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
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Popular amenities for Hawaiian Islands guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Haiku-Pauwela
4.93 out of 5 average rating, 112 reviewsPeaceful Studio - Hobby Fruit Farm - Beach 10 min
Sep 16 – 23
Guesthouse in Kailua
4.78 out of 5 average rating, 135 reviewsKailua Beach Cottage - 90/TVU-0287
Jan 29 – Feb 5
Guesthouse in Volcano
4.94 out of 5 average rating, 1247 reviewsThe Ohana at Volcanoes National Park
Oct 16 – 23
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsAmazing Sunset / Ocean View, Beautiful New Home
Jan 18 – 25
Guesthouse in Pāhoa
4.91 out of 5 average rating, 157 reviewsNEW RENTaL! Experience Aloha *Hawaiian Style Hale*
Jan 18 – 25
Guesthouse in Kurtistown
4.91 out of 5 average rating, 486 reviewsGreat Location: Volcano to Hilo
Mar 10 – 17
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 127 reviews180 degree ocean view, private pool
Sep 5 – 12
Guesthouse in Kailua-Kona
4.86 out of 5 average rating, 151 reviewsExotic fruit farm Ohana with lava tube cave!
Apr 24 – May 1
Guest house rentals with a patio
Guesthouse in Honokaa
4.96 out of 5 average rating, 182 reviewsRomantic waterfall cabin in the rain forest
Feb 26 – Mar 5
Guesthouse in Pāhoa
4.98 out of 5 average rating, 133 reviewsModern Jungle Cottage
Mar 9 – 16
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 122 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Oct 10 – 17
Guesthouse in Captain Cook
4.94 out of 5 average rating, 117 reviewsMongoose Manor- Modern guesthouse / amazing views
Feb 3 – 10
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
Feb 14 – 21
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Jul 31 – Aug 7
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 32 reviewsSunset View Modern House / Private Pool
Aug 19 – 26
Guesthouse in Waialua
5.0 out of 5 average rating, 67 reviewsSerene Mountain Getaway with Ocean Views
Apr 10 – 17
Guest house rentals with a washer and dryer
Guesthouse in Kailua
4.85 out of 5 average rating, 335 reviewsKailua Palm Studio. Walk to Beach! PERMITTED
Mar 25 – Apr 1
Guesthouse in Maui
4.93 out of 5 average rating, 158 reviewsSouth Maui Oceanview Solo Cottage
Jul 31 – Aug 7
Guesthouse in Volcano
4.99 out of 5 average rating, 349 reviewsVolcano Places Laukapu Forest Cottage
Apr 29 – May 6
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
Feb 28 – Mar 7
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
Jul 10 – 17
Guesthouse in Volcano
5.0 out of 5 average rating, 240 reviewsGigi’s Volcano Cottage
Oct 4 – 9
Guesthouse in Holualoa
4.96 out of 5 average rating, 195 reviewsHolualoa Jungle Getaway (15 min from Kona)
Jul 12 – 19
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 136 reviewsAC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
Nov 30 – Dec 7
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