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$3,300,000
2 Beds ⋅ 3 Baths ⋅ 409393 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2101, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$2,900,000
3 Beds ⋅ 3 Baths ⋅ 409389 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Currently tenant occupied and lease expires 2/19/27. Owner holds active Hawaii Real Estate License.

137 Holomoana Way Unit 4A, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,100,000
1 Beds ⋅ 1 Baths ⋅ 409361 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,495,000
3 Beds ⋅ 3 Baths ⋅ 409233 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is situated in the only building that that faces north, overlooking the Wailea Blue Golf Course with wonderful ocean/sunset views.The orientation of this building provides exceptional privacy and an abundance of natural light from the floor to ceiling windows.There are 3 spacious bedrooms and 3 bathrooms including a separate guest suite “casita” located over the one car garage. This ensuite is south facing with a beautiful glimpse of the ocean and offers a wonderful private space for guests and family. As you enter the home through your private courtyard there are no steps. The open-concept layout flows effortlessly from the entryway to the living room, gourmet kitchen, and out to the cozy lanai. Features include Fisher Paykel appliances, including refrigerator, freestanding gas range, and dish washer. Quartz countertops, designer cabinetry, Luxury Vinyl Plank flooring throughout, California Closets organizers in all three bedrooms, media center in living room and coffee bar in primary bedroom. Insoroll Elements motorized interior blinds, and Pratic motorized retractable awning in the courtyard. Epoxy floor in the garage with EV charger. The common amenities offer a wonderful resort feel including a saline pool with infinity edge, fitness center, steam room, hot tub, and private facilities for owners. The complex is walking distance to Polo Beach, the Wailea Beach path, The Shops at Wailea, Wailea’s wonderful resorts, dining and shopping.

209 Holokahiki Ln Unit 103, Kihei

Listing courtesy of Hawaii Life (W).

$1,025,000
2 Beds ⋅ 2 Baths ⋅ 409215 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or rental arrangements_ Located on the top floor with soaring ceilings enhances the sense of space and elegance, making the condo feel even more inviting. The open concept living space has a fully-equipped kitchen, dining and living area that leads to the large private garden view lanai. There is a king size bed in the primary bedroom, a queen size bed in the second bedroom and a queen sleeper sofa in the living room. Grand Champions has 2 swimming pools, spas and 6 BBQ's in the complex. This fully furnished turn key unit is nestled within the lush, tropical landscape a tranquil garden view, ensuring peace and privacy while being just minutes away from world-class beaches, golf courses, shopping, and dining. Make Grand Champions #10 your home or your home away from home and enjoy all that Maui has to offer!

155 Wailea Ike Pl Unit 10, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409212 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout all of your living areas and the generously oversized lanai. The beautiful lanai doors disappear into the walls to create a seamless indoor outdoor lifestyle where your Maui future awaits. This home is offered turnkey with gorgeous furnishings designed by Philpotts Interiors including Arhaus, DWR, RH, and Mitchell Gold. The handsome tile flooring upgrade extends to all areas and the world class chef’s kitchen with high end appliances including gas range from Bosch and Fisher Paykel double drawer dishwasher is designed to be completely open for entertaining or your daily relaxation with loved ones. The expansive lanai is impressive and where much of your Maui life will unfold. It features a Coyote gas grill with plenty of room for outdoor dining and an outdoor living area. The dining area features custom banquette and seating. You’ll notice the Hunter Douglas auto blinds and shades on all windows, plus the auto sunscreens on both sides of the oversized lanai, which provides you with the flexible privacy and customizable mood setting for appreciating the beauty of each Maui day. The two baths are elegant in both decor and function, offering the comfort and quality feel of resort type spa living. In addition to the community gates, each building has electronic access gates and garage, plus an elevator to all levels. Your private storage space in the garage area is huge and so convenient for extra storage, ready for any bikes, clubs, and all of your other Maui accessories. The gated community has unbelievable amenities including an expansive infinity edge pool with dedicated lap end, a giant hot tub spa, steam and sauna in the facilities, state of the art fitness center with free weights, two gathering areas, a secluded area with gas fired pit for sunset watching and more. This incredible unit is being sold turnkey - so just get ready to drop your bags and start living the good life in the one of a kind Wailea Resort, with all the world class beaches, shopping, restaurants, and amazing beauty of Maui to enjoy.

