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Search results; Over 1,000 homes in Kailua

Guest favourite
Guest house in Kailua
Absolutely Oceanfront-60'Waterfall Pool-Legal
1 bedroom, 1 bed, 1 private bathroom
21–26 Oct
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4.81 out of 5 average rating, 213 reviews
Guest favourite
Guest house in Kailua
Stunning Lanikai Studio!
1 bed, 1 bathroom
18–23 Jul
4.94 out of 5 average rating, 16 reviews
Superhost
Tiny home in Kailua
Disconnect Off Grid
1 bedroom, 1 bed, No bathroom
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.87 out of 5 average rating, 462 reviews
Guest favourite
Home in Kailua
Kailua Beach Park - 1 BR Cottage
1 bedroom, 2 beds, 1 bathroom
28 Nov – 3 Dec
4.87 out of 5 average rating, 506 reviews
Guest favourite
Home in Kailua
Palione Papalani - Kailua License #1990/NUC-1787
6 bedrooms, 12 beds, 5.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Honolulu
Hale Malino Home with Fireworks & Diamond Head Vie
3 bedrooms, 4 beds, 2.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kailua
60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
2 bedrooms, 2 king beds, 2 bathrooms
30 Sept – 5 Oct
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
4.96 out of 5 average rating, 132 reviews
Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed, WC
20–25 Sept
Guest favourite
Home in Makaha Valley
Ocean Views|Game Room|Beach 6 Min|Fruit Trees|BBQ
3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
4.94 out of 5 average rating, 185 reviews
Top guest favourite
Home in Makaha Valley
Single Level Home|Ocean+Mountain Views|Beach 6 min
3 bedrooms, 4 beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 80 reviews
Superhost
Home in Honolulu
Hale Hoomalie- Peaceful Manoa Valley Retreat near
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds, 4 bathrooms
22–27 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Makaha Valley
Ocean Views|Outdoor Kids Play Set|BBQ|Beach 6 Min
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Oct
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Waianae
He'e Hideout ~ Top 1% (3 bdr + private studio)
4 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.99 out of 5 average rating, 104 reviews
Guest favourite
Flat in Kahuku
Tranquility
2 bedrooms, 4 beds, 1.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kahuku
Beautiful beachfront villa w/pool & hot tub
3 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
4.97 out of 5 average rating, 156 reviews
Top guest favourite
Home in Waianae
Hawaii Hideout - Top 1% (3 bdr + private studio)
4 bedrooms, 5 beds, 3.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 158 reviews