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Search results; Over 1,000 homes in Kailua

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Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
1 bedroom, 2 beds, 1 private bathroom
7–12 Oct
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4.96 out of 5 average rating, 133 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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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
21–26 Oct
4.93 out of 5 average rating, 30 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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Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds
24–29 Oct
5.0 out of 5 average rating, 10 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
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Kailua
Kailuana Beachfront Estate
5 bedrooms, 6 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Kailua
Place in Paradise-Kailua Beach Front Lic. Rental:
5 bedrooms, 7 beds
1–6 Oct
4.92 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
29 Nov – 6 Dec
5.0 out of 5 average rating, 28 reviews
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Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed
1–6 Oct
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Guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
1 bedroom, 1 king bed
9–16 Nov
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Apartment in Waianae
Beachfront Getaway - Hawaiian Princess Condo
1 bedroom, 1 king bed
24–29 Oct
4.97 out of 5 average rating, 344 reviews
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Guest favourite
Apartment in Kahuku
NEWLY RENOVATED (2021) Turtle Bay Haven!
1 bedroom, 3 beds
23–28 Nov
4.91 out of 5 average rating, 357 reviews
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Guest favourite
Apartment in Kahuku
~New Listing~ Hoomaluhia - Luxury Coastal
2 bedrooms, 3 beds
13–18 Oct
5.0 out of 5 average rating, 15 reviews
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Apartment in Honolulu
New Listing! Waikiki OceanView 2 Bedroom Penthouse
2 bedrooms, 4 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Makaha Valley
Ocean Views|Game Room|Beach 6 Min|Fruit Trees|BBQ
3 bedrooms, 6 beds
9–14 Oct
4.94 out of 5 average rating, 187 reviews
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Top guest favourite
Home in Waianae
Ocean Views|Community Pool+Gym|Gated|Beach 6 Min
4 bedrooms, 5 beds
4–9 Oct
4.92 out of 5 average rating, 49 reviews