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. Another good choice for your trip to Kailua-Kona is Walk to White Sands Beach or Relax by Your Private Pool .

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Kailua-Kona

"No prior communication regarding the lack of air conditioning and the need to pay a fee to have a bedroom ac unit connected. The room was in excess of 80 degrees at 9:30 pm. No elevator for the third floor unit. The setting and view was outstanding. "

includes taxes & fees

8 Feb - 9 Feb

"Had a great stay!"

includes taxes & fees

1 Mar - 2 Mar

"Lovely property and unit, fun activities available but not pushy, open air layout for excellent views. Lots of pool.space. safe, free, covered parking. Close to town, beaches, market"

includes taxes & fees

25 Feb - 26 Feb

"This was the perfect location for our stay. We were a 1 mile drive from Magic Sands Beach and 1 mile drive to local shopping, dinning and entertainment! While we chose to drive everywhere, the location is totally walkable to all the attractions. Also, before booking I read reviews, and apparently other condos do not have AC. This one DOES have AC. Which was a nice surprise. Parking was effortless with lots of spaces available. Communication with the owner was easy. One more thing to note- they...

includes taxes & fees

13 Feb - 14 Feb

"We really enjoyed our stay at Kona Reef. We lucked out and had a third floor unit with an amazing view (there are a few units without a good view) that made it for us. Quiet, clean, and the staff was very friendly and responsive. "

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."

"The area around our condo was quiet, pretty and friendly "

"It’s a ground floor unit but a short walk for coffee in the cabana overlooking the ocean. The unit itself is wonderful, upgraded and clean. It has everything needed to be comfortable and enjoyable."

"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 Mar - 3 Mar

"The property is just as listed with a very comfortable deck for chilling. We loved the location that is walking distance from the beach, shopping, restaurants and coffee shops. They also have beach items available and free like chairs and snorkels. "

includes taxes & fees

16 Feb - 17 Feb

"Great spot. Comfy bed. Very well situated for tons of fun stuff on the island "

includes taxes & fees

9 Feb - 10 Feb

"Quiet and private"

"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!"

"Great location!! Everything for a good time."

includes taxes & fees

10 Feb - 11 Feb

"A gorgeous house that accommodated 8 adults, located close to the water and fairly close to the beaches. Very convenient to have 3 bathrooms. We absolutely loved that the kitchen was fully stocked and had lots of dishes to use, as we cooked for most of our meals. The pool was very relaxing after a day of exploring the island. Host was very responsive and communicated well. Would highly recommend! "

"it was clean, comfortable and convenient"

includes taxes & fees

25 Feb - 26 Feb

"It was a great place definitely would rent again. Only wish there was AC in this unit. It was hot sometimes. But we used all the fans to try and cool down the house. Other than that it was amazing! "

"The location was excellent. You could walk out to multiple shopping and dining options. Our unit was well furnished in kitchen and beach acutriments. The bed was not comfortable. And putting a sqishy piece of foam on a mediocre matress does not help. Sheets and coverings lumped up and slid around. And a small item, but for this price you shouldnt need to but TP. But overall we liked it. Beach chairs, coolers, swim fins, beach towels all there."

"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "

"I was looking for a central place to stay with diving in mind. View was fantastic and it is below 2000 feet.So very clean and having shampoo and conditioner was so helpful. Yes, there are chickens and dueling feral roosters that start crowing about 3am, close the windows worked well for us, nice and cool by then. Will be back if available again!So"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

Outdoor pool, pool cabanas (surcharge), pool umbrellas

"Stayed here a year ago but didn’t eat here because they didn’t have enough staff -cook or servers. This year we had to wait for a table because they didn’t have enough wait staff - plenty of empty tables. The rooms are simply with 2 double beds. It would be nice if there was a mirror besides the one in the bathroom."

includes taxes & fees

10 Mar - 11 Mar

"Nice outside area for swimming, relaxing, and even morning yoga! Comfortable and clean room. Efficient and helpful staff."

includes taxes & fees

10 Mar - 11 Mar

2 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

"Nice staff and beautiful views. Dinner not so great, over cooked our steak twice. However, the waiter was great and tried his best to make up fir the kitchen's mistakes."

includes taxes & fees

20 Feb - 21 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, 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 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.

Explore a world of travel with Expedia

All accommodation types in Kailua-Kona

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?

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. Another good choice for your trip to Kailua-Kona is Walk to White Sands Beach or Relax by Your Private Pool.

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

With 634 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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Kailua-Kona

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Kailua-Kona

Sea Village

Aston Kona by the Sea

Royal Sea Cliff Kona by OUTRIGGER

Kona Bali Kai

Kona Reef, A Raintree Vacation Club Resort

Kanaloa at Kona by OUTRIGGER

Castle Kanaloa at Kona

Lea Casa at Casa de Emdeko

The Surf Hideaway is walking distance to everything Kona

The Flying Honu is located in the heart of Kona Town

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

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

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

Cozy studio with WiFi and AC that is within walking distance of Magic Sands Bch

Walk to White Sands Beach or Relax by Your Private Pool

Private studio next to the beach

Across the Street From the Ocean!

Hale Kona Kai by Casago Kona

Kona Reef Resort

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

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

Royal Kona Resort

PACIFIC 19 Kona

OUTRIGGER Kona Resort and Spa

Find out more about Kailua-Kona

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends