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5416 Makena Alanui Dr Unit KV-1B, Kihei

Listing courtesy of Discovery Makena Realty LLC. Selling Office: .

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.

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: .

$2,150,000

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.

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

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!

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: .

$1,375,000

Sold Before Listed

3 Beds ⋅ 4 Baths ⋅ 410119 MLS ⋅ Fee Simple Tenure

Sold Before Listed

380 Kualono Pl Unit 80, Kihei

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

$959,000

Sold Before Listed

2 Beds ⋅ 2 Baths ⋅ 410543 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.

Sold Before Listed

155 Wailea Ike Pl Unit 26, Kihei

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

$685,000

Introducing a rare opportunity to own an office condominium in the highly sought-after Wailea Town Center. Unit B-107, located at 161 Wailea Ike Place, offers a spacious open layout with modern design and high-end finishes, ideal for an owner-user or office investor. This turn-key unit features updated HVAC systems and high-speed fiber-optic internet connectivity and is move-in ready. Surrounded by a thriving business community and conveniently located near key Wailea amenities, this property represents a prime commercial real estate asset in the Kihei/Wailea market.

408667 MLS ⋅ Fee Simple Tenure ⋅ Wailea Town Center BLDG.

Introducing a rare opportunity to own an office condominium in the highly sought-after Wailea Town Center. Unit B-107, located at 161 Wailea Ike Place, offers a spacious open layout with modern design and high-end finishes, ideal for an owner-user or office investor. This turn-key unit features updated HVAC systems and high-speed fiber-optic internet connectivity and is move-in ready. Surrounded by a thriving business community and conveniently located near key Wailea amenities, this property represents a prime commercial real estate asset in the Kihei/Wailea market.

161 Wailea Ike Pl Unit B-107, Kihei

Listing courtesy of Commercial Prop of Maui LLC. Selling Office: .