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Search results; Over 1,000 homes in Kailua

Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
1 bedroom, 2 beds, 1 private bathroom
6–11 Sept
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4.87 out of 5 average rating, 459 reviews
Top guest favourite
Room in Kailua
Dolphin Suite - Wonderful Location!
1 queen bed
26–31 Oct
4.9 out of 5 average rating, 166 reviews
Top guest favourite
Guest suite in Kailua
Aloha suite
1 bedroom, 1 queen bed
13–18 Oct
4.91 out of 5 average rating, 110 reviews
Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
1 bedroom, 2 beds
17–22 Aug
4.96 out of 5 average rating, 131 reviews
Guest favourite
Home in Kailua
Lanikai Paradise across the street from the beach!
4 bedrooms, 5 beds
2–7 Sept
4.9 out of 5 average rating, 49 reviews
Superhost
Tiny home in Kailua
Disconnect Off Grid
1 bedroom, 1 bed
19–24 Aug
Top guest favourite
Guest suite in Kailua
Lanikai Garden Studio - Licensed - Since 1985!
1 king bed
10–15 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Room in Kailua
Papaya Paradise "Makai" Room - Studio *Licensed*
2 beds
5–10 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
1 bedroom, 1 king bed
4–11 Sept
5.0 out of 5 average rating, 29 reviews
Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed
11–16 Aug
Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds
2–7 Sept
5.0 out of 5 average rating, 10 reviews
Flat in Hauula
Seas the Day Hideaway
2 beds
7–12 Sept
New place to stay
Guest favourite
Room in Kailua
Hawaii Sheffield House Garden Suite:
2 beds
22–28 Aug
4.79 out of 5 average rating, 38 reviews
Superhost
Flat in Hauula
Country studio
1 bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Honolulu
Surf Shack | Rated TOP Location | 2 Balconies
2 beds
4–9 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Waialua
Private Cottage on Gated Estate + Walk to Beach
1 bedroom, 2 beds
19–24 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Honolulu
Modern Renovated Honolulu View Escape
1 bedroom, 2 beds
4–9 Aug
4.91 out of 5 average rating, 11 reviews
Guest favourite
Home in Hauula
Country Cottage Retreat
1 bedroom, 1 bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Honolulu
Top Rated Waikiki Location with Lanai & Ocean View
1 bedroom, 1 bed
24–29 Oct
4.96 out of 5 average rating, 28 reviews