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Kailua-Kona Hiking Vacation Rentals

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

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Featured
$155 - $165 /night
$1085 - $1505 /week
2 BR condo with a loft in oceanfront complex, amazing Oce...

  41 reviews   Add to Favorites

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


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

  2 reviews   Add to Favorites

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

  6 reviews   Add to Favorites

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


$390 - $425 /night
$2730 - $4025 /week
Large 3 BR 2 bath home, cool elevation, Spectacular Ocean...

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


$210 - $225 /night
$1470 - $2135 /week
Remodeled, Spacious Oceanfront 2 BR condo w/~ac~ spectacu...

  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


$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


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

  9 reviews   Add to Favorites

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


$195 - $205 /night
$1365 - $1960 /week
Oceanfront with breathtaking Ocean & Sunset Views, 2 BR, ...

  95 reviews   Add to Favorites

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


$1695 - $1850 /night
$11865 - $13300 /week
Deluxe Oceanfront 5 BR Estate with Pool & Spa, Paradise!

  1 reviews   Add to Favorites

Home: 5 Bedroom, 3 Bathroom, Sleeps 10
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


$95 - $98 /night
$665 - $1050 /week
One BR Condo with lovely Garden and Peekabo Views, ~ac~ i...

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


$298 - $330 /night
$2086 - $4186 /week
Spacious Two BR, Two Bath Ocean View Villa (Ac & Resort F...

  7 reviews   Add to Favorites

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


$199 - $300 /night
$1393 - $2450 /week
Experience VIntage Hawaii with an Ocean View and Private ...

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


$109 - $109 /night
$763 - $1043 /week
Luxuriously Appointed Ocean view 1 BR 1 BA Townhome

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



$700 - $1400 /week
Beautifully decorated two bedroom, two bath condo

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


$750 - $775 /night
$5250 - $6825 /week
Oceanfront elegance, 4 BR, Private Pool & Spa, Spectacula...

  3 reviews   Add to Favorites

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


$98 - $105 /night
$686 - $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


$169 - $199 /night
$1183 - $1603 /week
Top Floor Retreat at Surf & Racquet Club - Minutes Walk t...

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


$215 - $250 /night
$1505 - $2170 /week
Oceanfront 2 BR condo with amazing Ocean and Sunset views

  2 reviews   Add to Favorites

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


$100 - $130 /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


$95 - $98 /night
$665 - $1050 /week
One BR Condo with Lovely Garden & Partial Ocean Views, Ac...

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


$149 - $179 /night
$1043 - $1750 /week
Updated Ocean View Condo with Additional Loft!

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


$175 - $185 /night
$1225 - $1750 /week
Oceanfront one bedroom Honeymoon Cottage, Breathtaking views

  87 reviews   Add to Favorites

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


$180 - $185 /night
$1260 - $2170 /week
Oceanfront 2 BR condo with amazing Ocean and Sunset views

  56 reviews   Add to Favorites

Condo: 2 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.

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