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 Haleiwa
4.67 out of 5 average rating, 517 reviews1 block to beach 3 Beds!
28 Nov – 5 Dec
Guest house in Honolulu
4.93 out of 5 average rating, 138 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
27 Mar – 3 Apr
Guest house in Kailua
4.78 out of 5 average rating, 135 reviewsKailua Beach Cottage - 90/TVU-0287
26 Apr – 3 May
Guest house in Haleiwa
4.83 out of 5 average rating, 59 reviewsApril & May special ! Hula House Sunset Pt. bikes
30 May – 6 Jun
Guest house in Hauula
4.87 out of 5 average rating, 87 reviewsOhana Country Cottage
3–10 Jul
Guest house rentals with a patio
Guest house in Honolulu
4.56 out of 5 average rating, 18 reviewsLife on the Water Hawaii
16–23 Oct
Guest house in Laie
New place to stayClose 2 Beach Entire Guest Suite
12–19 Nov
Guest house in Kailua
Lovely Private Kailua Cottage
8–15 Apr
Guest house in Honolulu
Honolulu Paradise Vacation, free parking, WiFi A/C
29 Aug – 5 Sep
Guest house in Waianae
4.93 out of 5 average rating, 45 reviewsMakaha - Ocean View Hideaway
23–30 Dec
Guest house rentals with a washing machine and dryer
Guest house in Kahuku
5.0 out of 5 average rating, 5 reviewsSpacious King bed studio
25 Aug – 1 Sep
Guest house in Haleiwa
4.88 out of 5 average rating, 32 reviewsTropical Acreage + Fruit Trees + Beach ~5m drive!
16–23 Mar
Guest house in Honolulu
4.61 out of 5 average rating, 61 reviewsManoa Valley B - Lush with Diamond Head Views
31 Aug – 7 Sep
Guest house in Honolulu
4.82 out of 5 average rating, 200 reviewsCozy Hawaii-Kai, KokoHead, free parking, Wi-fi A/C
17–24 Oct
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
2.1T reviews
Nightly prices starting at
₹7,505 before taxes and fees
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