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 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
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 paradise at Wailea Ekahi Village 51D, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into the dining a
Welcome to the serene and stylish Wailea Ekahi Village 39A, a perfect retreat nestled in the heart of Wailea. This 945 sq. ft. condo offers a luxurious one-bedroom, one-bathroom layout, comfortably accommodating up to four guests. The master bedroom features a plush king bed, while the living room provides a cozy sofa bed for additional guests.Step
Welcome to your serene oasis at Wailea Elua Village 1102, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed 1,025 sq. ft. condo offers a perfect blend of comfort and luxury, accommodating up to four guests with ease. Step inside to discover a spacious, open-concept living area featuring a p
Welcome to your serene oasis at Wailea Elua Village 1301, a stunning 1-bedroom, 1-bathroom oceanfront condo that promises an unforgettable stay. This meticulously designed 997 sq. ft. retreat comfortably sleeps up to four guests, offering a perfect blend of luxury and comfort. The master bedroom features a plush king-sized bed, while the living roo
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 the Makena Surf G202 Beachfront Resort, your perfect oasis in Wailea, Hawaii. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area that seamlessly blends modern elegance with coastal charm. The living room features a comfortable sofa
Welcome to your luxurious Wailea Grand Champions 75 retreat, where elegance meets comfort. This stunning 2-bedroom, 2-bathroom condo offers a perfect blend of modern amenities and serene surroundings. As you step inside, you'll be greeted by an open-concept living area, complete with a fully equipped kitchen, a cozy dining table, and a plush living
Golf View
Complex Pool
Private Outdoor space
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2 Bedroom Golf Course + Partial Ocean View
Golf View
Complex Pool
Private Outdoor space
Welcome to the serene Wailea Ekahi Village 54B, a luxurious 1-bedroom, 2-bathroom garden view condo nestled in the heart of Wailea. This meticulously designed retreat comfortably accommodates up to four guests, offering a perfect blend of elegance and comfort for your Hawaiian getaway. A full remodel of the kitchen was just completed and we will be
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
View Details
2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 44B, a stunning studio condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway. Step into the open-concept living area, where you'll find a plush king-sized bed, perfect for a restful night's sleep
Welcome to the serene and luxurious Wailea Grand Champions 116, your perfect retreat in the heart of Maui. This elegant 1-bedroom, 2-bathroom condo has recently been completely recarpeted. Theis vacation condo offers a blend of comfort and sophistication, ideal for a memorable getaway. The spacious layout features a king-sized bed in the primary be
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