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$8,300,000
5 Beds 5 Baths 408708 MLS Fee Simple Tenure
Nestled within one of Wailea's most coveted residential enclaves, this architecturally refined contemporary residence offers an exceptional blend of privacy, timeless design, and resort-style living. Expansive ocean views anchor both the main living level and the upper primary suite, capturing Maui's dramatic coastline, year-round sunsets, and ever-changing skies. Fleetwood pocketing glass doors disappear into the walls, seamlessly connecting sophisticated interiors with expansive covered lanais and creating the ultimate indoor-outdoor island lifestyle. At the heart of the home, the expansive great room flows effortlessly between the living area, dramatic double-island kitchen, butler's pantry, dining spaces, and outdoor entertaining areas. Poliform cabinetry, abundant storage, and a curated suite of premium Miele appliances, including a gas range and wine refrigeration, make the kitchen as functional as it is beautiful, while the adjacent prep kitchen and additional laundry keep entertaining effortless. Designed for both effortless entertaining and exceptional privacy, the thoughtfully composed floor plan separates the home's living and bedroom wings, allowing owners and guests to enjoy their own private retreats while remaining connected to the heart of the home. The south wing of the main level is anchored by a luxurious primary suite featuring a spa-inspired bath with dual vanities, an indoor-outdoor shower, and an expansive walk-through Poliform dressing room. This wing also includes a dedicated media room, a versatile bonus room ideal for a fitness studio, office, or additional guest accommodations, and a guest suite. On the north side of the home, a second guest suite enjoys exceptional privacy and features its own indoor-outdoor shower. The upper level is reserved entirely for the second primary retreat, capturing panoramic ocean views and featuring its own family lounge, covered lanai, spa-inspired bath with dual vanities and an indoor-outdoor shower, and a generous walk-through Poliform closet. Outdoor living rivals that of a private resort with a custom freeform pool, separate spa with cascading water features, expansive lawn areas, mature tropical landscaping, fruit trees, decorative stonework, covered lanais, and a built-in BBQ area perfect for sunset dining and entertaining. Exceptional craftsmanship and thoughtfully integrated technology complement the home's timeless architecture, while photovoltaic solar with battery storage enhances everyday efficiency. The oversized garage features two separate garage door entrances and comfortably accommodates two vehicles with additional space for a golf cart, electric vehicle, or storage. This is more than an extraordinary residence—it is a thoughtfully designed Wailea retreat where architecture inspires, privacy surrounds, and every day is defined by Maui's unique island lifestyle. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours. Video available through the 3D Tour link. Listing Agent is Owner and licensed in the State of Hawaii.

11 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W). Selling Office: .

$3,075,000
5 Beds 4 Baths 407080 MLS Fee Simple Tenure
Just steps from the golden sands and turquoise waters of Keawakapu Beach, 85 Pukolu Place in Wailea Kai captures the essence of Maui living with a rare blend of luxury, comfort, and entertainment. Nestled within a secure gated community, this custom-designed 5-bedroom residence offers a lifestyle that goes far beyond the ordinary Wailea home. From the moment you arrive, you’re welcomed into your own private resort setting. The front courtyard was thoughtfully designed for unforgettable gatherings—complete with a sparkling pool and spa. A putting green and even a bocce ball court in the backyard to keep everyone entertained. Multiple covered lanais provide seamless indoor-outdoor living, perfect for sunset barbecues and weekend get-togethers under the stars. Inside, the open-concept design showcases fine craftsmanship and elegant finishes. Travertine floors, hand-crafted African Mahogany doors, and wrought-iron detailing create a refined yet warm atmosphere. The chef’s kitchen is a true showpiece, featuring top-tier Sub-Zero and GE Profile appliances, over 70 linear feet of custom cherry cabinetry, and a 10-foot granite island that doubles as a casual breakfast bar. The home’s thoughtful floor plan places three bedrooms on the main level, including a private primary suite with its own lanai, spa-inspired bathroom, soaking tub, and dual vanities. Two spacious guest rooms share a beautifully appointed bath with walk-in shower. An additional lanai off the dining area is now equipped with a brand-new KitchenAid BBQ, providing the perfect outdoor kitchen for entertaining. The lower level is designed for fun and relaxation, highlighted by an expansive 1,400 sq. ft. entertainment lounge with a custom Koa wood bar, theater setup, and unique surfboard-inspired shelving. Two more guest bedrooms and a versatile laundry/flex room complete this space, offering comfort and privacy for extended family or visiting friends. Sustainable living is built into the design with 42 owned solar panels, while a grove of 11 fruit trees adds a touch of island charm. With its blend of high-end amenities, indoor-outdoor flow, and prime location across from one of Maui’s most beloved beaches, this home truly embodies the Wailea lifestyle. Wailea Kai residents enjoy close proximity to world-class golf, fine dining, boutique shopping, and more than a dozen pristine beaches. Ownership also includes access to the Wailea Golf Club community membership, making this one of the most desirable opportunities in South Maui. This is more than a home—it’s a destination to create memories, celebrate life, and enjoy the very best of Wailea.

