Wailea Lodging

Luxury Resorts, WORLD CLASS Golf, AND Upscale Shopping

Wailea is a luxurious resort community in South Maui, renowned for its beautiful crescent shaped beaches. The area is home to several world-class golf courses, luxurious shopping, and exquisite dining options.  Known for its upscale accommodations, Wailea boasts numerous resorts and vacation rentals, including family-friendly options, making it ideal for both relaxation and adventure. 

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Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway.Villa F201 is a decorator's dream, harmoniously blending Hawaiiana art, modern furnishings, and Asian accents. Enjoy breath
Wailea Beach Villas F201
3 Bedroom Ocean View Villa - Platinum
Rating 5 (13)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to your serene oasis at Wailea Ekahi Village 10F, a luxurious 1-bedroom, 1-bathroom condo nestled in the heart of Wailea. This stunning 945 sq ft condo offers a perfect blend of comfort and elegance, ideal for a family getaway of up to four guests. Step inside to discover a thoughtfully designed living space, featuring a plush king-sized be
Wailea Ekahi Village 10F
1 Bedroom Garden View Condo
Rating 5 (4)
1 bedrooms
1 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Steps to Beach Steps to Beach Icon of Complex Pool Complex Pool
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Welcome to the serene and luxurious Wailea Elua Village 208, your perfect oasis in the heart of Wailea. This stunning 1-bedroom, 2-bathroom ocean view condo is designed for comfort and elegance, accommodating up to four guests. The master bedroom features a plush king-sized bed, while the living room offers a cozy sofa bed for additional guests. St
Wailea Elua Village 208
1 Bedroom Ocean View Condo - Platinum
Rating 5 (3)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to your serene oasis at Wailea Elua Village 401, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your family getaway. Step inside to discover a spacious and airy living area, complete with a cozy sofa bed that comfortably accommo
Wailea Elua Village 401
2 Bedroom Ocean View Condo
Rating 5 (2)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to your serene oasis at Wailea Point, where luxury meets natural beauty. This stunning 2-bedroom, 2-bathroom ocean view condo offers an idyllic retreat for up to four guests. Step inside to discover a thoughtfully designed layout that combines elegance with comfort.The open-concept living area is perfect for relaxation, featuring plush sofa
Wailea Point | 2301
2 Bedroom Ocean View Condo - 30+ Night Luxury Stays
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui's most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional choice for families or small groups seeking a five-star getaway in Wailea.Inside, you'
Wailea Beach Villas PH106
2 Bedroom Garden View Condo - Platinum
Rating 5 (6)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space Icon of Resort Golf Resort Golf
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Welcome to the serene and luxurious Wailea Elua Village 1202, your perfect short-term rental in the heart of Wailea. This stunning 1-bedroom, 1-bathroom ocean view condo offers a blend of comfort and elegance, ideal for up to 4 guests. The spacious 1,025 square feet layout features a king-sized bed in the bedroom, ensuring a restful night's sleep,
Wailea Elua Village 1202
1 Bedroom Ocean View Condo
Rating 5 (5)
1 bedrooms
1 baths
4 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to the serene and luxurious Wailea Elua Village 1303, your perfect short-term rental in the heart of Wailea. This stunning 2-bedroom, 2-bathroom ocean front condo offers a blend of modern elegance and comfort, ideal for your Hawaiian getaway. Step inside to discover a spacious, open-concept living area with sleek, contemporary design. The l
Wailea Elua Village 1303
2 Bedroom Oceanfront Condo - Platinum
Rating 5 (8)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to the Makena Surf E302 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious retreat for up to four guests. Step into the open-concept living space, where modern design meets comfort. The living area features a cozy sofa, a flat-screen TV with cable, and a dining area t
Makena Surf E302 Beachfront Resort
2 Bedroom Oceanfront Condo
Rating 5 (21)
2 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade furnishings. This three bedroom three and a half bath Villa features luxury appoin
Wailea Beach Villas D301
3 Bedroom Ocean View Villa - Platinum
Rating 5 (5)
3 bedrooms
3.5 baths
8 guests
Location Wailea, HI Icon of Ocean View Ocean View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room with a convenient Murphy bed for additional guests. The condo boasts two full bath
Wailea Ekahi Village 42D
1 Bedroom Garden View Condo
Rating 5 (8)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Garden View Garden View Icon of Steps to Beach Steps to Beach Icon of Complex Pool Complex Pool
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Welcome to the Makena Surf F304 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom ocean front condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing meals while enjoying the serene ocean views. The living
Makena Surf F304 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
Rating 5 (2)
2 bedrooms
2 baths
6 guests
Location Wailea, HI Icon of Oceanfront View Oceanfront View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
View Details

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