Guest house holiday rentals in Kailua-Kona
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Kailua-Kona
Guests agree: these guest house rentals 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 guest house rentals in Kailua-Kona
Family-friendly guest house rentals
Guest house in Kailua-Kona
4.93 out of 5 average rating, 442 reviewsTreehouse Ohana
Guest house in Waimea
4.92 out of 5 average rating, 183 reviewsSunset House by the Sea
Guest house in Keauhou
4.87 out of 5 average rating, 130 reviews180 degree ocean view, private pool
Guest house in Holualoa
4.94 out of 5 average rating, 361 reviewsHolualoa Ekahi -Country guest house,Taxes included
Guest house in Captain Cook
4.92 out of 5 average rating, 177 reviewsLook No Further Hale Nai'a Pink Cottage Kealakekua
Guest house in Waimea
4.94 out of 5 average rating, 112 reviewsMango Hale Cottage
Guest house in Kamuela
4.99 out of 5 average rating, 156 reviewsKohala Loke Lani, Big Island
Guest house in Waimea
4.98 out of 5 average rating, 196 reviewsPrivate, Waimea Ohana (Guest House)
Guest house rentals with a patio
Guest house in Holualoa
4.96 out of 5 average rating, 161 reviewsThe Light House~King
Guest house in Kailua-Kona
4.99 out of 5 average rating, 125 reviewsRomantic Cabin Treehouse in Hawaii Cloud Forest
Guest house in Kailua-Kona
5.0 out of 5 average rating, 73 reviewsModern, Peaceful & Private 1-BR Oasis/Ohana
Guest house in Keauhou
4.96 out of 5 average rating, 83 reviewsCharming Kona Studio ❤ Views | Lanai
Guest house in Keauhou
4.92 out of 5 average rating, 26 reviewsKona Ocean Front Cottage
Guest house in Kailua-Kona
4.95 out of 5 average rating, 61 reviewsTropical+Peaceful Guava Cottage
Guest house in Kailua-Kona
5.0 out of 5 average rating, 8 reviewsAll About The View!
Guest house in Kailua-Kona
4.98 out of 5 average rating, 40 reviewsFresh & Bright Tropical Getaway
Guest house rentals with a washing machine and dryer
Guest house in Captain Cook
4.9 out of 5 average rating, 222 reviewsKona Paradise Ohana Studio
Guest house in Kailua-Kona
4.99 out of 5 average rating, 100 reviewsThe Banyan House
Guest house in Holualoa
4.96 out of 5 average rating, 159 reviewsHolualoa Country Home
Guest house in Kailua-Kona
4.96 out of 5 average rating, 140 reviewsAC | 1 Gig | BBQ | Kitchen | Workspace | Hammock
Guest house in Kailua-Kona
4.91 out of 5 average rating, 206 reviewsKimo’s Getaway
Guest house in Kailua-Kona
4.96 out of 5 average rating, 141 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
Guest house in Kailua-Kona
4.92 out of 5 average rating, 92 reviewsMala Ohana House-Garden Suite near epic beaches
Guest house in Kailua-Kona
4.97 out of 5 average rating, 67 reviewsThe Kona Loft - Serene, Ocean Views, <1mi to Beach
Quick stats about guest house rentals in Kailua-Kona
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
£63 before taxes and fees
Destinations to explore
- Guest house rentals United States
- House rentals United States
- House rentals Hawaii
- Guest house rentals Hawaii
- House rentals Hawaii
- Guest house rentals Hawaii
- House rentals Maui
- Guest house rentals Maui
- Rentals with beach access Kailua-Kona
- Villa rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- House rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Rentals with an EV charger Kailua-Kona
- Rentals with a patio Kailua-Kona
- Hotel rentals Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Wheelchair-accessible rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Flat rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Rentals with a firepit Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Resort rentals Kailua-Kona
- Monthly Rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Guest house rentals Island of Hawai'i
- House rentals Island of Hawai'i
- Guest house rentals Hawaii County
- House rentals Hawaii County
- 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