Wailea beach rentals
We found 1,060 beach rentals — enter your dates for availability
Explore Wailea beach rentals
Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
Wailea Ekahi - CoralTree Residence Collection
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
530 reviews(530 reviews)
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
150 reviews(150 reviews)
Wailea Grand Champions - CoralTree Residence Collection
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
701 reviews(701 reviews)
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Top rated beach rentals - Wailea
Perfect Wailea Condo
1010 out of 10
Exceptionalexceptional
143 reviews(143 reviews)
Brilliant choice - delightful stay!
1010 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
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- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any beach holiday rentals in Wailea?
Select from 1,060 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.