Guesthouse vacation rentals in Hawaii
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Top-rated guesthouse rentals in Hawaii
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Hawaii guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Honokaa
4.91 out of 5 average rating, 183 reviewsBebo's Basecamp near Waipio, Hapuna, Hilo, Kona
Apr 7 – 14
Guesthouse in Papaikou/Hilo
4.84 out of 5 average rating, 308 reviews*Sunrise Studio* Scenic+quiet!
Nov 12 – 19
Guesthouse in Kurtistown
4.95 out of 5 average rating, 277 reviewsWindspirit Cottage TA tax #137089228801
Nov 5 – 12
Guesthouse in Kurtistown
4.91 out of 5 average rating, 485 reviewsGreat Location: Volcano to Hilo
Jan 23 – 30
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 389 reviewsSynergy Near Golf & Beach
Nov 20 – 27
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 320 reviewsSpectacular Views of Kailua-Kona
Sep 11 – 18
Guesthouse in Lanai City
4.88 out of 5 average rating, 339 reviewsde Brums Lanai/BBLA 2021/0001
Mar 24 – 31
Guesthouse in Pāhoa
4.91 out of 5 average rating, 158 reviewsCLEAN, and SERENE, eco-friendly private cottage!
Mar 25 – Apr 1
Guest house rentals with a patio
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 120 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
May 13 – 20
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Feb 10 – 17
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
Apr 11 – 18
Guesthouse in Papaaloa
4.96 out of 5 average rating, 77 reviewsGarden Studio with Ocean View
Oct 6 – 13
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 23 reviewsKona Ocean Front Cottage
Aug 12 – 19
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 67 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
Nov 29 – Dec 6
Guesthouse in Pāhoa
5.0 out of 5 average rating, 87 reviewsKehena Beach Loft
Jul 25 – Aug 1
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 55 reviewsTropical+Peaceful Guava Cottage
Jan 12 – 19
Guest house rentals with a washer and dryer
Guesthouse in Kapaau
4.85 out of 5 average rating, 143 reviewsGuesthouse in Kapaau
Jul 11 – 18
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 157 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
Mar 23 – 30
Guesthouse in Keaau
4.96 out of 5 average rating, 210 reviewsThe Aloha Suite (A Private Suite w/ AC)
Dec 11 – 18
Guesthouse in Volcano
4.98 out of 5 average rating, 394 reviewsChateau Kilauea @Lazy Acres.
Dec 30 – Jan 6
Guesthouse in Naalehu
4.86 out of 5 average rating, 249 reviewsThe Ohana
Jan 22 – 29
Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviewsHolualoa Jungle Getaway (15 min from Kona)
Oct 8 – 15
Guesthouse in Kailua-Kona
4.79 out of 5 average rating, 378 reviewsSmall Private Studio Close to Airport
Oct 11 – 18
Guesthouse in Kula
4.98 out of 5 average rating, 166 reviewsUpcountry Alpaca, Llama, and Rabbit working farm
Apr 16 – 23
Destinations to explore
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