Guest house holiday rentals in Kailua
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Kailua
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Kailua
Family-friendly guest house rentals
Guest house in Hauula
4.87 out of 5 average rating, 87 reviewsOhana Country Cottage
Guest house in Haleiwa
4.92 out of 5 average rating, 287 reviewsTop Beachfront Guest House/2 Pax
Guest house in Haleiwa
4.67 out of 5 average rating, 524 reviews1 block to beach 3 Beds!
Guest house in Kahala-Waialae
4.92 out of 5 average rating, 146 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
Guest house in Kailua
4.78 out of 5 average rating, 138 reviewsKailua Beach Cottage - 90/TVU-0287
Guest house rentals with a patio
Guest house in Hauula
4.75 out of 5 average rating, 4 reviewsMai Tide: New N. Shore Oceanfront, 30 Day, AC
Guest house in Waianae
4.93 out of 5 average rating, 60 reviewsMauna 'Olu Ohana Studio
Guest house in Kailua
5 out of 5 average rating, 7 reviewsLovely Private Kailua Cottage
Guest house in Hawaii Kai
4.5 out of 5 average rating, 20 reviewsLife on the Water Hawaii
Guest house in Kailua
Detached Guest House with AC
Guest house in Hawaii Kai
Honolulu Paradise Vacation, free parking, WiFi A/C
Guest house in Laie
Close 2 Beach Entire Guest Suite
Guest house in Kailua
4.89 out of 5 average rating, 18 reviewsKailua's Premier Private Luxury Lofty Bungalow
Guest house rentals with a washing machine and dryer
Guest house in Kahuku
4.94 out of 5 average rating, 17 reviewsNewly Built Beachfront Tiny House on North Shore
Guest house in Upper Manoa
4.86 out of 5 average rating, 76 reviewsManoa Valley Duplex with Mountain and Ocean Views
Guest house in Waianae
5 out of 5 average rating, 17 reviewsBeautiful Mountain Studio Retreat
Guest house in Kahuku
4.86 out of 5 average rating, 7 reviewsSpacious King bed studio
Guest house in Haleiwa
4.89 out of 5 average rating, 36 reviewsTropical Acreage + Fruit Trees + Beach ~5m drive!
Guest house in Hauula
5 out of 5 average rating, 6 reviewsShoreside Cottage
Guest house in Kaneohe
Ko'olau - Tranquil escape with stunning views
Guest house in Kaimuki
4.52 out of 5 average rating, 29 reviewsHawaii guesthouse with garden (30 days)
Quick stats about guest house 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
€ 84 before taxes and fees
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