Guesthouse vacation rentals in Hawaii
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Top-rated guesthouses in Hawaii
Guests agree: these guesthouses 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 Hawaii guesthouses
Family-friendly guesthouses
Guesthouse in Honokaa
4.91 out of 5 average rating, 183 reviewsBebo's Basecamp near Waipio, Hapuna, Hilo, Kona
Feb. 11 – 18
Guesthouse in Kurtistown
5.0 out of 5 average rating, 228 reviewsKoki Kottage. Central location for east Hawaii
Jul. 12 – 19
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 389 reviewsSynergy Near Golf & Beach
Jul. 3 – 10
Guesthouse in Papaikou/Hilo
4.84 out of 5 average rating, 308 reviews*Sunrise Studio* Scenic+quiet!
Oct. 2 – 9
Guesthouse in Kurtistown
4.95 out of 5 average rating, 277 reviewsWindspirit Cottage TA tax #137089228801
Apr. 27 – May 4
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 321 reviewsSpectacular Views of Kailua-Kona
Jul. 23 – 30
Guesthouse in Kurtistown
4.91 out of 5 average rating, 485 reviewsGreat Location: Volcano to Hilo
Apr. 12 – 19
Guesthouse in Pāhoa
4.91 out of 5 average rating, 158 reviewsCLEAN, and SERENE, eco-friendly private cottage!
Mar. 11 – 18
Guesthouses with a patio
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Feb. 4 – 11
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 121 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Sep. 12 – 19
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
May 30 – Jun. 6
Guesthouse in Papaaloa
4.96 out of 5 average rating, 77 reviewsGarden Studio with Ocean View
Oct. 2 – 9
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 24 reviewsKona Ocean Front Cottage
Jun. 24 – Jul. 1
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
Nov. 29 – Dec. 6
Guesthouse in Captain Cook
4.77 out of 5 average rating, 53 reviews~Green Heart Farm Cabin~
Feb. 11 – 18
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 55 reviewsTropical+Peaceful Guava Cottage
Jan. 12 – 19
Guesthouse rentals with a washer and dryer
Guesthouse in Kapaau
4.85 out of 5 average rating, 143 reviewsGuesthouse in Kapaau
Nov. 20 – 27
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 157 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
Oct. 29 – Nov. 5
Guesthouse in Keaau
4.97 out of 5 average rating, 284 reviewsHALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY
Mar. 5 – 12
Guesthouse in Volcano
4.98 out of 5 average rating, 394 reviewsChateau Kilauea @Lazy Acres.
Jan. 22 – 29
Guesthouse in Keaau
4.96 out of 5 average rating, 210 reviewsThe Aloha Suite (A Private Suite w/ AC)
Oct. 29 – Nov. 5
Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviewsHolualoa Jungle Getaway (15 min from Kona)
Oct. 15 – 22
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 142 reviewsElegant & Peaceful Studio
Nov. 10 – 17
Guesthouse in Kailua-Kona
4.79 out of 5 average rating, 378 reviewsSmall Private Studio Close to Airport
Aug. 13 – 20
Destinations to explore
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