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Kailua-Kona Vacation Rentals

149 Kailua-Kona Vacation Rentals were found matching your criteria.


$120 - $130 /night
$840 - $1435 /week
Keauhou Punahele C-201 Renovated, Wifi, 2 bed/2 bath, Spa...

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$210 - $225 /night
$1470 - $2135 /week
Completely Remodeled, Spacious Oceanfront 2 BR condo w/ A...

  6 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$895 - $925 /night
$6265 - $7665 /week
Unobstructed Oceanfront, 3 BR, Private Pool & Spa, Specta...

  2 reviews   Add to Favorites

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States



$1393 - $1925 /week
Luxurious 3 BR Townhome with Lovely Ocean Views! Close to...

  6 reviews   Add to Favorites

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$147 - $215 /night
$1007 - $1552 /week
Lunapule Kona Affordable Condo near Kona Town very comfor...

  7 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$129 - $159 /night
$903 - $1743 /week
Banyan Tree 404:top Floor Direct oceanfront condo

  13 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States


$184 - $275 /night
$1256 - $2501 /week
Mauna Loa Village 55 Luxury condo near Kona town, ocean a...

  4 reviews   Add to Favorites

Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$75 - $90 /night
$525 - $1225 /week
Kona Isle A4 Beautifully upgraded condo. Ground Floor, Wi...

  25 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$735 - $850 /night
$5145 - $8855 /week
Large 7 BR custom home, Private Pool & Spa, Spectacular O...

  36 reviews   Add to Favorites

Home: 7 Bedroom, 7 Bathroom, Sleeps 17
Location: Kailua-Kona, Hawaii, United States


$450 - $535 /night
$3150 - $4410 /week
Piko Nani (Hilltop Beauty) Estate

  10 reviews   Add to Favorites

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States



$3675 - $6300 /week
Luxury Villa Estate with Pool, Hottub & Oceanview!

  1 reviews   Add to Favorites

Villa: 5 Bedroom, 5 Bathroom, Sleeps 15
Location: Kailua-Kona, Hawaii, United States


$125 - $125 /night
$875 - $1050 /week
Lunapule Kona # 106 - Pool

  42 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$123 - $179 /night
$840 - $1385 /week
Kona Big Island Oceanfront Complex - Alii Villas

  7 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$95 - $110 /night
$665 - $1435 /week
Alii Villas 340 Gorgeous Top floor Condo. Wifi! Great price!

  17 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$95 - $110 /night
$665 - $1225 /week
Kona Isle B31 Top Floor, Oceanview, & Ac!!!

  10 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$420 - $525 /night
$2940 - $4200 /week
Exquisite Three BR, Three Bath Ocean view Villa (Resort F...

  5 reviews   Add to Favorites

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$3425 - $4565 /night
$23975 - $31955 /week
Alii Honu Kai

Home: 3 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States


$105 - $140 /night
$735 - $1435 /week
Kona Isle E23 Direct Ocean Front, Wifi, 2nd floor, Gorgeo...

  15 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$109 - $155 /night
$763 - $1400 /week
Special $109 Summer Rate, Deluxe One BR Condo with Amazin...

  16 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States


$125 - $205 /night
$875 - $1953 /week
Kksr2103 Direct Oceanfront, Ground Floor, Wifi!

  28 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$135 - $135 /night
$945 - $1330 /week
1 BR condo with a loft in oceanfront complex, amazing Oce...

  22 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$125 - $155 /night
$875 - $1575 /week
Large 2 bedroom, 2 bath condo right down town

  5 reviews   Add to Favorites

Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States


$120 - $150 /night
$840 - $1225 /week
5-Star Kona Coast Resort Gorgeous, King Bed, Ac, Spacious!

  15 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$215 - $215 /night
$1089 - $1469 /week
Perfect Vacation Condo in Kona

  12 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$450 - $795 /night
$3150 - $5565 /week
Beautiful 4 BR home with Private Pool and unobstructed Oc...

  13 reviews   Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States


Why stay in a vacation rental or villa in Kailua-Kona? One word: relaxation. You'll be far not just from the urban setting of Hilo, but from the bustling Honolulu and Oahu. You'll be far from the maddening tourists on Maui. But you'll be on the Big Island, with lots to see and do. And if you decided to stay in your vacation villa in Kona, you'll be blessed with some of the best weather found anywhere. The weather is so good there that over the centuries, Hawaiian monarchs made this area their home. You can even see a reconstruction of King Kamehameha's beach quarters outside the hotel that bears his name. There's also Hulihe'e Palace, the last home of native Hawaiian Royals before the islands were absorbed into the United States.

Kailua-Kona is a great home base from which to explore the Big Island of Hawaii. You may have to drive a bit, but the scenery is worth it. Plus there are plenty of interesting stops along the way. Drive north and you'll see cowboys as you travel through Waimea. Head south and you'll see coffee plantations and quaint places to stop for lunch and shopping, as well as black sand and green sand beaches. Since you've come all this way, perhaps check out the Kapoho vacation rentals and spend a few days on the easy side of the island before heading back to Kona.

Or, just hang around Kailua-Kona. Mark Twain summed up Kailua best: "We landed at Kailua, a little collection of native grass houses reposing under tall cocoanut trees - the sleepiest, quietest, Sundayest looking place you can imagine. Ye weary ones that are sick of the labor and care, and the bewildering turmoil of the great world, and sigh for a land where ye may fold your tired hands and slumber your lives peacefully away, pack up your carpet sacks and go to Kailua! A week there ought to cure the saddest of you all.”

While you may not find yourself resting in a grass house, you’ll certainly feel as if you don’t have to do anything at all when you’re in Kailua-Kona. But if the urge to get active does overcome you, there’ll be plenty to do. Kailua-Kona offers everything you’d expect from a popular beach community—lots of great shopping, fantastic restaurants, friendly locals, welcoming bars and pubs, fishing, beachcombing, parasailing, surfing and whatever else you might want to do under the warm, Hawaii sun.

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