Vacation Rentals in Kailua-Kona

Vacation Rentals in Kailua-Kona

Start comparing over 114 rentals in Kailua-Kona and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Popular Vacation Rentals in Kailua-Kona
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from
$89
per night

Vacation rental for 2 people, with view
2 pers., 1 bedroom, 3.8mi to the coast
FREE cancellation
4.2
(130 reviews)

from
$152
per night

Vacation rental for 2 people, with pool and jacuzzi
2 pers., 1 bedroom, 300yd to the coast
4.1
(658 reviews)

from
$167
per night

Vacation rental for 4 people, with garden and pool
4 pers., 1 bedroom, 388ft², 80yd to the coast
4.0
(6753 reviews)
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Vacation rentals with free cancellation
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from
$130
per night

Apartmenthotel for 4 people, with balcony
4 pers., 1 bedroom, 624ft², 100yd to the coast
FREE cancellation
3.5
(20 reviews)

from
$238
per night

Vacation rental for 6 people, with pool
6 pers., 3 bedrooms, 1,808ft², 200yd to the coast
FREE cancellation

from
$345
per night

Vacation rental for 8 people, with pool and view as well as balcony, child-friendly
8 pers., 3 bedrooms, 1,647ft², 150yd to the coast
FREE cancellation
4.9
(37 reviews)
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Vacation Rentals in Kailua-Kona
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from
$203
per night

Apartmenthotel for 4 people, with jacuzzi and garden as well as pool
4 pers., 1 bedroom, 750yd to the coast
FREE cancellation
4.3
(21 reviews)

from
$1,728
per night

Vacation rental for 9 people
9 pers., 4 bedrooms, 100yd to the coast
5.0
(20 reviews)

from
$129
per night

Vacation rental for 4 people
4 pers., 2 bedrooms, 250yd to the coast

from
$179
per night

Vacation rental for 2 people, with jacuzzi
2 pers., 1 bedroom, 90yd to the coast
4.8
(7 reviews)

from
$265
per night

Vacation rental for 4 people
4 pers., 2 bedrooms, 100yd to the coast
4.9
(9 reviews)

from
$592
per night

Vacation rental for 8 people
8 pers., 4 bedrooms, 850yd to the coast
4.9
(20 reviews)
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Pet-friendly Vacation Rentals
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from
$590
per night

Vacation rental for 12 people, with jacuzzi and garden as well as pool, child-friendly
12 pers., 4 bedrooms, 2.7mi to the coast
5.0

from
$212
per night

Vacation rental for 2 people, with pets
2 pers., 1 bedroom, 40yd to the coast

from
$130
per night

Vacation rental for 4 people, with ocean view and pool
4 pers., 1 bedroom, 592ft², 250yd to the coast
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Vacation Rentals with Pool
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from
$116
per night

Vacation rental for 2 people, with balcony and pool
2 pers., 1 bedroom, 250yd to the coast
4.5
(2 reviews)

from
$475
per night

Vacation rental for 4 people, with balcony and pool
4 pers., 1 bedroom, 11ft², 40yd to the coast
4.6
(41 reviews)

from
$149
per night

Apartmenthotel for 2 people, with pool and garden as well as jacuzzi
2 pers., 1 bedroom, 291ft², 40yd to the coast
FREE cancellation
3.8
(56 reviews)
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Vacation Rentals with Internet
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from
$205
per night

Vacation rental for 4 people, with jacuzzi
4 pers., 2 bedrooms, 90yd to the coast
4.7
(12 reviews)

from
$933
per night

Vacation rental for 6 people
6 pers., 3 bedrooms, 1.7mi to the coast
5.0
(20 reviews)

from
$224
per night

Vacation rental for 4 people
4 pers., 2 bedrooms, 200yd to the coast
5.0
(3 reviews)
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Find Vacation Rentals in Kailua-Kona

Map

Highlights Kailua-Kona

  • Beachside rentals
  • Outdoor activities
  • Summer destination
  • Island rentals
  • Family vacation
  • Hiking trails
  • Nature lovers destination

