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$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410776 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the utmost privacy. This is the most highly sought after floor plan in the neighborhood with the flexible “lock off” feature. There are 2 roomy primary-suites, each with spacious bathrooms and separate entrances. The possibilities are endless. However you choose to utilize the space, you will enjoy the masterful owner upgrades and unique position of this condo. This end unit location offers extra windows in the bedroom overlooking the golf course, not common in the standard lock off plan. Renovations include a remodeled kitchen, energy-efficient stainless steel appliances, new furnishings, and granite countertops. Bathrooms are appointed with custom showers and stylish vessel sinks. Additional upgrades include plantation shutters, crown molding, new fans, split A/C system, luxury vinyl and tile flooring throughout. Grand Champions features 2 pools and wonderful mature landscaping. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation. Finely appointed and being sold fully furnished. Listing agent is owner.

155 Wailea Ike Pl Unit 29, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
1 Beds ⋅ 2 Baths ⋅ 410775 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island views toward Kaho'olawe and Molokini Crater from this ideally positioned residence. Location is everything, and this top-floor unit with high vaulted ceilings puts the best of Wailea within easy reach. For the tennis or pickleball enthusiast, the renowned Wailea Tennis Club is just a stone’s throw away, while the shops, dining, services, and everyday creature comforts of Wailea Town Center are right outside your front door. Wailea’s world-class beaches, championship golf courses, luxury resorts, shopping, dining, and coastal lifestyle are all nearby. Grand Champions is known for its lush tropical landscaping, convenient location, and resort-style atmosphere, with two swimming pool and spa areas located throughout the community. Whether you’re searching for a primary Maui residence, second home, or rental opportunity, Grand Champions 122 delivers a compelling combination of location, views, lifestyle, and value. At this price point, opportunities in Wailea are increasingly difficult to find. Grand Champions 122 will not last long. Wailea, Maui, Hawai'i… No Ka 'Oi!

155 Wailea Ike Pl Unit 122, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,850,000
3 Beds ⋅ 4 Baths ⋅ 410561 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after Hibiscus layout—this spacious split-level townhome blends 3,076 sq.ft. of exquisitely refreshed interior space with approximately 700 sq.ft. of covered lanai for seamless indoor-outdoor living. Positioned in a coveted front-row location, you are steps away from Ho’olei’s world-class amenities, featuring a lagoon-style pool with a dramatic 19’ waterfall, swim-in grotto, dual spas, fitness facility, and poolside entertaining pavilion. Just moments from Wailea Beach, fine dining, championship golf, and shopping, this beautifully furnished residence offers exceptional privacy, a place to call home in Maui, alongside a stellar, proven rental track record.

24 Hoolei Cir Unit T-1, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,200,000
2 Beds ⋅ 2 Baths ⋅ 410442 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.

3800 Wailea Alanui Blvd Unit H102, Kihei

Listing courtesy of Hawaii Life (W).

$2,995,000
2 Beds ⋅ 2 Baths ⋅ 410363 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua Ii BLDG.
Wailea Elua Unit 2010 presents an exceptional opportunity to own in one of Wailea's most coveted beachfront communities. Ideally positioned on the second floor, this 2 bedroom, 2 bathroom residence offers 1,363 square feet of interior living space with beautiful ocean views and the added privacy of bordering a lush greenbelt. Vaulted ceilings in the living room and guest bedroom create an open, airy feel, while large windows and sliding glass doors fill the home with natural light. Nearly every room enjoys views of the Pacific and surrounding tropical landscape. The spacious primary suite features its own private lanai, a generous walk in closet, and an additional storage room, providing exceptional functionality. The expansive main lanai borders the greenbelt and offers an inviting setting for outdoor dining, relaxing, and taking in Maui's sunsets. A washer and dryer are conveniently located within the residence, and central air conditioning provides added comfort. Offered furnished and move in ready, the residence presents an exceptional opportunity for a new owner to update and personalize the interiors while maximizing the value of its outstanding location, desirable floor plan, and ocean view setting. Wailea Elua offers direct access to Ulua Beach, two swimming pools, spas, a fitness pavilion, tennis court, gated entry, beautifully maintained grounds, and on-site security. Located just moments from championship golf courses, The Shops at Wailea, acclaimed restaurants, and the Wailea Beach Path, Unit 2010 is an exceptional opportunity to create your own island retreat in one of Maui's most sought after resort communities.

3600 Wailea Alanui Dr Unit 2010, Kihei

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

$1,575,000
2 Beds ⋅ 2 Baths ⋅ 410202 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the large, private lanai where stunning views await and are always available from the living, dining, and kitchen areas, as well as the primary bedroom. Your new kitchen has been tastefully updated with quartz countertops, mosaic tile backsplash, handsome cabinetry with undercab lighting, pendant lights with attractive palm ceiling fan, stainless appliances, and that wonderful ocean view. The living area features the ultimate Wailea Ekolu ocean view and the nice tile flooring that extends throughout the condo and lanai, beginning with the artistic tile inlay at the entry. There is a bamboo six-seat glass top dining table, and 3 Air-Conditioning units in the living areas provide cool comfort throughout your luxury vacation retreat. The primary bedroom offers ocean views, plenty of storage, and washer dryer in the ensuite bath, which also features the same striking quartz counters and wonderful cabinetry plus a large walk-in tiled shower. The secondary suite offers the same upgrades to the bath plus shower, lots of storage, and twin beds. Your elevated vantage point gives you commanding views of the sweeping Pacific and overlooks the upper village pool area, all while remaining wonderfully private from any of the neighboring units. 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 also as an attractive place for your vacationing guests. Wireless internet is also provided and is covered by the maintenance fees. 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 #1706 allows you to have it all.

10 Wailea Ekolu Pl Unit 1706, Kihei

Listing courtesy of Hawaii Life (W).

$1,840,000
1 Beds ⋅ 2 Baths ⋅ 409934 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.

3300 Wailea Alanui Dr Unit 38A, Kihei

Listing courtesy of Hawaii Life (W).

$1,199,000
1 Beds ⋅ 2 Baths ⋅ 409776 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy, tranquility, and convenience at a price point rarely available in Wailea. This upstairs unit features vaulted ceilings, grandfathered all-tile flooring throughout, two split-system AC units, bamboo cabinetry, quartz countertops, and thoughtful upgrades that reflect true pride of ownership. The spacious layout and dual-bath configuration provide flexibility and comfort for owners and guests alike. Wailea Ekolu is ideally located just above The Shops at Wailea and minutes from world-renowned beaches, luxury resorts, championship golf, and some of Maui's finest dining. Residents and guests enjoy access to two swimming pools, barbecue areas, and an entertaining pavilion with a full kitchen - all within a peaceful, low-density setting in the heart of Wailea.

10 Wailea Ekolu Pl Unit 1204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
1 Beds ⋅ 2 Baths ⋅ 409758 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit showcases custom built-in cabinetry in the bedroom and elegant plantation shutters throughout. Two spacious lanais provide wonderful outdoor living spaces. One lanai with ocean views, the other is privately situated… perfect for reading or morning coffee. The private setting ensures maximum tranquility while maintaining convenient access to all resort amenities. Wailea Ekahi offers four swimming pools, a recently upgraded pickleball court, multiple BBQ areas, and a well-equipped fitness center. The beachfront pool pavilion provides exclusive gated access to beautiful Keawakapu Beach. This desirable unit at Wailea Ekahi #17A is located just moments from pristine beaches and minutes from The Shops at Wailea, championship golf courses, and exceptional South Maui dining.

