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Search results; Over 1,000 homes in Kailua

Guest favorite
Home in Kailua
Two private studios near Lanikai Beach
2 bedrooms, 2 beds, 2 private baths
Aug 26 – 31
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4.93 out of 5 average rating, 28 reviews
Guest favorite
Home in Kailua
Lanikai home with a tiki bar backyard
4.9 out of 5 average rating, 50 reviews, 4 bedrooms, 5 beds, 3 baths
Sep 2 – 7
Top guest favorite
Place to stay in Kailua
Beach gear, kayaks, and breakfast included
4.96 out of 5 average rating, 131 reviews, 1 bedroom, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Guesthouse in Kailua
Walk to Kailua Beach, private lanai
4.87 out of 5 average rating, 459 reviews, 1 bedroom, 2 beds, 1 bath
Sep 16 – 21
Top guest favorite
Guest suite in Kailua
Private garden entry, 100 yards from beach
5.0 out of 5 average rating, 28 reviews, 1 bed, 1 bath
Sep 10 – 15
Superhost
Tiny home in Kailua
Budget camping experience in Kailua
1 bedroom, 1 bed, Half-bath
Aug 28 – Sep 2
Top guest favorite
Guest suite in Kailua
Treehouse retreat 100 yards from Lanikai Beach
5.0 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 bath
Sep 4 – 11
Guest favorite
Home in Kailua
Renovated beachfront estate on Kailua Beach
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 7 beds, 4 baths
Sep 2 – 7
Guest favorite
Home in Kailua
Gated estate with a lagoon-style pool
5.0 out of 5 average rating, 13 reviews, 6 bedrooms, 12 beds, 5.5 baths
Nov 28 – Dec 5
Guest favorite
Home in Kailua
Oceanfront on Kailua Beach with bay views
4.92 out of 5 average rating, 13 reviews, 5 bedrooms, 7 beds, 5.5 baths
Aug 28 – Sep 2
Superhost
Home in Kailua
Beachfront acre on Kailua Beach
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 6 beds, 3 baths
Aug 16 – 22
Superhost
Tiny home in Kailua
Off-grid camping about a mile from beach
1 bedroom, 1 bed, No bathroom
Aug 19 – 24
Top guest favorite
Home in Kaaawa
Beachfront estate with a hot tub
5.0 out of 5 average rating, 8 reviews, 6 bedrooms, 8 beds, 4.5 baths
Aug 27 – Sep 1
Top guest favorite
Guest suite in Kailua
Walk to Kailua Beach in minutes
4.91 out of 5 average rating, 110 reviews, 1 bedroom, 1 bed, 1 bath
Oct 13 – 18
Guest favorite
Room in Kailua
1,000 feet from Kailua Beach
4.79 out of 5 average rating, 38 reviews, 2 beds, 1 bath
Aug 22 – 28
Superhost
Home in Honolulu
Diamond Head views from the lanai
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 3 – 8
Superhost
Home in Kailua
Hillside pool home with ocean views
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 4 baths
Aug 14 – 19
Top guest favorite
Home in Waianae
Gated estate with ocean and mountain views
4.91 out of 5 average rating, 47 reviews, 4 bedrooms, 5 beds, 2.5 baths
Sep 25 – 30
Guest favorite
Home in Kahuku
Beachfront with a pool and hot tub
4.97 out of 5 average rating, 156 reviews, 3 bedrooms, 4 beds, 2 baths
Oct 17 – 22