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 181 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 reserve-collection-logo
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 reserve-collection-logo
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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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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CORALTREE RESIDENCE COLLECTION presents... Makena Surf A102A premier 1,510 sq.ft. 2-bedroom ground-floor oceanfront condo offering step-free access and a direct walkout lanai onto the sand of Poʻolenalena Beach in less than 1 minute. Enjoy central A/C, sweeping ocean views, and sea turtle snorkeling right off the shoreline. On-site resort perks fea
Makena Surf A102 Beachfront Resort
2 Bedroom Oceanfront Condo - Diamond
Rating 4.9 (20)
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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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 reserve-collection-logo
2 Bedroom Ocean View Condo – Diamond
Rating 5 (18)
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 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 (10)
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 1001This exquisitely designed ground-floor 1,259 sq. ft. residence sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. Walk straight from the extra-large patio to the backyard fronting the beach, explore 2 resort pools, and soothe your muscles in the hot
Wailea Elua Village 1001 reserve-collection-logo
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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CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 2108This stunningly renovated 2nd-floor 1,528 sq.ft. 2-bedroom condo features 2 oceanside lanais with lovely views, access to 2 resort pools, a pickleball court, and a shared hot tub. Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk, with the
Wailea Elua Village 2108 reserve-collection-logo
2 Bedroom Ocean View Condo – Diamond
Rating 5 (24)
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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Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect backdrop for enjoying the island's tropical splendor.Located in a prime position with
Wailea Beach Villas PH105
3 Bedroom Garden View Condo - Platinum
Rating 5 (5)
3 bedrooms
3 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 Beach Villas Penthouse 302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes paired with chic, natural tones and patterns further elevate the ambiance of thi
Wailea Beach Villas PH302
2 Bedroom Ocean View Condo - Platinum
Rating 5 (9)
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 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 (31)
3 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 Ekahi Village 35D, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a luxurious escape for up to four guests, combining modern elegance with the natural beauty of Hawaii.Step inside to discover a spacious, open-concept living area where
Wailea Ekahi Village 35D
1 Bedroom Ocean View Condo – Platinum
Rating 5 (9)
1 bedrooms
1 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
View Details

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