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 409483 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental. A standout feature is the retractable ceiling-mounted TV paired with a Sonos sound system, there when you want it, out of sight when you don't. The lanai becomes your daily go-to for morning coffee and sunset wind-downs. Offered mostly furnished and move-in ready, inventory provided upon request. This works equally well as a personal retreat, second home, or income-generating vacation rental in one of Wailea's most established communities. You are minutes to world-class beaches, golf, dining, and shopping, plus a short stroll to Wailea Village with restaurants, art galleries, and a weekly farmer's market. Wailea Ekolu owners may elect to join the Wailea Golf Club for discounted golf and other benefits. Opportunities like this in Ekolu don't come up often. Seller intends to complete a 1031 exchange at no cost to the buyer.

10 Wailea Ekolu Pl Unit 1206, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$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).

$11,245,000
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).

$1,435,000
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).

$1,335,000
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.

$2,795,000
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.

$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.

$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).

$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).

$5,750,000
3 Beds ⋅ 3 Baths ⋅ 407859 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious Gated, HOTEL ZONED beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end appliances, custom cabinetry, and an inviting island that anchors the main living area. The generous covered lanai overlooks the tropical grounds with pool and ocean views, extending your living space for relaxing or entertaining. The primary suite with ocean views includes lanai access, a walk-in closet, and a spa-inspired bath, while 2 additional bedrooms and bathrooms plus the converted den offer excellent flexibility for guests or multi-generational living. Wailea Beach Villas provides exceptional resort-style amenities including gated security, direct beach access, two pools, hot tubs, fitness center, game room, business center, concierge services and lushly landscaped pathways throughout the property. Located steps from The Shops at Wailea, world-class dining, championship golf, and the Wailea Beach Path, the lifestyle here is unmatched. Penthouse 209 is offered Fully Furnished and ready for effortless living or rental use. A standout opportunity to own in one of Wailea’s most sought-after communities. Contact your Realtor® today for a private showing.

3800 Wailea Alanui Blvd Unit PH-209, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$13,495,000
4 Beds ⋅ 6 Baths ⋅ 407692 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$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).

$5,395,000
2 Beds ⋅ 2 Baths ⋅ 407499 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa showcases panoramic views of Wailea Beach, the islands of Kaho?olawe, Molokini, and Makena's Pu?u Olai. The open-concept great room, finished with travertine flooring, extends onto a spacious partially covered lanai ideal for year-round indoor/outdoor living and entertaining. The primary suite offers a serene retreat with exceptional privacy. The second bedroom is furnished with two twin beds, and an additional room features a queen bed, allowing the villa to comfortably accommodate up to six guests. The gourmet kitchen combines granite and stainless-steel countertops with ample cabinetry and premium appliances, including Fisher & Paykel refrigerator and freezer (2025) and Bosch dishwasher (2024). It is also fully equipped with an array of convenient small appliances and gadgets, making daily living effortless. Additional conveniences include a new central air conditioning system (2022), new lanai furniture & carpet (2024), electronic blackout shades (2021), SimpliSafe smart water sensors (2025), and a full-size GE washer and dryer. Zoned for hotel/resort use, this elegantly furnished villa is currently operated as a short-term rental and is ready for immediate enjoyment or income potential. Projected rental income for 2026 is $244,000. Wailea Beach Villas is the newest oceanfront luxury gated community located in the heart of the world-renowned Wailea Resort, positioned directly in front of The Shops at Wailea and between the Grand Wailea and Marriott hotels. There are 99 luxury residences situated across 10.7 acres of beautifully landscaped tropical grounds. Amenities include an oceanfront swimming pool, a family pool, a fitness center, conference facilities, and a game room with a pool table, along with 24-hour gated security. Just steps from pristine beaches, upscale dining, designer shopping, and championship golf, this remarkable luxury penthouse villa is offered at an exceptional value and presents a rare opportunity to own in one of Maui’s most prestigious beachfront communities—an opportunity not to be missed.

3800 Wailea Alanui Blvd Unit PH511, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.