Wailea Flash Sale
Take advantage of this 48-Hour Wailea Flash Sale — Save 20% off vacation rentals across popular Wailea properties close to golf, beaches, and top restaurants when you book by midnight February 17th (HST). Travel April 6th through July 31st, 2026!
Don’t wait—enter WAILEA20 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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79 properties available
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Welcome to your serene oasis at Wailea Grand Champions 27, a luxurious 2-bedroom 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 spacious, open-concept living area that seamlessly flows into a dining space, perfec
Golf View
Complex Pool
Private Outdoor space
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2 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekolu Village 910, a stunning two-bedroom 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 a private outdoor balcon
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 your serene oasis at Wailea Ekahi Village 47D, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into a privat
Welcome to your serene oasis at Wailea Ekahi Village 19B, a stunning two-bedroom, two-and-a-half-bathroom condo that promises an unforgettable stay. Nestled in the heart of Wailea, this 1,133 sq. ft. haven comfortably sleeps up to six guests, making it perfect for families or groups of friends.Step inside to find a thoughtfully designed layout that
Welcome to your serene oasis at Wailea Ekahi Village 8D, a perfect blend of luxury and comfort nestled in the heart of Wailea. This beautifully designed 1-bedroom, 2-bathroom condo offers a tranquil retreat for up to four guests. Step inside to find a spacious living room with a cozy sofa bed, ideal for unwinding after a day of exploration. The mas
Welcome to your serene oasis at Wailea Ekolu Village 1205, a stunning 2-bedroom, 2-bathroom condo nestled in the heart of Wailea. This meticulously designed 1,071 sq. ft. 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 adorned with modern furnis
Welcome to your serene oasis at Wailea Ekahi Village 29D, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat comfortably sleeps up to four, offering a perfect blend of luxury and comfort for your Hawaiian getaway.Step inside to discover a spacious and elegantly appointed living room,
Welcome to your serene oasis at Wailea Ekahi Village 30D, a stunning 1-bedroom, 2-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat comfortably sleeps up to four guests, offering a perfect blend of luxury and comfort for your Hawaiian getaway.Step inside to find a spacious, open-concept living area, where
Welcome to the serene and luxurious Wailea Grand Champions 152, your perfect retreat in the heart of Wailea. This meticulously designed 1-bedroom condo offers a blend of comfort and elegance, ideal for a memorable getaway. The spacious 1,069 square feet layout includes a king-sized bed in the bedroom, a cozy sofa bed in the living room, and can com
Welcome to your serene oasis at Wailea Ekahi Village 3E, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea. This stunning garden view condo offers a perfect blend of comfort and elegance, ideal for a relaxing getaway. Step inside to discover a spacious, open-concept living area where you can unwind on the plush sofa
Welcome to your serene oasis at Wailea Ekolu Village 1203, a perfect blend of luxury and comfort nestled in the heart of Wailea. This beautifully designed 1-bedroom, 2-bathroom condo offers an idyllic retreat for guests seeking a tranquil getaway. The open-concept living space is bathed in natural light, with sleek, modern furnishings that create a
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