Holiday Rentals in Kailua-Kona

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Holiday Rentals in Kailua-Kona

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1124)
"Beautiful views and nice pool area close to Kona restaurants."
The price is €340
includes taxes & fees
20 Oct - 21 Oct
Aston Kona by the Sea

Kona Bali Kai

2.0 star property
8.4 out of 10, Very good, (49)
"The views were stunning and the place was clean and had everything we needed and more. I would absolutely come back to this property again. "
The price is €318
includes taxes & fees
13 Oct - 14 Oct
Kona Bali Kai

Castle Kanaloa at Kona

3.0 star property
7.6 out of 10, Good, (454)
"Stayed in 2303. Great view of Ocean and beautiful apartment. Pool and hot tub good. Not a bad drive back to Kona for activities and quiet at apartment. Swam at Kahalu’u both days which is fantastic to see fish and turtles "
Castle Kanaloa at Kona

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (546)
"Staff very friendly "
Royal Sea Cliff Kona by OUTRIGGER

Sea Village

2.5 star property
8.8 out of 10, Excellent, (103)
"Check in was easy and quick. The room was very clean and had all thr things you would need while on vacation. The property was also very clean and we loved the location as well. Would highly recommend and return here for future vacations. "
The price is €164
includes taxes & fees
16 Oct - 17 Oct
Sea Village

Kanaloa at Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (531)
"Great place! Only draw back was paying 25.00 a day for air conditioning. "
Kanaloa at Kona by OUTRIGGER

Hale Kona Kai by Casago Kona

3.5 star property
7.2 out of 10, Good, (11)
"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

Kona Reef, A Raintree Vacation Club Resort

3.0 star property
8.6 out of 10, Excellent, (451)
"Our stay was amazing! Staff was responsive to everyvquestion we had, the bed was very comfortable and the kitchen was most handy!"
Kona Reef, A Raintree Vacation Club Resort

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

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

10.0 out of 10, Exceptional, (47)
"The house was perfect for our family’s stay. Beautiful and spacious. Close to restaurants and shops. That being said it could use some TLC. "
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

The Flying Honu is located in the heart of Kona Town

9.8 out of 10, Exceptional, (79)
"Amazing location and well maintained property. Easy parking and host was very amenable to making the stay the best it could be. "
The price is €153
includes taxes & fees
17 Oct - 18 Oct
The Flying Honu is located in the heart of Kona Town

Beautiful Pool with Stunning Ocean and Sunset Views

9.4 out of 10, Exceptional, (69)
"First time to Kona and this house was perfect. We have a family of 6 so it fit us perfectly with an open concept and plenty of outdoor space I would highly recommend and will probably stay here again the next time."
Beautiful Pool with Stunning Ocean and Sunset Views

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

9.6 out of 10, Exceptional, (197)
"Great property for our family stay. "
The price is €498
includes taxes & fees
8 Nov - 9 Nov
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Kona Condo with all the comforts of home

9.2 out of 10, Wonderful, (81)
"It was perfect! Perfect location, super clean condo with everything we needed for our stay. Great communication with the property managers. Will definitely stay again!"
The price is €326
includes taxes & fees
12 Oct - 13 Oct
Kona Condo with all the comforts of home

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

9.2 out of 10, Wonderful, (131)
"Very beautiful and cozy spot, highly recommend "
The price is €186
includes taxes & fees
14 Oct - 15 Oct
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay

Apartment in town-walking distance to everything

9.8 out of 10, Exceptional, (83)
"Great property. Plenty of room and well stocked kitchen. Very convenient to shopping, restaurants, etc."
Apartment in town-walking distance to everything

The Surf Hideaway is walking distance to everything Kona

9.4 out of 10, Exceptional, (74)
"Great spot near downtown Kona "
The price is €144
includes taxes & fees
21 Oct - 22 Oct
The Surf Hideaway is walking distance to everything Kona

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

10.0 out of 10, Exceptional, (161)
"Excellent choice and enjoyable stay"
The price is €378
includes taxes & fees
19 Oct - 20 Oct
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

The “Promise Tree” is a great family gathering place in Kailua Kona!

10.0 out of 10, Exceptional, (149)
"Loved all the bungalows for our three families to stay in with one living room lanai to father and eat around. The pool was warm. Had everything we needed for a beach day. Felt safe and the decor was very Hawaiian themed. Even the house beams! "
The “Promise Tree” is a great family gathering place in Kailua Kona!

Quite Simply THE BEST Kona Reef Oceanfront.

9.4 out of 10, Exceptional, (222)
"All the amenities needed for a great vacation and the view of the ocean from the patio is spectacular with the waves crashing and seeing a few wave riders showing their skills. Awesome sunsets to the right and plenty of birdwatching and activity, too from this location. Easy walk to the market."
Quite Simply THE BEST Kona Reef Oceanfront.
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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Top Kailua-Kona Hotel Reviews

Find out more about Kailua-Kona

Everything you need to know about Kailua-Kona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua-Kona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kailua-Kona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kailua-Kona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kailua-Kona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kailua-Kona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kailua-Kona holiday rentals we have selected for you start as low as €144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kailua-Kona rentals

At Expedia, we put the best Kailua-Kona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kailua-Kona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kailua-Kona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kailua-Kona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 popular beaches in Kailua-Kona. While you're here, grab a bite or have a drink at the charming coffee shops and top-notch restaurants.

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

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero: This highly rated holiday home rental in Kailua-Kona is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Some other homes for rent in Kailua-Kona include Kona Ocean View Home - Downtown, Fruit Trees, Sunset views and Beautiful Pool with Stunning Ocean and Sunset Views.

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

With 638 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.