Refine Search
Map
Sort by
$37,000,000
408242 MLS ⋅ Fee Simple Tenure
MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parcels along Maui's prestigious Makena Road-one of the largest privately held tracts on the island's southern coast. This gated ranch features private access, a paved internal driveway, underground electrical service, and a redundant, large-capacity private water system supporting both domestic and fire-protection needs. Designed with flexibility in mind, the property offers off-grid or hybrid power potential through private power generation systems. Sweeping ocean, mountain, and neighbor-island views span from La Perouse Bay to Big Beach, showcasing Maui's most dramatic coastline. Multiple building sites across the parcels provide exceptional options for a private estate compound, multi-residence development, or agricultural retreat. Combining scale, seclusion, and readiness, Makena Ranch represents an unparalleled opportunity to own a secure, fee-simple legacy asset in one of Hawaii's most exclusive regions. Listor has a financial interest in the property.

7191 Makena Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,470,000
2 Beds ⋅ 2 Baths ⋅ 407940 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, built in appliances, Miele dishwasher, quartz counters and instant hot water. High end linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.

10 Wailea Ekolu Pl Unit 105, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,675,000
3 Beds ⋅ 3 Baths ⋅ 407834 MLS ⋅ Fee Simple Tenure ⋅ Wailea Town Center BLDG.
AMAZING VALUE - SINGLE LEVEL LIVING 3 BEDROOM OCEAN VIEW RESIDENCE PLUS GARAGE!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing across the sea, the silhouette of Kaho'olawe on the horizon, and the quiet rise of Haleakala as your morning companion. This elegantly designed Single Level 3-bedroom, 3-bathroom residence spans 1,910 square feet of refined living where attention to detail and comfort is felt in every corner. Step inside and be greeted by the warm sheen of Patagonian Rosewood flooring, guiding you toward a wall of windows that frames Maui’s signature view: the deep blue ocean stretching to meet the sky. From the open-concept living room, kitchen, dining area, and even the primary suite, the view is ever-present, an ever-changing canvas that invites calm, creativity, and connection. Watch boats glide into the distance as morning coffee turns into afternoon gatherings, all seamlessly hosted from a spacious, ocean-facing great room that feels made for modern island living. The gourmet kitchen is a centerpiece in both function and style, with dramatic “Verde Fire” granite countertops, sleek appliances, and thoughtful finishes that reflect the natural surroundings. Whether hosting a dinner party or enjoying a quiet evening at home, the flow between kitchen, dining, and living spaces feels effortless. Retreat to the primary bedroom suite, a private haven with more ocean views, a luxurious spa-inspired bath, a soaking tub, dual vanities, and a generously sized walk-in closet. Two additional bedrooms provide versatility, ideal for visiting guests, a dedicated workspace, or even a personal yoga or art studio. Central air conditioning ensures comfort throughout the year, while upgraded lighting and elegant fixtures add polish and sophistication. Residents of Wailea Town Center enjoy exclusive access to a private pool and easy elevator access within a quiet community of just seven residential units. The convenience is exceptional to fine dining, boutique shops and tennis courts, or take a short drive to Wailea’s world-class golf courses and soft sand beaches. This is not just a residence, it’s a lifestyle of ease, elegance, and proximity to everything that makes Wailea extraordinary. Wailea Town Center C-203 is a home that invites you to linger in the view, savor each sunset, and embrace a lifestyle where beauty is always within reach.

161 Wailea Ike Pl Unit C-203, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,950,000
3 Beds ⋅ 3 Baths ⋅ 407569 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Meticulously maintained 3 bedroom 2.5 bathroom Ocean and Mountain View Kai Malu unit with new plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two car garage floor and new wi-fi garage door opener as well as new hot water heater with timer, new stainless steel refrigerator, and new lanai sunshades. An advantage of this particular unit location is the North facing lanai to capture the gentle trade winds which filter throughout. With all these upgrades, this is a must see unit! Outdoor living at it best on the 320 square foot covered lanai which leads out to an expansive ocean view greenspace. BBQ's allowed on the lanai. This unit even has an outdoor shower to rinse off after a long day at the beach. Take advantage of Kai Malus luxury ocean view infinity edge pool, jacuzzi, steam room, sauna, party room and fully equipped fitness center. Kai Malu is a short 5 minute drive to all of Waileas amenities including fantastic beaches, restaurants, and shopping. Call today for a private tour.