60 Kai Malu Dr Unit 201 (11C), Kihei

Listing courtesy of Hawaii Life (W).

$11,745,000
3 Beds ⋅ 4 Baths ⋅ 409204 MLS ⋅ Fee Simple Tenure ⋅ Andaz Residences BLDG.
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,575,000
2 Beds ⋅ 2 Baths ⋅ 409160 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit offers a peaceful, private setting while being just a short stroll to the resort-style pool, hot tub, and BBQ area. Inside, contemporary upgrades enhance every space — both bathrooms were tastefully remodeled in 2023, and new flooring installed in 2024. The primary bedroom features a split AC system for cool comfort year-round. Fully furnished and ready to enjoy, this turn-key residence is located within the exclusive Wailea Resort, minutes from world-class beaches, championship golf, fine dining, and boutique shopping. Palms at Wailea #1207 delivers the ideal Maui lifestyle — private, modern, and perfectly positioned in one of Wailea’s most desirable communities.

3200 Wailea Alanui Dr Unit 1207, Kihei

Listing courtesy of Hawaii Life (W).

$2,950,000
1 Beds ⋅ 2 Baths ⋅ 409117 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,189,000
2 Beds ⋅ 2 Baths ⋅ 409105 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and new ceiling fans. Installation of air conditioners in bedrooms and living room (2017). New water heater installed (2021). This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you!

3950 Kalai Waa St Unit Y-202, Kihei

Listing courtesy of Hawaii Life (W).

$2,100,000
2 Beds ⋅ 2 Baths ⋅ 408944 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,750,000
3 Beds ⋅ 3 Baths ⋅ 408910 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574 sq. ft. of interior living space with no neighbors above or below. The main living level highlights dramatic 13-foot ceilings, abundant natural light, and expansive sliding glass doors that frame lush tree canopy views with soft ocean glimmers and hints of Haleakala. The kitchen boasts quartz countertops, rift-cut wood cabinetry, top-of-the-line Fisher & Paykel appliances, and an open, airy feel that extends to the courtyard, creating the perfect environment for entertaining. The upper-level lanai offers elevated ocean views, ideal for morning coffee or evening relaxation. Downstairs, the private primary suite opens to its own outdoor space, providing a peaceful retreat surrounded by lush tropical greenery. An additional ensuite bedroom and laundry area complete the lower level, while a third bedroom and full bath on the main level offer flexibility for guests or a home office. Central air, engineered hardwood floors, electronic shades, and a two-car garage, along with pet-friendly living add to this exceptional home's desirability. Makalii at Wailea is a gated community of just 68 townhomes. Residents enjoy a 100-foot saltwater infinity-edge pool, hot tub, steam room, sauna, fitness center, and on-site management. Ideally located moments from Wailea’s world-class beaches, golf courses, tennis, shopping, dining, luxury resorts, and Makena’s natural beauty. Schedule your private showing today.

197 Holokahiki Ln Unit 8A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,335,000
2 Beds ⋅ 2 Baths ⋅ 408874 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and an attractive place for your vacationing guests as well. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

10 Wailea Ekolu Pl Unit 203, Kihei

Listing courtesy of Hawaii Life (W).

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

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$3,250,000
2 Beds ⋅ 2 Baths ⋅ 408831 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this 2-bedroom + 2 full bathroom ocean view condominium with convenient parking in your own garage. Recent upgrades make this a welcome Wailea home in a very popular and desirable development where island time passes slowly and you can enjoy sunsets and whale watch from the lanai or take a short stroll down to the beach and pools. New beds, dining room table and chairs, closet doors, ceiling fans, lanai furniture and other fresh upgrades make this a prime selection for your new Wailea home.

3600 Wailea Alanui Dr Unit 704, Kihei

Listing courtesy of Wailea Vacation Rentals.

