Downtown Kailua holiday lettings
We found 91 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Downtown Kailua that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, such as parking and air conditioning. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Find the best place to stay - Downtown Kailua

Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.8 out of 10
exceptional
(24 reviews)
Top rated rentals - Downtown Kailua

Beautiful property close to a lovely beach
10 out of 10
exceptional
(120 reviews)
Jean’s suite is impeccably decorated and equipped. Well located for walking to the beach (less than 10 mins) and ‘town’ ((15 mins). The beach chairs and boogie boards were great to use on the beach.
Michael C.
Stayed Apr 2018

