Kailua-Kona Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Kailua-Kona

View from room
Aston Kona by the Sea

Aparthotel in Holualoa Village

4.0 star property
8.8 out of 10, Excellent, (1145)
"Courteous staff and amazing views."
Canada
Linda
$332 nightly
The price is $391
Dec 7 - Dec 8
Total with taxes and fees
Aston Kona by the Sea
Exterior
Sea Village

Condo resort in Holualoa Village

2.5 star property
8.6 out of 10, Excellent, (110)
"amazing and beautiful spot "
United States
Paul
$168 nightly
The price is $199
Dec 2 - Dec 3
Total with taxes and fees
Sea Village
Beach
Kona Bali Kai

Condo in Holualoa Village

2.0 star property
8.4 out of 10, Very Good, (55)
"Being right on the ocean is amazing! Ike’s new sandwich shop is outstanding!"
United States
Brandon
$349 nightly
The price is $411
Nov 24 - Nov 25
Total with taxes and fees
Kona Bali Kai
Aerial view
Castle Kanaloa at Kona

Apartment in Kahaluu-Keauhou

3.0 star property
7.6 out of 10, Good, (459)
"Great place to stay, close to the ocean. Very spacious!"
United States
Chad
Castle Kanaloa at Kona
2 outdoor pools
Royal Sea Cliff Kona by OUTRIGGER

Condo in Holualoa Village

4.0 star property
8.6 out of 10, Excellent, (553)
"We had a nice stay. Staff was excellent and room was very well kept and spacious."
United States
Angela
Royal Sea Cliff Kona by OUTRIGGER
Room, 1 King Bed with Sofa bed, Ocean View | View from room
Kanaloa at Kona by OUTRIGGER

Condo in Kahaluu-Keauhou

4.0 star property
8.6 out of 10, Excellent, (536)
"The condo was spacious and clean; had everything you would ever need in the kitchen. Great ocean front view. Beach chairs, umbrella, and boogie boards were in the closet."
United States
Terry
Kanaloa at Kona by OUTRIGGER
Exterior
Kona Reef Resort

Condo in Historic Kailua Village

3.0 star property
8.6 out of 10, Excellent, (170)
"We stayed here for our wedding/honeymoon and the staff was very nice as well as the location was great for exploring "
United States
John Patrick
Kona Reef Resort
Property grounds
The Flying Honu is located in the heart of Kona Town

Apartment in Historic Kailua Village

9.6 out of 10, Exceptional, (88)
"Nice, no TV, no A/C (not needed in Nov). "
United States
Juliette
$158 nightly
The price is $184
Dec 7 - Dec 8
Total with taxes and fees
The Flying Honu is located in the heart of Kona Town
Condo, 1 Bedroom | Beach | Beach nearby
Hale Kona Kai by Casago Kona

Condo in Historic Kailua Village

3.5 star property
7.0 out of 10, Good, (16)
"Room was spotless Furnished with everything we could need. Great Ocean views,Ocean breezes and the sounds of the ocean waves ,so close to the town made this a memorable stay! Very friendly host is just there when we needed her."
United States
Rama
Hale Kona Kai by Casago Kona
Terrace/patio
The Surf Hideaway is walking distance to everything Kona

Apartment in Historic Kailua Village

9.4 out of 10, Exceptional, (80)
"Clean, safe, inviting property, off street parking, and excellent hosts! Walking distance to everything: a really great spot! Definitely recommend! "
United States
Caroline R.
$131 nightly
The price is $152
Nov 24 - Nov 25
Total with taxes and fees
The Surf Hideaway is walking distance to everything Kona
Exterior
Kona Reef, A Raintree Vacation Club Resort

Condo in Historic Kailua Village

3.0 star property
8.6 out of 10, Excellent, (459)
"Clean, quiet, beautiful view of ocean, and conveniently located in town"
United States
Jamie Renee
Kona Reef, A Raintree Vacation Club Resort
Interior
Cosy studio next to Kona Beach

Apartment in Historic Kailua Village

9.6 out of 10, Exceptional, (14)
"Great location! The host was so nice & accommodating! We will definitely stay there again, it was perfect for two people! "
Canada
Nicki
$184 nightly
The price is $213
Nov 24 - Nov 25
Total with taxes and fees
Cosy studio next to Kona Beach
Outdoor dining
Luxury Oceanfront Oasis with Private Pool-Short Walk to Magic Sands Beach!

Vacation Home in Holualoa Village

10.0 out of 10, Exceptional, (48)
"Wonderful house for a large family vacation and extras for a beach day such as chairs, balls, toys, etc. Loved having the ocean and town so close. We would definitely come back! "
United States
Skye F.
Luxury Oceanfront Oasis with Private Pool-Short Walk to Magic Sands Beach!
Smart TV, fireplace, books, stereo
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation

Condo in Kahaluu-Keauhou

9.6 out of 10, Exceptional, (200)
"Excellent property, great communication "
United States
Matt N.
$486 nightly
The price is $565
Dec 1 - Dec 2
Total with taxes and fees
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Fridge, microwave, oven, stovetop
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Vacation Home in Kailua-Kona

10.0 out of 10, Exceptional, (162)
"Excellent choice and enjoyable stay"
United States
Arvind B.
$348 nightly
The price is $405
Dec 23 - Dec 24
Total with taxes and fees
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Lobby
Experience historic charm near Kailua Pier

Apartment in Historic Kailua Village

9.6 out of 10, Exceptional, (209)
"I love that it’s one the first floor. It’s right next to the pool and check in! Easy to find would recommend this place for sure!!"
United States
Jean
$255 nightly
The price is $296
Nov 30 - Dec 1
Total with taxes and fees
Experience historic charm near Kailua Pier
Pool
Casa De Emdeko Pool A/C & More!

Condo in Holualoa Village

3.5 star property
9.6 out of 10, Exceptional, (21)
"Great location, beautiful courtyard, well maintained, quiet, fantastic salt water pool overlooking the ocean and can’t say enough it was just a great place. "
United States
David
Casa De Emdeko Pool A/C & More!
Outdoor pool, a heated pool
Beautiful Pool with Stunning Ocean and Sunset Views

Vacation Home in Kalaoa

9.6 out of 10, Exceptional, (71)
"A lovely home with great amenities… great communication with the host. "
United Kingdom
Sarah
Beautiful Pool with Stunning Ocean and Sunset Views
Sun loungers, beach towels
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Vacation Home in Kalaoa

9.8 out of 10, Exceptional, (50)
"We really enjoyed the views from the Lanai and the comfortable accommodations. The beds were soft and comfortable. The kitchen was great and it was nice to be able to cook a few meals. We also used the beach chairs and beach toys that were provided which was a great perk."
United States
Chuck B.
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Property grounds
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.

Vacation Home in Kahaluu-Keauhou

9.8 out of 10, Exceptional, (97)
"We had a great time. The house is great. We loved eating on the porch and watching the ocean. The walking distance to beaches and sunsets was amazing. "
United States
Lori C.
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
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

Kona Coast Resort

Kona Coast Resort

10/10 Excellent
"Great stay, clean, friendly staff "
Miguel Eduardo 4-night trip
Posted 2 days ago
Kona Coast Resort

Price trends for vacation rentals in Kailua-Kona

Less expensive
More expensive
Next month
September
January
$317
Month
Price
January
$355
February
$348
March
$319
April
$279
May
$250
June
$252
July
$257
August
$236
September
$228
October
$297
November
$240
December
$317
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. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kailua-Kona

Everything you need to know about Kailua-Kona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kailua-Kona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kailua-Kona vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kailua-Kona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kailua-Kona rentals

At Expedia, we put the best Kailua-Kona vacation 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 vacation.

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.

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 Ocean View Home - Downtown, Fruit Trees, Sunset views: Visitors like this Kailua-Kona vacation home rental. It is located near the bay and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games. Some other homes for rent in Kailua-Kona include Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views and Luxury Oceanfront Oasis with Private Pool-Short Walk to Magic Sands Beach!.

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

With 644 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 Haleo Luau, whereas Kamakahonu Beach and Old Kona Airport State Recreation Area are a couple of picturesque spots to enjoy the outdoors. While here, Kailua-Kona Wharf and Kailua Pier 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.