28 Kai La Pl Unit 19A, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

$1,275,000
2 Beds ⋅ 2 Baths ⋅ 407528 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentable two-bedroom condominiums currently available in Wailea. Just a short walk to Keawakapu Beach Park and the Wailea Beach Path, and minutes from The Shops at Wailea, championship golf, tennis, luxury resorts, spas, and exceptional dining, this South Maui location places many of Wailea's most popular attractions within easy reach. Offering approximately 1,242 square feet of living space, this residence features a spacious primary suite with an ensuite bath and separate soaking tub, comfortable living and dining areas, and a kitchen with a convenient pass through to the oversized lanai. The oversized lanai opens to a spacious lawn, creating a more open feel and a comfortable outdoor setting. A short set of stairs from the parking area leads to the residence, which enjoys an elevated setting while offering the convenience of ground floor living. Currently operating as a Maui short-term vacation rental, this well-cared-for residence is furnished and equipped for continued vacation rental use from day one. The Palms at Wailea offers beautifully maintained tropical grounds, a resort style pool and spa, barbecue areas, and an onsite vacation rental management company for owners who prefer the convenience of an onsite team.

3200 Wailea Alanui Dr Unit 1605, Kihei

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

$949,900
2 Beds ⋅ 2 Baths ⋅ 407428 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Discover Grand Champions 111, a beautifully updated 2-bedroom, 2-bath condominium in the heart of Wailea. This spacious and fully furnished unit offers an inviting open floor plan with stylish finishes throughout. This condo provides convenient access to amenities including Two resort-style swimming pools with spas and BBQ areas while maintaining a sense of privacy and comfort. The interior has been tastefully refreshed, featuring modern upgrades, quality furnishings, and a bright, airy feel. Whether you’re seeking a full-time home, vacation retreat, or rental opportunity, Grand Champions 111 delivers the perfect blend of location, comfort, and value in one of Wailea’s sought-after communities.

155 Wailea Ike Pl Unit 111, Kihei

Listing courtesy of Hawaii Life (W).

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,885,000
3 Beds ⋅ 3 Baths ⋅ 407317 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new wide-plank vinyl flooring, new carpeting, and much more! Owners will love the outstanding garden privacy provided by this peaceful home, while still enjoying peek ocean views from an upstairs bedroom! The Lanai and yard area are a spacious outdoor private sanctuary perfect for entertaining, relaxing, or playing with your dog and grandchildren. The sliding pocket lanai doors extend your living space to capture true Hawaii living. The cabinet filled kitchen features granite countertops, a reverse osmosis drinking water system and natural stone flooring. The primary suite upstairs includes an en-suite bathroom and private lanai for early morning coffee. The second bedroom is an inviting relaxing space for guests to enjoy and includes a full bath nearby. The third bedroom can easily serve as an office. An attached 2 car garage with a personal (not shared) driveway, a Tesla Power wall including 20 panels, and a low 2026 average monthly electric bill of less than $35 per month add to the highlights of this wonderful home. The residence is offered furnished only excluding the artwork hanging on the walls. Additionally, Kai Malu has an impressive 25-yard lap pool with panoramic ocean views, an open-air gym, and even a sauna. This gated community is exceptionally well maintained in a premier Wailea location. Just arrive with your suitcase and enjoy paradise! Vacation where you live in Maui!

139 Kai La Pl Unit 35B, Kihei

Listing courtesy of Hawaii Life (W).

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 406843 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance throughout the home. The expansive lanai extends your living space outdoors, creating an ideal setting for relaxation and enjoying the serene surroundings. The kitchen and bathrooms feature sleek quartz countertops, blending style with functionality. The master suite is a true retreat, boasting a private lanai and a luxurious ensuite bathroom. A guest bedroom offers rare ocean views, ensuring every visitor enjoys a taste of paradise. Kai Malu is a carefully planned, gated residential community that boasts an outstanding location adjoining several fairways of the beautiful Wailea Blue Golf Course. This development offers a luxurious setting to celebrate life in one of the world's premier vacation destinations, complete with a recreation area for the community to enjoy at leisure. Homes in Kai Malu are rarely available on the resale market, making this a unique opportunity to own a piece of paradise. Don’t miss your chance to experience the epitome of island living at Kai Malu 43B.

