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

Search Holiday Rentals in Kailua-Kona

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (1,274 reviews)
"Beautiful… would stay here again, in a heartbeat!!"
United States
Dawn E Van
The price is 7.856.227 ₫
13.907.225 ₫ total
includes taxes & fees
19 Sept - 20 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 3.885.026 ₫
9.723.777 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Kailua Studio w/ Pool Access & Garden Views!

3. Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
3.5 star property
Historic Kailua Village
6.0 out of 10, (1 review)
"Kona is too citify we want a more rural surroundings "
United States
carlotta
The price is 5.725.329 ₫
13.822.884 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

4. 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 2.447.613 ₫
8.589.447 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Sunset Shores - Unit B Kauipoho

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

Kailua-kona Group Getaway: 5-unit Bundle!
3.0 star property
Historic Kailua Village
The price is 22.892.972 ₫
57.468.660 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Kailua-kona Group Getaway: 5-unit Bundle!

6. Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
3.0 star property
Historic Kailua Village
5.0 out of 10, (2 reviews)
"Worn out space with old appliances and broken screen door. Could have been cleaner. "
United States
Linda
The price is 5.725.329 ₫
13.457.328 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Nautical Theme Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

7. 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 2.311.280 ₫
8.426.732 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Island Elegance Prime Spot

8. 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 5.475.540 ₫
13.126.695 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

9. 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 3.807.388 ₫
13.419.217 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Kailua-kona Condo: Steps to Beach & Downtown!

10. 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 3.416.218 ₫
8.789.329 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Charming Kailua-kona Apartment Near Hiking & Golf!

11. 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 2.557.344 ₫
8.718.838 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Sandy Toes Getaway in Kona

12. 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 2.703.380 ₫
8.236.770 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Enjoy the Sunset Ocean Front 1BR Apt-pool On-site

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 5.016.116 ₫
12.222.708 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

14. 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 11.576.856 ₫
23.209.250 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hale O Aloha Handicap Accessible Gem in Kona!

15. Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
4.0 star property
Historic Kailua Village
The price is 5.725.329 ₫
13.822.884 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

16. 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 5.016.116 ₫
12.222.708 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Cozy Sunset Views W/ Lanai - Close To Beach 1 Bedroom Home by RedAwning

17. Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
3.5 star property
Historic Kailua Village
The price is 5.725.329 ₫
13.457.328 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning

18. Outstanding Oceanfront Studio - Kona Islander Inn Condos Condo by RedAwning

Outstanding Oceanfront Studio - Kona Islander Inn Condos Condo by RedAwning
3.5 star property
Historic Kailua Village
4.0 out of 10, (1 review)
"Mostly very clean, except sliding glass doors. Would have cleaned myself but no cleaning materials on site. Wanted to love this place. We have stayed in other units but were delighted to find a first floor unit. The good: well equipped, comfortable, plenty of towels, and beach stuff. Nice patio area. The bad: communication was awful. Don't know if the problem is with the owner or RedAwning. Most units are welcoming (flowers, complementary chocolates, coffee, and welcoming reminders about check...
United States
Sustainable
The price is 7.143.233 ₫
17.291.815 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Outstanding Oceanfront Studio - Kona Islander Inn Condos Condo by RedAwning

19. Marriott's Waikoloa Ocean Club

Marriott's Waikoloa Ocean Club
4.0 star property
Waikoloa
8.8 out of 10, Excellent, (125 reviews)
"Beautiful property"
United States
Michael
The price is 11.837.596 ₫
14.052.646 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Marriott's Waikoloa Ocean Club

20. Waikoloa Colony Villas Resort by KBM

Waikoloa Colony Villas Resort by KBM
4.5 star property
Waikoloa
The price is 19.298.671 ₫
27.800.407 ₫ total
includes taxes & fees
5 Sept - 6 Sept
Waikoloa Colony Villas 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua-Kona Hotel Reviews

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.

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.