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Search results; Over 1,000 homes in Kailua

Guest favourite
Home in Kailua
Lanikai Paradise across the street from the beach!
5 beds
2–7 Sept
4.91 out of 5 average rating, 53 reviews
Guest favourite
Home in Kailua
Kailua Beach Park - 1 BR Cottage
2 beds
28 Nov – 3 Dec
4.87 out of 5 average rating, 504 reviews
Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
2 beds
21–26 Oct
4.87 out of 5 average rating, 461 reviews
Guest favourite
Home in Kailua
60 second walk to Lanikai Beach. 2 Bedrooms w/ AC
2 king beds
30 Sept – 5 Oct
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Guest suite in Kailua
Aloha suite
1 queen bed
10–15 Sept
4.91 out of 5 average rating, 114 reviews
Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
Kayak
5–10 Sept
4.96 out of 5 average rating, 132 reviews
Guest favourite
Home in Kailua
Hoʻonānea I Loko Kailua
5 beds
1–6 Sept
5.0 out of 5 average rating, 6 reviews
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
Guest suite in Kailua
Kailua 2 minute drive 2 beach
1 king bed
2–7 Feb
4.91 out of 5 average rating, 162 reviews
Guest favourite
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
7 beds
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Kailua
Tropical Hideaway Near the Beach
Kayak
10–15 Dec
4.86 out of 5 average rating, 117 reviews
Superhost
Tiny home in Kailua
Disconnect Off Grid
1 bed
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Tiny home in Kailua
Brilliance In Nature
1 bed
9–14 Sept
Guest favourite
Home in Kailua
Palione Papalani - Kailua License #1990/NUC-1787
12 beds
18–23 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Kailua
Place in Paradise-Kailua Beach Front Lic. Rental:
7 beds
30 Sept – 5 Oct
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Kailua
Kailuana Beachfront Estate
On the beach
22–27 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
On the beach
9–16 Nov
5.0 out of 5 average rating, 30 reviews
Guest favourite
Room in Kailua
Stay with Rachel
Hawaii Sheffield House Garden Suite:
1–7 Oct
4.79 out of 5 average rating, 38 reviews