A coastal town with houses, a beach, and the ocean.

Kailua-Kona Holiday Rentals

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Our top choices for Kailua-Kona holiday rentals

1. The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (126 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is AU$216
includes taxes & fees
27 Aug - 28 Aug
The Surf Hideaway is walking distance to everything Kona

2. RENOVATED Kona Studio By The Ocean!!!

RENOVATED Kona Studio By The Ocean!!!
Historic Kailua Village
9.2 out of 10, Wonderful, (62 reviews)
"Very clean condo and there were a few extras available like an ice chest and snorkle gear."
United States
Andrew
The price is AU$337
includes taxes & fees
27 Aug - 28 Aug
RENOVATED Kona Studio By The Ocean!!!

3. Cosy studio next to Kona Beach

Cosy studio next to Kona Beach
Historic Kailua Village
9.6 out of 10, Exceptional, (42 reviews)
"Perfect location, clean, comfortable and very well appointed."
United States
David L.
The price is AU$323
includes taxes & fees
3 Sept - 4 Sept
Cosy studio next to Kona Beach

4. Contemporary Studio 1 minute to the Ocean!

Contemporary Studio 1 minute to the Ocean!
Historic Kailua Village
8.8 out of 10, Excellent, (94 reviews)
"Clean, great location and very well appointed for a studio!"
United States
Robert W.
The price is AU$337
includes taxes & fees
29 Aug - 30 Aug
Contemporary Studio 1 minute to the Ocean!

5. Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi

Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi
Historic Kailua Village
9.4 out of 10, Exceptional, (19 reviews)
"Great location. Perfect for a solo traveler "
United States
Rebecca W.
The price is AU$371
includes taxes & fees
25 Sept - 26 Sept
Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi

6. Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops

Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops
Historic Kailua Village
10.0 out of 10, Exceptional, (15 reviews)
"Perfect location and close to all my favorite places."
United States
Paul P.
The price is AU$368
includes taxes & fees
28 Aug - 29 Aug
Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops

7. Sunset Shores - Unit B Kauipoho

Sunset Shores - Unit B Kauipoho
2.0 star property
Kahaluu-Keauhou
10.0 out of 10, Exceptional, (1 review)
"Excellent location. Room was different than expected with pictures shown. They are a mix of rooms. Once I figured out some things, all was amazing. Quiet. Safe. Comfortable.Great location for exploring the island. Walkable small beaches. Received a lot of different emails about the property and checking in. It made it confusing but figured it out. Its kind of like staying in a friend's guest room. Never really saw anyone."
United States
Linda
The price is AU$463
includes taxes & fees
11 Sept - 12 Sept
Sunset Shores - Unit B Kauipoho

8. Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
Historic Kailua Village
9.0 out of 10, Wonderful, (80 reviews)
"There was a key code situation that never got resolved. We had to Leave the door unlocked cause we thought if it locked we would be out on the street for the night. Pool was good. Price cheap but the key thing a real problem. Not fancy for sure"
United States
Deborah
The price is AU$417
includes taxes & fees
27 Aug - 28 Aug
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

9. Kailua Studio w/ Pool Access & Garden Views!

Kailua Studio w/ Pool Access & Garden Views!
3.0 star property
Historic Kailua Village
8.8 out of 10, Excellent, (6 reviews)
"Cozy spot, a short walk from the beach and some great spots to watch the sunset."
United States
Anonymous traveller
The price is AU$521
includes taxes & fees
2 Sept - 3 Sept
Kailua Studio w/ Pool Access & Garden Views!

10. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was perfect!"
United States
Agassy
The price is AU$478
includes taxes & fees
16 Sept - 17 Sept
Ocean View Condo in the Heart of Kona

11. Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,273 reviews)
"The room, staff, property, and everything was incredible. Our family’s first time in Hawaii and I will definitely be planning on coming back. We all loved it so much! Great for kids too!"
United States
Shannon Marie
The price is AU$744
includes taxes & fees
18 Sept - 19 Sept
Aston Kona by the Sea

12. A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️
Holualoa Village
9.2 out of 10, Wonderful, (72 reviews)
"The host was very welcoming, the location is great ocean side to dolphins and whales"
Canada
Terri G.
The price is AU$451
includes taxes & fees
1 Sept - 2 Sept
A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️

13. 2 bedroom fully furnished and all included in downtown Kona with swimming pool

2 bedroom fully furnished and all included in downtown Kona with swimming pool
Historic Kailua Village
8.8 out of 10, Excellent, (75 reviews)
"great location, host was super helpful and accommodating, loved the beach equipments provided. we had a great stay"
United States
Thu N.
The price is AU$416
includes taxes & fees
3 Sept - 4 Sept
2 bedroom fully furnished and all included in downtown Kona with swimming pool

14. OCEAN Front Kona Studio - Spectacular view!

OCEAN Front Kona Studio - Spectacular view!
Historic Kailua Village
8.4 out of 10, Very good, (55 reviews)
"Great location and room was clean!"
United States
Sheryl B.
The price is AU$327
includes taxes & fees
30 Aug - 31 Aug
OCEAN Front Kona Studio - Spectacular view!

15. In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!

In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!
Historic Kailua Village
9.8 out of 10, Exceptional, (79 reviews)
"Great spot! Easy check in, comfy bed, quick ride to shops, restaurants, and breweries"
United States
Shannon M.
The price is AU$427
includes taxes & fees
27 Aug - 28 Aug
In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!

16. Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
Kalaoa
9.0 out of 10, Wonderful, (29 reviews)
"Lovely place and views. Very nice and quiet. "
Canada
Soe
The price is AU$332
includes taxes & fees
2 Sept - 3 Sept
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

17. Island Elegance Prime Spot

Island Elegance Prime Spot
2.0 star property
Kahaluu-Keauhou
8.0 out of 10, Very good, (1 review)
"It is really very close to the beach, you can even walk it.i also love the place itself. very quiet. The only thing really is the air con is very loud that you can’t sleep! That is the tie breaker. Either you sleep in comfort with the loud sound of the air conditioner blasting loud into your ear or hot but quiet during the night. I always end up turning off the air and just taking off my clothes under the covers Lol. Also the small window by the back porch doesn’t have a curtain so the neighbor...
United States
Melinda
The price is AU$452
includes taxes & fees
3 Sept - 4 Sept
Island Elegance Prime Spot

18. “Ocean View • Steps From the Water • Fresh New Look!

“Ocean View • Steps From the Water • Fresh New Look!
Historic Kailua Village
9.6 out of 10, Exceptional, (8 reviews)
"Absolutely loved the property! Very close walking distance to so many businesses and beaches. The room itself was beautifully prepared and had a lovely view of the ocean. I wish I had more time to stay, I would have dedicated a day just to relax in the room."
United States
Osmundo
The price is AU$450
includes taxes & fees
8 Sept - 9 Sept
“Ocean View • Steps From the Water • Fresh New Look!

19. Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai,

Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai,
Historic Kailua Village
9.6 out of 10, Exceptional, (44 reviews)
"The lanai and location (just one street off the shore, with a good ocean view) were definitely highlights, and everything was as advertised. We were totally satisfied with our stay. In unit washer/dryer was a plus for a beach stay. "
United States
John O.
The price is AU$507
includes taxes & fees
6 Sept - 7 Sept
Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai,

20. Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.
Historic Kailua Village
9.8 out of 10, Exceptional, (16 reviews)
"Everything was perfect loved the location and the cleanliness!!"
United States
randy v.
The price is AU$515
includes taxes & fees
25 Sept - 26 Sept
Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.
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, 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 AU$216 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 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 Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC: This highly rated holiday home rental in Kailua-Kona is located by the ocean, and has a balcony, 1 hot tub 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. Some other homes for rent in Kailua-Kona include Walk to White Sands Beach or Relax by Your Private Pool and Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts.

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

With 570 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 Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kona Brewing Company and Kaloko-Honokohau National Historical Park 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.