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Search results; Over 1,000 homes in Kailua

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Guest favourite
Home in Kailua
Kailua Beach Park - 1 BR Cottage
1 bedroom, 2 beds, 1 private bathroom
28 Nov – 3 Dec
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4.87 out of 5 average rating, 506 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, 465 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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Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
1 bedroom, 2 beds
7–12 Oct
4.96 out of 5 average rating, 132 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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Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed
20–25 Sept
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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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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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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
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
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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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
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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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
Room in Kailua
Hawaii Sheffield House Garden Suite:
2 beds
1–7 Oct
4.79 out of 5 average rating, 38 reviews
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Guest favourite
Home in Kahuku
Cozy retreat w/golf views & beach
3 bedrooms, 4 beds
17–22 Sept
4.92 out of 5 average rating, 75 reviews
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Guest favourite
Flat in Waianae
9K Hawaiian Princess - Alii Hale Aina
1 bedroom, 2 beds
7–12 Oct
4.95 out of 5 average rating, 122 reviews
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Top guest favourite
Home in Kahuku
Kahili Coast Beachfront Estate
3 bedrooms, 5 beds
25–30 Sept
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Home in Waianae
Hula Hideout ~ Airbnb’s Favorite Home - Top 1%
3 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 121 reviews