Holiday houses in Kailua
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Top-rated holiday rentals in Kailua
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua holiday rentals
Other great holiday rentals in Kailua
Guest favourite
Condo in Kahuku
4.99 out of 5 average rating, 203 reviewsModern & Contemporary North Shore Oahu Condo
15 – 22 Feb
$5,238 AUD total
Guest favourite
Home in Kailua
4.94 out of 5 average rating, 31 reviewsCozy Kailua Cottage
5 – 12 May
$1,583 AUD total
Guest favourite
Apartment in Kailua
5.0 out of 5 average rating, 34 reviewsKailua Sunrise Studio ★ 1 Block to the Beach Park!
14 – 21 Jan
$2,636 AUD total
Guest favourite
Guesthouse in Kailua
4.95 out of 5 average rating, 64 reviewsKailua Surf Shack: Your Hawaiian Adventure!
14 – 21 Sept
$3,885 AUD total
Guest favourite
Villa in Kailua
4.99 out of 5 average rating, 68 reviewsHonu Suite at La Bella’s-Walk to Beach-Licensed
21 – 28 Sept
$6,733 AUD total
Guest favourite
Cottage in Kailua
4.91 out of 5 average rating, 35 reviewsKailua Ohana Cottage close to beach
$477 AUD per night
Superhost
Home in Kailua
4.88 out of 5 average rating, 17 reviewsAmazing Lanikai Beachfront Guest House!!
15 – 22 Apr
$7,928 AUD total
Superhost
Home in Kailua
4.88 out of 5 average rating, 52 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
29 Mar – 5 Apr
$12,150 AUD total
Quick stats about holiday rentals in Kailua
Total rentals
390 properties
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
12K reviews
Destinations to explore
- Kihei Holiday rentals
- Haleiwa Holiday rentals
- Lahaina Holiday rentals
- Kaanapali Accommodation & holiday rentals
- Kahului Accommodation & holiday rentals
- Ko Olina Beach Holiday rentals
- Wailea-Makena Holiday rentals
- Moloka‘i Accommodation & holiday rentals
- Maui Accommodation & holiday rentals
- O‘ahu Accommodation & holiday rentals
- Honolulu Holiday rentals
- Waikiki Beach Holiday rentals
- Waterfront rentals Kailua
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