More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Kailua-Kona Vacation Rentals

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


Featured
$225 - $275 /night
$1575 - $1925 /week
Orchid House at Kona Bay - Perfect Beach Hideaway!

  2 reviews   Add to Favorites

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


$117 - $168 /night
$799 - $1262 /week
Kailua Bay Resort Fantastic In Town Location

  1 reviews   Add to Favorites

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


$153 - $203 /night
$1046 - $1385 /week
Kona Coast Resort Enjoy Ocean Views

  10 reviews   Add to Favorites

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


$95 - $115 /night
$665 - $1435 /week
Amazing Oceanfront Kona Isle D21

  25 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
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


$116 - $150 /night
$812 - $1435 /week
Kms313 Top Floor Direct Oceanfront!!! Wifi in condo! Gorg...

  47 reviews   Add to Favorites

Condo: Studio, 1 Bathroom, Sleeps 2
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


$174 - $174 /night
$634 - $1344 /week
Great for Whale Watching!

  3 reviews   Add to Favorites

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


$145 - $207 /night
$977 - $1604 /week
Kona Makai Oceanfront complex on Alii Dr

  2 reviews   Add to Favorites

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


$120 - $135 /night
$840 - $1050 /week
Kona Pacific Value

  35 reviews   Add to Favorites

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


$90 - $100 /night
$630 - $1435 /week
Kms209 Direct Oceanfront, 2nd floor, Gorgeous!

  37 reviews   Add to Favorites

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


$85 - $85 /night
$595 - $1435 /week
Kalanikai- Corridor Ocean View, 1st floor in the heart of...

  4 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States


$110 - $135 /night
$770 - $1435 /week
Kms109 Groundfloor, Direct Oceanfront, Wifi, Kona Magic S...

  36 reviews   Add to Favorites

Condo: Studio, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States


$105 - $105 /night
$735 - $1120 /week
One BR condo, right on the edge of town, great Ocean views

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States


$145 - $150 /night
$1015 - $1750 /week
Large Oceanfront 1 BR, 2 bath condo right down town, grea...

  25 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States


Featured
$89 - $119 /night
$623 - $1015 /week
Ac Included! Lovely Island Home- Casa De Emdeko #221

  5 reviews   Add to Favorites

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


Featured
$95 - $110 /night
$665 - $1225 /week
Kona Isle B5 Ground Floor, Very Clean, Ac, Great Price!

  21 reviews   Add to Favorites

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


$150 - $170 /night
$1050 - $1540 /week
Large 2 BR, 2 bath condo with Ac, beautiful Garden and Go...

  35 reviews   Add to Favorites

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


$95 - $120 /night
$665 - $1435 /week
Km3203 2nd Floor, Ocean View, Remodeled Bathroom, Wifi!

  27 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
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


$95 - $120 /night
$665 - $1435 /week
Km2102 Beautifully Renovated, Ground Floor, Wifi!

  32 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
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


$165 - $245 /night
$1130 - $1881 /week
Kona Surf & Racquet Amazing Oceanfront townhouse Kona

  10 reviews   Add to Favorites

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


$153 - $185 /night
$1046 - $1385 /week
Lovely Affordable Condo in Great Location for Vacation

  2 reviews   Add to Favorites

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


$124 - $186 /night
$842 - $1264 /week
Keauhou Palena Golfers Delight Great location in Kona Par...

  5 reviews   Add to Favorites

Condo: 1 Bedroom, 2 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: