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Search results; Over 1,000 places

Guest favorite
Bed and breakfast in Kailua
Pillows in Paradise, Private studios
14 min walk
Oct 15 – 20
4.94 out of 5 average rating, 220 reviews
Guest favorite
Villa in Kailua
Nai’a Suite at La Bella’s-Walk to Beach-Licensed
7 min drive
Apr 26 – May 1
5.0 out of 5 average rating, 58 reviews
Superhost
Home in Kailua
Kailua Beach Park - 1 BR Cottage
6 min drive
Jun 27 – Jul 2
4.85 out of 5 average rating, 344 reviews
Guest favorite
Villa in Kailua
Honu Suite at La Bella’s-Walk to Beach-Licensed
7 min drive
Apr 25 – 30
4.98 out of 5 average rating, 65 reviews
Guest favorite
Guesthouse in Kailua
Kailua Surf Shack: Your Hawaiian Adventure!
14 min walk
Jun 22 – 27
4.95 out of 5 average rating, 62 reviews
Superhost
Guest suite in Kailua
Kailua Pineapple Studio. Walk to Beach! PERMITTED
4 min drive
Jun 14 – 19
4.9 out of 5 average rating, 281 reviews
Guest suite in Kailua
Unique Lanikai Beach Suite, Legal Rental
8 min drive
May 13 – 18
4.82 out of 5 average rating, 114 reviews
Apartment in Kailua
Beautiful Kailua Hale 1 Bedroom
9 min walk
May 13 – 18
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Kailua
Kailua Beach Park - 2 BR Cottage
6 min drive
Jul 22 – 27
4.91 out of 5 average rating, 243 reviews
Guest favorite
Home in Kailua
Cute & Charming, Minutes to Town and Kailua Beach
3 min drive
Nov 2 – 9
5.0 out of 5 average rating, 35 reviews
Apartment in Kailua
Beautiful Kailua Hale Studio
9 min walk
May 30 – Jun 4
5.0 out of 5 average rating, 3 reviews
Superhost
Cottage in Kailua
Kailua Cottage - Private Home Close to Beach& Town
4 min drive
Sep 9 – 14
4.76 out of 5 average rating, 92 reviews
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
9 min drive
May 17 – 22
4.88 out of 5 average rating, 50 reviews
Superhost
Guesthouse in Kailua
Kailua Beach Cottage - 90/TVU-0287
5 min drive
Jul 18 – 23
4.78 out of 5 average rating, 135 reviews
Superhost
Home in Kailua
Lanikai Beach Panoramic Oceanview Retreat
8 min drive
Aug 23 – 28
New place to stay
Guest favorite
Home in Haleiwa
North Shore Beachfront Retreat
4 beds
Oct 25 – 30
5.0 out of 5 average rating, 26 reviews
Home in Kailua
Kailua Kai-Kailua Beachfront-License #90/TVU-0141
4 min drive
Apr 22 – 27
5.0 out of 5 average rating, 4 reviews
Guest favorite
Bungalow in Haleiwa
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
2 beds
Sep 15 – 20
4.99 out of 5 average rating, 78 reviews