Kailua-Kona Holiday Rentals : Search Short-Term Rentals

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

Awesome View, Best Snorkel Beach, Big Lanais, Private Home : This highly rated holiday home rental in Kailua-Kona is located near the beach, and has a balcony, a BBQ and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind. Some other homes for rent in Kailua-Kona include Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8 and Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views .

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Holiday Rentals in Kailua-Kona

"This place is a real gem! Private deck overlooking the sea where whales are jumping, the waves crash into the pool and the landscaping is breathtaking. the pool is warm the closet hid a bed and there were tvs in the master bedroom and the living/dining room area. the dishwasher was dirty inside and some of the plates were not cleaned well but the views and quiet and ease of access to downtown and sight seeing was worth a few seconds of dish scrubbing. What a pleasure to stay in such a nice place...

includes taxes & fees

23 Jan - 24 Jan

"The room was outstanding! View of the ocean, big room so none of us felt cramped. It was very comfortable, felt like home. The pool was clean, hottub was nice. Everywhere you went you could hear waves. The room doors are heavy, which made entering and leaving cumbersome, but i think it makes it so you never hear people walking by your room. The hottub jets timer was short but thats nitpicking. Parking is tight in the garage area but relatively easy. We were there for 8 nights, and only had to...

includes taxes & fees

26 Jan - 27 Jan

"This property was beautiful! 2 pools and a hot tub. Room was spacious. Activities during the day. Wonderful stay. We will come back "

includes taxes & fees

10 Feb - 11 Feb

"The staff was very nice."

Condo, 1 Bedroom, Ocean View | View from room

"Property itself was very nice but the unit was older and was in need of some updates and repairs; cupboard doors did not close properly, stains and tears on sectional, ice maker broken on fridge etc… Also found nail clippings on the bathroom floor. Minor things, the pools and grounds were very nice though and we spent more time outside anyways."

"Beautiful property and nice staff, pools were clean and refreshing!"

"The condo is in a good location, walking distance to everything. The property is well stocked and has anything you might need, including items to go play on the beach or have a picnic. Accessing the property was easy and the host communication was good. No issues. We had a lovely time and would rent this property again. "

"Exceptional outdoor indoor living, "

"The property location and spectacular views from the condo were exceptional. The condo was very clean and found it exactly like the photos. Well appointed kitchen. Living area including bedroom area and adjacent bathroom were beautifully decorated. Could not open the sliding glass door on the lanai to let in breeze. We were not given the correct address for the condo in our paperwork supplied to us. Had difficulty locating condo as address given was the Knutson office. Very quiet unit...

"Owners were welcoming and allowed us to drop a few things off before actual check in time. We only stayed one night. Will stay there again next time we visit Big Island. Great location and "

includes taxes & fees

2 Feb - 3 Feb

"The open space and gentle breezes coming through the apt. were wonderful. The beds were very comfortable also. The kitchen is well equipped. The sitting areas outside and in were comfortable also. We were very pleased with our stay."

includes taxes & fees

30 Jan - 31 Jan

"The property was beautiful except the smoking area behind the dumpster was filthy"

includes taxes & fees

8 Feb - 9 Feb

"You simply cannot beat this location. The view from this unit is stunning, parking is convenient and the walk to town is very easy. The kitchen is reasonably updated and the flooring is nice throughout the unit. It's a shame the windows/sliding door/lanai are so filthy, and the furniture in the main bedroom is so poor, as this really does distract from the unit. "

"House was in excellent repair. Everthing was clean and working properly. Host communication was quick and welcoming. Thanks for letting us use your home, we had a great visit!"

"Flew in for a funeral in Hawi. Just needed a place to sleep overnight before flight. Got there late, around 9pm after the funeral and going to “Laverne’s”(bar) which was less than 20 minutes away. Upon arrival I wasn’t sure which entrance to use. Owner’s son, I believe, came out to assist me get into the lockbox and into the unit. Maybe a little a little more specific instructions would help…. like: upon entering carport, unit is on the left front of house… up the stairs. Nevertheless, bed...

includes taxes & fees

29 Jan - 30 Jan

"Great location. Kitchen well stocked. Deck nice for storing scuba equipment and relaxing with ocean view. Good use of pool and spa. 2 BR, 2 Bath made accommodations comfortable for 2 couples. "

"We thoroughly enjoyed our stay. The apparment is small, but so close to great snorkeling, that is easily within walking distance. You can see the ocean, but over the roof top of a near-by house. There are other rental properties surrounding you, so depending on who may be renting, that noise level could vary. Quiet during our stay and the host, Issacs was very helpful."

"Quiet and private"

"It is a very lovely home. We had 10 ranging from 9-76 years of age, everyone enjoyed. Beautiful home and breathtaking views. Would definitely stay here again. Thank you! "

"LOVED this condo! Fabulous location, we walked to see the sunset and eat downtown multiple nights. The pool was lovely - surrounded by beautiful plants and a quiet paradise in the middle of town (shallowest at 4ft so bring a life jacket for young kiddos). This place worked great for our 9-yr-old to stay on the couch and my spouse & I to stay in the bed. Had everything we needed in the kitchen. Really appreciated the coolers and drying rack provided as well. The property owners were very...

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Other types of properties in Kailua-Kona you may be interested in

Outdoor pool, pool cabanas (surcharge), pool umbrellas

"There was construction going on so some things were not available "

includes taxes & fees

26 Jan - 27 Jan

"We really enjoyed our stay at this hotel. Very convenient. Easy walking distance to multiple grocery stores and restaurants and a small sandy beach in Kailua-Kona. Nice pool, free morning coffee. The free water statiom to refill our water bottles was super handy as well. There are free bikes to rent which we werent able tk take advantage of. Our cards kept on getting demagentized daily which was a pain but they easily gave us new ones. As for the room it was pretty basic but clean. We stayed...

includes taxes & fees

26 Jan - 27 Jan

"It was very family friendly and the local shops are right across the street. The waterfront is your backyard"

includes taxes & fees

2 Feb - 3 Feb

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, 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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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.

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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 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?

Awesome View, Best Snorkel Beach, Big Lanais, Private Home: This highly rated holiday home rental in Kailua-Kona is located near the beach, and has a balcony, a BBQ and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind. Some other homes for rent in Kailua-Kona include Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8 and Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views.

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

With 630 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.

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Kailua-Kona Holiday Rentals

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Holiday Rentals in Kailua-Kona

Sea Village

Aston Kona by the Sea

Royal Sea Cliff Kona by OUTRIGGER

Kona Reef, A Raintree Vacation Club Resort

Kanaloa at Kona by OUTRIGGER

Castle Kanaloa at Kona

Updated condo with air conditioning in the heart of downtown Kona.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kona Mansions#301 Top Floor, Corner Unit w/Ocean views & AC

The Surf Hideaway is walking distance to everything Kona

The Flying Honu is located in the heart of Kona Town

Experience historic charm near Kailua Pier

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

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

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

🌴Kona Bali Kai #305 is absolute oceanfront. Upgraded and overlooking Banyans surf spot.🌴

Dec low rates check dates Free HS-WIFI side Ocean view walk to Magics & Kahalu'u

Oceanfront condo with ocean view, hot tub, pool, private lanai, & W/D

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location

Other types of properties in Kailua-Kona you may be interested in

Royal Kona Resort

PACIFIC 19 Kona

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

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