85 Pukolu Way, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L. Selling Office: .

$2,750,000
3 Beds 3 Baths 405347 MLS Fee Simple Tenure Kai Malu BLDG.
Welcome to your dream home in Kai Malu Wailea, where ocean, Haleakala and Wailea Blue golf course views await. This fully updated 3-bedroom, 3-bathroom condominium in the heart of Wailea combines unparalleled luxury with modern convenience. Recently renovated in 2022, no detail has been overlooked. The home features top-of-the-line finishes, including French oak hardwood floors, sleek quartz countertops, a Subzero refrigerator, Wolf oven, induction cooktop, Bosch dishwasher, and 28 owned solar panels with 2 Tesla Powerwall units. The spacious living area seamlessly flows into a private outdoor oasis, complete with a fenced backyard, your very own spa, an outdoor kitchen and ample space to relax while soaking in the peaceful island ambiance. This home is being offered fully furnished, allowing you to move right in and immediately embrace the island lifestyle. Enjoy convenient access to world-class beaches, shopping, dining, and golf courses. It's the perfect blend of luxury, privacy, and convenience. Don't miss the opportunity to own this exceptional piece of paradise!

333 Kai Malu Pl Unit 58A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S). Selling Office: .

$2,685,000
3 Beds 3 Baths 407486 MLS Fee Simple Tenure Kai Malu BLDG.
Experience island living at its finest in this freshly renovated ocean­view condo in one of the most desirable locations at Kai Malu! As you step inside, you'll be welcomed by new flooring that flows throughout the spacious living and dinning areas, leading out to a large lanai- perfect for entertaining or relaxing while enjoying the spectacular ocean and outer island views. The updated kitchen features new cabinets, new hot water heater, new high capacity A/C pump,( serviced annually by CPR), modern appliances, and elegant finishes, blending functionality with style. This home offers three full bedrooms and 2.5 beautifully designed baths, thoughtfully appointed to complement the home's modern decor. The primary suite boasts breathtaking ocean views, a gorgeous en suite bath, and a private lanai for morning coffee or evening sunsets. The secondary suite provides a comfortable space for guests, complete with a full bath nearby. On the lower level, the flexible third bedroom can easily serve as an office, guest room, or both. Additional highlights include an attached two car garage, private driveway (not shared) and 32 owned solar panels for impressively low electric bills. One of only 11 units that feature both a pool and spa! Don't miss this rare opportunity to own a luxurious energy-efficient home with incredible views, premium upgrades and one of the best locations at Kai Malu! This home comes completely furnished! Watch the video tour to appreciate this exceptional home. Contact your favorite realtor to schedule a showing.

