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Kailua-Kona Vacation Rentals & Apartments - 272 Rentals Available

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272 Vacation rentals

(19)

1 / 19

Kailua-Kona Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Enjoyed the view of the ocean and wildlife while staying at this condo. The amenities were more than we expected! Boogie boards, snorkeling equipment, cheese slicer, and a bedroom right off the deck so you could leave the doors open and hear the...”
- Review left on 03/12/2017

$183

Excellent (19 reviews)

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from $183 / night

1 / 23

Kailua-Kona Villa

  • 5
  • 12
  • Min stay varies
  • Ask about children

from $650 / night

(3)

1 / 18

Kailua-Kona Manor house

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Very Good (3 reviews)

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from $200 / night

1 / 27

Kailua-Kona House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$599

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from $599 / night

(5)

1 / 51

Kailua-Kona House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I really enjoyed the stay at this property. The setting and the facilities are perfect for an active family. The location and weather was perfect. We would not hesitate to recommend this property to our friends and family. We would also...”
- Review left on 10/17/2016

$375

Very Good (5 reviews)

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from $375 / night

(7)

1 / 19

Kailua-Kona Apartment

  • 2
  • 4
  • 6 nights min
  • Nearest beach 5 mi
  • Ask about children
“Quiet location with a nice garden full of song birds. Attentive, fun host who did everything possible to make us feel at home. A great place away from the buzz of the city yet close to beaches and restaurants. Good place to go for morning walks or...”
- Review left on 01/02/2017

$55

Excellent (7 reviews)

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from $55 / night

(1)

1 / 12

Kailua-Kona Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$159

Excellent (1 reviews)

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from $159 / night

1 / 26

Kailua-Kona House

  • 5
  • 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$499

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from $499 / night

(12)

1 / 12

Kailua-Kona Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was my 4th reservations with Rita at Kona Islander Inn. There was a little rearranging so my boyfriend (his first stay) and I ended up staying in another condo than previously thought which was pleasant but not Rita's room. It all worked out ( I...”
- Review left on 02/09/2017

$79

Very Good (12 reviews)

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from $79 / night

(9)

1 / 105

Kailua-Kona House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool

$395

Very Good (9 reviews)

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from $395 / night

1 / 16

Kailua-Kona Townhouse

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$225

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from $225 / night

(7)

1 / 13

Kailua-Kona Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This is a beautiful spot to stay at. We watched the sunset from the lanai and the white sands beach across the street. This is a nice and quiet location. The condo was perfect and had everything we needed. To be able to listen to the waves crash...”
- Review left on 03/13/2017

$130

Excellent (7 reviews)

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from $130 / night

1 / 18

Kailua-Kona Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $160 / night

(1)

1 / 16

Kailua-Kona House

  • 5
  • 12
  • Min stay varies
  • Ask about children
“very good rental house with a good pool, nice yard, full kitchen, beer coolers and boogie boards to use at the beach. I would stay again...”
- Review left on 01/09/2014

$600

Excellent (1 reviews)

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from $600 / night

(23)

1 / 27

Kailua-Kona House

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
“Warm and inviting family home. I could have spent the whole vacation on the balcony watching the ocean and spotting whales. Great location for exploring the rest of Hawai'i too! Owner was delightful in arranging our stay, very accommodating...”
- Review left on 03/02/2017

$288

Excellent (23 reviews)

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from $288 / night

(1)

1 / 49

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“the neighbourhood is quiet and very peaceful especially at night . watching the sun set in the evening while sitting on the pool deck is a pleasant way to end the day . the view is unobstructed and you can tell what day of the week it is by observing...”
- Review left on 05/17/2016

$990

Excellent (1 reviews)

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from $990 / night

1 / 24

Kailua-Kona House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1875

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from $1875 / night

(6)

1 / 21

Kailua-Kona House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
“Our family of five enjoyed three nights at this wonderful ocean-view site. Cathleen was great to work with, and we even had a gorgeous bouquet of fresh flowers there to greet us! For us, the house was more of a base of operations than a place to hang...”
- Review left on 07/23/2016

$300

Excellent (6 reviews)

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from $300 / night

(3)

1 / 14

Kailua-Kona House

  • 2
  • 4
  • 7 nights min
  • Ask about children
“Excellent stay. Modern furniture, very nice and private lanai with a sea and sunset view. Perfect for a family of 4 like us...”
- Review left on 05/16/2015

$275

Excellent (3 reviews)

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from $275 / night

1 / 25

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Ask about children

from $310 / night

(1)

1 / 12

Kailua-Kona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children

$800

Excellent (1 reviews)

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from $800 / night

1 / 23

Kailua-Kona House

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Ask about children

from $479 / night

1 / 11

Kailua-Kona House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$249

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from $249 / night

(11)

1 / 14

Kailua-Kona House

  • 3
  • 8
  • 6 nights min
  • Ask about children
“What a great place to live while in paradise. Very cute place maybe 50 yards to the beach and the waves. Tom and Gidget have the home really stocked up. Upgraded kitchen with a dishwasher and lots of counter space. Plenty of pillows blankets and...”
- Review left on 01/18/2017

$130

Very Good (11 reviews)

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from $130 / night

(5)

1 / 20

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The pictures do not do this rental justice. We walked in and were in awe. Speechless. It is beautiful inside. Extremely spacious. The landscaping is luscious and gorgeous. Very private. An added plus is the private pool which we used at least two to...”
- Review left on 10/10/2015

$295

Excellent (5 reviews)

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from $295 / night

1 / 12

Kailua-Kona House

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children

from $500 / night

1 / 20

Kailua-Kona House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children

from $815 / night

1 / 29

Kailua-Kona Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

from $800 / night

(2)

1 / 39

Kailua-Kona House

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$399

Excellent (2 reviews)

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from $399 / night

(1)

1 / 21

Kailua-Kona House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1500

Excellent (1 reviews)

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from $1500 / night

1 / 19

Kailua-Kona House

  • 3
  • 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

$199

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from $199 / night

1 / 28

Kailua-Kona House

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1379

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from $1379 / night

1 / 36

Kailua-Kona Apartment

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1185

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from $1185 / night

(12)

1 / 15

Kailua-Kona House

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Ask about children
“The Hibiscus Pool Home was an awesome fit for our vacation in Kona. We were close to the beaches, to town, and family was nearby. The kids loved the pool and all the beach gear was much appreciated. The sunsets from the lanai were stunning every...”
- Review left on 02/26/2016

$149

Excellent (12 reviews)

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from $149 / night

(1)

1 / 24

Kailua-Kona House

  • 5
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children

$845

Excellent (1 reviews)

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from $845 / night

1 / 24

Kailua-Kona House

  • 5
  • 18
  • Min stay varies
  • Ask about children
  • Air conditioning

from $499 / night

(10)

1 / 14

Kailua-Kona House

  • 4
  • 10
  • Min stay varies
  • Ask about children
“A child friendly home with lots of space. Well equipped with a great view and great location. Had everything we needed! A little work needed in the house-screens to fit, leaky fridge, but everything was wonderful ... nice barbecue and lanai was...”
- Review left on 01/30/2017

$130

Very Good (10 reviews)

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from $130 / night

(1)

1 / 24

Kailua-Kona House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$385

Excellent (1 reviews)

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from $385 / night

1 / 12

Kailua-Kona House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

from $590 / night

(2)

1 / 16

Kailua-Kona House

  • 5
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The property was beautiful. We had lots of beach/fun in the sun equipment for us to use including towels and boggie boards. We did not have a view of the ocean which was implied in the ad but we had easy beach access across the street in both...”
- Review left on 03/13/2017

$450

Very Good (2 reviews)

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from $450 / night

About Kailua-Kona

If you're planning a once-in-a-lifetime Hawaiian vacation, you may want to consider Kailua Kona vacation rentals. This picturesque small town (often called just "Kona" by the locals) offers a temperate, balmy climate year-round, making trip-planning a breeze.

When you visit this island paradise, you'll enjoy breathtaking views of the nearby Mauna Loa and Mauna Kea mountains, both of which reach 13,000 feet. The isolation of Kailua Kona, HI also makes for unparalleled views of the night sky, making this an ideal destination for romantics and amateur astronomers.

Like many destinations in Hawaii, this city has a very laid-back, friendly atmosphere, and you'll enjoy meeting the locals as much as you'll take pleasure in the island's many attractions and amenities. Kailua Kona, HI beach rentals include something for every budget and lifestyle, from small bungalows to sprawling villas on the water.

When you leave the comforts of your rental property, there are plenty of things to do on this large island. Tourist favorites include parasailing and snorkeling. What better way to spend your Hawaiian vacation than soaring above the crystal clear waters or taking a snorkel tour to Kealakekua Bay? You can even take a night swim with the manta rays. If you really have an adventurous streak, you might ask the locals about the island's exhilarating cliff-diving options. A helicopter tour is another great way to take in the sights and sounds if you're not afraid of heights. If you prefer to keep your feet on dry land, plenty of scenic golf courses can be found up and down the coast as well.

The outdoor activities might take center stage on this Hawaiian island, but Kailua Kona also offers plenty of shopping, dining, and nightlife options. Charming local restaurants serve up mouthwatering Hawaiian and Thai food that will help fuel your island explorations, including the Big Island Grill and Kona Mix Plate. If you're looking for a souvenir by which to remember your trip, many shops and art galleries can be found within a short distance of many Kailua Kona vacation home rentals. Whether you're looking for beautiful hand-carved items or a shark-tooth necklace, you'll find something to satisfy your eye.

As you can see, finding things to do on your island vacation shouldn't be a problem. In fact, we're guessing that your only problem might be bringing yourself to say goodbye. If the amazing attractions and charming island culture doesn't sweep you off your feet, the comforts of the Kailua Kona vacation rentals are likely to seal the deal.

Kailua-Kona is in the North Kona District of the Island of Hawai’i, otherwise known as the Big Island. It is served by the Kona International Airport and is north of Kalaoa. King Kamehameha used to hold court here, and you can do the same with a Kailua-Kona condo rental.

Things to Do

Kailua-Kona, often called Kona, was a sleepy fishing village, and there are many activities visitors can do to remind them of this, including boat tours, scuba, snorkeling, dolphin and whale watching, and fishing charters. The major draw to this area is its extraordinary natural beauty.

Drive the Saddle Road, take a nature tour, explore the volcano, conquer the Mauna Kea summit, or enjoy the beauty of the crystal waters from one of the many breathtaking beaches. The Manini’owali Beach is a favorite and because of that draws a crowd. If you want something a little less crowded, Makalawena/Pu’u Ali’I offers a beautiful beach and far fewer people because it’s best accessed by a four-wheel-drive. To get to the beach, you’ll go over a lava field, but it's worth it. The Kona Brewing Company is also a lot of fun.

Transit

Taxis are very high-priced in Kona. Most people opt to rent cars when there. They are also a great way to explore the island and get away from the more congested places. Many of the cruises do not leave from harbors in town, so without a car, you’d need a way to get there another way. Public transportation is very limited on the Big Island.

Still, Kailua-Kona is very small, so if you had no intention of ever leaving your Kailua-Kona condo rental and the area in general, you could go without a car, but you would be missing the majesty of the rest of the island.

Climate

One of the many beauties of a Hawaiian island is the moderate temperatures and warm coastal breezes. Most of the year temps are in the high 70s and low 80s. Summers are in the high 80s. Kona has a tropical, semi-arid climate. February is the coolest month, where daily highs average in the mid-70s.

Events

Kailua is the beginning and end point for the annual Ironman World Championship Triathlon held every October. The town also plays host to the annual Kona Coffee Festival every November where they crown Miss Kona Coffee and celebrate Hawaii’s oldest food festival.

Shopping

Kona offers a lot of distinct shopping opportunities. There’s the Kona Farmers Market, featuring the freshest veggies and fruits from the area. You can even pick up a few souvenirs from the local artisans. The Keauhou Shopping Center may seem like your average strip mall, but it’s a great place for souvenirs and catching the sunset. The Kona Inn Shopping Village is the home to many art galleries and boutiques.

A Kailua-Kona condo rental gives you the perfect spot from which to explore the Big Island. There are options in all sizes and for all budgets, from oceanfront studios to luxury beachfront homes. Come relax and enjoy the island’s beauty.
 
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