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

Holiday Rentals in Kailua-Kona

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Our top choices for Kailua-Kona holiday rentals

1. Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,282 reviews)
"Beautiful… would stay here again, in a heartbeat!!"
United States
Dawn E Van
The price is €436
includes taxes & fees
13 Sept - 14 Sept
Aston Kona by the Sea

2. 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 €320
includes taxes & fees
18 Sept - 19 Sept
Kailua Studio w/ Pool Access & Garden Views!

3. 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 €274
includes taxes & fees
11 Sept - 12 Sept
Sunset Shores - Unit B Kauipoho

4. Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
10.0 out of 10, Exceptional, (1 review)
The price is €403
includes taxes & fees
11 Sept - 12 Sept
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

5. Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!
3.0 star property
Historic Kailua Village
The price is €433
includes taxes & fees
11 Sept - 12 Sept
Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

6. Kailua-kona Group Getaway: 5-unit Bundle!

Kailua-kona Group Getaway: 5-unit Bundle!
3.0 star property
Historic Kailua Village
The price is €1,894
includes taxes & fees
22 Sept - 23 Sept
Kailua-kona Group Getaway: 5-unit Bundle!

7. Charming Kailua-kona Apartment Near Hiking & Golf!

Charming Kailua-kona Apartment Near Hiking & Golf!
3.0 star property
Kalaoa
8.8 out of 10, Excellent, (8 reviews)
"Enjoyed everything about my stay!"
United States
Bruce
The price is €374
includes taxes & fees
10 Oct - 11 Oct
Charming Kailua-kona Apartment Near Hiking & Golf!

8. Kailua-kona Condo: Steps to Beach & Downtown!

Kailua-kona Condo: Steps to Beach & Downtown!
3.5 star property
Historic Kailua Village
8.0 out of 10, Very good, (1 review)
"It was a decent stay. Would stay again. The bathroom shower needed some attention . Mold and mildewy on the plastic shower curtain liner. Other than that, it was older and a bit dated, but it was comfortable and clean for the most part."
United States
Brian
The price is €493
includes taxes & fees
3 Oct - 4 Oct
Kailua-kona Condo: Steps to Beach & Downtown!

9. 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 €275
includes taxes & fees
15 Sept - 16 Sept
Island Elegance Prime Spot

10. Sandy Toes Getaway in Kona

Sandy Toes Getaway in Kona
2.0 star property
Kahaluu-Keauhou
9.0 out of 10, Wonderful, (2 reviews)
"Overall, liked the place. The only issue I had was trying to communicate with someone. I just had a quick question and I couldn’t get an answer. But the place was great. "
United States
Evelyn
The price is €279
includes taxes & fees
28 Sept - 29 Sept
Sandy Toes Getaway in Kona

11. Enjoy the Sunset Ocean Front 1BR Apt-pool On-site

Enjoy the Sunset Ocean Front 1BR Apt-pool On-site
2.0 star property
Holualoa Village
The price is €265
includes taxes & fees
14 Sept - 15 Sept
Enjoy the Sunset Ocean Front 1BR Apt-pool On-site

12. Hale O Aloha Handicap Accessible Gem in Kona!

Hale O Aloha Handicap Accessible Gem in Kona!
3.0 star property
Holualoa Village
The price is €765
includes taxes & fees
14 Sept - 15 Sept
Hale O Aloha Handicap Accessible Gem in Kona!

13. Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
The price is €403
includes taxes & fees
18 Sept - 19 Sept
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

14. Marriott's Waikoloa Ocean Club

Marriott's Waikoloa Ocean Club
4.0 star property
Waikoloa
8.8 out of 10, Excellent, (127 reviews)
"Beautiful property"
United States
Michael
The price is €463
includes taxes & fees
12 Sept - 13 Sept
Marriott's Waikoloa Ocean Club

15. Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea
4.0 star property
Waikoloa
The price is €853
includes taxes & fees
11 Sept - 12 Sept
Luxury Beach Front Villa - Kolea

16. Waikoloa Colony Villas Resort by KBM

Waikoloa Colony Villas Resort by KBM
4.5 star property
Waikoloa
The price is €916
includes taxes & fees
11 Sept - 12 Sept
Waikoloa Colony Villas Resort by KBM

17. Halii Kai Resort by KBM

Halii Kai Resort by KBM
4.0 star property
Waikoloa
The price is €3,293
includes taxes & fees
11 Sept - 12 Sept
Halii Kai Resort by KBM

18. Kolea Kai Resort by KBM

Kolea Kai Resort by KBM
4.5 star property
Waikoloa
The price is €7,372
includes taxes & fees
11 Sept - 12 Sept
Kolea Kai Resort by KBM

19. The Islands At Mauna Lani Resort by KBM

The Islands At Mauna Lani Resort by KBM
5.0 star property
Kamuela
10.0 out of 10, Exceptional, (1 review)
The price is €3,350
includes taxes & fees
11 Sept - 12 Sept
The Islands At Mauna Lani Resort by KBM
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. 

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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?

Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years: This highly rated holiday home rental in Kailua-Kona has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in Kailua-Kona include Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views and Kona Ocean View Home - Downtown, Fruit Trees, Sunset views.

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

With 566 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.