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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, 134 reviews
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Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.88 out of 5 average rating, 465 reviews
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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, 507 reviews
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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
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Guest favourite
Home in Kailua
60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
2 bedrooms, 2 king beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 30 reviews
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Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Kailua
Place in Paradise-Kailua Beach Front Lic. Rental:
5 bedrooms, 7 beds, 5.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 13 reviews
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Guest favourite
Tiny home in Kailua
Disconnect Off Grid
1 bedroom, 1 bed, No bathroom
1–6 Oct
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in Kailua
Kailuana Beachfront Estate
5 bedrooms, 6 beds, 3 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest suite in Kailua
Lanikai Garden Studio - Licensed - Since 1985!
1 king bed, 1 bathroom
9–16 Dec
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
1 bedroom, 1 king bed, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 30 reviews
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Superhost
Tiny home in Kailua
Brilliance In Nature
1 bedroom, 1 bed, WC
1–6 Oct
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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, 158 reviews
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Top guest favourite
Cottage in Waianae
Cottage Nene - Luxury Home by Beaches & Mountains
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Oct
4.98 out of 5 average rating, 121 reviews
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Guest favourite
Flat in Kahuku
37 West 1 Bedroom + Murphy Bed TA-104-613-6320-01
1 bedroom, 2 beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 118 reviews
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Guest favourite
Room in Kailua
Hawaii Sheffield House Garden Suite:
2 beds, 1 bathroom
1–7 Oct
4.79 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in Kahuku
*Two King Beds* Seaside Loft at Turtle Bay Condo
2 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 32 reviews
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Guest favourite
Home in Kahuku
Cozy retreat w/golf views & beach
3 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
4.92 out of 5 average rating, 75 reviews
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Top guest favourite
Home in Waianae
Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub
3 bedrooms, 7 beds, 2 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 25 reviews