More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Kailua-Kona Vacation Rentals

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


$135 - $145 /night
$945 - $1540 /week
Recently remodeled 1 BR Ocean front condo, right down tow...

  25 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$499 - $499 /night
$3493 - $4550 /week
Alii Point - Luxury Villa in Private Oceanfront Community

  12 reviews   Add to Favorites

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


$204 - $222 /night
$1108 - $1653 /week
Keauhou Punahele Ocean View condo near Kona town

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
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


$298 - $412 /night
$2086 - $4186 /week
Spacious Two BR, Two Bath Ocean View Villa (Resort Fees I...

  4 reviews   Add to Favorites

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


$750 - $825 /night
$5250 - $6825 /week
Oceanfront elegance, 4 BR, Private Pool & Spa, Spectacula...

  1 reviews   Add to Favorites

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States


$150 - $175 /night
$1050 - $1953 /week
Sv4205 2 BR, Direct Oceanfront, Wifi, Breathtaking View.

  31 reviews   Add to Favorites

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


$95 - $115 /night
$665 - $1435 /week
Alii Villas 221 Gorgeous 2nd flr condo with Ocean View, W...

  1 reviews   Add to Favorites

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


$199 - $250 /night
$1393 - $1953 /week
Casa De Emdeko 219 2 Bdrm Direct Ocean Front Corner unit,...

  18 reviews   Add to Favorites

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


$141 - $185 /night
$964 - $1426 /week
Kona Makai Oceanfront complex near Kona town

  7 reviews   Add to Favorites

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


$184 - $304 /night
$1256 - $2089 /week
Kona Surf & Racquet Townhouse Rare 3 Bd

  16 reviews   Add to Favorites

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


$279 - $400 /night
$1894 - $2728 /week
Amazing Kona Sunsets House

  1 reviews   Add to Favorites

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


$117 - $162 /night
$799 - $1344 /week
Kalani Kai Kona Village condo, affordable price and so co...

  9 reviews   Add to Favorites

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


$250 - $300 /night
$1750 - $2450 /week
Experience VIntage Hawaii with an Ocean View and Private ...

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


$125 - $169 /night
$875 - $1953 /week
Kksr 185 Direct Oceanfront Townhome, Wifi, A True Gem

  34 reviews   Add to Favorites

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


$162 - $249 /night
$1134 - $1743 /week
1 bedroom/1 bathroom resort suites

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


$149 - $169 /night
$1043 - $1225 /week
Oceanfront-Incredible Views, Surf Break & Romantic Sunset...

  51 reviews   Add to Favorites

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


$88 - $179 /night
$593 - $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


$250 - $300 /night
$1750 - $2800 /week
Kksr5304 !! Direct Ocean Front, Top Floor, W/Loft! Best C...

  28 reviews   Add to Favorites

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


$180 - $265 /night
$1260 - $2170 /week
Oceanfront 2 BR condo with amazing Ocean and Sunset views

  54 reviews   Add to Favorites

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


$124 - $186 /night
$842 - $1264 /week
Keauhou Palena Golfers Delight Great Location in Kona Hawaii

  4 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States


$100 - $120 /night
$700 - $1225 /week
Casa De Emdeko 330 - Deluxe, Top Floor, Oceanview, Ac, Ex...

  23 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
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


$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


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.

This map is intended to be used as a reference only.

Hawaii (Big Island) Top Cities

Vacation Rental Deals and Specials

Find additional Vacation Rentals: