The Masters Real Estate Search

The Masters Properties for Sale

The Masters at Kaanapali Hillside is a picturesque, gated community that sprawls across 42 acres in Lahaina. Established in 1991, The Masters holds some of Kaanapali’s most notable and desirable real estate, as the community does not permit vacation rentals, and residents must own and occupy. Along with that unique form of privacy, The Masters also features amenities like two swimming pools, four tennis courts, and a location just minutes from Kaanapali Beach.

The Master real estate at Kaanapali presents homebuyers with a curated selection of properties from which to choose, encompassing the top of Kaanapali Royals Golf Course. The community is comprised of under 200 luxury condos that showcase maple, granite, and bamboo details. The Masters golf condos in Kaanapali are discoverable with between one and three contemporary layouts and unquantifiable commodities like tranquility and privacy. If you are interested in purchasing one of The Masters condos for sale in Kaanapali, please contact us today.

Our website features the best The Masters real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the The Masters real estate market? Sign up for a  The Masters Real Estate Market Report to see what’s active, under contract, and sold!

Newest The Masters Properties for Sale

$2,995,000
3 Beds 2 Baths 408713 MLS ACTIVE Status
Set on 5.017 private acres in Haiku on Maui's North Shore, 30 Mamao Place offers an established setting for buyers drawn to acreage, privacy and a modern homestead lifestyle. Multiple microclimates, a large fenced garden, mature fruit trees, barn with tack room, chicken coop and fire pit create real opportunities to grow food, care for animals and live more closely with the land. A mature areca palm hedge surrounds the property, creating a sense of being far removed, with the airport still approximately 30 minutes away. The 3-bedroom, 2-bath custom cedar home offers approximately 2,430 sq ft with soaring ceilings, handcrafted woodwork, a chef's kitchen with oversized Wolf range, and a screened lanai looking across the acreage. A great room with 20+ ft ceilings adds volume and a striking gathering space. A detached office supports remote work, while a 2,500 sq ft steel workshop with half bath and separate electric meter provides exceptional project, equipment and storage space. Two additional garages include a 1-bedroom, 1-bath living area and a separate studio with loft. Concrete drives connect the buildings, with generous separation creating privacy throughout. Equally suited for full-time living or as a private Maui second home, this Haiku acreage property offers a combination that would take years to recreate. Private showings are available now.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.

$659,000
1 Beds 2 Baths 408712 MLS ACTIVE Status Maui Sunset BLDG.
Welcome to Maui Sunset, a beautifully maintained beachfront resort community in the heart of North Kihei. This one-bedroom, two-bath condo #A-305 in coveted "A" building is sold fully turnkey, offering a seamless opportunity for personal enjoyment or immediate vacation rental use with future bookings in place if immediate rental revenue is desired. This nicely updated unit features partial ocean view allowing you to enjoy Maui’s sunsets and soothing island breezes from the comfort of your living space. The open floor plan flows effortlessly from the living area to the lanai, creating an inviting indoor-outdoor lifestyle. The spacious primary suite includes an en-suite bath, while the second full bathroom provides added convenience for guests. Maui Sunset is known for its lush tropical grounds, massive swimming pool, hot tub, fitness room, shuffle board, tennis courts, and direct beach access—perfect for morning walks along the shoreline and evening sunset views. Located just minutes from a multitude of top shopping, dining, and world-class beaches, this condo offers the ideal blend of resort living and convenience. Whether you’re seeking a full-time residence, second home, or investment property, this turnkey Maui Sunset condo is ready to be enjoyed by its new owner. Most affordably priced unit in Maui Sunset at time of listing! Schedule your private showing today!

1032 S Kihei Rd Unit A305, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,595,000
3 Beds 2 Baths 408707 MLS ACTIVE Status Alaeloa BLDG.
Also listed as Single Family Residence - 408865 Discover refined island living in this beautifully remodeled stand-alone cottage at Alaeloa, one of West Maui’s most sought-after communities. Unit 37 offers three bedrooms and two bathrooms, tastefully updated with a fresh, contemporary aesthetic that complements its relaxed coastal setting. Designed for indoor-outdoor living, the home opens to an oversized Ipe wood lanai—an ideal space for entertaining, dining, or simply unwinding amid tropical surroundings. Step directly from the lanai onto one of the largest lawn areas in Alaeloa, offering exceptional space for keiki and relaxed outdoor enjoyment. The thoughtful interior layout with enclosed laundry area and oversized watersports storage area provides a single-family home feel, with lock and leave functionality. Unit 37 is conveniently located within walking distance to the Alaeloa Pavilion featuring an expansive mango grove, a private oceanfront saline pool and access to a magical cove for snorkeling, paddle boarding, surfing and swimming with "Honu", Maui's native sea turtles. Alaeloa is a gated community just south of Kapalua Resort consisting of 42 homes and duplexes on 13.35 acres which includes an on-site Manager’s Cottage, manicured grounds, a dedicated landscaping staff and abundant open space. Alaeloa allows one short term vacation rental per month, providing an opportunity to generate income to offset expenses, when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process.

20 Hui Rd I Unit 37, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$479,000
1 Baths 408678 MLS ACTIVE Status Paniolo Hale BLDG.
Experience the "Most Hawaiian Island" exactly as it was meant to be. This stunning, newly remodeled beachfront studio at the prestigious Paniolo Hale offers a rare blend of sophisticated design and the raw, unscripted beauty of Molokai’s West End. Boasting soaring high-beamed ceilings and a signature screened-in lanai that functions as an outdoor living room, this "tropical treehouse" captures refreshing tradewinds and panoramic ocean views. Whether you are seeking a serene primary residence or a high-performing vacation rental investment, this turnkey unit stands out with its updated gourmet kitchen, king-sized suite, and an ambiance defined by the rhythmic sounds of the Pacific surf. An Unparalleled Lifestyle Investment Step out your door and into a paradise of days gone by, just a 3-minute stroll to the pristine sands of Kepuhi Beach. This is a world of "no traffic lights," where your neighbors are federally protected monk seals and migrating humpback whales. Residents enjoy exclusive access to a lush communal pool and BBQ areas, all nestled within a meticulously maintained tropical oasis. Fantastic for ocean sports, such as fishing, diving, surfing and swimming or hike the beautiful coastline in either direction. End your day watching unforgettable sunsets over Oahu’s Diamond Head from your own lanai. This property offers a lifestyle of "uncomplicated paradise" that is increasingly impossible to find. Don't just visit Molokai—own a piece of it, and let the island’s legendary mana transform your way of life.

100 Lio Pl Unit J-3, Maunaloa

Listing courtesy of Molokai Realty LLC.

$3,595,000
4 Beds 6 Baths 408673 MLS ACTIVE Status
Come and see this spacious 7,595 square foot estate home located in the peaceful countryside of Wailuku Country Estates. Just 10 minutes from town, the setting feels quiet and rural while still being conveniently close to everyday amenities. The 2 acre property offers a wonderful sense of openness, with plenty of room to enjoy the outdoors, including putting greens for practicing your golf game. The right side of the home is designed for recreation and fitness, featuring a half court basketball area that leads into an above ground pool room with a jetted swim pool for exercising against the current. A welcoming porte cochere leads into a large entry area with dual staircases that open to an upstairs office and landing. From here, enjoy expansive views of the mountains and ocean, an ideal spot for working from home. Upstairs on the right side are three bedrooms, each with its own bathroom, along with a generous laundry area. The left side of the upper level is dedicated to the main suite, which includes a spacious bedroom, a large dressing room with built-in storage, and a well appointed bathroom. A private staircase connects the main suite to the kitchen, dining, and family gathering areas below. The kitchen sits at the center of the home, designed so the cook remains part of the conversation and activity. Additional features include a three-bay garage with space for vehicles and hobbies, an electric vehicle charging station, and solar panels that help keep energy costs down. A separate single-story cottage offers approximately 1,000 square feet with two bedrooms and two baths, perfect for hosting guests or accommodating extended family. Bright and airy, it features a comfortable living room, a separate dining space, a garage, and a covered lanai where you can enjoy the island breeze. This property is designed for comfortable everyday living. Schedule a private showing with your agent today and come see it for yourself.

2673 Kamaile St, Wailuku

Listing courtesy of Compass-W.

$2,900,000
5 Beds 3 Baths 408644 MLS ACTIVE Status
Also listed as Single Family w/ Det Ohana or Cottage Res - MLS# 408817 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$1,295,000
2 Beds 2 Baths 408634 MLS ACTIVE Status Masters BLDG.
You simply must come by and look at this fabulous ground floor unit. Prepare yourself to be happy from the moment you walk through the front door if this wonderful home. The seller recently replaced the shower in the guest bath, and spa tub in the Main bath, painted and furnished the unit completely. It is a shiny star, very turn key, and ready for you to bring your suit case, and move in. The seller specifically selected this ground floor unit, as it offers several wonderful amenities. The orientation of building 17, is towards the island of Molokai, with additional views to the island of Lanai from the side windows included this corner unit. Perfect for pet owners, this building is one of the most private, with a huge, majestic Mokey Pod Tree with a tall canopy, providing afternoon shade, for those Maui Sunsets. The Main Suite faces the ocean view, along side the living room. It has access to the wide lanais through sliding doors. It also had windows featuring the view looking across the coffee farms to the costal beaches towards Kapalua. The corner location also allows for extra windows along the kitchen, and living room, which face directly towards the white sand, and crystal clear South Kaanapali Beach. The Masters at Kaanapali is gated, and has always boasted fantastic ocean and outer island views. Enhancing the luxury of this 37 plus acres of tropical bliss, is that is it also located directly on the Royal Kaanapali Golf Course. The Masters was built in 2 phases, so you have 2 pools, including spas, tennis courts, a citrus tree area, and beautiful, mature, tropical plantings throughout. The unit is currently vacant, and easily shown to qualified buyers.

50 Puu Anoano St Unit 1707, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$425,000
2 Beds 2 Baths 408626 MLS ACTIVE Status Kihei Villages Ii BLDG.
TASTEFULLY REMODELED, GREAT LOCATION! YOUR OPPORTUNITY TO OWN A MAUI PROPERTY RIGHT NEAR SUGAR BEACH! Welcome home to this light and bright, remodeled 2-bedroom, 1.5-bath condo on the Island of Maui. Just moments from Sugar Beach (one of the longest beaches in Hawaii). The Kitchen remodel completed in 2019 and both bathrooms in 2020, creating a clean, modern feel that’s ready for you to enjoy. Located on the top floor, the condo feels airy and tucked away. This condo sits along the perimeter of the complex and away from the highway; this condo benefits from an outer-edge location with convenient access to the sidewalk leading to the beach. The open living space flows to a private lanai surrounded by lush tropical foliage-an ideal spot for morning coffee, unwinding, or dining al fresco. The primary bedroom features a sleek, top-hung sliding barn-style door leading to the en-suite bath for a contemporary touch. An in-unit washer and dryer adds everyday ease. Assigned one parking stall. Numerous guest parking stalls nearby. Embrace the MAUI BEACH lifestyle; nearby are an outrigger canoe club, farmers market, Ululani’s Shave Ice, a convenience market, and the beloved Sugar Beach Bakery. North Kihei’s central location makes it so convenient—close to Central Maui, the airport, and about 15 minutes to Wailea’s resort town, world-class dining, golf, tennis and an array of more spectacular beaches. A wonderful opportunity to make this your primary home, vacation home or rent it out long term (no short term rentals allowed). CALL YOUR REALTOR TODAY FOR YOUR PRIVATE SHOWING.

140 Uwapo Rd Unit 55-205, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,350,000
3 Beds 4 Baths 408622 MLS ACTIVE Status
A unique fully furnished 3-bedroom, 3 ½ bath house with a beautiful pool and spectacular unobstructed ocean and mountain views on 2 acres in Kawela Plantation. All rooms have views of the islands of Lanai, Maui, and Kahoolawe (and even the Big Island of Hawaii on a clear day). This home is custom built with special details and amenities. The huge vaulted great room includes the kitchen, office space, dining and living areas, and offers 180 degree views through the angled glass doors. The kitchen can accommodate multiple cooks and includes granite countertops, stainless appliances, Brazilian cherry cabinets, gas cooktop, an angled island with plenty of storage, and a spacious pantry room. The house has bamboo floors throughout and there is a wraparound covered lanai with access from all bedrooms and the great room. On the lower level there is a cabana with a half bath, an outside solar shower, stamped concrete deck, and beautiful kidney-shaped pool. The metal roof is installed over thick insulation which keeps the house at a comfortable temperature. The primary bedroom features a large walk-in closet, en-suite bath with jetted corner tub, rain shower, and dual vanity with glass vessel sinks. The opposite private wing of the house includes two guest bedrooms, one with an en-suite bath with dual koi glass sinks, and the second with access to the full hall bathroom which is open to guests as well. The property is fenced with an automatic gate and is fully landscaped including fruit trees with a comprehensive irrigation system; there is also an elevated gazebo for whale-watching, Owner-owned solar panels on the house roof provide much of the electricity, and the water heater is separately solar powered. The 2-car garage is very large and includes a laundry area, workbench, and lots of shelving. The Kawela association owns an oceanside park as well as 5500 acres of land on the mountain above – all accessible to owners for beach access as well as hiking and hunting opportunities. Seller financing available.

170 Ulua Rd, Kaunakakai

Listing courtesy of Molokai Island Realty.

$2,749,000
408615 MLS ACTIVE Status
Also listed in Residential Classification MLS #408032. Set across 3.219 acres within the highly desirable Makila Ranches community in Launiupoko, 391 Haniu Street offers an expansive canvas for a new luxury estate in a setting defined by open space, privacy, and sweeping island and ocean views. Fully graded and ready to build, the property includes approved permits for a single-level 4,590 sq. ft. luxury residence, representing an estimated nine-month time savings and approximately $400,000 in avoided pre-construction costs. The proposed design emphasizes indoor–outdoor living, with generous covered lanais and outdoor areas oriented toward ocean and outer-island vistas. Opportunities remain for the future owner to personalize finishes, design elements, and portions of the floor plan. The acreage supports a true estate atmosphere, allowing space for landscaped grounds, gardens, and view-focused outdoor living areas that align beautifully with the upscale farm-residential character of the community. Makila Ranches is known for its wide parcels, agricultural zoning, and a refined residential feel that balances rural openness with high-end living. Located just minutes from beaches, dining, golf, and the resort offerings of West Maui, the property delivers a rare mix of dramatic scenery, space, and a sense of calm without sacrificing convenience. 391 Haniu Street presents an outstanding opportunity to build a custom luxury home within one of Maui’s most sought-after farm-residential communities, set against panoramic views and the striking backdrop of the West Maui Mountains.

391 Haniu St, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$449,900
1 Beds 1 Baths 408613 MLS ACTIVE Status Kalama Terrace BLDG.
Modern Island Living at Kalama Terrace L306. Sophisticated. Fresh. Steps from the shore. Experience a refined take on Kihei living in this meticulously renovated one bedroom one bath residence at Kalama Terrace. Situated at 35 Walaka Street, this unit offers a perfect blend of modern luxury and effortless Island accessibility. The residence; Step inside a bright, sun-drenched space where every detail has been thoughtfully updated. The 535-square-foot interior feels remarkably expansive thanks to a crisp, clean palette and a cohesive design language. Renovated kitchen, featuring sleek new cabinetry, premium counter tops, and a suite of new appliances. Modern flooring through out every room, designer bath includes tile, new vanities and contemporary finishes. Turnkey ready: offered with a sophisticated local aesthetic- ideal as a streamline primary home or a high-end vacation retreat. The lifestyle Kalama Terrace isn't just a complex; the well maintained grounds ave recently seen beautiful upgrades to the pool side BBQ area, creating an inviting space for evening gatherings after a day at the beach. The location- Leave the car behind. From your front door you are three minuets to the golden sand of Charlie Young Beach and the legendary surf breaks at the Cove. The vibrant energy of Kalama Park and the electric dining and shopping of Kihei Town. Centrally located for easy access tot he world-class golf and resorts of Wailea! This is a rare opportunity to own a "LKE NEW" property in one of Kihei's most convenient and beloved corridors.

35 Walaka St Unit L306, Kihei

Listing courtesy of Millennium Realty Inc.

$1,499,999
4 Beds 3 Baths 408592 MLS ACTIVE Status
A rare opportunity at The Parkways Lot 133A! This move-in ready home is being sold together with the adjacent Lot 216A, providing an additional 879 sq. ft. of land. The expanded frontage creates a more generous outdoor area—enjoyment of a larger, more open yard. This combined offering enhances both usability and curb appeal, making it a standout homesite within the community! This brand-new and move-in ready home includes a 1-year customer service warranty and 10-year limited builder's warranty. Located in a highly desirable new community, The Parkways at Maui Lani is conveniently located in central Maui within the Maui Lani Master Planned Community and is in close proximity to Maui Lani Regional Park and trails, medical facilities, the airport, shopping, beaches and schools. The P7 floor plan is a very spacious 4 bedrooms, 2.5 baths home with approximately 2,230 s.f. of interior living space and a three-car tandem garage. All homes within this community include 9-foot ceiling and 8-foot custom doors. Additional bonus features include laundry room, exterior insulation, and solar hot water heater. The home will also include a private E-one sewer system and has many great features including, Corian countertops, upgraded tile in bathrooms, LVP flooring in great room and stairs, designer carpet & upgraded carpet pad in bedrooms, EV receptacle with 50 AMP breaker in the garage for electric vehicles, PV prep ready, LED lighted mirrors in all bathrooms, refrigerator, washer & dryer and custom drop zone. Virtually staged furniture & decor and virtual landscaping is for illustration purposes only. All information subject to change at any time.

115 Unahe Pl Unit Lot 133-A, Kahului

Listing courtesy of Towne Island Homes, Ltd.

$6,500
1 Beds 1 Baths 408577 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Oceanfront at Papakea Resort! Papakea Time Interval A308 features one bedroom and one bathroom and is located at the beautiful Papakea. This unit is located on the third floor in the "A" building which is directly ocean front. Enjoy all that Papakea has to offer from August 21, 2027 to August 28, 2027. The adjacent weeks, B404 17A and F403 18A, are also listed for sale. PTIO A308 has a split a/c system that provides cooling of the entire condo. One of Maui's popular vacation spots, Papakea is well known for the many amenities that are available to owners and visitors that include two separate spacious pool areas with BBQs, two covered clubhouses that are available for entertaining your guests, two large jacuzzis, putting green, and on site security make this vacation destination a highly sought after place. Lush tropical landscaping and Koi fish ponds are trademarks of Papakea. Located just north of the famous Kaanapali Beach, Papakea is close to shopping, beaches, and restaurants. The annual maintenance fees offer ease of payment with a portion billed in January and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The lofts in timeshare Units B401, B404, F403 and K403, operated and managed by Kaanapali Keys Time Interest Owners’ Association (“TIOA”), may not be permitted or in compliance with current building codes and may be subject to removal, remediation and/or for use only for storage by the County of Maui or the Association of Apartment Owners of Papakea (“AOAO”). Further investigation is pending by the TIOA and/or AOAO. The interior plumbing project began in June 2024 and the A building has been completed. Buyer to do own diligence and to request further information from the AOAO. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property; Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days.

3543 Lower Honoapiilani Rd Unit A308 17B, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$8,000
2 Beds 2 Baths 408578 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Oceanfront at Papakea Resort! Papakea Time Interval F403 features two bedrooms plus a loft and two bathrooms and is located at the beautiful Papakea. This unit is located on the fourth floor in the "F" building which is directly ocean front. Enjoy all that Papakea has to offer from August 28, 2027 to September 4, 2027. The adjacent weeks, B404 17A and A308 17B, are also listed for sale. PTIO F403 has a split a/c system that provides cooling of the entire condo. One of Maui's popular vacation spots, Papakea is well known for the many amenities that are available to owners and visitors that include two separate spacious pool areas with BBQs, two covered clubhouses that are available for entertaining your guests, two large jacuzzis, putting green, and on site security make this vacation destination a highly sought after place. Lush tropical landscaping and Koi fish ponds are trademarks of Papakea. Located just north of the famous Kaanapali Beach, Papakea is close to shopping, beaches, and restaurants. The annual maintenance fees offer ease of payment with a portion billed in January and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The lofts in timeshare Units B401, B404, F403 and K403, operated and managed by Kaanapali Keys Time Interest Owners’ Association (“TIOA”), may not be permitted or in compliance with current building codes and may be subject to removal, remediation and/or for use only for storage by the County of Maui or the Association of Apartment Owners of Papakea (“AOAO”). Further investigation is pending by the TIOA and/or AOAO. The interior plumbing project began in June 2024 and the F building has been completed. Buyer to do own diligence and to request further information from the AOAO. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property; Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days.

3543 Lower Honoapiilani Rd Unit F403 18A, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,795,000
2 Beds 2 Baths 408567 MLS ACTIVE Status Wailea Point I Ii Iii BLDG.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$4,495,000
3 Beds 4 Baths 408559 MLS ACTIVE Status
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000
4 Beds 6 Baths 408558 MLS ACTIVE Status
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,695,000
2 Beds 2 Baths 408551 MLS ACTIVE Status Napili Point Ii BLDG.
Perched along Maui’s celebrated Napili coastline, this exceptional two-bedroom residence presents a rare opportunity within one of West Maui’s most coveted oceanfront communities. Two-bedroom offerings at Napili Point are seldom available, and this particular residence is further distinguished by one of the rarest floor plans in the entire development—shared by fewer than six units—making it a truly limited acquisition. Fee simple, single-level, and ideally positioned as a corner residence, this home combines privacy, convenience, and timeless coastal appeal. Napili Point B44 (Phase II) encompasses approximately 960 square feet of thoughtfully designed interior living, offering true single-level living. The ground-floor location enhances privacy while allowing seamless indoor-outdoor flow that captures the gentle tradewinds and relaxed rhythm of Napili. Interior features include granite countertops, custom cabinetry, and tile-finished baths. Offered fully furnished—excluding select personal items—the residence is move-in ready for immediate enjoyment or continued vacation rental use. For added comfort, the unit features split air-conditioning systems, including one in each bedroom and one in the living room. Napili Point is a low-density oceanfront condominium community spanning approximately 3.39 acres, comprised of 115 residences across a collection of one-, two-, and three-story buildings. Completed in 1978, the property is hotel-resort zoned and approved for daily transient vacation rentals. Residents and guests enjoy a swimming pool and barbecue area, along with direct proximity to two of West Maui’s most iconic coastal settings—Honokeana Bay to one side for world-class snorkeling, and the sandy shoreline of Napili Bay to the other. With its rare floor plan, corner location, fee-simple ownership, and premier setting between two of Maui’s most treasured bays, Napili Point B44 represents an exceptional opportunity to secure a legacy property on the West Side. For those seeking a refined island retreat with immediate access to the very best of Maui’s coastal lifestyle—without compromise—this offering stands apart.

5271 Lower Honoapiilani Rd Unit B44, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

Start Your Search