19 Kai La Pl Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$11,998,000
4 Beds ⋅ 5 Baths ⋅ 406282 MLS ⋅ Fee Simple Tenure
Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where architecture, light, and nature exist in perfect harmony. Masterfully built by Trend Builders, this remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,525,000
2 Beds ⋅ 2 Baths ⋅ 405937 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area, plus an additional unit in the second bedroom. The open-concept layout flows seamlessly to a private lanai where you'll take in sweeping views of the Pacific and outer islands—perfect for morning coffee or sunset cocktails. Located in the heart of Wailea Resort, you’re moments from world-renowned beaches, fine dining, the Shops at Wailea, and just steps from the Wailea Blue Golf Course clubhouse. As a unique bonus, a Honda Fit is included in the sale, making island living even more convenient. Vacation rentable and impeccably maintained, Wailea Ekolu #1008 is an exceptional opportunity for both investment and lifestyle.

10 Wailea Ekolu Pl Unit 1008, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,449,000
2 Beds ⋅ 2 Baths ⋅ 404349 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
1505 PALMS is available for viewing BY APPOINTMENT through September 7th. Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area and a well-appointed kitchen, complete with a convenient pass-through to the lanai for seamless indoor-outdoor dining. The primary suite features a luxurious tub and shower, along with a stunning, direct view of the ocean. For guests or family, a second bedroom and bathroom with a walk-in shower are also available. Additional conveniences include an upgraded air conditioning system, in-unit washer and dryer, as well as direct parking access to the villa. Relax in the large community ocean-view pool, rejuvenate in the spa, or enjoy the clubhouse—perfect for whale watching during the season. The Wailea resort area offers a wealth of attractions, including world-class restaurants, upscale shopping, and pristine sandy beaches. Explore tennis and golf during the day, and savor the vibrant nightlife that awaits as the sun sets on another perfect Hawaiian evening.

3200 Wailea Alanui Dr Unit 1505, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$4,000,000
403676 MLS ⋅ Fee Simple Tenure
There is only one undeveloped lot remaining in the prestigious gated enclave of One Palauea Bay, so if you want to build in one of the best neighborhoods in Maui this is your last chance. 21 Ualei Place offers over 1.8 acres of land and a generous building envelope that allows for a luxury home and a separate cottage. It is, quite simply, one of the last chances to create something extraordinary in Makena within easy walking distance of the island’s best beaches and Wailea's resort amenities. Imagine waking each morning steps from Palauea Beach and Polo Beach, with the Wailea Beach Path and Fairmont Kea Lani just across the street. Fine dining, boutique shopping, and world-class golf are minutes away, yet privacy and serenity remain uncompromised. In a world where time is the ultimate luxury, opportunities like this do not wait. Once this lot is gone, there will never again be another parcel of this size in this location within this exclusive community. If you have been waiting for the perfect moment to create your Maui legacy, this is it.

21 Ualei Pl Unit 1, Kihei

Listing courtesy of The Maui Real Estate Team Inc.

$1,045,000
2 Beds ⋅ 2 Baths ⋅ 403638 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from the unit with a small southwest ocean view from the glass railing surrounded lanai area. There is a lovely, high quality, richly textured and patterned carpet throughout. Additionally, there are three zones of split-system climate control. There is an abundance of natural wood cabinetry complimented by the granite countertops in the spacious stone-like tiled floor kitchen. The stainless-steel appliances contrast nicely with the wood cabinetry and full height stone & glass tiled back splash. The light filled primary bedroom faces south and affords an abundance of peaceful lushly landscaped views and fresh air. The primary bathroom has a cherry wood vanity, dual porcelain undermount sinks and a six-inch tall granite backsplash. The primary shower area features floor to ceiling stone-like tiles and a custom 'Bird of Paradise' tile design. The beautifully appointed guest bedroom features two corner windows allowing for lots of natural light and includes 8 ft tall mirrored closet sliders. The en-suite guest bathroom features cherry cabinetry along with lovely granite countertops and an onyx tiled backsplash. A functionally efficient feature is that the washer & dryer are located in the exterior lanai closet thus not taking up extra space and eliminating noise and humidity. The richly landscaped entrance to Wailea's Grand Champions Condominium, where one is greeted by a fabulous water feature filled with magnificent mosses, sets the tone for the entire quiet enclave. Additionally, there are two pool area facilities featuring spas, BBQ’s and changing rooms. The complex is surrounded on three sides by the Wailea Blue Golf Course and is located conveniently to world class beaches, dining and shopping.

155 Wailea Ike Pl Unit 140, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.