Guesthouse vacation rentals in Hawaiian Islands
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Top-rated guesthouse rentals in Hawaiian Islands
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 Hawaiian Islands guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 113 reviewsPeaceful Studio - Hobby Fruit Farm - Beach 10 min
Guesthouse in Kailua
4.78 out of 5 average rating, 137 reviewsKailua Beach Cottage - 90/TVU-0287
Guesthouse in Volcano
4.94 out of 5 average rating, 1257 reviewsThe Ohana at Volcanoes National Park
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsAmazing Sunset / Ocean View, Beautiful New Home
Guesthouse in Pāhoa
4.91 out of 5 average rating, 161 reviewsNEW RENTaL! Experience Aloha *Hawaiian Style Hale*
Guesthouse in Kurtistown
4.91 out of 5 average rating, 489 reviewsGreat Location: Volcano to Hilo
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 130 reviews180 degree ocean view, private pool
Guesthouse in Keaau
4.91 out of 5 average rating, 162 reviewsBig Island Hideaway. Aloha Big Island Style.
Guest house rentals with a patio
Guesthouse in Pāhoa
4.99 out of 5 average rating, 139 reviewsModern Jungle Cottage
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 124 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Guesthouse in Captain Cook
4.94 out of 5 average rating, 118 reviewsMongoose Manor- Modern guesthouse / amazing views
Guesthouse in Keaau
4.97 out of 5 average rating, 110 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 32 reviewsSunset View Modern House / Private Pool
Guesthouse in Waialua
5.0 out of 5 average rating, 69 reviewsSerene Mountain Getaway with Ocean Views
Guesthouse in Papaaloa
4.95 out of 5 average rating, 84 reviewsGarden Studio with Ocean View
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 60 reviewsTropical+Peaceful Guava Cottage
Guest house rentals with a washer and dryer
Guesthouse in Kihei
5.0 out of 5 average rating, 213 reviewsStandalone Guesthse 180° View Private Hot Tub
Guesthouse in Volcano
4.99 out of 5 average rating, 356 reviewsVolcano Places Laukapu Forest Cottage
Guesthouse in Kailua
4.85 out of 5 average rating, 338 reviewsKailua Palm Studio. Walk to Beach! PERMITTED
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 205 reviewsKimo’s Getaway
Guesthouse in Volcano
5.0 out of 5 average rating, 243 reviewsGigi’s Volcano Cottage
Guesthouse in Holualoa
4.96 out of 5 average rating, 196 reviewsHolualoa Jungle Getaway (15 min from Kona)
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 139 reviewsAC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
Guesthouse in Papaaloa
4.85 out of 5 average rating, 228 reviewsBeautiful Ocean View Apartment with washer/dryer
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