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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Bed and breakfast in Kailua
Pillows in Paradise, Private studios
14 min walk
14 min walk
Oct 15 – 20
Oct 15 – 20
$240
night
$240 per night
4.94 out of 5 average rating, 220 reviews
4.94 (220)
Guest favorite
Guest favorite
Villa in Kailua
Nai’a Suite at La Bella’s-Walk to Beach-Licensed
7 min drive
7 min drive
Apr 26 – May 1
Apr 26 – May 1
$430
$300
night
$300 per night, originally $430
5.0 out of 5 average rating, 58 reviews
5.0 (58)
Superhost
Superhost
Home in Kailua
Kailua Beach Park - 1 BR Cottage
6 min drive
6 min drive
Jun 27 – Jul 2
Jun 27 – Jul 2
$295
night
$295 per night
4.85 out of 5 average rating, 344 reviews
4.85 (344)
Guest favorite
Guest favorite
Villa in Kailua
Honu Suite at La Bella’s-Walk to Beach-Licensed
7 min drive
7 min drive
Apr 25 – 30
Apr 25 – 30
$430
$250
night
$250 per night, originally $430
4.98 out of 5 average rating, 65 reviews
4.98 (65)
Guest favorite
Guest favorite
Guesthouse in Kailua
Kailua Surf Shack: Your Hawaiian Adventure!
14 min walk
14 min walk
Jun 22 – 27
Jun 22 – 27
$308
night
$308 per night
4.95 out of 5 average rating, 62 reviews
4.95 (62)
Superhost
Superhost
Guest suite in Kailua
Kailua Pineapple Studio. Walk to Beach! PERMITTED
4 min drive
4 min drive
Jun 14 – 19
Jun 14 – 19
$384
night
$384 per night
4.9 out of 5 average rating, 281 reviews
4.9 (281)
Guest suite in Kailua
Unique Lanikai Beach Suite, Legal Rental
8 min drive
8 min drive
May 13 – 18
May 13 – 18
$253
night
$253 per night
4.82 out of 5 average rating, 114 reviews
4.82 (114)
Apartment in Kailua
Beautiful Kailua Hale 1 Bedroom
9 min walk
9 min walk
May 13 – 18
May 13 – 18
$319
night
$319 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favorite
Guest favorite
Home in Kailua
Kailua Beach Park - 2 BR Cottage
6 min drive
6 min drive
Jul 22 – 27
Jul 22 – 27
$355
night
$355 per night
4.91 out of 5 average rating, 243 reviews
4.91 (243)
Guest favorite
Guest favorite
Home in Kailua
Cute & Charming, Minutes to Town and Kailua Beach
3 min drive
3 min drive
Nov 2 – 9
Nov 2 – 9
$517
night
$517 per night
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Apartment in Kailua
Beautiful Kailua Hale Studio
9 min walk
9 min walk
May 30 – Jun 4
May 30 – Jun 4
$274
night
$274 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Cottage in Kailua
Kailua Cottage - Private Home Close to Beach& Town
4 min drive
4 min drive
Sep 9 – 14
Sep 9 – 14
$459
night
$459 per night
4.76 out of 5 average rating, 92 reviews
4.76 (92)
Superhost
Superhost
Home in Kailua
Tropical Cottage w/Pool, Lanai & AC, Walk to Beach
9 min drive
9 min drive
May 17 – 22
May 17 – 22
$438
night
$438 per night
4.88 out of 5 average rating, 50 reviews
4.88 (50)
Superhost
Superhost
Guesthouse in Kailua
Kailua Beach Cottage - 90/TVU-0287
5 min drive
5 min drive
Jul 18 – 23
Jul 18 – 23
$480
night
$480 per night
4.78 out of 5 average rating, 135 reviews
4.78 (135)
Superhost
Superhost
Home in Kailua
Lanikai Beach Panoramic Oceanview Retreat
8 min drive
8 min drive
Aug 23 – 28
Aug 23 – 28
$285
night
$285 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Haleiwa
North Shore Beachfront Retreat
4 beds
4 beds
Oct 25 – 30
Oct 25 – 30
$1,200
night
$1,200 per night
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in Kailua
Kailua Kai-Kailua Beachfront-License #90/TVU-0141
4 min drive
4 min drive
Apr 22 – 27
Apr 22 – 27
$1,244
night
$1,244 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favorite
Guest favorite
Bungalow in Haleiwa
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
2 beds
2 beds
Sep 15 – 20
Sep 15 – 20
$995
night
$995 per night
4.99 out of 5 average rating, 78 reviews
4.99 (78)
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