Kailua-Kona Vacation Rentals

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

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$235 - $577 /night
$1645 - $3966 /week

Kona Makai 1-301 Direct Oceanfront, Top Floor, Best Corne...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai 1-301 Direct Oceanfront, Top Floor, Best Corner In Kona Makai! Kona Makai #1-301 is arguably the BEST condo in the entire complex! Bein...

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$235 - $577 /night

$1645 - $3966 /week

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Featured

$380 - $410 /night
$2660 - $4375 /week

Private home with pool, cool elevation, unobstructed Ocea...

21 reviews Add to Favorites

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Private home with pool, cool elevation, unobstructed Ocean & Sunset views This beautiful home features luxury and artistic touches to add a splash...

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$380 - $410 /night

$2660 - $4375 /week

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$950 - $3200 /night
$6650 - $22400 /week

Hualalai~exclusive Hillside Villa 4102~upgraded 2 bd~ocea...

26 reviews Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Hualalai~exclusive Hillside Villa 4102~upgraded 2 bd~ocean Views~near Resort Location-Location-Location! This spectacular 2 bedroom, 2 bath luxur...

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$950 - $3200 /night

$6650 - $22400 /week

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Featured

$138 - $168 /night
$966 - $1750 /week

Krd32 Absolute Oceanfront Top Flr Private

45 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Private, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort! Why Kona Reef: ? Conveniently located...

Rates

$138 - $168 /night

$966 - $1750 /week

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Featured

$500 - $600 /night
$3500 - $4200 /week

Lymans Bay Hale-Oceanfront

33 reviews Add to Favorites

Home: 5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: For a virtual tour of this property scroll down to the bottom of the text and click on the link. As of September 20, 2015 a major renovation of Lym...

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$500 - $600 /night

$3500 - $4200 /week

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Featured

$164 - $200 /night
$1148 - $1820 /week

Oceanfront 2 BR ground floor condo with amazing Ocean Views

50 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This unit is located in a highly desirable location just a short walk from down town Kailua Kona. A recently remodeled two bedrooms, two bath condo...

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$164 - $200 /night

$1148 - $1820 /week

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Featured

$629 - $695 /night
$4403 - $4865 /week

Hale Honu - Spectacular Oceanfront Home w/ central A/C - ...

73 reviews Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Hale Honu - Spectacular Oceanfront Home w/ central A/C - Special Rate $499/nt Oceanfront estate with breathtaking panoramic unobstructed views. 4 ...

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$629 - $695 /night

$4403 - $4865 /week

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Featured

$120 - $189 /night
$840 - $1323 /week

New to the rental Market !!! Book now

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Extremely close to Magic sands beach without the road noise! (less than 100 yards from the beach) Enjoy amazing sunsets and the crash of ocean wave...

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$120 - $189 /night

$840 - $1323 /week

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$179 - $315 /night
$1113 - $2200 /week

Stunning Accessible Oceanfront Condo on the Kona Coast

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. * Incredible Ocean Views * Spacious 2-BR /2-BA * Central Air Conditioning (A/C)...

Rates

$179 - $315 /night

$1113 - $2200 /week

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View Details

$800 - $2000 /night
$5600 - $14000 /week

Fairway Villa 110C~2bd~ garden level~15th Fairway w/signa...

4 reviews Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Fairway Villa 110C~2bd~ garden level~15th Fairway w/signature garden shower! This garden level 2 bedroom, 2 bath Fairway Villa overlooks the 15th ...

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$800 - $2000 /night

$5600 - $14000 /week

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$148 - $344 /night
$1029 - $2282 /week

Kona Isle E23

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: E23 at the Kona Isle is a beautiful direct oceanfront property on the 2nd floor of building E. These units are in high demand. Feel the ocean breez...

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$148 - $344 /night

$1029 - $2282 /week

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$215 - $265 /night
$1505 - $2450 /week

Oceanfront with breathtaking Ocean & Sunset Views, 2 BR, ...

109 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront with breathtaking Ocean & Sunset Views, 2 BR, 2 bath, Ac incl Casa De Emdeko, an oceanfront condominium complex, is located on famous A...

Rates

$215 - $265 /night

$1505 - $2450 /week

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$140 - $175 /night
$980 - $1225 /week

Kona Pacific

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid ...

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$140 - $175 /night

$980 - $1225 /week

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$209 - $482 /night
$1435 - $2940 /week

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: The open, airy feeling of the condo is immediate. Each bedroom is on separate ends of the great room for privacy and convenience. Cool tile floors ...

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$250 - $475 /night

$1750 - $3325 /week

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$1150 - $1460 /night
$8050 - $12075 /week

Absolute Ocean & Beach Front Estate with Pool and Spa w/ ...

13 reviews Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: Absolute Ocean & Beach Front Estate with Pool and Spa w/ A/C in the BRs! This incredible home is secluded in a 24 hour guard gated oceanfront comm...

Rates

$1150 - $1460 /night

$8050 - $12075 /week

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$325 - $380 /night
$2275 - $2660 /week

Kahalu'u Hale

Rates

$325 - $380 /night

$2275 - $2660 /week

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$140 - $185 /night
$980 - $1750 /week

1 BR condo with a loft in oceanfront complex, amazing Oce...

51 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: 1 BR condo with a loft in oceanfront complex, amazing Ocean views Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes...

Rates

$140 - $185 /night

$980 - $1750 /week

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Why Kailua-Kona?

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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Kailua-Kona Vacation Rentals

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