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 the Makena Surf E102 Beachfront Resort, your perfect oasis for a rejuvenating getaway. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to four guests. Step into the open-plan living area, where modern design meets comfort with a fully equipped kitchen, a cozy dining area, and a spacious living room w
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 Polo Beach Club 301, your perfect oceanfront retreat nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to discover a thoughtfully designed living space, complete with a cozy sofa bed for additional guests. The master bedroom features a plush ki
CORALTREE RESIDENCE COLLECTION presents... Makena Surf G203Immerse yourself in tranquility at this secluded 2-bedroom, second-floor sanctuary overlooking Po'olenalena Beach. Tucked into one of the most private and quiet corners of the 32-acre botanical estate, this retreat provides elevated panoramic views of the Pacific—perfect for seasonal whale
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 island retreat at Wailea Elua Village 2005, a luxurious 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway.Step inside to discover a thoughtfully laid-out space that comfortably accommodates up to s
Welcome to the serene and luxurious Wailea Elua Village 208, your perfect oasis in the heart of Wailea. This stunning 1-bedroom, 2-bathroom ocean view condo is designed for comfort and elegance, accommodating up to four guests. The master bedroom features a plush king-sized bed, while the living room offers a cozy sofa bed for additional guests. St
Welcome to your serene oasis at Wailea Ekahi Village 9A, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea. This stunning 945 sq. ft. retreat offers a perfect blend of comfort and elegance, ideal for up to four guests. Step into the open-concept living area, where modern furnishings and a cozy ambiance await. The liv
Welcome to your serene oasis at Wailea Ekahi Village 3B, a stunning studio condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for a romantic getaway or a solo retreat. Step inside to discover a thoughtfully laid-out space that maximizes every square foot. The open-concept liv
Welcome to the Polo Beach Club 407, your perfect oasis in Wailea, Hawaii. This stunning two-bedroom, oceanfront condo offers a luxurious retreat for up to six guests. Step inside to find a spacious, open-concept living area with a cozy sofa bed, perfect for unwinding after a day at the beach. The master bedroom features a plush king bed, while the
Welcome to your serene oasis at Wailea Grand Champions 97, a luxurious 1-bedroom condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into a private balcony, whe
Welcome to the serene and luxurious Wailea Ekolu Village 1607, 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 relaxing getaway. The spacious 1069 square feet layout features a king-sized bed in the bedroom, ensuring a restful night's sleep, a
Welcome to Polo Beach Club 609, your idyllic retreat in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. As you step inside, you'll be greeted by an open-concept living area with a plush sofa bed, perfect for unwinding after a day of adventure. The master bedroom features a king bed, w
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekolu Village 1404Perched above Wailea on the second floor, this 1,069-square-foot condo opens up sweeping ocean and golf course views from both the private lanai and the kitchen. A set of golf clubs is available in the unit — a genuine perk for the three championship courses within a six-minute dri
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