Guesthouse vacation rentals in Hawaiian Islands
Find and book unique guesthouse rentals on Airbnb
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
Get the amount of space that is right for you
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
Guesthouse in Kailua
4.78 out of 5 average rating, 135 reviewsKailua Beach Cottage - 90/TVU-0287
Guesthouse in Volcano
4.94 out of 5 average rating, 1250 reviewsThe Ohana at Volcanoes National Park
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsAmazing Sunset / Ocean View, Beautiful New Home
Guesthouse in Pāhoa
4.91 out of 5 average rating, 157 reviewsNEW RENTaL! Experience Aloha *Hawaiian Style Hale*
Guesthouse in Kurtistown
4.91 out of 5 average rating, 485 reviewsGreat Location: Volcano to Hilo
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 127 reviews180 degree ocean view, private pool
Guesthouse in Kailua-Kona
4.86 out of 5 average rating, 151 reviewsExotic fruit farm Ohana with lava tube cave!
Guest house rentals with a patio
Guesthouse in Pāhoa
4.99 out of 5 average rating, 134 reviewsModern Jungle Cottage
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 122 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Guesthouse in Captain Cook
4.94 out of 5 average rating, 117 reviewsMongoose Manor- Modern guesthouse / amazing views
Guesthouse in Holualoa
4.95 out of 5 average rating, 154 reviewsThe Light House~King
Guesthouse in Keaau
4.98 out of 5 average rating, 106 reviewsHale Hapu’u - Tropical Tiki Paradise for Couples.
Guesthouse in Kailua-Kona
5.0 out of 5 average rating, 32 reviewsSunset View Modern House / Private Pool
Guesthouse in Waialua
5.0 out of 5 average rating, 68 reviewsSerene Mountain Getaway with Ocean Views
Guesthouse in Papaaloa
4.95 out of 5 average rating, 78 reviewsGarden Studio with Ocean View
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
Guesthouse in Maui
4.93 out of 5 average rating, 158 reviewsSouth Maui Oceanview Solo Cottage
Guesthouse in Volcano
4.99 out of 5 average rating, 350 reviewsVolcano Places Laukapu Forest Cottage
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 201 reviewsKimo’s Getaway
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
Guesthouse in Volcano
5.0 out of 5 average rating, 241 reviewsGigi’s Volcano Cottage
Guesthouse in Holualoa
4.96 out of 5 average rating, 195 reviewsHolualoa Jungle Getaway (15 min from Kona)
Guesthouse in Papaaloa
4.85 out of 5 average rating, 226 reviewsBeautiful Ocean View Apartment with washer/dryer
Destinations to explore
- Tiny house rentals Hawaiian Islands
- Rentals with an accessible height toilet Hawaiian Islands
- Luxury rentals Hawaiian Islands
- Rentals with a patio Hawaiian Islands
- Villa rentals Hawaiian Islands
- Private suite rentals Hawaiian Islands
- Apartment rentals Hawaiian Islands
- Nature eco lodge rentals Hawaiian Islands
- Boutique hotel rentals Hawaiian Islands
- Townhouse rentals Hawaiian Islands
- Fitness-friendly rentals Hawaiian Islands
- Rentals with a washer and dryer Hawaiian Islands
- Hostel rentals Hawaiian Islands
- Family-friendly rentals Hawaiian Islands
- Rentals with a fireplace Hawaiian Islands
- Farmstay rentals Hawaiian Islands
- Rentals with a balcony Hawaiian Islands
- Rentals with outdoor seating Hawaiian Islands
- Condo rentals Hawaiian Islands
- Rentals with pools Hawaiian Islands
- Rentals with a beach view Hawaiian Islands
- Bed and breakfasts Hawaiian Islands
- Bungalow rentals Hawaiian Islands
- Rentals with lake access Hawaiian Islands
- Rentals with a fire pit Hawaiian Islands
- Rentals with a sauna Hawaiian Islands
- Monthly Rentals Hawaiian Islands
- Waterfront rentals Hawaiian Islands
- Rentals with a soaking tub Hawaiian Islands
- House rentals Hawaiian Islands
- Wheelchair accessible rentals Hawaiian Islands
- Rentals with an accessible height bed Hawaiian Islands
- Cabin rentals Hawaiian Islands
- Vacation home rentals Hawaiian Islands
- Kid-friendly rentals Hawaiian Islands
- Hotel rentals Hawaiian Islands
- Rentals with a home theater Hawaiian Islands
- Loft rentals Hawaiian Islands
- Smoking-friendly rentals Hawaiian Islands
- Aparthotel rentals Hawaiian Islands
- Rentals with beach access Hawaiian Islands
- Rentals with breakfast Hawaiian Islands
- Rentals with a hot tub Hawaiian Islands
- Serviced apartment rentals Hawaiian Islands
- Resort rentals Hawaiian Islands
- Treehouse rentals Hawaiian Islands
- Rentals with a kayak Hawaiian Islands
- Beachfront rentals Hawaiian Islands
- Cottage rentals Hawaiian Islands
- Pet-friendly rentals Hawaiian Islands
- Rentals with an EV charger Hawaiian Islands
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes