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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Properties Available 179 properties available
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Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the Wailea Beach resort area. Just a short five-minute walk immerses you in the Pacific
Wailea Beach Villas PH512
3 Bedroom Ocean View Condo - Diamond
Rating 5 (19)
3 bedrooms
3 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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Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone unturned in the pursuit of your delight. Open up your lanai doors and head outside to look for whales or watch
Wailea Beach Villas PH411
2 Bedroom Ocean View Condo - Diamond
Rating 5 (3)
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 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
Wailea Beach Villas D302
3 Bedroom Ocean View Villa - Diamond
Rating 5 (9)
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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CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1504Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This recently remodeled 2nd-floor 2-bedroom condo sits elevated above the resort, with floor-to-ceiling glass on 2 walls framing panoramic ocean views from the living room and lanai. 2 oce
Wailea Elua Village 1504
2 Bedroom Ocean View Condo – Diamond
Rating 5 (17)
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 Elua Village 2108, your perfect oceanside retreat. This stunning two-bedroom, two-bathroom condo offers a spacious 1,528 square feet of living space, comfortably accommodating up to six guests. The master bedroom features a king bed, while the second bedroom has a queen bed and a twin bed, ensuring a restf
Wailea Elua Village 2108
2 Bedroom Ocean View Condo - Diamond
Rating 5 (23)
2 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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Marvel at the sophisticated style and decor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a textured wall-mounted matting behind the impressive 85'' living room TV and a charming wooden picnic-table
Wailea Beach Villas PH104
2 Bedroom Garden View Condo - Diamond
Rating 5 (10)
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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The beautifully renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two bathrooms, accommodating up to five guests comfortably. The fully equipped ki
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
Rating 4.9 (19)
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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Wailea Elua Village #1001 is a stunning oceanfront sanctuary that has undergone a complete transformation. For discerning travelers who enjoy the best of Wailea, the extended outdoor living space allows you to enjoy panoramic ocean views while relaxing with a book, enjoying a meal al fresco at the covered dining table, or savoring a cocktail wi
Wailea Elua Village 1001
2 Bedroom Oceanfront Condo - Diamond
Rating 5 (11)
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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Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is accessible via a private elevator, ensuring privacy and exclusivity.The penthouse features three bedrooms and
Wailea Beach Villas PH309
3 Bedroom Ocean View Condo - Platinum
Rating 5 (11)
3 bedrooms
3 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 Makena Surf F208, a luxurious oceanfront vacation residence that offers an unparalleled Hawaiian retreat. Situated on the second floor, this 1,313 square feet residence is designed to provide the ultimate in comfort and relaxation, featuring elegant touches such as textured walls, beautiful tiling, and exquisite tray ceilings with dramat
Makena Surf F208 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
Rating 4.9 (21)
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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Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you've spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options that will bring a smile to your face. Whether you choose to put in your favorite mo
Wailea Beach Villas PH211
2 Bedroom Garden View Condo - Platinum
Rating 5 (14)
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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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 PH210
2 Bedroom Garden View Condo - Platinum
Rating 5 (4)
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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