$2,195,000
3 Beds ⋅ 3 Baths ⋅ 408760 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Incredible 2021 pricing for this DREAM LOCATION at pet friendly KAI MALU with this RARE Developer Unit! Breathtaking views - this is Kai Malu at its best. Beautifully appointed, this pristine home offers that sought after exceptional lifestyle. With the primary bedroom upstairs and balcony perched to behold the most awe-inspiring panorama. Sweeping Wailea Blue Golf Course greens extend upwards to views of towering and majestic Haleakala with Molokini and Kahoolawe ocean views with magnificent masterpiece sunsets from the very private lanais. Privacy is afforded here with fenced garden and lush tropical landscaping between units. French doors to the third bedroom, barbecue, wet bar, sink and fridge on lanai, and upgraded carpet on stairs to upstairs bedrooms are developer upgrades. Owner added 19 PV panels in 2014 and New AC system in 2023. This home is being sold furnished, vacant and move in ready!

339 Kai Malu Pl Unit 58B, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,279,000
3 Beds ⋅ 3 Baths ⋅ 408701 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward décor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath “Casita” floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Wailea’s top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiors—a truly turnkey Wailea retreat sold fully furnished!

244 Holomoana Way Unit 17B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,399,000
2 Beds ⋅ 2 Baths ⋅ 408641 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated finishes throughout. Wailea Palms is a residential enclave that does not allow vacation rentals, ensuring a refined and peaceful living environment. Ideally situated just moments from Wailea's renowned beaches, fabulous golf courses, acclaimed dining, and luxury shopping, this exceptional property captures the essence of Wailea living.

3150 Wailea Alanui Dr Unit 3507, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,795,000
2 Beds ⋅ 2 Baths ⋅ 408567 MLS ⋅ Fee Simple Tenure ⋅ 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.

$4,895,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
A TIMELESS, light-filled OCEAN VIEW residence designed for indoor/outdoor Maui living, this ELEGANT 3-bedroom plus office (possible 4th bedroom) & add'l den, 4-bath home (approx. 4,355 sq. ft.) welcomes you with a stately sense of arrival with soaring ceilings and beautifully crafted ARCHITECTURAL detail. Arched mahogany-and-glass entry doors, keystoned with African Wenge accents, open to a GRAND CURVED VESTIBULE where rounded plaster walls and RICH MAHOGANY paneled wainscotting set a sophisticated tone. A grand staircase—finished with stained-glass artistic newel finials—creates a memorable centerpiece 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 ⋅ Fee Simple Tenure
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).

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,250,000
2 Beds ⋅ 2 Baths ⋅ 408354 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovated and it is nestled in a lush tropical and private setting in Wailea. Surrounded by vibrant greenery and swaying palm trees, this condominium offers a peaceful retreat where you can relax and unwind. The interior is thoughtfully designed with wonderful modern updates that blend comfort with style. Enjoy breathtaking glimpses of the ocean from your private covered lanai, a sanctuary that creates the perfect backdrop for your morning coffee or serene evening sunsets. The condo's atmosphere of complete tranquility is ideal for relaxation, while this prime location places you just moments from the World Class Beaches, shopping, and dining that make the Wailea Resort a world renowned destination. This vacation rental offers the ultimate getaway for those looking to experience the beauty and tranquility of Maui in a luxurious, private setting. Don’t hesitate - this is the beautiful hideaway you have been dreaming of!

10 Wailea Ekolu Pl Unit 1603, Kihei

Listing courtesy of Hawaii Life (W).

