Hawaii Kai holiday homes
We found 4,865 holiday rentals — enter your dates for availability
Discover a selection of 61 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:21 Nov - 28 Nov
Image gallery for Waimānalo Beach Cottages 2 min walk to the beach!

10 out of 10 rating
Exceptional
(11 reviews)
Waimānalo Beach Cottages 2 min walk to the beach!
Waimanalo, HI
8% off
Price is NZ$49,025
NZ$7,004 per night
includes taxes & fees
Image gallery for Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!

9.6 out of 10 rating
Exceptional
(30 reviews)
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Honolulu, HI
7% off
Price is NZ$3,026
NZ$432 per night
includes taxes & fees
Image gallery for the Birdcage - Waikiki Hideaway, Steps to the Beach

9.4 out of 10 rating
Exceptional
(117 reviews)
the Birdcage - Waikiki Hideaway, Steps to the Beach
Honolulu, HI
7% off
Price is NZ$2,501
NZ$357 per night
includes taxes & fees
Image gallery for Coastal Chic Condo with Ocean View & Full Kitchen

10 out of 10 rating
Exceptional
(7 reviews)
Coastal Chic Condo with Ocean View & Full Kitchen
Honolulu, HI
7% off
Price is NZ$4,399
NZ$628 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Hawaii Kai
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Find the best place to stay - Hawaii Kai

Luxury Hawaii Kai Villa Luana – Ocean View, Saltwater Pool, 5 Min to Sandy Beach
Sleeps 12 · 4 bedrooms · 2+ bathrooms

Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Sleeps 10 · 3 bedrooms · 3 bathrooms
9.8 out of 10
exceptional
(49 reviews)

Hale Kai Lily - Waterfront Hawaiian Getaway
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.8 out of 10
exceptional
(71 reviews)

Cozy Honolulu Retreat w/ Pool Access, Near Beaches
Sleeps 2 · 1 bedroom · 1 bathroom
9.8 out of 10
exceptional
(7 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