Guesthouse holiday rentals in Hawaii
Find and book unique guesthouse rentals on Airbnb
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 Papaikou/Hilo
4.84 out of 5 average rating, 309 reviews*Sunrise Studio* Scenic+quiet!
Guesthouse in Kurtistown
5.0 out of 5 average rating, 230 reviewsKoki Kottage. Central location for east Hawaii
Guesthouse in Honokaa
4.91 out of 5 average rating, 184 reviewsBebo's Basecamp near Waipio, Hapuna, Hilo, Kona
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 392 reviewsSynergy Near Golf & Beach
Guesthouse in Pāhoa
4.91 out of 5 average rating, 159 reviewsCLEAN, and SERENE, eco-friendly private cottage!
Guesthouse in Kurtistown
4.91 out of 5 average rating, 488 reviewsGreat Location: Volcano to Hilo
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 323 reviewsSpectacular Views of Kailua-Kona
Guesthouse in Kailua-Kona
4.93 out of 5 average rating, 181 reviewsModern Apartment with Ocean and Mountain Views
Guesthouses with a patio
Guesthouse in Captain Cook
4.94 out of 5 average rating, 118 reviewsMongoose Manor- Modern guesthouse / amazing views
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 123 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Guesthouse in Keaau
4.97 out of 5 average rating, 107 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Guesthouse in Holualoa
4.96 out of 5 average rating, 158 reviewsThe Light House~King
Guesthouse in Papaaloa
4.95 out of 5 average rating, 82 reviewsGarden Studio with Ocean View
Guesthouse in Pāhoa
5.0 out of 5 average rating, 56 reviewsPrivate Luxury Cabin Suite w Hot Spa by Hot Spring
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 71 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 57 reviewsTropical+Peaceful Guava Cottage
Guest house rentals with a washing machine and dryer
Guesthouse in Naalehu
4.87 out of 5 average rating, 253 reviewsThe Ohana
Guesthouse in Kapaau
4.85 out of 5 average rating, 147 reviewsGuesthouse in Kapaau
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 162 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
Guesthouse in Volcano
4.98 out of 5 average rating, 398 reviewsChateau Kilauea @Lazy Acres.
Guesthouse in Kailua-Kona
4.79 out of 5 average rating, 381 reviewsSmall Private Studio Close to Airport
Guesthouse in Holualoa
4.96 out of 5 average rating, 196 reviewsHolualoa Jungle Getaway (15 min from Kona)
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 669 reviewsHale Kea - Private Oceanview Getaway with Parking
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 145 reviewsElegant & Peaceful Studio
Destinations to explore
- Rentals with a soaking tub Hawaii
- Tiny house rentals Hawaii
- Farmstay rentals Hawaii
- Kid-friendly rentals Hawaii
- Rentals with an accessible height toilet Hawaii
- Apartment rentals Hawaii
- Beachfront rentals Hawaii
- Luxury rentals Hawaii
- House rentals Hawaii
- Cabin rentals Hawaii
- Rentals with beach access Hawaii
- Rentals with lake access Hawaii
- Hotel rentals Hawaii
- Rentals with a washing machine and dryer Hawaii
- Loft rentals Hawaii
- Smoking-friendly rentals Hawaii
- Townhouse rentals Hawaii
- Nature eco lodge rentals Hawaii
- Aparthotel rentals Hawaii
- Rentals with outdoor seating Hawaii
- Wheelchair accessible rentals Hawaii
- Boutique hotel rentals Hawaii
- Cottage rentals Hawaii
- Rentals with a hot tub Hawaii
- Rentals with pools Hawaii
- Rentals with a kayak Hawaii
- Bungalow rentals Hawaii
- Rentals with an EV charger Hawaii
- Rentals with breakfast Hawaii
- Private suite rentals Hawaii
- Beach condo rentals Hawaii
- Fitness-friendly rentals Hawaii
- Rentals with a patio Hawaii
- Rentals with a balcony Hawaii
- Beach house rentals Hawaii
- Rentals with a fireplace Hawaii
- Bed and breakfasts Hawaii
- Monthly Rentals Hawaii
- Resort rentals Hawaii
- Rentals with a home theatre Hawaii
- Rentals with an accessible height bed Hawaii
- Holiday home rentals Hawaii
- Rentals with a sauna Hawaii
- Waterfront rentals Hawaii
- Rentals with a fire pit Hawaii
- Family-friendly rentals Hawaii
- Condo rentals Hawaii
- Rentals with a beach view Hawaii
- Tree house rentals Hawaii
- Serviced apartment rentals Hawaii
- Pet-friendly rentals Hawaii
- Hostel rentals Hawaii
- Villa rentals Hawaii
- House rentals United States
- Guesthouse rentals United States
- House rentals Maui
- Guesthouse rentals Maui
- Guesthouse rentals Kailua-Kona
- House rentals Kailua-Kona
- House rentals Island of Hawai'i
- Guesthouse rentals Island of Hawai'i
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom