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

Kailua-Kona Vacation Rentals

  • 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 vacation rentals

1. Aston Kona by the Sea

Aston Kona by the Sea
4.0 star property
Holualoa Village
8.8 out of 10, Excellent, (1,298 reviews)
"It was a lovely place to stay. Would return if travelling to the Big Island again."
Canada
Leith
The price is ¥44,200
¥80,286 total
includes taxes & fees
Oct 31 - Nov 1
Aston Kona by the Sea

2. Sea Village

Sea Village
3.5 star property
Holualoa Village
8.8 out of 10, Excellent, (178 reviews)
"Spacious, well-equipped, smooth check-in process, even after hours. Air-conditioning is not included with the base price, but otherwise, everything was good."
United States
Travis
The price is ¥33,798
¥40,123 total
includes taxes & fees
Oct 23 - Oct 24
Sea Village

3. 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, (131 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is ¥14,248
¥25,868 total
includes taxes & fees
Oct 13 - Oct 14
The Surf Hideaway is walking distance to everything Kona

4. Cosy studio next to Kona Beach

Cosy studio next to Kona Beach
Historic Kailua Village
9.6 out of 10, Exceptional, (46 reviews)
"Parking is limited and can run out. A/c took a few hours to really cool down the room. Excellent location! Nice staff. Clean. Would stay here again."
United States
Jennifer
The price is ¥18,206
¥40,183 total
includes taxes & fees
Nov 9 - Nov 10
Cosy studio next to Kona Beach

5. Modern and Renovated Ocean Front Studio in Kona! Best Location!

Modern and Renovated Ocean Front Studio in Kona! Best Location!
Historic Kailua Village
8.6 out of 10, Excellent, (50 reviews)
"Great property with 3-5 minute walk to beach. Amazing location"
United States
Ashley
The price is ¥15,039
¥36,093 total
includes taxes & fees
Oct 12 - Oct 13
Modern and Renovated Ocean Front Studio in Kona! Best Location!

6. Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.
Historic Kailua Village
9.8 out of 10, Exceptional, (18 reviews)
"Everything was perfect loved the location and the cleanliness!!"
United States
randy v.
The price is ¥23,747
¥63,510 total
includes taxes & fees
Oct 16 - Oct 17
Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.

7. 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
9.6 out of 10, Exceptional, (21 reviews)
"Great location. Perfect for a solo traveler "
United States
Rebecca W.
The price is ¥18,380
¥45,750 total
includes taxes & fees
Oct 14 - Oct 15
Charming Condo Hotel in lovely Beach front Kailua-Kona with AC, WiFi

8. RENOVATED Kona Studio By The Ocean!!!

RENOVATED Kona Studio By The Ocean!!!
Historic Kailua Village
9.2 out of 10, Wonderful, (65 reviews)
"Very clean condo and there were a few extras available like an ice chest and snorkle gear."
United States
Andrew
The price is ¥15,673
¥36,845 total
includes taxes & fees
Oct 17 - Oct 18
RENOVATED Kona Studio By The Ocean!!!

9. “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, (9 reviews)
"Amazing place with a beautiful ocean view. Loved it."
United States
Brett
The price is ¥22,084
¥52,793 total
includes taxes & fees
Oct 18 - Oct 19
“Ocean View • Steps From the Water • Fresh New Look!

10. 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, (16 reviews)
"Perfect location and close to all my favorite places."
United States
Paul P.
The price is ¥16,955
¥43,893 total
includes taxes & fees
Oct 24 - Oct 25
Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops

11. Oceanfront -Waterview 1 BedroomCondo Heart of Town at Kona Plaza walk to Ironman

Oceanfront -Waterview 1 BedroomCondo Heart of Town at Kona Plaza walk to Ironman
Historic Kailua Village
9.2 out of 10, Wonderful, (34 reviews)
"Excellent location for a big island vacation"
United States
William R.
The price is ¥22,005
¥62,214 total
includes taxes & fees
Oct 14 - Oct 15
Oceanfront -Waterview 1 BedroomCondo Heart of Town at Kona Plaza walk to Ironman

12. Ocean View Condo in the Heart of Kona

Ocean View Condo in the Heart of Kona
Holualoa Village
9.6 out of 10, Exceptional, (45 reviews)
"Everything was perfect!"
United States
Agassy
The price is ¥16,955
¥55,556 total
includes taxes & fees
Oct 14 - Oct 15
Ocean View Condo in the Heart of Kona

13. Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi
Historic Kailua Village
9.6 out of 10, Exceptional, (227 reviews)
"I traveled s as lone and found my stay very easy"
United States
Virgilia A.
The price is ¥18,380
¥45,750 total
includes taxes & fees
Oct 24 - Oct 25
Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi

14. 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 ¥25,171
¥62,214 total
includes taxes & fees
Oct 25 - Oct 26
Heart of Kona Ocean View Condo w/ Pool, Oversized Lanai,

15. Kona Islander Inn - Prime Downtown Location with Hot Tub, Pool & Beach!

Kona Islander Inn - Prime Downtown Location with Hot Tub, Pool & Beach!
Historic Kailua Village
9.8 out of 10, Exceptional, (9 reviews)
"would stay here again for sure! the location was great and the hosts were super responsive to any message i sent! "
United States
Emily C.
The price is ¥23,588
¥58,877 total
includes taxes & fees
Oct 26 - Oct 27
Kona Islander Inn - Prime Downtown Location with Hot Tub, Pool & Beach!

16. 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)
"Overall our stay was fantastic!! Quick response when our code failed for the door. Walking distance to many areas including the ocean. Would definitely stay again!!"
United States
Elizabeth G.
The price is ¥20,105
¥54,243 total
includes taxes & fees
Nov 1 - Nov 2
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

17. OCEAN Front Kona Studio - Spectacular view!

OCEAN Front Kona Studio - Spectacular view!
Historic Kailua Village
8.4 out of 10, Very good, (57 reviews)
"Great location and room was clean!"
United States
Sheryl B.
The price is ¥15,673
¥37,952 total
includes taxes & fees
Oct 22 - Oct 23
OCEAN Front Kona Studio - Spectacular view!

18. Ocean Front Condo at The Royal Sea-Cliff Resort

Ocean Front Condo at The Royal Sea-Cliff Resort
Holualoa Village
9.2 out of 10, Wonderful, (102 reviews)
"Great stay"
United States
Michael M.
The price is ¥32,058
¥74,704 total
includes taxes & fees
Oct 24 - Oct 25
Ocean Front Condo at The Royal Sea-Cliff Resort

19. Super Clean~Ocean Front! Watch Whales & Dolphins while having your coffee

Super Clean~Ocean Front! Watch Whales & Dolphins while having your coffee
Holualoa Village
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful and communicative hosts. Clean and comfortable condo with beautiful ocean views and the sound of the waves at night was amazing!"
United States
Krishna C.
The price is ¥47,493
¥121,653 total
includes taxes & fees
Oct 22 - Oct 23
Super Clean~Ocean Front! Watch Whales & Dolphins while having your coffee

20. BEST OCEANFRONT VIEWS in KONA, HI - Newly Remodeled Condo

BEST OCEANFRONT VIEWS in KONA, HI - Newly Remodeled Condo
Holualoa Village
8.8 out of 10, Excellent, (79 reviews)
"Fantastic oceanfront location! We had a minor issue with lockbox and host sorted it immediately. Condo spotlessly clean and great appliances plus all the beach chairs etc . A very comfortable stay"
United Kingdom
Anna T.
The price is ¥20,422
¥71,501 total
includes taxes & fees
Oct 13 - Oct 14
BEST OCEANFRONT VIEWS in KONA, HI - Newly Remodeled 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kailua-Kona Hotel Reviews

Price trends for vacation rentals in Kailua-Kona

Less expensive
More expensive
This month
Next month
June
March
¥35,283
¥35,283
Month
Price
January
¥45,216
February
¥42,035
March
¥46,771
April
¥35,371
May
¥41,796
June
¥23,870
July
¥30,212
August
¥27,573
September
¥33,134
October
¥35,283
November
¥35,283
December
¥35,692
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kailua-Kona.

Find out more about Kailua-Kona

Search for holiday rentals in Kailua-Kona on Expedia! You can easily find your home rentals, villas, holiday apartments in Kailua-Kona using one of the methods below:

  • View our selection of featured holiday rentals in Kailua-Kona
  • Use the map to find apartments and other holiday homes in the Kailua-Kona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua-Kona while they last

Look no further and take a look at our great range of rental properties in Kailua-Kona!

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Kailua-Kona?

Yes, we have vacation rentals in Kailua-Kona close to Kona Community Aquatic Center, or you can choose a secluded option if you'd like a relaxing place to 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 coffeehouses and top-notch restaurants.

What are some of the best vacation home rentals that Kailua-Kona has to offer?

Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views: Visitors like this Kailua-Kona vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Kailua-Kona include Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10 and Summer Deal Kona Oceanfront Estate with Pool Water Slide Guest House.

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

With 561 Expedia vacation rentals, you're sure 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 vacation rentals like in Kailua-Kona?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Kailua-Kona. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.