Kailua-Kona Vacation Rentals, Apartments, & More

1-50 of 328 Kailua-Kona Rentals

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Colors at Sunset from Ocean
1 / 27

Kailua-Kona Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”14 Reviews

from

$250

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 12

Kailua-Kona Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$200

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 10

Kailua-Kona Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$285

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Apartment
1 / 27

Kailua-Kona Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$95

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 16

Kailua-Kona Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$595

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 29

Kailua-Kona Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$135

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 17

Kailua-Kona Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$550

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 15

Kailua-Kona Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$600

/ night

Email Owner
Typical Awesome Sunset from Lanai
1 / 51

Kailua-Kona Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 13

“ Excellent ”3 Reviews

from

$395

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 48

Kailua-Kona Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$199

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 24

Kailua-Kona Home
5 Bedrooms / 5 Bathrooms / Sleeps 18

from

$700

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Townhouse
1 / 24

Kailua-Kona Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$395

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 30

Kailua-Kona Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$195

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 8

Kailua-Kona Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$600

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 9

Kailua-Kona Villa
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 14

Kailua-Kona Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

from

$650

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 40

Kailua-Kona Home
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$495

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Apartment
1 / 16

Kailua-Kona Apartment
Studio / 1 Bathroom / Sleeps 3

“ Excellent ”2 Reviews

from

$65

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 21

Kailua-Kona Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 12

Kailua-Kona Villa
4 Bedrooms / 3 Bathrooms / Sleeps 9

from

$600

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 14

Kailua-Kona Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$190

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 16

Kailua-Kona Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$189

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 9

Kailua-Kona Condo
1 Bedroom / 1 Bathroom / Sleeps 2

“ Excellent ”1 Review

from

$85

/ night

Email Owner
Jaw dropping views from every room!
1 / 15

Kailua-Kona Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$349

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 20

Kailua-Kona Home
1 Bedroom / 1 Bathroom / Sleeps 2

from

$95

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Guesthouse
1 / 19

Kailua-Kona Guesthouse
1 Bedroom / 1 Bathroom / Sleeps 2

from

$110

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 42

Kailua-Kona Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”4 Reviews

from

$595

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 24

Kailua-Kona Villa
5 Bedrooms / 4.5 Bathrooms / Sleeps 12

from

$800

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Townhouse
1 / 18

Kailua-Kona Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”12 Reviews

from

$200

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 21

Kailua-Kona Condo
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”16 Reviews

from

$195

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Villa
1 / 98

Kailua-Kona Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$600

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 30

Kailua-Kona Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”4 Reviews

from

$130

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 17

Kailua-Kona Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$160

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 15

Kailua-Kona Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$128

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 21

Kailua-Kona Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$250

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 12

Kailua-Kona Condo
Studio / 1 Bathroom / Sleeps 4

“ Excellent ”11 Reviews

from

$79

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 25

Kailua-Kona Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$179

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 24

Kailua-Kona Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 8

from

$650

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 11

Kailua-Kona Condo
1 Bedroom / 1 Bathroom / Sleeps 4

from

$99

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 28

Kailua-Kona Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$160

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Condo
1 / 29

Kailua-Kona Condo
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”3 Reviews

from

$139

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Apartment
1 / 19

Kailua-Kona Apartment
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”5 Reviews

from

$50

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 7

Kailua-Kona Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$325

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 14

Kailua-Kona Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$125

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 14

Kailua-Kona Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 10

“ Excellent ”10 Reviews

from

$189

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 24

Kailua-Kona Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”7 Reviews

from

$249

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 14

Kailua-Kona Home
8 Bedrooms / 9 Bathrooms / Sleeps 18

“ Excellent ”15 Reviews

from

$929

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 20

Kailua-Kona Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$279

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 15

Kailua-Kona Home
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

from

$350

/ night

Email Owner
Kailua-Kona Hawaii Vacation Rentals - Home
1 / 18

Kailua-Kona Home
4 Bedrooms / 4.5 Bathrooms / Sleeps 10

1  2  3  4  5 
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.
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