Holiday rentals near Wailea Beach
We found 4,679 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.
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Wailea Beach
Map Attractions
Find the best place to stay - Wailea Beach

Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.8 out of 10
exceptional
(170 reviews)
Top rated rentals - Wailea Beach

Beautiful stay in Kihei
10 out of 10
exceptional
(64 reviews)
- 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