Guesthouse vacation rentals in Kailua
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Kailua
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Haleiwa
4.67 out of 5 average rating, 521 reviews1 block to beach 3 Beds!
Guesthouse in Honolulu
4.92 out of 5 average rating, 143 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
Guesthouse in Kailua
4.78 out of 5 average rating, 137 reviewsKailua Beach Cottage - 90/TVU-0287
Guesthouse in Hauula
4.87 out of 5 average rating, 87 reviewsOhana Country Cottage
Guest house rentals with a patio
Guesthouse in Honolulu
4.53 out of 5 average rating, 19 reviewsLife on the Water Hawaii
Guesthouse in Kailua
5.0 out of 5 average rating, 4 reviewsLovely Private Kailua Cottage
Guesthouse in Laie
Close 2 Beach Entire Guest Suite
Guesthouse in Kailua
4.89 out of 5 average rating, 18 reviewsKailua's Premier Private Luxury Lofty Bungalow
Guesthouse in Kailua
5.0 out of 5 average rating, 8 reviewsThe Banyan Beach Bungalow
Guest house rentals with a washer and dryer
Guesthouse in Kahuku
4.86 out of 5 average rating, 7 reviewsSpacious King bed studio
Guesthouse in Haleiwa
4.86 out of 5 average rating, 110 reviewsGarden Studio, walk to Sunset Beach, 30 day rental
Guesthouse in Haleiwa
4.88 out of 5 average rating, 33 reviewsTropical Acreage + Fruit Trees + Beach ~5m drive!
Guesthouse in Honolulu
4.61 out of 5 average rating, 62 reviewsManoa Valley B - Lush with Diamond Head Views
Quick stats about guesthouse rentals in Kailua
Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
2.1K reviews
Nightly prices starting at
$90 before taxes and fees
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- Rentals with a washer and dryer Kailua
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