Guesthouse holiday rentals in Hawaii
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Top-rated Guesthouses in Hawaii
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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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
23–30 Jan
Guesthouse in Kurtistown
5.0 out of 5 average rating, 228 reviewsKoki Kottage. Central location for east Hawaii
12–19 Jul
Guesthouse in Kurtistown
4.95 out of 5 average rating, 277 reviewsWindspirit Cottage TA tax #137089228801
27 Feb – 6 Mar
Guesthouse in Papaikou/Hilo
4.84 out of 5 average rating, 308 reviews*Sunrise Studio* Scenic+quiet!
12–19 Nov
Guesthouse in Kurtistown
4.91 out of 5 average rating, 485 reviewsGreat Location: Volcano to Hilo
23–30 Jan
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 389 reviewsSynergy Near Golf & Beach
1–8 Mar
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 320 reviewsSpectacular Views of Kailua-Kona
23–30 Jul
Guesthouse in Haleiwa
4.92 out of 5 average rating, 281 reviewsTop Beachfront Guest House/2 Pax
6–13 Aug
Guesthouses with a patio
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
4–11 Feb
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 121 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
12–19 Sep
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
12–19 Apr
Guesthouse in Papaaloa
4.96 out of 5 average rating, 77 reviewsGarden Studio with Ocean View
2–9 Oct
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
29 Nov – 6 Dec
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 23 reviewsKona Ocean Front Cottage
21–28 Nov
Guesthouse in Captain Cook
4.77 out of 5 average rating, 53 reviews~Green Heart Farm Cabin~
11–18 Feb
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 55 reviewsTropical+Peaceful Guava Cottage
12–19 Jan
Guest house rentals with a washing machine and dryer
Guesthouse in Naalehu
4.86 out of 5 average rating, 249 reviewsThe Ohana
29 Jan – 5 Feb
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 157 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
23–30 Jan
Guesthouse in Keaau
4.96 out of 5 average rating, 210 reviewsThe Aloha Suite (A Private Suite w/ AC)
11–18 Dec
Guesthouse in Keaau
4.97 out of 5 average rating, 283 reviewsHALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY
5–12 Mar
Guesthouse in Volcano
4.98 out of 5 average rating, 394 reviewsChateau Kilauea @Lazy Acres.
4–11 Nov
Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviewsHolualoa Jungle Getaway (15 min from Kona)
15–22 Oct
Guesthouse in Kailua-Kona
4.79 out of 5 average rating, 378 reviewsSmall Private Studio Close to Airport
13–20 Aug
Guesthouse in Kula
4.98 out of 5 average rating, 166 reviewsUpcountry Alpaca, Llama, and Rabbit working farm
18–25 Oct
Destinations to explore
- Tree house rentals Hawaii
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