Wailea beach rentals

We found 1,096 beach rentals — enter your dates for availability

Find spaces that suit your style

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  • 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 beach holiday rentals in Wailea?
Select from 1,096 beach holiday rentals in Wailea that offer that home-away-from-home feeling. Consider staying in the well-known neighbourhood of Halama Street and then discover the city like a local.
How much does it cost to stay in a beach holiday rental in Wailea?
Prices vary depending on the time of year, length of stay and specific location, so enter your holiday details to find out what's available. No matter your budget or plans, Stayz has beach holiday rentals in Wailea for every kind of guest.
When is the best time to book a beach holiday rental in Wailea?
With our beach holiday rentals experiencing the greatest demand in August, consider planning your Wailea stay then and be a part of the buzz. The temperatures during this month average between 25ºC and 27ºC. But every season has its unique appeal, so if your travel dates are flexible, have a look at what this part of Kihei offers at various times of the year.
Where can I book a Wailea beach holiday rental with great views?
Use the "Location" filter to find a beach holiday rental with the views you're looking for. Start by entering the dates you want to book your house in Wailea, then narrow your search based on the sort of area you'd rather stay in.
What are the most popular beaches in Wailea?
Enjoy some fun in the sun at the most popular beaches in Wailea, starting with Wailea Beach. Bring the kids along and make the most of its family-friendly atmosphere. Alternatively, paddle in the water or just wander along the shore at Kamaole Beach Park.
What are the top things to do in Wailea?
Combine your beach holiday rental stay with a little sightseeing at well-known attractions like Wailea Beach. Maui Ocean Centre and Kamaole Beach Park are other fascinating places to explore with your nearest and dearest in Wailea.
Why should I book my beach holiday rental with Stayz?
No sharing your space, no awkward small talk with strangers. When you stay in a Stayz beach holiday rental, you get the whole place for your use only. Need to change or cancel your travel plans? Our flexible cancellation policies let you book your rental house with peace of mind.

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