Holiday houses in Kailua
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Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua holiday rentals
Other great holiday rentals in Kailua
Guest favourite
Condo in Honolulu
4.95 out of 5 average rating, 141 reviewsFull Remodeled/ Panoramic Ocean View/ Full Kitchen
8–15 Oct
$348 NZD per night
Guest favourite
Guest suite in Honolulu
4.8 out of 5 average rating, 198 reviewsDIAMOND ON DIAMOND HEAD
12–19 Dec
$312 NZD per night
Guest favourite
Guesthouse in Kailua
4.95 out of 5 average rating, 63 reviewsKailua Surf Shack: Your Hawaiian Adventure!
8–15 Nov
$624 NZD per night
Guest favourite
Cottage in Kailua
4.91 out of 5 average rating, 35 reviewsKailua Ohana Cottage close to beach
$531 NZD per night
Guest favourite
Villa in Kailua
5.0 out of 5 average rating, 59 reviewsNai’a Suite at La Bella’s-Walk to Beach-Licensed
2–9 Jan
$1,416 NZD per night
Superhost
Home in Kailua
4.88 out of 5 average rating, 51 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
5–12 Mar
$2,302 NZD per night
Guest favourite
Home in Haleiwa
5.0 out of 5 average rating, 36 reviewsHaleiwa Waterfront House
23–30 Oct
$1,456 NZD per night
Guest favourite
Condo in Honolulu
5.0 out of 5 average rating, 34 reviewsNewly Renovated Condo in Waikiki
26 Sep – 3 Oct
$310 NZD per night
Quick stats about holiday rentals in Kailua
Total rentals
390 properties
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
12K reviews
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