Wailea houses

We found 143 houses — enter your dates for availability

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Wailea?
Take your pick of 143 holiday home rentals in Wailea. Whether you're planning to stay in Halama Street or another well-known neighbourhood, we'll help you find the perfect home away from home.
How much does it cost to stay in a holiday rental house in Wailea?
Prices vary depending on the time of year, length of stay and property location, so enter your travel details to browse what's available. No matter your budget or plans, Bookabach has holiday home rentals in Wailea suited to guests of every type.
When is the best time to rent a holiday house in Wailea?
It can all depend on the type of weather you prefer, among other considerations. Many people visiting Kihei get a Wailea holiday home rental in August, when the average temperature ranges from 25ºC to 27ºC.
Where can I rent a Wailea holiday house with great views?
When searching for your holiday home rental in Wailea, take advantage of our "Location" filter. This lets you narrow down the sorts of areas you want to stay in, whether that's around nature or somewhere close to the action.
Does Wailea have any weekend house rentals?
Browse our weekend rentals and prepare for an exciting couple of days away. Our top tips for booking your perfect house in Wailea? Stay flexible when searching and modify your travel dates until you find the holiday home rental that suits your style.
Are there any pet-friendly house rentals in Wailea?
If you want to experience Wailea with your beloved pet at your side, use our convenient filter tool to browse pet-friendly houses. Check the "Pets allowed" box to find a holiday home rental with welcome touches like fenced-in yards and complimentary treats. Because when the family goes away, the pets should share in the adventure!
What are the top things to do in Wailea?
Planning an unforgettable trip to Wailea means discovering fun things that the whole family will love. Wailea Beach, Maui Ocean Centre and Kamaole Beach Park are only the start of the options here. And Bookabach's holiday home rentals are the ideal base for your sightseeing pursuits.
Why should I book my holiday rental house with Bookabach?
Booking a holiday home rental with Bookabach means you'll have the whole place for your exclusive use — your private oasis, without any interruptions or distractions from anyone else. What's more, our easy payment and cancellation policies allow you to alter your plans if necessary.

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