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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!
4 bedrooms, 5 beds
2–7 Sept
4.9 out of 5 average rating, 49 reviews
Top guest favourite
Guest house in Kailua
Kailua Palm Studio. Walk to Beach! PERMITTED
1 bedroom, 2 beds
6–11 Sept
4.87 out of 5 average rating, 459 reviews
Top guest favourite
Place to stay in Kailua
Tropical Kailua Retreat | Walk to Beach + Gym
1 bedroom, 2 beds
17–22 Aug
4.96 out of 5 average rating, 131 reviews
Guest favourite
Home in Kailua
Place in Paradise-Kailua Beach Front Lic. Rental:
5 bedrooms, 7 beds
28 Aug – 2 Sept
4.92 out of 5 average rating, 13 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
Home in Kailua
Hale Oahu Estate- Kailua BeachFront- Lic. Rental #
6 bedrooms, 7 beds
2–7 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Kailua
Palione Papalani - Kailua License #1990/NUC-1787
6 bedrooms, 12 beds
28 Nov – 5 Dec
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Room in Kailua
Dolphin Suite - Wonderful Location!
1 queen bed
26–31 Oct
4.9 out of 5 average rating, 166 reviews
Superhost
Home in Kailua
Kailuana Beachfront Estate
5 bedrooms, 6 beds
16–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Kailua
Licensed Lanikai Tree House - Since 1985!
1 bedroom, 1 king bed
11–18 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Kaaawa
Newly Renovated Beachfront Estate
6 bedrooms, 8 beds
21–26 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Kailua
Aloha suite
1 bedroom, 1 queen bed
13–18 Oct
4.91 out of 5 average rating, 110 reviews
Superhost
Tiny home in Kailua
Disconnect Off Grid
1 bedroom, 1 bed
19–24 Aug
Guest favourite
Room in Kailua
Hawaii Sheffield House Garden Suite:
2 beds
22–28 Aug
4.79 out of 5 average rating, 38 reviews
Top guest favourite
Home in Makaha Valley
Ocean View Haven, Hot Tub + 5 mins to Makaha Beach
4 bedrooms, 9 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 148 reviews
Top guest favourite
Home in Waianae
Hula Hideout ~ Airbnb’s Favorite Home - Top 1%
3 bedrooms, 5 beds
7–12 Sept
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Home in Waianae
4 beds, Near Beach, Pool, Spa, Gym, Ocean Views
4 bedrooms, 5 beds
25–30 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Kahuku
Turtle Bay Hale: Renovated 2025, Golf Course Front
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 53 reviews