Wailea Collection Spring Sale
Take advantage of this Spring Escape Sale — Save 10% off all our Wailea vacation rentals when you book by March 31. Travel March 9th through April 30th, 2026!
Don’t wait—enter SPRG26 at checkout and save. Book your stay now and experience the best of Maui for less.
*Offer valid for new reservations only and subject to availability. Additional restrictions may apply.
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109 properties available
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Welcome to your dream vacation home at Wailea Elua Village 804, a luxurious 3-bedroom ocean-view condo nestled in the heart of Wailea. This stunning property offers a perfect blend of modern elegance and comfort, ideal for your next getaway.Step inside to discover a spacious, open-concept living area that seamlessly flows into a private balcony wit
Welcome to the Makena Surf F112 Beachfront Resort, where luxury meets the ocean's edge. This stunning 3-bedroom, 2-bathroom oceanfront condo is perfect for your dream Hawaiian getaway. The spacious layout features a primary suite with a king bed, a second bedroom with a king bed, and a third bedroom with two day beds, one of which can slide out on
Oceanfront View
Complex Pool
Private Outdoor space
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3 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to your luxurious Wailea Grand Champions 140 retreat, where elegance meets comfort in the heart of Maui. This stunning 2-bedroom, 2-bathroom condo is designed for the ultimate getaway, offering a perfect blend of modern amenities and serene surroundings.Step inside to discover a thoughtfully designed layout that accommodates up to six guest
Welcome to the luxurious Wailea Grand Champions 95, your perfect retreat in the heart of Wailea. This stunning 3-bedroom condo offers a blend of elegance and comfort, perfect for a family getaway or a group of friends. The open-plan living area features a sleek, modern kitchen equipped with all the essentials, including a dishwasher, microwave, and
Golf View
Complex Pool
Private Outdoor space
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3 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
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
Welcome to the serene and luxurious Polo Beach Club 409, your perfect getaway in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a blend of modern elegance and tropical charm, ideal for a family or group of friends seeking a relaxing Hawaiian vacation.Step inside to discover a spacious, open-concept living area with
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 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
Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living space, thoughtfully designed to accommodate your family's needs. The open-concept
Welcome to the serene and luxurious Wailea Grand Champions 111, your perfect retreat in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo offers a blend of comfort and elegance, ideal for families or groups of friends seeking a memorable Hawaiian getaway.Step inside to discover a thoughtfully designed living space, complete with a cozy
Welcome to the serene and luxurious Wailea Ekolu Village 1404, a perfect retreat nestled in the heart of Wailea. This stunning 1-bedroom, 2-bathroom condo offers a blend of modern elegance and comfort, perfect for your Hawaiian getaway. The spacious 1,069 square feet layout features a king-sized bed in the master bedroom, ensuring a restful night's
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
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