Wailea Villa Rentals

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Compare Villas, Resorts, & Rentals in Wailea

1,751 villas and rentals
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Luxury Places to Stay in Wailea

Over 1742+ Luxury Places to Stay in or Near Wailea
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Top-Rated Villas with a Pool in Wailea

Over 1540+ Top-Rated Private Villas with a Pool in or Near Wailea
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Pet-Friendly Villas in Wailea

Over 13+ Pet-Friendly Private Villas in or Near Wailea
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Large Private Villas in Wailea

Over 172+ Large Villas in or Near Wailea for Groups and Families
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Wheelchair Accessible Holiday Homes in Wailea

Over 144+ Wheelchair Accessible Villas and Holiday Homes in or Near Wailea
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Wailea Villas, Airbnb and Holiday Homes Under $200

Over 3+ Wailea Private Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Wailea

Over 1189+ Instantly Bookable Private Villas in or Near Wailea
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About Wailea Vacation Rentals

There are more than 1751 incredible getaway rentals that are available in Wailea. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Wailea.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Wailea, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Wailea. Places to stay near Wailea are 1244.53 ft² on average, with prices averaging AU $1,434 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Wailea. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Wailea, HI


Keawakapu Beach 5,545 Properties
Mokapu Beach 5,535 Properties
Ulua Beach 5,530 Properties
Ulua Beach Park 5,529 Properties
Wailea Shopping Village Shopping Center 5,525 Properties
Shops at Wailea 5,515 Properties
South Maui 5,388 Properties
Wailea Beach 5,371 Properties
Polo Beach 4,689 Properties
Wailea Blue Golf Course 4,439 Properties
Palauea Beach 3,843 Properties
Makena 1,152 Properties

There are 21 hotels in Wailea 16 resorts, and 515 rentals

Recently Booked Hotels, Resorts, or Rentals in Wailea

Frequently Asked Questions About Wailea?

What are the top hotels or resorts in Wailea?

We provide an array of great vacation destinations in Wailea. If you are looking to stay in or around the Wailea area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Wailea:

How many hotels, resorts, or rentals are available in Wailea?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 1751 in the Wailea area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Wailea.