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Top Holiday Rentals in Kailua-Kona

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1100)
"Room was ideal for my wife and three daughters, 2 bedrooms and 2 bathrooms was great. Staff members were friendly, courteous and very professional. The resort is maintained well, it is very close to popular beaches and the downtown area. The ocean is literally in the back yard, the pool and hot tub are very nice. Great stay, highly recommended."
The price is £317
includes taxes & fees
7 Aug - 8 Aug
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.8 out of 10, Excellent, (25)
"Great place Awesome location very cozy and qiet"
The price is £247
includes taxes & fees
21 Jul - 22 Jul
Kona Bali Kai

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (445)
"Great property! The view was amazing!"
Castle Kanaloa at Kona

Sea Village

2.5 star property
8.8 out of 10, Excellent, (95)
"We had a great stay. Beautiful view from our balcony. "
Sea Village

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (534)
"Great experience "
Royal Sea Cliff Kona by OUTRIGGER

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (517)
"Beautiful quiet property well maintained in a great location."
Kanaloa at Kona by OUTRIGGER

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (428)
"The room was clean and well stocked with kitchen accessories, bath and pool towels. Staff was friendly and helpful. It was a good stay with shopping and grocery near by. "
Kona Reef, A Raintree Vacation Club Resort

The Surf Hideaway is walking distance to everything Kona

9.4 out of 10, Exceptional, (65)
"Just a quick stay after a very long flight "
The price is £124
includes taxes & fees
28 Jul - 29 Jul
The Surf Hideaway is walking distance to everything Kona

Hale Kona Kai by Casago Kona

3.5 star property
7.4 out of 10, Good, (9)
"Everything was pretty good. The only issue that I had was that the place smelled like old cigarettes or cigars musty smell."
Hale Kona Kai by Casago Kona

Apartment in town-walking distance to everything

9.8 out of 10, Exceptional, (75)
"Very clean and amazing property in a great location!!"
Apartment in town-walking distance to everything

Kona Reef Resort

3.0 star property
8.6 out of 10, Excellent, (170)
"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "
Kona Reef Resort

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

9.6 out of 10, Exceptional, (191)
"Great property for our family stay. "
The price is £405
includes taxes & fees
19 Jul - 20 Jul
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

10.0 out of 10, Exceptional, (152)
"Great stay. Great amenities. Be aware it is 2nd floor with only stair access. "
The price is £308
includes taxes & fees
21 Jul - 22 Jul
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Budget friendly condo in the center of Kailua Kona

8.0 out of 10, Very good, (3)
"All good, quiet near everything. "
Budget friendly condo in the center of Kailua Kona

Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.

9.8 out of 10, Exceptional, (158)
"We would this unit again. "
Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.

2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room

9.2 out of 10, Wonderful, (214)
"You can’t beat the location of this property. Staying right on the shore made this trip special. We did not have to go anywhere to enjoy great views and sunsets, yet many good restaurants (Fletcher’s Kitchen and Huggo’s On The Rocks) are an easy walk, as is town."
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room

Walk to White Sands Beach or Relax by Your Private Pool

9.6 out of 10, Exceptional, (238)
"We had a mix of family time while the younger set did snorkeling boogie boarding and hiking. Loved the pool "
Walk to White Sands Beach or Relax by Your Private Pool

Downtown Kona. 250 feet from your toes in the water with an unobstructed view!

9.6 out of 10, Exceptional, (106)
"Overall a great quiet place to stay"
Downtown Kona. 250 feet from your toes in the water with an unobstructed view!

Quite Simply THE BEST Kona Reef Oceanfront.

9.4 out of 10, Exceptional, (215)
"This was the perfect spot for my friends and me to vacation together. There is a beautiful view of the ocean from the lanai and whale sightings were plentiful. The pool is conveniently located and the grounds were clean and quiet. There are restaurants and shopping within easy walking distance. We really enjoyed our stay in this condo."
Quite Simply THE BEST Kona Reef Oceanfront.

Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views

8.6 out of 10, Excellent, (67)
"Great location in Kailua near shops and the beach. The pool area is lovely. The space was quiet and peaceful. Great location for island adventures! The unit is very simple but has all the necessities. "
Kona Lunapule 205B: Tranquil 2BR Retreat with Ocean Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Kailua-Kona?

Yes, there are holiday rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside in Kailua-Kona. While you're here, grab a bite or have a drink at the top-notch restaurants and charming coffee shops.

What are some of the best holiday rentals that Kailua-Kona has to offer?

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views: This highly rated holiday home rental in Kailua-Kona is located near the bay, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in Kailua-Kona include Walk to White Sands Beach or Relax by Your Private Pool and Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️.

How many holiday rentals will I find in Kailua-Kona?

With 730 Expedia holiday rentals, you're guaranteed to find just the right place for your Kailua-Kona stay.

What can I see and do in Kailua-Kona?

Cultural attractions include Hulihee Palace and Haleo Luau, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kailua Pier are other places worth a visit.

What are holiday rentals like in Kailua-Kona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kailua-Kona. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.