Guesthouse vacation rentals in O‘ahu
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Top-rated guesthouse rentals in O‘ahu
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 O‘ahu guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Haleiwa
4.92 out of 5 average rating, 281 reviewsTop Beachfront Guest House/2 Pax
Aug 6 – 13
Guesthouse in Waimanalo
4.83 out of 5 average rating, 36 reviewsAll Inclusive that has it all, Sleeps 8, Hot Tub
Nov 17 – 24
Guesthouse in Haleiwa
4.67 out of 5 average rating, 517 reviews1 block to beach 3 Beds!
Jan 10 – 17
Guesthouse in Honolulu
4.93 out of 5 average rating, 137 reviewsHale Wa’a - 2 bed/2 bath - 5 minute walk to beach!
Mar 19 – 26
Guesthouse in Kailua
4.78 out of 5 average rating, 135 reviewsKailua Beach Cottage - 90/TVU-0287
Feb 21 – 28
Guesthouse in Hauula
4.87 out of 5 average rating, 87 reviewsOhana Country Cottage
Jul 3 – 10
Guest house rentals with a patio
Guesthouse in Honolulu
4.53 out of 5 average rating, 17 reviewsLife on the Water Hawaii
Apr 16 – 23
Guesthouse in Honolulu
Honolulu Paradise Vacation, free parking, WiFi A/C
Feb 19 – 26
Guesthouse in Kailua
Lovely Private Kailua Cottage
Apr 2 – 9
Guesthouse in Waianae
4.93 out of 5 average rating, 44 reviewsMakaha - Ocean View Hideaway
Nov 14 – 21
Guesthouse in Kailua
4.87 out of 5 average rating, 15 reviewsKailua's Premier Private Luxury Lofty Bungalow
Sep 26 – Oct 3
Guesthouse in Kailua
5.0 out of 5 average rating, 7 reviewsThe Banyan Beach Bungalow
Jun 29 – Jul 6
Guest house rentals with a washer and dryer
Guesthouse in Kapolei
4.93 out of 5 average rating, 91 reviewsAloha Living Near Ko’olina + WiFi/Sleeps 5
Aug 31 – Sep 7
Guesthouse in Haleiwa
4.87 out of 5 average rating, 31 reviewsTropical Acreage + Fruit Trees + Beach ~5m drive!
Sep 28 – Oct 5
Guesthouse in Honolulu
4.52 out of 5 average rating, 29 reviewsHawaii guesthouse with garden (30 days)
Aug 23 – 30
Guesthouse in Honolulu
4.6 out of 5 average rating, 60 reviewsManoa Valley B - Lush with Diamond Head Views
Feb 26 – Mar 5
Guesthouse in Honolulu
4.82 out of 5 average rating, 200 reviewsCozy Hawaii-Kai, KokoHead, free parking, Wi-fi A/C
Dec 15 – 22
Destinations to explore
- Kailua Vacation rentals
- Haleiwa Vacation rentals
- Lahaina Vacation rentals
- Kaanapali Vacation rentals
- Ko Olina Beach Vacation rentals
- Moloka‘i Vacation rentals
- Lanikai Vacation rentals
- Turtle Bay Vacation rentals
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