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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181 properties available
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Welcome to the serene Wailea Ekahi Village 6F, your perfect retreat nestled in the heart of Wailea. This meticulously designed 1-bedroom, 2-bathroom condo offers a luxurious escape for up to four guests. Step into the open-concept living area, where modern elegance meets comfort. The living room features a plush sofa bed, ideal for unwinding after
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
Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking grill-perfect for sunset barbecues in a tranquil island atmosphere.Designed wit
Welcome to your serene oasis at Wailea Elua Village 2402, a luxurious 1-bedroom, 2-bathroom ocean view condo that promises an unforgettable stay. This meticulously designed 1,025 sq. ft. condo comfortably sleeps up to four guests, offering a perfect blend of elegance and comfort. Step into the open-plan living area, where the sleek, modern decor me
Welcome to the luxurious Wailea Grand Champions 159, your perfect vacation retreat nestled in the heart of Wailea. This stunning 3-bedroom condo offers a blend of elegance and comfort, ideal for families or groups of friends seeking a memorable getaway. Step inside to discover a thoughtfully designed layout that maximizes space and style. The maste
Welcome to your serene oasis at Wailea Grand Champions 27, a luxurious 2-bedroom condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway.Step inside to discover a spacious, open-concept living area that seamlessly flows into a dining space, perfec
Golf View
Complex Pool
Private Outdoor space
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2 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
Welcome to your luxurious Wailea Grand Champions 140 retreat, where elegance meets comfort in the heart of Maui. This stunning 2-bedroom, 2-bathroom condo is designed for the ultimate getaway, offering a perfect blend of modern amenities and serene surroundings.Step inside to discover a thoughtfully designed layout that accommodates up to six guest
Welcome to the Makena Surf C207 Beachfront Resort, your idyllic retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a perfect blend of luxury and comfort, ideal for families or groups of friends. Step inside to discover a spacious, open-concept living area with a cozy sofa bed, perfect for unwinding a
You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool where adults cool off in peace and tranquility. Cap off your full Maui day in para
Oceanfront View
Complex Pool
Private Outdoor space
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3 Bedroom Ocean Front Villa - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1301Elua Village sits adjacent to Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk — the most beach-accessible address in the area. Unit 1301 sits near the front of the complex — 150 yards from the sand — with a private oceanfront patio. Beach chairs, two resort pools,
Oceanfront View
Complex Pool
Private Outdoor space
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1 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
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
Welcome to the Makena Surf F208 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 after a day of beach fun. The living room is cozy
Oceanfront View
Complex Pool
Private Outdoor space
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2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
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