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Search results; Over 1,000 homes in Kailua

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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, 214 reviews
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Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
1 bedroom, 2 beds
27 Oct – 1 Nov
4.88 out of 5 average rating, 464 reviews
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Guest favourite
Home in Kailua
60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
2 bedrooms, 2 king beds
30 Sept – 5 Oct
4.93 out of 5 average rating, 30 reviews
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Guest favourite
Home in Kailua
Kailua Beach Park - 1 BR Cottage
1 bedroom, 2 beds
28 Nov – 3 Dec
4.87 out of 5 average rating, 506 reviews
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Guest favourite
Place to stay in Kailua
Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B
1 bedroom, 1 king bed
30 Sept – 5 Oct
4.97 out of 5 average rating, 120 reviews
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Guest favourite
Home in Kailua
Tropical Hideaway Near the Beach
1 bedroom, 1 king bed
10–15 Dec
4.86 out of 5 average rating, 118 reviews
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Guest favourite
Tiny home in Kailua
Disconnect Off Grid
1 bedroom, 1 bed
18–23 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest suite in Kailua
Aloha suite
1 bedroom, 1 queen bed
28 Jan – 2 Feb
4.91 out of 5 average rating, 115 reviews
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Guest favourite
Home in Kailua
Palione Papalani - Kailua License #1990/NUC-1787
6 bedrooms, 12 beds
18–23 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Guest suite in Kailua
Lanikai Garden Studio - Licensed - Since 1985!
1 king bed
13–20 Oct
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds
22–27 Sept
5.0 out of 5 average rating, 10 reviews
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Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed
20–25 Sept
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Guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
1 bedroom, 1 king bed
13–18 Oct
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Home in Kailua
Place in Paradise-Kailua Beach Front Lic. Rental:
5 bedrooms, 7 beds
30 Sept – 5 Oct
4.92 out of 5 average rating, 13 reviews
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Superhost
Home in Kailua
Kailuana Beachfront Estate
5 bedrooms, 6 beds
22–27 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Flat in Kahuku
North Shore Hideaway
1 bedroom, 2 beds
10–15 Oct
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Room in Kailua
Hawaii Sheffield Studio
1 queen bed
9–15 Nov
4.87 out of 5 average rating, 67 reviews
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Guest favourite
Home in Makaha Valley
Hot Tub|Mountain Views|Beach 6 Min|Gated|4 Parking
3 bedrooms, 5 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 106 reviews
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Top guest favourite
Home in Waianae
Mountain Views|Single Level Home|Beach 6 Min|BBQ
3 bedrooms, 6 beds
9–14 Oct
4.98 out of 5 average rating, 169 reviews