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$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.

$2,998,000
3 Beds ⋅ 2 Baths ⋅ 407495 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk across the West Maui Mountains, and the scent of salt carried on the breeze. It’s not just a view; it’s an experience that reaches into your senses and holds you there, suspended between sea and sky. Polished marble floors guide you through a space defined by craftsmanship and grace. The great room, with soaring 20-foot ceilings and natural clear cedar soffits illuminated by art lighting, opens wide to a 24-foot mitered glass bay window that frames Wailea Point’s lush gardens and the boundless Pacific beyond. Here, light is architecture, and every surface, from the richly grained Hawaiian Koa doors to the glass walls that dissolve the boundary between indoors and out, invites calm and connection. Step through sliding glass doors onto the expansive 339-square-foot wraparound lanai, where the rustle of palm fronds and the fragrance of plumeria accompany every meal. This is the essence of island living: dining alfresco, surrounded by nature’s color and sound. A built-in BBQ and ocean-view kitchen make entertaining effortless, with glass-on-glass corner windows that bring the gardens and horizon into every culinary moment. The primary suite, a sanctuary of quiet refinement, opens to its own private lanai. Sunlight pours through three skylights into the en-suite bath, complete with dual vanities, a radius-tiled shower, and thoughtful design that feels both indulgent and intimate. The guest suite offers its own sense of retreat, with garden vistas that soothe the spirit. Ascend the sculptural steamed-and-bent mahogany spiral staircase to a lofted third bedroom, an airy hideaway with a walk-in closet, perfect for guests or a creative escape. Set across 28 acres of oceanfront paradise, Wailea Point is a world unto itself bordered by two of Maui’s finest beaches and adjacent to the Four Seasons and Fairmont Kea Lani Resorts. A gated enclave offering unmatched privacy and prestige. Enjoy two resort-quality pool pavilions for hosting community gatherings as well as the owners' private use, a fully equipped gym, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas, and 24-hour roving security. Fine dining & shopping, world-class golf & tennis, plus hiking & diving are all nearby! Wailea Point is Maui’s Finest Condominium and a Legacy Property!

4000 Wailea Alanui Dr Unit 1904, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$14,990,000
3 Beds ⋅ 4 Baths ⋅ 407472 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island views. Private amenities include a plunge pool, outdoor shower and a one car garage. The renovation encompasses a new kitchen with premium appliances and finishes, wide plank wood flooring, recessed lighting, upgraded electrical fixtures with LED lighting, Nest temperature controls, new interior paint, automated window coverings & blackout shades feature new custom mahogany valances, new dry bar with wine and beverage refrigerators, new RH furnishings, curated wall art and a new juke box. The Beachfront Villa occupies one of the most private and pristine locations in all Wailea Beach Villas. The premier 10 acre resort community is located in the heart of the prestigious Wailea Resort, only steps away are Wailea’s world class beaches, dining, and boutique shopping. An optional 2025 guest rental pro-forma is available. Enjoy the professional photos and cinema!

3800 Wailea Alanui Dr Unit B-101, Kihei

Listing courtesy of Compass-W.

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

155 Wailea Ike Pl Unit 111, Kihei

Listing courtesy of Hawaii Life (W).

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

139 Kai La Pl Unit 35B, Kihei

Listing courtesy of Hawaii Life (W).

$4,900,000
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). The property is tenant occupied until 1/1/26. 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..

$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).

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

10 Wailea Ekolu Pl Unit 1008, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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

3200 Wailea Alanui Dr Unit 1505, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

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

155 Wailea Ike Pl Unit 140, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$4,300,000
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..