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
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
27 Jan – 3 Feb
Guesthouse in Kurtistown
5.0 out of 5 average rating, 229 reviewsKoki Kottage. Central location for east Hawaii
23–30 Jul
Guesthouse in Papaikou/Hilo
4.84 out of 5 average rating, 308 reviews*Sunrise Studio* Scenic+quiet!
11–18 Jul
Guesthouse in Kurtistown
4.95 out of 5 average rating, 277 reviewsWindspirit Cottage TA tax #137089228801
15–22 Feb
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 389 reviewsSynergy Near Golf & Beach
24 Nov – 1 Dec
Guesthouse in Kurtistown
4.91 out of 5 average rating, 485 reviewsGreat Location: Volcano to Hilo
28 Jan – 4 Feb
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 321 reviewsSpectacular Views of Kailua-Kona
11–18 Sep
Guesthouse in Pāhoa
4.91 out of 5 average rating, 159 reviewsCLEAN, and SERENE, eco-friendly private cottage!
7–14 Mar
Guesthouses with a patio
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
23–30 Mar
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 122 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
25 Aug – 1 Sep
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
22–29 Jun
Guesthouse in Papaaloa
4.95 out of 5 average rating, 78 reviewsGarden Studio with Ocean View
3–10 Oct
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 68 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
16–23 Nov
Guesthouse in Pāhoa
5.0 out of 5 average rating, 54 reviewsPrivate Luxury Cabin Suite w Hot Spa by Hot Spring
7–14 Jun
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 37 reviewsFresh & Bright Tropical Getaway
15–22 Jun
Guesthouse in Captain Cook
4.77 out of 5 average rating, 53 reviews~Green Heart Farm Cabin~
28 Mar – 4 Apr
Guest house rentals with a washing machine and dryer
Guesthouse in Naalehu
4.86 out of 5 average rating, 250 reviewsThe Ohana
29 Dec – 5 Jan
Guesthouse in Kapaau
4.85 out of 5 average rating, 144 reviewsGuesthouse in Kapaau
6–13 Sep
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 157 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
10–17 Feb
Guesthouse in Volcano
4.98 out of 5 average rating, 396 reviewsChateau Kilauea @Lazy Acres.
26 Sep – 3 Oct
Guesthouse in Keaau
4.96 out of 5 average rating, 211 reviewsThe Aloha Suite (A Private Suite w/ AC)
10–17 Feb
Guesthouse in Holualoa
4.96 out of 5 average rating, 195 reviewsHolualoa Jungle Getaway (15 min from Kona)
14–21 May
Guesthouse in Kailua-Kona
4.79 out of 5 average rating, 379 reviewsSmall Private Studio Close to Airport
12–19 Jul
Guesthouse in Kula
4.98 out of 5 average rating, 167 reviewsUpcountry Alpaca, Llama, and Rabbit working farm
17–24 Jan
Destinations to explore
- Rentals with a kayak Hawaii
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