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Kailua-Kona Hiking Vacation Rentals

33 Kailua-Kona Hiking Vacation Rentals were found matching your criteria.

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Featured
$399 - $600 /night
$2793 - $5600 /week
3 Bedroom 3 Bath Luxury House with Ocean View!

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
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
$155 - $196 /night
$1085 - $1505 /week
2 BR condo with a loft in oceanfront complex, amazing Oce...

  37 reviews   Add to Favorites

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


$165 - $185 /night
$1155 - $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


$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


$425 - $450 /night
$2975 - $4165 /week
Large 4 BR home, Private Pool, Spectacular Ocean & Sunset...

  3 reviews   Add to Favorites

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 9
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


$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


$160 - $160 /night
$1120 - $1995 /week
Beautifully remodeled 1 BR oceanfront condo with amazing ...

  3 reviews   Add to Favorites

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


$155 - $165 /night
$1085 - $1750 /week
Oceanfront one bedroom Honeymoon Cottage, Breathtaking views

  83 reviews   Add to Favorites

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


$97 - $105 /night
$679 - $945 /week
Remodeled 1 BR Ocean View condo in Oceanfront Complex Clo...

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
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


$500 - $525 /night
$3500 - $4550 /week
Oceanfront 3 BR home with 180 degrees unobstructed views ...

  7 reviews   Add to Favorites

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 7
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: Studio, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States


$425 - $450 /night
$2975 - $3150 /week
Upscale 3 bedroom bungalow in oceanfront estate

  8 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States


$295 - $305 /night
$2065 - $2765 /week
Quaint upscale 1 bedroom bungalow in oceanfront estate

  5 reviews   Add to Favorites

Cabin: 1 Bedroom, 1 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


$100 - $110 /night
$700 - $1050 /week
Keauhou Akahi 210- Top floor spacious condo that sleeps 4...

  5 reviews   Add to Favorites

Condo: 1 Bedroom, 2 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


$145 - $145 /night
$1015 - $1470 /week
1 BR condo with a loft in oceanfront complex, amazing Oce...

  34 reviews   Add to Favorites

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


$175 - $185 /night
$1225 - $1995 /week
Spacious two BR, two Bath Ocean View condo, close to town

  5 reviews   Add to Favorites

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


$425 - $475 /night
$2975 - $4025 /week
Beautiful single level 3 BR, 3 bath home with spectacular...

  11 reviews   Add to Favorites

Home: 3 Bedroom, 3 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


$140 - $150 /night
$980 - $1680 /week
2 BR 2 bath Ocean front Penthouse, great Ocean views, rig...

  53 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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


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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