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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Kailua-Kona vacation rentals

Exterior

Condo in Holualoa Village

Kona Bali Kai
2.0 star property
8.2 out of 10, Very Good, (74 reviews)
"Nice place to stay on a budget across the street from the beach"
United States
Edison
The price is ￥45,124
￥65,326 total
includes taxes & fees
Feb 27 - Feb 28
Kona Bali Kai
Terrace/patio

Apartment in Historic Kailua Village

The Surf Hideaway is walking distance to everything Kona
9.4 out of 10, Exceptional, (93 reviews)
"Great place"
China
Forrest
The price is ￥14,053
￥25,514 total
includes taxes & fees
Mar 1 - Mar 2
The Surf Hideaway is walking distance to everything Kona
Property grounds

Apartment in Holualoa Village

Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
9.2 out of 10, Wonderful, (145 reviews)
"Location was close to town, restaurants & shopping."
United States
Craig G.
The price is ￥21,048
￥36,472 total
includes taxes & fees
Mar 29 - Mar 30
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
Beach nearby, sun loungers, beach towels

Apartment in Historic Kailua Village

Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi
9.6 out of 10, Exceptional, (216 reviews)
"Was within walking distance to everything in town. "
United States
Scott B.
The price is ￥32,133
￥63,836 total
includes taxes & fees
Mar 2 - Mar 3
Experience historic charm near Kailua Pier - Walk to restaurants, shops,AC,Wifi
Studio | Property grounds

Condo in Historic Kailua Village

Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
4.0 star property
The price is ￥36,755
￥100,131 total
includes taxes & fees
Mar 8 - Mar 9
Garden View Studio - Kona Islander Inn Condos Condo by RedAwning
Outdoor dining

Condo in Holualoa Village

Direct Oceanfront Condo with AC, Amazing Sunsets, Tide Pools, Turtles & Surfers
10.0 out of 10, Exceptional, (238 reviews)
"Beautiful view, quiet end of Kona "
United States
Teri F.
The price is ￥63,939
￥121,096 total
includes taxes & fees
Mar 21 - Mar 22
Direct Oceanfront Condo with AC, Amazing Sunsets, Tide Pools, Turtles & Surfers
Beach nearby, sun loungers, beach towels

Apartment in Historic Kailua Village

RENOVATED Kona Studio By The Ocean!!!
9.2 out of 10, Wonderful, (56 reviews)
"Great location and we loved the lanai"
United States
James
The price is ￥16,395
￥37,616 total
includes taxes & fees
Mar 28 - Mar 29
RENOVATED Kona Studio By The Ocean!!!
House (3 Bedrooms) | Interior

Cottage in Holualoa Village

Hale O Aloha Handicap Accessible Gem in Kona!
3.0 star property
The price is ￥62,052
￥134,556 total
includes taxes & fees
Mar 29 - Mar 30
Hale O Aloha Handicap Accessible Gem in Kona!
On the beach, sun loungers, beach towels

Villa in Kahaluu-Keauhou

Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
9.8 out of 10, Exceptional, (98 reviews)
"Check in was a breeze and the new key codes are fantastic - especially at the pool gate. We have stayed here previously and hope to stay again. The condo is great and we love the location."
United States
Karen U.
The price is ￥44,500
￥105,377 total
includes taxes & fees
Mar 20 - Mar 21
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
Property grounds

Condo in Keauhou

Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
9.6 out of 10, Exceptional, (208 reviews)
"This was a great location. Close to beaches and shops, walking distance from Manta Ray snorkel tour and morning snorkel tour with Fair WindsNice quiet area"
United States
Kelly B.
The price is ￥39,035
￥99,165 total
includes taxes & fees
Mar 15 - Mar 16
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Dining

Apartment in Historic Kailua Village

Cosy studio next to Kona Beach
9.4 out of 10, Exceptional, (25 reviews)
"Great location! The host was so nice & accommodating! We will definitely stay there again, it was perfect for two people! "
Canada
Nicki
The price is ￥17,930
￥39,573 total
includes taxes & fees
Mar 3 - Mar 4
Cosy studio next to Kona Beach
Sun loungers, beach towels

