1. Hawaii
  2. Kihei
  3. Wailea
  4. Vacation Rentals

Wailea Vacation Rentals & Hawaii Villas

Find Vacation Rentals in or near Wailea

Explore over 594 vacation rentals in Wailea perfect for your upcoming trip. Whether you're traveling with a group, family, friends, or on a couples retreat in Wailea, HawaiiVillas offers a diverse range of rental properties with top-notch amenities, including indoor/outdoor/private swimming pools, Wi-Fi, hot tubs, self-catering options, and more.

HawaiiVillas provides vacation rentals near Wailea catering to all types of travelers, whether you seek a luxury home, villa, resort, condo, cabin, cottage, RV rental, or pet-friendly accommodation in Wailea. Easily find and compare vacation rentals across various rental platforms with HawaiiVillas, ensuring you secure the best deals in Wailea.Luxury vacation rental prices start from US $204 per night, while affordable condos in Wailea start from US $204 per night.

HawaiiVillas offers a wide selection of vacation rentals from leading platforms such as Booking.com, Airbnb, VRBO, Trip.com, RV Share, Outdoorsy, and more. Filter your search dates and discover Wailea vacation homes for your next trip.

Show more
Show less

Frequently Asked Questions About Wailea Vacation Rentals

There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Wailea:

There are many large, family-friendly vacation homes available in Wailea; however, here are the most popular family rentals listed on our site:
Yes, there are 594 self-catering vacation homes in Wailea that have hot tubs, swimming pools, & other amenities.
There are more than 594 luxury villas and vacation homes in or near Wailea. Filter by price to compare find the most expensive places to stay on Hawaii.Villas.
Yes, there are 594 pet friendly vacation homes and places to stays that are available in or near Wailea that you may consider.