2294+ Kailua-Kona Holiday Rentals & Private Villas
Find Family-Friendly Holiday Rentals in or near Kailua-Kona
Discover more than 2294 holiday rentals in Kailua-Kona. HawaiiVillas offers everything you need to find a place to stay near Kailua-Kona, HI.
Whether you're seeking luxury villas, furnished homes, unique condos, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for business trips, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, internet connectivity, and more.
Planning a trip to Kailua-Kona with family or a group? HawaiiVillas holiday accommodations ensure a memorable experience. We offer plenty of options for families, large parties, or private owner accommodations for short or long trips. Kailua-Kona Pet-friendly holiday rentals are also available. Book your favorite vacation rentals in Kailua-Kona with HawaiiVillas. Easily compare and book holiday rentals today.
Holiday Homes: Explore Top Destinations
- Holiday Homes in 30A Bike Trail
- Holiday Homes in Adirondack
- Holiday Homes in Amelia Island
- Holiday Homes in Anna Maria
- Arizona City Holiday Homes
- Asheville Holiday Homes
- Bethany Beach Holiday Homes
- Big Bear Holiday Homes
- Big Sky Holiday Homes
- Branson Holiday Homes
- Breckenridge Holiday Homes
- California Holiday Homes
- Cannon Beach Holiday Homes
- Cape Cod Holiday Homes
- Cape Coral Holiday Homes
Explore More
- Beach Home Rentals
- Business Travel
- Cabin Rentals
- Cottage Rentals
- Cheap Hotels
- Family Rentals
- Group Travel
- Holiday Home Rentals
- Hotels with Suites
- Luxury Rentals
- Monthly Stays
- Oceanfront Vacation Rentals
- Pet Friendly Vacation Rentals
- Vacation Rentals with Pools
- Resort Rentals in Kailua-Kona
- Short Term Stays
- Ski Chalet Rentals
- Summer Rentals
- Sustainable Travel
- Timeshare Rentals
- Unique Vacation Rentals
- Villa Rentals
- Winter Rentals
Frequently Asked Questions About Kailua-Kona Holiday Rentals
There are a lot of options in Kailua-Kona. If you plan on staying in the Kailua-Kona area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Kailua-Kona:
- Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
- Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
- The “Promise Tree” is a great family gathering place in Kailua Kona!
- Oceanfront Luxury House, Pool & AC, Near Magic Sands
- Hale Hina ~ Private, Peaceful, Perfection!
- Summer Deal Oceanfront Kona Home with Private Pool and 3 Bedrooms
- OCEANFRONT BEACH HOUSE WITH SUNSET VIEWS AND PRIVATE POOL
- Oceanfront above He'eia Bay! Your own Family Friendly House and Cottage resort!
- Permitted Luxury Home, Stunning Views, Heated Pool, Perfect Location!
- Dolphin House Oceanfront Estate













