2082+ Rental Villas and Private Getaways in Wailea |
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Wailea Villa Rentals

About Wailea Vacation Rentals

There are more than 2082 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 1685.78 ftยฒ on average, with prices averaging $1,150 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.

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Top Private Villas, Resorts, and Rentals in Wailea

Type Count
Holiday Apartments 271
Vacation Homes 245
Villas 129
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Wailea

โ˜… Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Wailea with BedroomVillas.

Weather in Wailea, HI

View the weather forecast for Wailea before booking your Wailea Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

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


South Maui 6,178 Properties
Keawakapu Beach 5,468 Properties
Mokapu Beach 5,461 Properties
Ulua Beach 5,457 Properties
Ulua Beach Park 5,452 Properties
Wailea Shopping Village Shopping Center 5,451 Properties
Shops at Wailea 5,439 Properties
Wailea Beach 5,293 Properties
Polo Beach 4,632 Properties
Wailea Blue Golf Course 4,422 Properties
Palauea Beach 3,644 Properties
Makena 1,291 Properties

Complexes around Wailea, HI


Sugar Beach Resort Kihei 173 Properties
Grand Champions 33 Properties
Makena Surf 29 Properties
Polo Beach Club 7 Properties
Residence Inn 3 Properties
Ocean Villa 2 Properties

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 vacation rentals have private pools in Wailea?

We have 76 luxury villas and vacation rentals featuriung a private pool in and near Wailea. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Wailea is best for families?

Searching for a family-friendly getaway in Wailea? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

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 2025 is over 2082 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.โ€ฏ


People Also Ask

There are 26 hotels in Wailea 29 resorts, and 645 rentals

Recently Booked Hotels, Resorts, or Rentals in Wailea