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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179 properties available
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Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy breathtaking Maui sunsets from the expansive 375-square-foot covered lanai, perf
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Wailea Beach Villas (31)
Wailea Beach Villas PH403
3 Bedroom Ocean View Condo - Platinum
5
(1)
3
bedrooms
3
baths
8
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Grand Champions 84 is a beautifully appointed vacation rental located in the prestigious Wailea area of Maui. This spacious three-bedroom, two-bathroom condo offers views out over the Wailea Blue Golf Course as well as a partial ocean view. Its size and configuration make it perfect for families or groups looking to enjoy a luxurious getaway
Wailea Grand Champions 84
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3 Bedroom Golf Course + Partial Ocean View Condo - Gold
5
(45)
3
bedrooms
2
baths
7
guests
Wailea, HI
Golf View
Complex Pool
Private Outdoor space
Wailea Elua Village 2005 is a stunning two-bedroom, two-bathroom vacation rental located in the desirable Wailea region of Maui. This beautifully appointed condo offers a perfect blend of luxury and comfort. The spacious interior features an open-concept design that maximizes natural light and ocean views. A lack of clutter and unnecessary furnish
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Wailea Elua Village (42)
Wailea Elua Village 2005
2 Bedroom Ocean View Condo
5
(7)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which includes a spacious outdoor living area complete with cushioned furniture, two lounger
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Wailea Elua Village (42)
Wailea Elua Village 707
2 Bedroom Ocean View Condo - Platinum
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Treat yourself to an unforgettable retreat at Wailea Elua Village 1101, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea, steps from Ulua Beach. This meticulously designed 1,025-square-foot vacation condo comfortably accommodates up to four guests, offering a perfect blend of luxury and comfort for your vacation geta
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Wailea Elua Village (42)
Wailea Elua Village 1101
1 Bedroom Ocean View Condo - Silver
5
(2)
1
bedrooms
1
baths
4
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to your serene paradise at Wailea Ekahi Village 51D, 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 next Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into the dining a
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Wailea Ekahi Village (45)
Wailea Ekahi Village 51D
2 Bedroom Ocean View Condo
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Wailea Elua Village 708 is a luxurious two-bedroom, two-bathroom vacation rental located in the prestigious Wailea community on Maui's southern coast. This condo offers a serene retreat, accommodating up to six guests, making it ideal for families or friends seeking a relaxing getaway. The condo features a spacious open-concept living area that se
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Wailea Elua Village (42)
Wailea Elua Village 708
2 Bedroom Ocean View Condo
5
(4)
2
bedrooms
2
baths
6
guests
Wailea, HI
Ocean View
Complex Pool
Private Outdoor space
Welcome to Makena Surf B305, an extraordinary oceanfront retreat offering some of the most breathtaking views on all of Maui. Perfectly positioned within the exclusive gated Makena Surf resort, this spacious two-bedroom, two-bathroom residence sits just steps from the some of the best snorkeling on Maui. Snorkel boat tours often anchor just offsho
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New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Makena Surf (23)
Makena Surf B305 Beachfront Resort
2 Bedroom Ocean Front Condo - Gold
4.8
(8)
2
bedrooms
2
baths
4
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Elua Village 2104, a stunning 2-bedroom, 2-bathroom garden view condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway.Step inside to discover a spacious, open-concept living area that seamlessly flows into a
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 2104
2 Bedroom Garden View Condo - Platinum
5
(12)
2
bedrooms
2
baths
6
guests
Wailea, HI
Garden View
Complex Pool
Private Outdoor space
Wailea Elua 905 is a vacation rental situated in the picturesque beach locale of Maui. This spacious three-bedroom, two-bathroom condo offers a perfect blend of comfort and luxury, making it an ideal retreat for families or friends traveling together. This condo is positioned along the northern edge of the community and overlooks a picturesque gree
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Recently Renovated
Recently Renovated
This beautifully renovated condo offers the ultimate blend of luxury and comfort, featuring high-end finishes and top-of-the-line appliances. Enjoy its impeccable design and attention to detail.
Wailea Elua Village (42)
Wailea Elua Village 905
3 Bedroom Garden View Condo
5
(23)
3
bedrooms
2
baths
8
guests
Wailea, HI
Complex Pool
Private Outdoor space
Washer/Dryer
Makena Surf F112 is a stunning oceanfront vacation home where modern coastal design meets effortless island living. Tastefully selected tile, thoughtful finishes, and comfortable furnishings create a fresh, modern beach atmosphere, while spectacular ocean views take center stage from both the spacious living area and expansive wrap-around lanai.Des
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Makena Surf (23)
Makena Surf F112 Beachfront Resort
3 Bedroom Oceanfront Condo - Platinum
4.9
(20)
3
bedrooms
2
baths
7
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1603, a stunning 2-bedroom ocean front condo nestled in the heart of Maui’s resort town of Wailea. “Oceanfront” literally means that the only thing separating your ground floor lanai from the ocean is landscaped and manicured lawns! The home is highlighted by its inviting and oversized lanai.
View Details
New Rental!
New Rental!
Be one of the first guests to stay in this vacation residence that just joined our rental program!
Wailea Elua Village (42)
Wailea Elua Village 1603
2 Bedroom Ocean Front Condo- Platinum
5
(3)
2
bedrooms
2
baths
6
guests
Wailea, HI
Oceanfront View
Complex Pool
Private Outdoor space
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