Guesthouse holiday rentals in Hawaiian Islands
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Top-rated Guesthouses in Hawaiian Islands
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Hawaiian Islands guesthouses
Family-Friendly guesthouses
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 112 reviewsPeaceful Studio - Hobby Fruit Farm - Beach 10 min
Guesthouse in Kailua
4.78 out of 5 average rating, 136 reviewsKailua Beach Cottage - 90/TVU-0287
Guesthouse in Volcano
4.94 out of 5 average rating, 1251 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, 158 reviewsNEW RENTaL! Experience Aloha *Hawaiian Style Hale*
Guesthouse in Kurtistown
4.91 out of 5 average rating, 486 reviewsGreat Location: Volcano to Hilo
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 128 reviews180 degree ocean view, private pool
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 390 reviewsSynergy Near Golf & Beach
Guesthouses with a patio
Guesthouse in Pāhoa
4.99 out of 5 average rating, 137 reviewsModern Jungle Cottage
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 122 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Guesthouse in Captain Cook
4.94 out of 5 average rating, 117 reviewsMongoose Manor- Modern guesthouse / amazing views
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
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, 68 reviewsSerene Mountain Getaway with Ocean Views
Guesthouse in Papaaloa
4.95 out of 5 average rating, 78 reviewsGarden Studio with Ocean View
Guest house rentals with a washing machine and dryer
Guesthouse in Kailua
4.85 out of 5 average rating, 336 reviewsKailua Palm Studio. Walk to Beach! PERMITTED
Guesthouse in Maui
4.93 out of 5 average rating, 158 reviewsSouth Maui Oceanview Solo Cottage
Guesthouse in Volcano
4.99 out of 5 average rating, 350 reviewsVolcano Places Laukapu Forest Cottage
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
Guesthouse in Volcano
5.0 out of 5 average rating, 241 reviewsGigi’s Volcano Cottage
Guesthouse in Holualoa
4.96 out of 5 average rating, 195 reviewsHolualoa Jungle Getaway (15 min from Kona)
Guesthouse in Papaaloa
4.85 out of 5 average rating, 226 reviewsBeautiful Ocean View Apartment with washer/dryer
Destinations to explore
- Beachfront rentals Hawaiian Islands
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- Rentals with a sauna Hawaiian Islands
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