$6,350,000
3 Beds ⋅ 3 Baths ⋅ 408319 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with Legal Hotel-Resort Zoning. Framed by the golden sands of Wailea Beach & steps from the Four Seasons Maui & The Grand Wailea, this luxurious villa is a front-row seat to the best of Maui, where sunrise coffee carries the scent of plumeria & sunset cocktails are paired with sweeping views of the Pacific & outer islands. Spanning approximately 2,892 s.f. of refined interiors & an additional 700 s.f. of covered lanai space, this 3-bd, 3-ba., Plus Spacious Den [Set up as a 4th Bedroom] penthouse residence lives as gracefully as it entertains. Seamless secure elevator access delivers you into a world of curated design & coastal elegance, where open-concept living spaces flow effortlessly between indoors & out. The great room is a sanctuary of style, anchored by fine custom furnishings from Holly Hunt, LA, including a built-in OLED media system that blends modern luxury with the tranquil tones of island life. Caesar-stone countertops in slate gray & a full-height glass tile backsplash create a clean, contemporary aesthetic in the gourmet kitchen, where a Bosch induction cooktop, Wolf oven & microwave, & dual 27-inch Sub-Zero refrigerators cater to the culinary enthusiast. Four thoughtfully appointed sleeping areas offer flexibility & privacy, each adorned with high-end Kravet & Schumacher fabrics, Sonos sound, & electronic shades for complete ambiance control. The primary suite features a custom leather & exotic-wood platform bed, spa-inspired bath, & custom hardwood dressing room cabinetry that transforms daily routines into rituals of serenity. A fourth bedroom/den offers built-in storage & a queen-plus sleeper, ideal for additional guests or a work-from-paradise setup. Beyond the interiors, the main ocean view lanai invites alfresco dining with a Viking built-in BBQ, while the rear lanai offers a more intimate outdoor retreat; each designed to capture Maui’s legendary sunsets & warm breezes. Two updatedv central air conditioning systems provide zoned climate control. As part of a low-density, gated community of just 98 oceanfront residences, Wailea Beach Villas owners enjoy exclusive amenities including 24-hour security, concierge service, a beachfront infinity pool & spa, a serenity pool, & a state-of-the-art fitness center. Immediately adjacent, the revered Shops at Wailea offer fine dining, world-class shopping & an inspiring collection of Maui’s finest art galleries. Whether you envision it as a full-time residence, luxury vacation home, or excellent historical rental, K-208 is more than a property, it is a rare TURN KEY offering that encapsulates the spirit of Wailea: effortless, elegant, & unforgettable.

3800 Wailea Alanui Blvd Unit K-208, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,500,000
3 Beds ⋅ 3 Baths ⋅ 408288 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Penthouse unit is situated on the third floor with panoramic sunset, outer island and ocean views AND also stunning views from the primary bedroom suite! Wailea Beach Villas is a beachfront complex, perfectly positioned in the heart of the Wailea Resort, extremely convenient to the beaches with onsite beach facilities and ocean activities, fitness center, adult & family pools, shopping, dining, golf, tennis and pickleball.

3800 Wailea Alanui Dr Unit PH-303, Kihei

Listing courtesy of Compass-W.

$10,995,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

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

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 408202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 bath condo feels even more spacious with an open-floor plan allowing a seamless flow from inside to outside. The main lanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deck off the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the stars to enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances and oversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currently operates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrush and sunscreen! The spacious garage provides ample room for a vehicle as well as extra space for additional storage of your beach toys! Walking distance to the finest in world-class dining, shopping, golf and more.

3600 Wailea Alanui Dr Unit 2109, Kihei

Listing courtesy of Century 21 Island Homes.

$1,800,000
2 Beds ⋅ 3 Baths ⋅ 408184 MLS ⋅ Fee Simple Tenure ⋅ Wailea Palms BLDG.
Wailea Palms #3202 boasts a private location in the complex overlooking meticulously manicured lawn, gardens and putting green where one can enjoy splendid sunsets, perfectly framed with palm trees and lush landscaping. The light-filled living area has west-facing windows which open to a spacious living area and a stunning view of the ocean. Relax and enjoy the ocean view from your lanai, living room and the master bedroom. Wailea Palms is a long term residential condominium (6 months minimum rental) with a gated entrance. This property features one of Maui's outstanding pool amenity area. The panoramic ocean and outer island view from the pool pavilion are breathtaking. Close to Wailea Palms are many amenities including: first-class restaurants, championship golf courses, tennis facilities, world-class shopping, white sand beaches and ocean recreation. There is one assigned parking spot.

3150 Wailea Alanui Dr Unit 3202, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$4,495,000
2 Beds ⋅ 2 Baths ⋅ 408086 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).