Most popular in Kailua-Kona

Pool 19
Internet 21
Balcony/Terrace 12
TV 19
Air conditioning 17
Parking 16

Prices and availability

Prices

October
November
December
January
February
$495
Sep 18 - Sep 25
$304 per night
Sep 25 - Oct 02
$305 per night
Oct 02 - Oct 09
$341 per night
Oct 09 - Oct 16
$397 per night
Oct 16 - Oct 23
$388 per night
Oct 23 - Oct 30
$349 per night
Oct 30 - Nov 06
$355 per night
Nov 06 - Nov 13
$338 per night
Nov 13 - Nov 20
$307 per night
Nov 20 - Nov 27
$316 per night
Nov 27 - Dec 04
$338 per night
Dec 04 - Dec 11
$345 per night
Dec 11 - Dec 18
$336 per night
Dec 18 - Dec 25
$369 per night
Dec 25 - Jan 01
$405 per night
Jan 01 - Jan 08
$375 per night
Jan 08 - Jan 15
$353 per night
Jan 15 - Jan 22
$358 per night
Jan 22 - Jan 29
$359 per night
Jan 29 - Feb 05
$382 per night
Feb 05 - Feb 12
$360 per night
Feb 12 - Feb 19
$378 per night
Feb 19 - Feb 26
$433 per night
Feb 26 - Mar 05
$495 per night
Average price per week

Availabilities

October
November
December
January
February
28 %
Sep 18 - Sep 25
23 %
Sep 25 - Oct 02
27 %
Oct 02 - Oct 09
23 %
Oct 09 - Oct 16
23 %
Oct 16 - Oct 23
21 %
Oct 23 - Oct 30
17 %
Oct 30 - Nov 06
21 %
Nov 06 - Nov 13
27 %
Nov 13 - Nov 20
27 %
Nov 20 - Nov 27
27 %
Nov 27 - Dec 04
25 %
Dec 04 - Dec 11
28 %
Dec 11 - Dec 18
23 %
Dec 18 - Dec 25
17 %
Dec 25 - Jan 01
9 %
Jan 01 - Jan 08
11 %
Jan 08 - Jan 15
23 %
Jan 15 - Jan 22
19 %
Jan 22 - Jan 29
11 %
Jan 29 - Feb 05
11 %
Feb 05 - Feb 12
11 %
Feb 12 - Feb 19
17 %
Feb 19 - Feb 26
21 %
Feb 26 - Mar 05
28 %
Percentage of available rentals

Vacation rentals in Kailua-Kona

Wonderful rental locations in Hawaii

Spend your next vacation laying by the beach in Hawaii. Kailua-Kona is known to be an unincorporated town in Hawai’i County and is located in the North Kona District of the island. Being a small town of nearly 12,000 inhabitants, this is the perfect destination for any travelers looking for a more peaceful and relaxing vacation. You will find that the town of Kailua-Kona is the center for commerce and tourism in West Hawaii, therefore it will provide you with plenty of opportunities to enjoy its natural landscape, rich history, and cultural attractions. The community of Kailua-Kona was created by King Kamehameha as his seat of government when he was the chief of Kona in the late 1700s. The town was later designated as the capital of the unified Kingdom of Hawaii. The towns geographical location is spectacular as it lays on the shores of Kailua Bay and the southern end of the Hualalai volcano. Kailua-Kona is also blessed with a warm and tropical climate all year round, making it the ideal beach destination for you.

Discover the vacation rentals

You will be thrilled to find out that there are many options when it comes to vacation rentals in Kailua-Kona. Imagine yourself spending your afternoon laying by your private pool while admiring the Hawaiian landscape, inviting your friends for some delicious barbecue and grilled pineapples on your back patio or being allowed to bring your pet along with you to hike around this beautiful island with them. However you wish to spend your time in Kailua-Kona, you surely will have a splendid time.

Vacations in Kailua-Kona

How to get there and what to do

Explore the beaches of Hawaii

If you wish to spend your next vacation on the beaches of Hawaii, you will find that reaching Kailua-Kona will be quite easy. Most people that visit Kailua-Kona will arrive in Kona. There are ulterior options, such as taking a flight to Honolulu International Airport (HNL) which is found in Oahu and then taking a regional flight of around 35 minutes to the island of Hawaii into the Kona International Airport.

Where to eat in Kailua-Kona

With such diversity in the natural landscape of the town, you will be delighted by the endless options of restaurants you will find in Kailua-Kona. Head over to ULU Ocean Grill + Sushi Lounge to find one of the best restaurants in Hawaii. This eatery is positioned oceanfront and it’s the ideal location for a romantic evening or just to enjoy some fine dining. You will be able to find locally produced seafood, meat and vegetables in a menu that fuses Pacific Rim, Polynesian and Asian flavors. Another great choice is Merriman’s. This culinary institution found in Kailua-Kona is owned by Chef Peter Merriman. He will provide you with a menu filled with locally-grown ingredients to create interpretations of traditional Hawaiian dishes.

