Summer 2026 Wailea Vacation Rentals

Send a postcard from Maui this summer!  Explore this curated collection of Wailea residences with newly available summer stays for travel this June, July, and August, including preferred pricing for a limited time.  With fully stocked kitchens, in-residence washers and dryers, and spacious layouts designed for effortless stays, it’s the perfect way to settle into island time.

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Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you\'ll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm and inviting ambiance. The fully equipped kitchen makes it a breeze to whip up del
Wailea Elua Village 706
2 Bedroom Ocean View Condo – Platinum
Rating 5 (2)
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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CORALTREE RESIDENCE COLLECTION presents... Makena Surf F208180-degree ocean views and the gentle rhythm of tides welcome you to this elegant 2nd floor sanctuary. Shoreline snorkeling lets you swim with green sea turtles directly off the resort's coast year-around. Located within 10 gated tropical acres featuring heated pools and tennis, a thoughtfu
Makena Surf F208 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
Rating 4.9 (22)
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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CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 208Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This 1025 sq.ft. 2nd-floor 1-bedroom has 2 full bathrooms and an elevated ocean outlook across the resort lawns to the Pacific and Kahoolawe. A large lanai, 2 resort pools, pickleball court
Wailea Elua Village 208
1 Bedroom Ocean View Condo – Platinum
Rating 5 (7)
1 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 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.
Wailea Elua Village 1603
2 Bedroom Ocean Front Condo – Platinum
Rating 5 (4)
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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CORALTREE RESIDENCE COLLECTION presents... Makena Surf F304Perched on the top floor, this 1,035 sq.ft. 2-bedroom oceanfront sanctuary features an expansive lanai with panoramic Pacific views over a vibrant reef. Watch sea turtles and seasonal whales right from your terrace, stroll down to the sand, and relax knowing maid service is included. On-sit
Makena Surf F304 Beachfront Resort
2 Bedroom Oceanfront Condo - Platinum
Rating 5 (5)
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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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
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CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1604Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This recently renovated 1,336 sq.ft., 2-bedroom condo looks out over the lawn to open Pacific water, with accordion doors folding the living room onto the elevated lanai. 2 resort pools, p
Wailea Elua Village 1604
2 Bedroom Oceanfront Condo – Platinum
Rating 5 (5)
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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Located just steps from the beach in the heart of Wailea, Elua Village 107 is a beautifully appointed two-bedroom, two-bathroom ground-floor residence that offers the perfect blend of comfort and island elegance. With a spacious layout and tasteful decor, this vacation rental invites you to relax and unwind in true Hawaiian style. The highlight of
Wailea Elua Village 107
2 Bedroom Ocean View Condo – Platinum
Rating 4.8 (9)
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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CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 30DThis spacious 945 sq.ft. 1-bedroom condo with 2 full bathrooms offers elevated ocean and sunset views over tropical gardens and pickleball courts from your 2nd-floor lanai. Take a scenic 3-minute walk through 34 acres of botanical gardens to Keawakapu Beach, swim in 4 resort pools,
Wailea Ekahi Village 30D
1 Bedroom Ocean View Condo – Platinum
Rating 5 (18)
1 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 Ekahi Village 23C, your perfect retreat in the heart of Wailea. This stunning 1-bedroom, 2-bathroom condo offers a blend of modern elegance and tropical comfort, ideal for a memorable getaway. Step inside to discover a thoughtfully designed space, featuring a spacious living room with a cozy sofa bed that
Wailea Ekahi Village 23C
1 Bedroom Garden View Condo – Platinum
Rating 4.9 (18)
1 bedrooms
2 baths
4 guests
Location Wailea, HI Icon of Garden View Garden 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 1102Elua Village sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk — the most beach-accessible address in the area. This beautifully remodeled condo sits elevated, opening up sweeping Pacific views from the private balcony. Two resort pools, a shared hot
Wailea Elua Village 1102
1 Bedroom Ocean View Condo – Platinum
Rating 5 (3)
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
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Welcome to the serene and luxurious Wailea Elua Village 2502, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea, Hawaii. This meticulously designed 1,336 sq. ft. property offers a perfect blend of comfort and elegance, ideal for a memorable family getaway.Step inside to discover a thoughtfully laid-out living space featuring a co
Wailea Elua Village 2502
2 Bedroom Ocean View Condo – Platinum
Rating 5 (11)
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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