughtfully upgraded with Anderson sliding doors and windows, 2 split-system A/Cs, updated flooring, rebuilt rock wall borders, french drains, and interior and exterior paint. Located just a 10 minute drive from Hamoa Beach, you’ll enjoy the perfect balance of privacy and accessibility. Schedule your private showing with your REALTOR® today.

46142 Hana Hwy Hwy, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,500,000
4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure
A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$375,000
3 Beds ⋅ 1 Baths ⋅ 202607544 MLS ⋅ FS - Fee Simple Tenure
EXPERIENCE ULTIMATE ISLAND LIVING ON THE SHORES OF KAUNAKAKAI Welcome to your slice of paradise on the serene island of Molokai. This stunning 10,000 SF beachfront property offers breathtaking ocean views, gentle trade winds, and direct access to the sandy shoreline — perfect for swimming, diving, fishing, kayaking, or simply relaxing by the water. Located just minutes from Kaunakakai town, you’ll enjoy the charm of Molokai’s friendly community, local markets, and beautiful nature trails. Whether you’re seeking a peaceful retreat, a vacation getaway, or a permanent residence, this property offers a rare opportunity to embrace true oceanfront island living. Don’t miss your chance to own a piece of paradise on the pristine beaches of Molokai. Schedule your private showing today!

54 Beach Place, Kaunakakai

Listing courtesy of Marco Polo Realty, LLC.

$3,999,000
5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,999,000
3 Beds ⋅ 4 Baths ⋅ 409248 MLS ⋅ Fee Simple Tenure
Thoughtfully upgraded for both luxury and long-term performance, this residence offers breathtaking panoramic ocean views and the perfect blend of comfort, sophistication, and modern efficiency. Since 2022, the home has undergone extensive improvements, including a 50-year CertainTeed Presidential roof, owned PV system (37 panels) with 2 Tesla Powerwalls, solar hot water, and a new 5-ton central A/C system. Offering 2,172 sq. ft. of air-conditioned living (including sunroom), the flexible layout features 3 bedrooms, 3.5 baths, a family room, and an office. Interior upgrades include wood flooring, remodeled downstairs bathrooms, new appliances, plumbing fixtures, lighting, plantation shutters, and shower glass. Outdoor living shines with over 1,100 sq. ft. of covered lanai space (608 sq. ft. upstairs, 537 sq. ft. downstairs), ideal for enjoying Maui’s sunsets and ocean views. Additional improvements include new landscaping and irrigation, rock wall extension, fencing, gutters, attic insulation, concrete walkway, garage door opener, and fresh interior/exterior paint. Permitted additions include an entry/foyer, a sunroom, and a workshop. A move-in-ready West Maui home offering exceptional upgrades, energy efficiency, and stunning ocean views.

132 Kahana Nui Rd, Lahaina

Listing courtesy of Epic Realty LLC.

$1,299,000
1 Beds ⋅ 1 Baths ⋅ 409238 MLS ⋅ Fee Simple Tenure
3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

3330 Kehala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,744,000
3 Beds ⋅ 3 Baths ⋅ 409231 MLS ⋅ Fee Simple Tenure
Fully updated in April 2026 and now positioned below Haiku's median sale price — there is nothing else on Maui's North Shore offering ocean views, a complete refresh, and a usable acre at this number. Tucked at the end of a quiet cul-de-sac just above Jaws Country Store, this 3-bedroom, 3-bath home captures sweeping views of the Pacific, the West Maui Mountains and Kahakuloa. Upstairs, the bright, open great room with vaulted ceilings frames the view through oversized double sliding glass doors that open wide to the covered lanai — seamless indoor-outdoor living where sunsets and whale season do the entertaining. The 2026 refresh is complete and move-in ready: all three bathrooms beautifully updated with a clean, modern look, new kitchen island counter, refinished cabinetry, stainless appliances, and fresh paint inside and out. Downstairs, a flexible level with its own private entry is currently a game/media room with wet bar plus a second large room — ideal as a home office, gym, or multigenerational space. Step outside to a covered outdoor living area, private sauna, fruit orchard, raised garden beds, and a park-like acre of exclusive-use land (Unit A of a 2-unit residential CPR, fee simple) framed by mature trees. Surf Ho'okipa before work, grab poke at the bottom of the hill, and be in Pa'ia or Makawao in 15 minutes, the airport in 25. This is the Haiku lifestyle — green, private, and connected — without the upper-Haiku rain. Sellers have done the work and priced it for today's market. Come see it at golden hour; you'll understand immediately.

4535 Opana Pl Unit Unit A, Haiku

Listing courtesy of West Maui Land Company Inc.

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.