
Holiday rentals in Kailua-Kona
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kailua-Kona
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua-Kona holiday rentals
Other great holiday rentals in Kailua-Kona
Guest favourite

Home in Keauhou
5 out of 5 average rating, 19 reviewsIsland Time-Luxury Golf Front Home with Pool/Spa
LaurenRating, 5 stars1 month ago
We were so happy with our stay at Jodi’s place. She was a fantastic host and the house was precisely as described - completely comfortable, nicely decorated, with beautiful plantings outdoors. Everything was completely pristine when we arrived and she even left a lovely welcome gift for us. The directions for arriving at the house and gaining entry were clear and easy. Our family really enjoyed our vacation and hope to return to this rental!
Guest favourite

Flat in Waikoloa Village
5 out of 5 average rating, 5 reviewsNEW! Big Island Stay w Golf, Pickleball, Views!
KathyRating, 5 stars2 months ago
This condo is very quiet, overlooking the golf course and ocean. Nice sunsets. We really enjoyed the golfing (reasonable rate with the member's pass), and pickleball/tennis is very close ...beside the pool. Close by is a gym - which had a big workout area and daily cardo classes. Also - a very good grocery store nearby. The condo was well set-up for the two of us. particularly helpful were the beach chairs, umbrellas, etc. We spent many afternoons visiting different beaches along the Waikoloa coast. Some were a few miles away, others about 15 min drive. The guidebook in the condo was very helpful.
Superhost

Home in Kealakekua
5 out of 5 average rating, 9 reviewsMountain Oasis: Modern Plantation Home
SreenivasRating, 5 stars6 months ago
Chris is an amazing host and is very clear in his communication. House was exactly as described. Very clean and well maintained. Kitchen was stuffed with a lot of condiments and a lot of attention to details. Yard had many fruit bearing trees. A quick drive to nice beaches, restaurants, grocery stores etc. All in all we were very satisfied.
Guest favourite

Apartment in Waikoloa Village
4.95 out of 5 average rating, 82 reviewsFabulous Waikoloa Beach Resort 3BR Colony Villas
AustinRating, 5 stars3 weeks ago
Great communication, very comfortable accommodations and in a great spot for all the things you would want to do on the big island.
Guest favourite

Apartment in Waikoloa Beach
4.98 out of 5 average rating, 61 reviewsGolf Pkg, Waikoloa Beach, Serene Tropical Escape
ChristineRating, 5 stars1 week ago
Allyson was such a pleasure to deal with and consistently went out of her way to assist us. She went above and beyond; we certainly appreciated her dedication and attention to details and any questions we asked. Allyson, YOU made our trip special and delightful. Thank you for simply being the best concierge on the island.
Guest favourite

Apartment in Waimea
4.98 out of 5 average rating, 52 reviewsExquisite Sunsets and Beaches at Mauna Lani Resort
AliceRating, 5 stars3 months ago
Allison and her Airbnb space were amazing! Big thank you to Allison and her partner for the lovely stay. Exactly what we were looking for. Pros Location Quiet Host - super responsive Gated community Clean Plenty of white towels in the bathrooms Lovely pool/ beach club access AMAZING host. So responsive! Everything worked as described! pack n play + booster AC worked well Things to know Bring shampoo and conditioner / soap. General island tips Rent a car (not a con just something to know about the big island in general :))
Guest favourite

Apartment in Waikoloa Village
4.86 out of 5 average rating, 51 reviewsOcean View Golf 2B2b w/ Pool & Jacuzzi near Beach
SujanRating, 5 stars1 month ago
Great place to stay for staycation. Close to the pool and everything we needed
Guest favourite

Flat in Kailua-Kona
4.93 out of 5 average rating, 61 reviewsThe Great Kona Escape - Private Ohana
DiishanRating, 5 stars1 month ago
Sandra’s place was really really nice. It felt very much like home. It was super clean, cozy, decorated nicely, and had everything I needed. Sandra was also super kind, responded very quickly to any of my messages, and was very accommodating. I’ll def book her place again when in Kona.
Quick stats about holiday rentals in Kailua-Kona
Total rentals
1.9K properties
Total number of reviews
83K reviews
Family-friendly rentals
900 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
1.6K properties have a pool
Rentals with dedicated workspaces
1K properties have a dedicated workspace
Destinations to explore
- Villa rentals Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- Beachfront rentals Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Hotel rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Waterfront rentals Kailua-Kona
- Beach house rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Beach apartment rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- House rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Rentals with a firepit Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Luxury rentals Kailua-Kona
- Rentals with an EV charger Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Monthly Rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Flat rentals Kailua-Kona
- Rentals with a patio Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Guest house rentals Kailua-Kona
- Rentals with pools Kailua-Kona
- Resort rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- 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
- Things to do United States
- Sightseeing United States
- Wellness United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States
- Food and drink United States
- Things to do Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Things to do Hawaii County
- Wellness Hawaii County
- Food and drink Hawaii County
- Nature and outdoors Hawaii County
- Art and culture Hawaii County
- Sports activities Hawaii County
- Things to do Kailua-Kona