Discover a selection of 4,000 vacation rentals in Wailea Beach that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $121 per night, and houses and villas are popular options for a stay in Wailea Beach. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Wailea Beach
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How many vacation rentals are available around Wailea Beach?

Our 2021 property listings offer a large selection of 3,816 vacation rentals around Wailea Beach. From 339 house rentals to 108 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.