Holiday rentals near Kawailoa Beach
We found 2,290 holiday rentals — enter your dates for availability
If you'd like to stay close to Kawailoa Beach, scroll through and discover holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, including air conditioning and Wi-Fi. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Kawailoa Beach
Showing deals for:13 Nov - 20 Nov
Image gallery for 5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access

10 out of 10, Exceptional, (150 reviews)
Exceptional
(150 reviews)
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Koloa
7% off
Price is AU$12,942
for 7 nights, 1 home
AU$1,849 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Kawailoa Beach

Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(112 reviews)
Top rated rentals - Kawailoa Beach

The best place to stay on the South!
10 out of 10
exceptional
(123 reviews)
The condo has the best of everything. We enjoyed every minute and Deena was amazing — kind, responsive, and considerate. Hands down the best place to stay on the South.
Seth Z.
Stayed July 2025
- 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
Frequently asked questions
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