Wailua Homesteads holiday rentals
We found 1,527 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Wailua Homesteads to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, such as parking and air conditioning. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Wailua Homesteads
Showing deals for:26 Dec - 2 Jan
Image gallery for Cute and quaint little cottage on a homestead.

10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Cute and quaint little cottage on a homestead.
Anahola, HI
7% off
Price is AU$5,599
for 7 nights, 1 home
AU$800 per night
includes taxes & fees
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Condo/Apartment
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Find the best place to stay - Wailua Homesteads

Wailua Hideaway - One Bedroom Stream-Side Apartment
Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(91 reviews)
Top rated rentals - Wailua Homesteads

Ocean front
10 out of 10
exceptional
(117 reviews)
Great place to get away from the heavy resort area.Easy walking distance to coffee and Nick nacks.Used the kitchen to save money, everything was there to cook. Loved waking up to the sunrise
Leah G.
Stayed Apr 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