61 Kainehe Pl Unit 61, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku. Selling Office: .

$2,550,000
2 Beds 2 Baths 405808 MLS Fee Simple Tenure Wailea Ekahi I BLDG.
Experience Wailea living at its finest in this stunning 2-bedroom, 2-bathroom upstairs condo, offering amazing panoramic ocean views that will take your breath away. Watch year-round sunsets from the comfort of two of your three private lanais, each providing its own unique vantage point of the magnificent Pacific Oecan, Molokini, and Kaho'olawe. Inside, the vaulted ceilings and an open floor plan create a sense of space and harmony. The layout is perfect for entertaining or unwinding. The sleek kitchen features granite countertops, stainless steel appliances, a spacious island, and a dining area, all capturing the sweeping ocean views. Both bedrooms are well equipped with en-suite bathrooms and private lanais. This property is perfect as a full-time residence, second home, or investment opportunity. Wailea Ekahi is a well-maintained complex with stunning manicured gardens, four pools, shuffle boards, tennis courts, and a gym. The resort is within close proximity to everything Wailea has to offer: incredible shopping, amazing dining, fantastic golf, and world-class beaches. Don't miss this rare chance to own a piece of paradise. Schedule your private showing today!

3300 Wailea Alanui St Unit 38F, Kihei

Listing courtesy of Coldwell Banker Island Prop(S). Selling Office: .

$2,150,000
3 Beds 3 Baths 408666 MLS Fee Simple Tenure Kai Malu BLDG.
Do you desire the privacy and space of a true residence with the ease of a lock and leave condo lifestyle in the heart of Wailea? The answer is Villa 17B at Kai Malu, a prestigious gated community known for its elevated views, resort level amenities, and prime South Maui location just minutes from world class beaches, golf, dining, and shopping. This 3 bedroom, 2.5 bathroom fully furnished villa is beautifully appointed and meticulously maintained, offering one of the most desirable floor plans in the community and standing out as one of the best values in all of Wailea. Ideally positioned within the complex, Villa 17B captures serene ocean and mountain views that create the perfect backdrop for both relaxing and entertaining. Upgraded with a 22-panel Photovoltaic system (fully owned) along with two Tesla PowerWall backup batteries as well as a new AC system installed in 2024. Enjoy true indoor outdoor living with a spacious private lanai for dining al fresco, BBQ nights, and sunset unwinding, plus your own private pool and spa for the ultimate Maui lifestyle experience at home. The oversized fenced yard is a rare bonus that makes this villa feel even more like a standalone residence, offering extra room to lounge, play, and gather with friends and family. A large driveway and 2 car garage provide excellent parking and storage for beach gear, owner essentials, and lock and leave convenience for part time residents. Inside, the kitchen is equipped with high energy efficient appliances and a functional layout that is perfect for the home chef or casual host, while the open concept living and dining areas flow effortlessly for everyday comfort. Kai Malu owners enjoy exclusive access to the community clubhouse featuring an infinity edge pool with ocean views, spa, private fitness center, sauna, steam room, BBQ area, and a poolside pavilion designed for socializing and resort style relaxation. This is Wailea living that feels private, polished, and effortless. Schedule your private showing of Villa 17B today and experience the best of Maui in one of Wailea’s most sought after communities.

11 Kainehe Pl Unit 17B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S). Selling Office: .

$1,975,000
2 Beds 3 Baths 405957 MLS Fee Simple Tenure Wailea Ekahi I BLDG.
Discover your perfect island retreat in this spacious and private condo nestled in a tropical setting in Wailea Ekahi. This rare and striking 2-bedroom, 2.5-bathroom townhouse offers the ideal blend of comfort, space, and tranquility while being just steps away from Keawakapu Beach; one of the world's most beautiful beaches. As you enter the unit you're welcomed by the bright kitchen connecting the dining area facing the lush garden. Enjoy indoor-outdoor living with lanai space perfect for unwinding or entertaining. The cozy, sunken living room is ideal for relaxing during the evenings. Upstairs are two generously sized bedrooms, each with vaulted ceilings, ensuite bathrooms, private lanais, and ocean views. Whether you're looking for a full-time residence, vacation home, or investment property, this townhouse is a rare find in a truly special location. Wailea Ekahi is a well-maintained complex with stunning manicured gardens, multiple pools, shuffle boards, tennis courts, and a gym. The resort is within close proximity to everything Wailea has to offer: incredible shopping, amazing dining, fantastic golf, and world-class beaches. Don't miss the chance to own a piece of paradise-schedule a private showing today!

