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 your serene oasis at Wailea Elua Village 707, a stunning two-bedroom ocean view condo perfect for your dream getaway. This meticulously designed property offers a blend of modern luxury and comfort, ideal for families or groups of friends. As you step inside, you'll be greeted by an open-concept living area that seamlessly flows into a p
Wailea Elua Village 707
2 Bedroom Ocean View Condo - Platinum
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 the serene and luxurious Wailea Grand Champions 104, your perfect retreat in the heart of Wailea. This stunning 1-bedroom condo offers a blend of modern elegance and comfort, ideal for a relaxing getaway. The open-plan living area features a plush king-sized bed in the bedroom, a cozy sofa bed in the living room, and can comfortably slee
Wailea Grand Champions 104
1 Bedroom Golf Course View Condo - Platinum
Rating 5 (4)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Golf View Golf 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, where luxury meets tranquility. This 1 Bedroom Ocean View Condo is the perfect retreat for up to four guests seeking a relaxing getaway. Step inside to find a beautifully appointed living room with a plush sofa bed, offering a cozy spot to unwind after a day of exploration. The master bedroom fe
Wailea Ekahi Village 12E
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 Steps to Beach Steps to Beach Icon of Complex Pool Complex Pool
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Welcome to Wailea Elua 2102, a serene and luxurious ocean view retreat in the heart of Wailea. This beautifully appointed condo blends modern elegance with comfort, ideal for your next Hawaiian getaway. The spacious 1,000 sq ft layout comfortably accommodates up to five guests and features all new bedding, including a king-size bed, a bonus room wi
Wailea Elua Village 2102
1 Bedroom Ocean View Condo
Rating 5 (1)
1 bedrooms
2 baths
5 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 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring an expansive tiled great room that seamlessly blends indoor and outdoor living. When the sliding glass doo
Wailea Beach Villas PH209
3 Bedroom Garden View Condo - Platinum
Rating 5 (25)
4 bedrooms
3 baths
8 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 your serene oasis at Wailea Grand Champions 177, a luxurious 1-bedroom condo nestled in the heart of Wailea. This elegant retreat offers a perfect blend of comfort and style, ideal for your next Hawaiian getaway. Step inside to discover a thoughtfully designed living space, complete with a plush king-sized bed in the bedroom and a cozy s
Wailea Grand Champions 177
1 Bedroom Golf Course View Condo
Rating 5 (3)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Golf View Golf 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 the serene and luxurious Wailea Grand Champions 152, your perfect retreat in the heart of Wailea. This meticulously designed 1-bedroom condo offers a blend of comfort and elegance, ideal for a memorable getaway. The spacious 1,069 square feet layout includes a king-sized bed in the bedroom, a cozy sofa bed in the living room, and can com
Wailea Grand Champions 152
1 Bedroom Golf Course View Condo
Rating 5 (3)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Golf View Golf View Icon of Complex Pool Complex Pool Icon of Private Outdoor space Private Outdoor space
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Welcome to the serene Polo Beach Club 301, your perfect oceanfront retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to discover a thoughtfully designed living space, complete with a cozy sofa bed for additional guests. The master bedroom features a plush ki
Polo Beach Club 301
2 Bedroom Oceanfront Condo
Rating 5 (20)
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
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Welcome to your dream beachfront escape at Makena Surf E105 Beachfront Resort. This stunning two-bedroom, two-bathroom condo offers a perfect blend of luxury and comfort, ideal for a family getaway. The open-concept living area features a cozy sofa bed, making it easy to accommodate up to six guests. The master bedroom boasts a plush king bed, whil
Makena Surf E105 Beachfront Resort
2 Bedroom Oceanfront Condo
Rating 5 (14)
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
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Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and Molokini, creating the perfect backdrop for your Maui vacation. The private lana
Wailea Beach Villas PH404
2 Bedroom Ocean View Condo - Platinum
3 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 the serene and luxurious Wailea Ekahi Village 11A, your perfect retreat nestled in the heart of Wailea. This beautifully designed 1-bedroom, 1-bathroom condo offers a tranquil escape for up to four guests. Step into a spacious, open-concept living area where you can unwind on the plush sofa bed, perfect for cozy nights in. The sleek, mod
Wailea Ekahi Village 11A
1 Bedroom Garden View Condo
Rating 5 (3)
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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