Travelers and activities

Kailua-Kona for outdoor activities

Enjoy the beautiful outdoors of Kailua-Kona by exploring nature that surrounds the island. Head to Kealakekua Bay to find this tropical bay. Located on the South Kona coast, here you will find a spectacular coral reef to enjoy while snorkeling. The nearby area is also known to be a place of historical significance with many archaeological sites. If you want to find another great place to snorkel, head over to Kona Manta Ray Night Dive. Here you will be able to enjoy some spectacular, once in a lifetime, fiving at night. You can discover and observe some magnificent marine species of the area, including the Manta Rays.

Kailua-Kona for families

Do not miss out on a traditional Luau night while visiting Kailua-Kona. This is the perfect plan to try out with your family some traditional Hawaiian food, experience a dazzling choreography of fire knives and hula dancers, as well as many more activities. You will be able to eat the local Kalua pig, which is traditional for such events, as well as vegetarian options such as the taro rolls. Another fun activity to enjoy with your whole family is going kayaking or canoeing, you will be able to find many kayak rentals across the shore of Kona town. One of the best experiences will be kayaking through the waterways that cross the mountains in Kohala Ditch, a 110 years old water system surrounded by hand-carved tunnels which you can admire in a short 3-mile long ride.

Did you know that you can find black sand beaches in Kailua-Kona?

Top 5 travel tips for Palo Alto

1. The Pu’Uhonua o Honaunau National Historical Park

Experience history while visiting this spectacular park. If you are interested in discovering more about the roots of Hawaii, you will find this park located on the west side of Big Island and it will provide you with in-depth tours all year long.

2. Kona Farmers Markets

With the abundance of nature that surrounds the town, it is not surprising how many farmers markets you will be able to find in the area. Just in and near Kona you can visit a total of seven markets that will be able to provide you with a taste of local produce.

3. Kona Brewpub

For the brew lovers that are visiting the island, do not miss out on trying this locally run brewery. You will be able to taste some uniquely made beers that were created with Hawaiian ingredients which are hard to find anywhere else in the United States.

4. Hualalai

Go discover nature in this spectacular hiking trail. You will be able to visit the nearby volcano while choosing one of the routes that will guide you there, ranging from easy to challenging. On the top of the volcano, you will be able to enjoy one of the best vies in the town.

5. Hulihe’e Palace

Dive into history while visiting this gorgeous palace. You will find Hulihe’e Palace located in the historic district of Kailua-Kona. This was the former vacation residence of the Hawaiian royalty and now it is converted into a museum with antique furniture and artifacts.

FAQs: Vacation Rentals in Kailua-Kona

How much do you pay, on average, for vacation rentals in Kailua-Kona?

Kailua-Kona is one of the cheapest cities in the USA. For a vacation rental here, you can expect to pay around $323.01 per night.

Which months allow you to save the most on vacation rentals?

After analyzing our data from last year, the months that are the cheapest in Kailua-Kona are April, May and October, with average prices of $287.7, $290.53, and $295.31, respectively.

When does the price of vacation rentals in Kailua-Kona go up the most?

When it comes to looking for a vacation rental in Kailua-Kona, the most expensive months are, in order of highest to lowest, February, January and March, with average prices per night of $421.13, $414.71, and $352.26, respectively.

Is it necessary to plan a trip to Kailua-Kona well in advance?

So you don't run out of accommodation options in Kailua-Kona, it is necessary to plan ahead as 67% of rentals are usually booked, according to last year's data.

What are the best months for a last-minute getaway?

July, August and September are, in order of highest to lowest, the months offering the largest number of accommodations free, with respective average availability figures of 54.75%, 50.2%, and 45.75%.

When are there fewer vacation rental options available in Kailua-Kona?

Vacation rentals in Kailua-Kona reach their peak in demand in January, with an availability rate of 1%. The second most requested month is February, with 5.8%, and the third is March with 11%.

Are there many rentals in Kailua-Kona?

Holidu offers around 680 properties in Kailua-Kona from 6 different providers, so find the perfect type of accommodation you are looking for. You can count on us!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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