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4000 Wailea Alanui Dr Unit 1602, Kihei
$13,900,000
3 Beds ⋅ 3 Baths ⋅ 407829 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! 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." See more at www.waileapoint1602.com.

4000 Wailea Alanui Dr Unit 1602, Kihei

Listing courtesy of Wailea Point Realty, Inc..

4000 Wailea Alanui Dr Unit 1202/1204, Kihei
$12,995,000
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.

28 Kai La Pl Unit 19A, Kihei
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 407569 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
North Facing Lanai to capture the tradewinds, this meticulously maintained 3 bedroom 2.5 bathroom even has Ocean and Mountain Views! New plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two car garage floor and new wi-fi garage door opener as well as new hot water heater with timer, new stainless steel refrigerator, and new lanai sunshades. With all these upgrades, this is a must see unit! Outdoor living at it best on the 320 square foot covered lanai which leads out to an expansive ocean view greenspace. BBQ's allowed on the lanai. This unit even has an outdoor shower to rinse off after a long day at the beach. Take advantage of Kai Malus luxury ocean view infinity edge pool, jacuzzi, steam room, sauna, party room and fully equipped fitness center. Kai Malu is a short 5 minute drive to all of Waileas amenities including fantastic beaches, restaurants, and shopping. Call today for a private tour.

28 Kai La Pl Unit 19A, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

3200 Wailea Alanui Dr Unit 1605, Kihei
$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).

3800 Wailea Alanui Blvd Unit PH511, Kihei
$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.

4000 Wailea Alanui Dr Unit 2802, Kihei
$4,750,000
2 Beds ⋅ 2 Baths ⋅ 407132 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already stunning vistas. The kitchen and bathrooms have been beautifully renovated with modern finishes, blending elegance and comfort. A loft (estimated at 250 gross sq. ft.) has been added, providing a separate, third sleeping area, den or play room. Garage 2802G is included (CPR 76). Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction, very low density (just over 4 units per acre), garden environment, low-rise buildings, 24-hour gated & roving security patrol, two outstanding pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, full kitchens, lighted tennis court, 2 pickleball courts (1 lighted), a superbly equipped, air conditioned fitness gym, barbeque areas, fruit & herb gardens, ample parking - and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors (the Grand Wailea 1 property away) and all the 5-star services they offer. 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 2802, Kihei

Listing courtesy of Wailea Point Realty, Inc..

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

19 Kai La Pl Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

10 Wailea Ekolu Pl Unit 1008, Kihei
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 405937 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area, plus an additional unit in the second bedroom. The open-concept layout flows seamlessly to a private lanai where you'll take in sweeping views of the Pacific and outer islands—perfect for morning coffee or sunset cocktails. Located in the heart of Wailea Resort, you’re moments from world-renowned beaches, fine dining, the Shops at Wailea, and just steps from the Wailea Blue Golf Course clubhouse. As a unique bonus, a Honda Fit is included in the sale, making island living even more convenient. Vacation rentable and impeccably maintained, Wailea Ekolu #1008 is an exceptional opportunity for both investment and lifestyle.

10 Wailea Ekolu Pl Unit 1008, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

7595 Makena Rd, Kihei
$23,000,000
4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure
Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand.

7595 Makena Rd, Kihei

Listing courtesy of Compass-W.

4000 Wailea Alanui Dr Unit 2502, Kihei
$4,000,000
3 Beds ⋅ 4 Baths ⋅ 401515 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor plan located on the top 2 floors of a 4-story building; 2 levels, 3 bedrooms, 4 bathrooms. The location is a “10”, affording spectacular ocean views. The vaulted ceilings are a bonus, and new windows were installed in 2022, including the gorgeous mitered glass bay window that makes the ocean view from the living room simply POP! Facing west, 180-degree ocean views, year-round sunsets, and whales galore! The entire upstairs is a master suite with full bath & soaking tub, and its own private, 144 sq. ft. “crow’s nest" lanai with stunning views. Original condition except for the beautiful new windows. Unfurnished. Wailea Point was built to be the finest residential condominium in all of Hawaii - and many believe it is just that. Built in the late 1980's, it stole the show at the 1986 Parade of Homes, a competition sponsored by the Building Industry Association of Hawaii. It also won a national award from Sunset Magazine for best use of glass - and the sellers have improved on that by replacing windows, and installing the awesome "mitered glass bay window" in the living room. Aside from its World Class location, Wailea Point boasts ultra-high quality design & construction, very low density (just over 4 units per acre), low rise structures in a magnificent, garden environment. 24-hour roving & gated security; 2 elaborate pool pavilions with kitchens & barbecues; 4 pools (including a 2-lane, 25-meter lap pool); 2 whirlpool spas; lighted tennis & pickleball courts; superb fitness gym; extensive fruit & herb gardens; ample parking; and it's golf cart friendly! Enjoy the Four Seasons and Fairmont Kea Lani resorts as immediate neighbors, plus the Grand Wailea a short walk away, and all the 5-star restaurants & other services they offer. Well run AOAO. 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 2502, Kihei

Listing courtesy of Wailea Point Realty, Inc..

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