3300 Wailea Alanui St Unit 3A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S). Selling Office: .

$1,745,000
2 Beds 2 Baths 408177 MLS Fee Simple Tenure Wailea Town Center BLDG.
Immaculate 2-bedroom, 2-bath residence at Wailea Town Center offering streamlined island living in a prime Wailea location. This second-story condo, with elevator access, enjoys sweeping ocean views stretching from Kahoolawe to the West Maui Mountains and fronts the Wailea Tennis Club. The open living and kitchen area is bright and spacious, enhanced by extra side windows and nine-foot ceilings, and flows seamlessly to a large covered lanai with a built-in grill - your ideal spot for outdoor dining and seasonal whale watching. The kitchen features a 5-burner gas cooktop, wine refrigerator, granite peninsula with generous workspace and bar seating, and quality finishes throughout. Mahogany and travertine floors, cherry shaker-style cabinetry, custom window treatments, and a built-in sound system reflect the home’s pristine condition. The primary suite offers a spa-like bath with soaking tub, walk-in shower, dual granite vanity, and a custom walk-in closet. The en-suite guest bedroom provides privacy, ample space, and striking Haleakala views. Additional highlights include a separate one-car enclosed garage with storage, an additional reserved parking space, and access to a private pool and spa. Conveniently located near Wailea’s beaches, golf, tennis, shopping, and dining, this residence combines comfort, quality, and an exceptional setting.

161 Wailea Ike Pl Unit D-201, Kihei

Listing courtesy of Hawaii Life (W). Selling Office: .

$1,025,000
408170 MLS Fee Simple Tenure
Tucked inside the world-renowned Wailea Resort lies the exclusive, gated community of Wailea Kai. This rare offering features the last undeveloped level lot in the neighborhood, a unique chance to bring your vision of a custom luxury home to life. Just a short stroll from your doorstep, you'll find Keawakapu Beach, celebrated as one of Maui's finest stretches of sand. From sunrise to sunsets, the beauty of Wailea's coastline will be part of your everyday lifestyle. Beyond the beach, you'll enjoy convenient access to three championship golf courses, world-class dining, boutique shopping, and the natural tranquility that makes Wailea so extraordinary. With plenty of space to design and build, this lot is the perfect canvas for your dream residence in South Maui's most coveted resort community. Wailea Kai privacy, luxury, and paradise all within a short distance of the ocean.

22 Waikai St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku. Selling Office: .

$899,000
1 Baths 405198 MLS Fee Simple Tenure Wailea Ekahi I BLDG.
Welcome to Wailea Ekahi #3D, a rare studio offering known as the “Treehouse Retreat”. Nestled on the second level, this charming unit boasts high vaulted ceilings and a lanai surrounded by lush greenery, including plumeria flowers, hibiscus, and palm trees creating a peaceful ambiance. The surrounding greenery of this unit really embraces the feeling of privacy with no onlookers able to view inside. Wake up to breathtaking views of Haleakala and the vibrant Maui sunrise right from your lanai with no road noise. Unit 3D is ideally located near one of the four pools on the property, providing convenient access for a refreshing swim. Additionally, this unit is less than a five-minute stroll away from the newly appointed beachfront pool pavilion, complete with a full kitchen, BBQ area, and a brand-new fitness center. For sports enthusiasts, the private pickleball court in the complex offers the perfect spot for a friendly game. Inside the unit, the Murphy bed adds versatility, allowing you to maximize space and comfortably accommodate guests. The location is unbeatable, with close proximity to world-class golfing, high-end restaurants, and pristine sandy beaches. Whether you're looking for a tranquil escape or an active lifestyle, Unit 3D at Wailea Ekahi offers the perfect blend of luxury and convenience. Don't miss this rare opportunity to own a piece of paradise in Maui.

3300 Wailea Alanui Dr Unit 3D, Kihei

Listing courtesy of Hawaii Life (W). Selling Office: .

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.