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Kailua-Kona Hiking Vacation Rentals

97 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!

  9 reviews   Add to Favorites

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


Featured
$135 - $240 /night
$900 - $1200 /week
Kona Luna by the Sea 106

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


Featured

$1183 - $1925 /week
Nahale B3--Fabulous Ocean view 3Br Town home Near Beach F...

  39 reviews   Add to Favorites

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


Featured
$89 - $89 /night
$623 - $1120 /week
Ac Included! Lovely Island Home- Casa De Emdeko #221

  12 reviews   Add to Favorites

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


$169 - $229 /night
$1183 - $1603 /week
Top Floor Retreat at Surf & Racquet Club - Minutes Walk t...

  5 reviews   Add to Favorites

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


$119 - $152 /night
$833 - $1575 /week
Remodeled 1 bedroom, 2 bath, close to town, oceanview

  1 reviews   Add to Favorites

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


$115 - $143 /night
$805 - $1190 /week
"A Slice of Paradise", Keauhou Resort #104 Townhouse, Sle...

  7 reviews   Add to Favorites

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


$685 - $730 /night
$4795 - $5110 /week
Honu O Kai (Turtle of the Sea)

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 9
Location: Kailua-Kona, Hawaii, United States


$140 - $170 /night
$980 - $1435 /week
1 BR condo with a loft in Oceanfront complex, amazing Oce...

  28 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States


$448 - $448 /night
$3121 - $3900 /week
The beauty of Hale Kai O'kona

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


$105 - $140 /night
$735 - $1260 /week
One BR condo, right on the edge of town, great Ocean views

  8 reviews   Add to Favorites

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


$230 - $309 /night
$1610 - $2275 /week
Remodeled, Spacious Oceanfront 2 BR condo w/~ac~ spectacu...

  13 reviews   Add to Favorites

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


$525 - $760 /night
$3675 - $5320 /week
Aniani Hale

Home: 4 Bedroom, 4.5 Bathroom, Sleeps 9
Location: Kailua-Kona, Hawaii, United States


$175 - $245 /night
$1225 - $1715 /week
Casa de Emdeko 337

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


$149 - $195 /night
$1043 - $1393 /week
Hale O'oma - New Photos!!

  1 reviews   Add to Favorites

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


$125 - $265 /night
$875 - $1855 /week
Kona Pacific D623

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


$195 - $350 /night
$1365 - $2450 /week
Kona Alii 403

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


$500 - $540 /night
$3500 - $3780 /week
Hale Honu

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


$875 - $1034 /night
$6125 - $8050 /week
Oceanfront elegance, 4 BR, Private Pool & Spa, Spectacula...

  13 reviews   Add to Favorites

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


$150 - $186 /night
$1050 - $1750 /week
1 BR condo with a loft in oceanfront complex, amazing Oce...

  44 reviews   Add to Favorites

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


$205 - $300 /night
$1435 - $2100 /week
Banyan Tree 200

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States


$125 - $190 /night
$875 - $1330 /week
Casa De Emdeko 223

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


$1110 - $1460 /night
$7770 - $10220 /week
Alii Point

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


$95 - $124 /night
$665 - $1050 /week
2 bedroom condo in Oceanfront complex, large lanai

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


$135 - $150 /night
$945 - $2065 /week
Spacious two BR, two Bath Ocean View condo, close to town

  7 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
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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