Hawaii Kai holiday rentals
We found 4,826 holiday rentals — enter your dates for availability
Discover a selection of 64 homes and other holiday rentals in Hawaii Kai 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 Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Hawaii Kai
Showing deals for:3 Oct - 10 Oct
Image gallery for One free night with a 7 night booking. Great deals for Sept, Oct and Dec.

10 out of 10 rating
Exceptional
(11 reviews)
One free night with a 7 night booking. Great deals for Sept, Oct and Dec.
Waimanalo, HI
8% off
Price is AU$43,703
AU$6,243 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Hawaii Kai
Map Attractions
Find the best place to stay - Hawaii Kai
Showing deals for: 3 Oct - 6 Oct
Just What You Were Looking For! Sky View Unit with Kitchen, Outdoor Pool
Sleeps 4 · 1 bathroom
7.0 out of 10
good
(31 reviews)
The current price is AU$1,019
for 3 nights, 1 home
AU$340 per night
includes taxes & fees
Top rated rentals - Hawaii Kai

Great House Great Host
10 out of 10
exceptional
(108 reviews)
Wow, Donna and her Husband were great Host. This home and location were the best if you are exploring the windward side of the island, or quite frankly any part. If you are looking for a home away from home this is your chance to include a pool and access to great hikes and beaches. Cannot say enough good things about this property and host.
Randall I.
Stayed Apr 2021
- 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