Guesthouse holiday rentals in O‘ahu
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in O‘ahu
Guests agree: These guesthouses 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 O‘ahu guesthouses
Family-Friendly guesthouses
Guesthouse in Haleiwa
4.67 out of 5 average rating, 518 reviews1 block to beach 3 Beds!
2–9 Apr
Guesthouse in Honolulu
4.92 out of 5 average rating, 139 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
19–26 Feb
Guesthouse in Kailua
4.78 out of 5 average rating, 136 reviewsKailua Beach Cottage - 90/TVU-0287
24–31 Mar
Guesthouse in Haleiwa
4.92 out of 5 average rating, 283 reviewsTop Beachfront Guest House/2 Pax
3–10 Aug
Guesthouse in Haleiwa
4.83 out of 5 average rating, 59 reviewsApril & May special ! Hula House Sunset Pt. bikes
30 May – 6 Jun
Guesthouse in Hauula
4.87 out of 5 average rating, 87 reviewsOhana Country Cottage
3–10 Jul
Guesthouses with a patio
Guesthouse in Hauula
Mai Tide: New N. Shore Oceanfront, 30 Day, AC
12–19 May
Guesthouse in Honolulu
4.56 out of 5 average rating, 18 reviewsLife on the Water Hawaii
9–16 Aug
Guesthouse in Honolulu
Honolulu Paradise Vacation, free parking, WiFi A/C
1–8 Apr
Guesthouse in Laie
New place to stayClose 2 Beach Entire Guest Suite
8–15 Sep
Guesthouse in Kailua
Lovely Private Kailua Cottage
29 Nov – 6 Dec
Guesthouse in Waianae
4.93 out of 5 average rating, 45 reviewsMakaha - Ocean View Hideaway
17–24 Oct
Guest house rentals with a washing machine and dryer
Guesthouse in Honolulu
4.85 out of 5 average rating, 74 reviewsManoa Valley Duplex with Mountain and Ocean Views
3–10 Nov
Guesthouse in Waianae
5.0 out of 5 average rating, 16 reviewsBeautiful Mountain Studio Retreat
26 Dec – 2 Jan
Guesthouse in Kahuku
5.0 out of 5 average rating, 5 reviewsSpacious King bed studio
28 Jul – 4 Aug
Guesthouse in Haleiwa
4.88 out of 5 average rating, 32 reviewsTropical Acreage + Fruit Trees + Beach ~5m drive!
17–24 Nov
Guesthouse in Honolulu
4.61 out of 5 average rating, 61 reviewsManoa Valley B - Lush with Diamond Head Views
24–31 Jan
Guesthouse in Honolulu
4.82 out of 5 average rating, 200 reviewsCozy Hawaii-Kai, KokoHead, free parking, Wi-fi A/C
17–24 Apr
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