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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185 properties available
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Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining area, offering a luxurious and spacious retreat in one of Maui's premier locations. Spanning over 2,900 square feet of indoor and outdoor living, it comfortably accommodates families or groups of up to 8 guests.Located on the upper f
Experience the beauty of Maui in the luxurious Penthouse 210 at Wailea Beach Villas, a stunning retreat featuring two bedrooms and two bathrooms designed with tropical island elegance. This vacation rental welcomes families with its spacious layout, offering stylish overstuffed Tommy Bahama furniture in a soothing color palette of caramel, cherry,
Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and an amazing ocean view. The luxurious and expansive sightline is visible from the front entry and boasts
Welcome to your serene oasis at Wailea Elua Village 708, a stunning 2-bedroom, 2-bathroom ocean view condo that promises an unforgettable stay. Nestled in the heart of Wailea, this meticulously designed 1,336 sq. ft. condo sleeps up to six guests with comfort and style. Step inside to find a spacious living room with a cozy sofa bed, perfect for un
Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements everywhere you look. This contemporary vacation residence spans 2,500 square feet and captures the true allure of vacationing in Hawaii while providing the ultimate in luxury, comfort, and convenience. Blending
Welcome to your serene oasis at Wailea Elua Village 2004, a luxurious 1-bedroom, 2-bathroom ocean view condo that promises an unforgettable stay. This meticulously designed condo features a spacious living room with a comfortable sofa bed, perfect for unwinding after a day of exploration. The master bedroom boasts a plush king-sized bed, ensuring a
Welcome to the Makena Surf G203 Beachfront Resort, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This luxurious retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends seeking a memorable Hawaiian getaway.Step inside to discover a thoughtfully designed layout that maximizes space and n
Oceanfront View
Complex Pool
Private Outdoor space
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2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Ekahi Village 49C, your perfect short-term rental nestled in the heart of Wailea. This stunning 1-bedroom, 1-bathroom ocean view condo offers a tranquil escape for up to two guests. Step inside to discover a thoughtfully designed space where modern elegance meets comfort.The open-concept living area featur
Welcome to the serene and luxurious Wailea Elua Village 905, your perfect retreat nestled in the heart of Wailea. This stunning 3-bedroom, 2-bathroom garden view condo offers a harmonious blend of comfort and elegance, ideal for families or groups of friends. Step inside to discover a thoughtfully designed layout with three spacious bedrooms. The m
Welcome to the serene and luxurious Polo Beach Club 801, your perfect oceanfront retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a blend of modern elegance and comfort, ideal for a relaxing getaway. The master bedroom features a plush king bed, while the second bedroom comfortably accommodates two guests with twin beds. Both bat
Welcome to your serene oasis at Wailea Ekahi Village 7B, a beautifully designed 1-bedroom, 2-bathroom condo nestled in the heart of Wailea. This stunning 1,160 sq. ft. garden view condo offers a perfect blend of comfort and luxury, accommodating up to four guests with ease.Step inside to find a spacious, open-concept living area that seamlessly flo
Welcome to the Makena Surf A102 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo sleeps up to six guests and offers a luxurious retreat with breathtaking views of the Pacific Ocean. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing m
Oceanfront View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Oceanfront Condo - Diamond
Oceanfront View
Complex Pool
Private Outdoor space
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