Holiday rentals near Wailea Beach
We found 4,736 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Wailea Beach that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Wailea Beach
Showing deals for:21 Nov - 28 Nov
Image gallery for Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
10 out of 10 rating
Exceptional
(181 reviews)
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, HI
7% off
Price is AU$5,932
AU$847 nightly
Includes taxes & fees
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Find the best place to stay - Wailea Beach
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Sleeps 8 · 3 bedrooms · 3 bathrooms
10 out of 10
exceptional
(82 reviews)
Top rated rentals - Wailea Beach
Favourite short rental that I have ever stayed in
10 out of 10
exceptional
(155 reviews)
I honestly can't say enough amazing things about this property. Everything about it is incredible. Super clean, amazing location, super private and quiet and the best part....every night at the front of the property the turtles come up to sleep on the beach. One night we counted 21 turtles. It was honestly magical.
Casey N.
Stayed May 2022
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
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