Apartment in Historic Kailua Village

Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops
10.0 out of 10, Exceptional, (11 reviews)
"Impressive decorated condo. Amenities were great plus cooking items."
United States
Jr P.
The price is ￥32,180
￥63,930 total
includes taxes & fees
Mar 4 - Mar 5
Kona Isl Inn, AC,Wifi,Beachfront town of Kailua Kona, walk to restaurants, shops
Smart TV

Vacation Home in Holualoa Village

Kimo's Getaway
10.0 out of 10, Exceptional, (81 reviews)
"Had a great stay!"
United States
Miguel S.
The price is ￥22,640
￥61,547 total
includes taxes & fees
Mar 1 - Mar 2
Kimo's Getaway
Outdoor dining

Vacation Home in Kailua-Kona

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
10.0 out of 10, Exceptional, (174 reviews)
"Lovely place. Full of natural beauty around. Enjoyed the stay. "
United States
Sharan R.
The price is ￥29,467
￥65,462 total
includes taxes & fees
Mar 29 - Mar 30
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Property grounds

Vacation Home in Keauhou

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
9.8 out of 10, Exceptional, (105 reviews)
"Beautiful view, super comfy beds"
United States
Leah G.
The price is ￥32,789
￥103,544 total
includes taxes & fees
Mar 4 - Mar 5
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
1 bedroom, memory foam beds, iron/ironing board, travel crib

Condo in Holualoa Village

A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️
9.2 out of 10, Wonderful, (70 reviews)
"This was a great place to stay. The bed and the living quarters were very comfortable. The sunsets from the pool were the most special experience. Beach chairs and towels were convenient. All in all this was more affordable and close to everything one may need in a visit. "
United States
Tom K.
The price is ￥20,938
￥53,147 total
includes taxes & fees
Mar 10 - Mar 11
A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️
House | 1 bedroom, desk

Vacation Home in Kahaluu-Keauhou

Sandy Toes Getaway in Kona
2.0 star property
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 ￥17,229
￥54,484 total
includes taxes & fees
Mar 7 - Mar 8
Sandy Toes Getaway in Kona
Outdoor pool, a heated pool

Condo in Holualoa Village

Ocean View Condo in the Heart of Kona
9.8 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay at this condo! Close drive to Kona. Easy check in and out and great pool! Beautiful sunsets rights on the water. Would definitely recommend and would stay here again!"
United States
Kelly W.
The price is ￥21,703
￥62,452 total
includes taxes & fees
Mar 24 - Mar 25
Ocean View Condo in the Heart of Kona
Beach nearby, sun loungers, beach towels

Vacation Home in Keauhou

Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
9.4 out of 10, Exceptional, (158 reviews)
"nice community and nice property.It would be even better if there were a mop available, for those who take shoes off at home"
United States
Jungsang P.
The price is ￥40,514
￥91,759 total
includes taxes & fees
Mar 10 - Mar 11
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
On the beach, sun loungers, beach towels

Condo in Holualoa Village

Garden Floor Unit, Ocean Front Condo Complex, Casa De Emdeko
9.8 out of 10, Exceptional, (101 reviews)
"Amazing property,clean quiet - perfekt choice for our holiday. Check in was easy,parking space outside the gate was perfect for us. Beautiful pool area,quiet at night - everything was so nice that we didn't want to leave."
United States
Alexandra S.
The price is ￥30,402
￥71,690 total
includes taxes & fees
Mar 19 - Mar 20
Garden Floor Unit, Ocean Front Condo Complex, Casa De Emdeko
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua-Kona Hotel Reviews

PACIFIC 19 Kona

PACIFIC 19 Kona

10/10 Excellent
"The room was clean and private. Coffee in the morning was good. Great location, walking distance to everything. Beach towels, chairs, bikes are provided. Overall we had a great stay"
Daniel 2-night trip
Posted 12 hours ago
PACIFIC 19 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!

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?

Stunning Ocean Views + Designer Designed Kona Home: Visitors like this Kailua-Kona vacation home rental. It is located next to a golf course and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Some other homes for rent in Kailua-Kona include FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!. and Direct Oceanfront Condo on Private Beach Resort *Central AC *.

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

With 574 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 Haleo Luau and Hulihe‘e Palace State Monument, whereas Kamakahonu Beach and Kaloko-Honokohau National Historical Park are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Magic Sands Beach 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.