Vacation Rentals in Kailua-Kona

Vacation Rentals in Kailua-Kona

Start comparing over 673 rentals in Kailua-Kona and book at the best price!

Find Vacation Rentals in Kailua-Kona

Highlights Kailua-Kona

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

Best Vacation Rentals in Kailua-Kona

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Holualoa, South Kona
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 1
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 2
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 3
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Holualoa, South Kona
Vacation Rental • 474 ft² • 2 Bedrooms
(105 reviews)
Welcome to our condo in Hawaii, we like to give everyone a well deserved and affordable vacation. This is a very private and newly renovated, top floor corner unit centrally located in Kailua-Kona, Big Island Hawaii. 350 days of sunny weather in a year with some of the best beaches in the world, all within a short distance.Our condo complex Kona Shores is located just outside the busy part of Alii Dr. within 1 mile walking distance to the town centre and farmer's market. There is a ocean side pool with beautiful sunset and possible whale, dolphin sightings. Experienced snorkeler can also sn...
from $128 / night
Vacation Rental for 2 Guests in Kailua-Kona, South Kona
Vacation Rental for 2 Guests in Kailua-Kona, South Kona, Picture 1
Vacation Rental for 2 Guests in Kailua-Kona, South Kona, Picture 2
Vacation Rental for 2 Guests in Kailua-Kona, South Kona, Picture 3
Vacation Rental for 2 Guests in Kailua-Kona, South Kona, Picture 4
Kailua-Kona, South Kona
Vacation Rental • 603 ft² • 1 Bedroom
(58 reviews)
Kailua-Kona area on the Big Island of Hawaii.1 bedroom with new comfortable King size bed, one bathroom with tub, sleeps two people.TV in the living room and the bedroom, Free Wi-Fi, New couch.Super clean, quiet, and comfortable unit on the second floor in popular complex.Fabulous sunsets, Dolphin and Whale watching from the private lanai. Oceanfront pool and Jacuzzi. Nice BBQ facility. Off-street private parking lot.Short walk to many restaurants and shops in downtown Kona. Perfect vacation condo for everybody.The maximum rental period is two weeks.Registration identification number for th...
from $352 / night
Vacation Rental for 2 Guests in Holualoa, South Kona
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 1
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 2
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 3
Vacation Rental for 2 Guests in Holualoa, South Kona, Picture 4
Holualoa, South Kona
Vacation Rental • 700 ft² • 1 Bedroom
(54 reviews)
Spectacular Ocean front condo in highly desirable location. This condo was completely remodeled in 2023. "100% teardown to studs". Cool Air Conditioning, noise dampening windows and walls. Top end features throughout, no expense was spared. Waterfall countertops, Bosch appliances and a Temperpedic Luxbreeze mattress to help you sleep in cool comfort. Magnificent sunsets from poolside/hot tub or your private lanai. "Shorefront is rocky and fantastic for snorkeling, however there is no sandy beach directly is in front". Pool and Hot Tub and right on the ocean and looks towards downtown Kona ...
from $302 / night

Prices and availability

Current Vacation rental prices Kailua-Kona

$443for 2 Mar - 9 Mar
$449 annual average
Average price per week

Current vacation rental availability Kailua-Kona

7%for 2 Mar - 9 Mar
49% annual average
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

What is the average price for vacation rentals in Kailua-Kona?

Last year, rentals in Kailua-Kona had an annual average cost of around $345 per night.

During which months can you find the best price for vacation rentals in Kailua-Kona?

According to last year, the months that are the cheapest in Kailua-Kona are May, September and August, with average prices of $292, $300, and $304, respectively.

During which months are vacation rentals more expensive in Kailua-Kona?

At the time of booking a vacation rental in Kailua-Kona, the highest prices are found in the month of February (with an average of $442 per night), followed by March ($394), and then January ($383).

Should I plan a trip to Kailua-Kona well in advance?

When going on vacation to Kailua-Kona, it is necessary to plan ahead as 84% of rentals are usually booked, according to last year's data.

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

June, August and October are, in order of highest to lowest, the months that have the largest number of accommodations free, with an average availability of 25%, 25%, and 21%. However, even during these months, when the availability is the highest, the average is just 24%. So it is still important you always book your vacation early Kailua-Kona.

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

During this period, the availability is very low (6%). It is therefore recommended to book far in advance.

How many rentals are there in Kailua-Kona?

Holidu offers around 180 accommodations in Kailua-Kona from 4 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!

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