Kailua-Kona Vacation Rentals

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

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

Lymans Bay Hale-Oceanfront

Home: 5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: As of September 20, 2015 a major renovation of Lymans was completed. Included are new tile flooring, new carpets in all bedrooms, new paint through...

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$500 - $600 /night

$3500 - $4200 /week

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Featured

$138 - $250 /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...

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$138 - $250 /night

$966 - $1750 /week

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

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

74 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 Wading Pool & Hottub Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR...

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$629 - $695 /night

$4403 - $4865 /week

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$240 - $501 /night
$1685 - $3441 /week

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

24 reviews Add to Favorites

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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$240 - $501 /night

$1685 - $3441 /week

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$174 - $337 /night
$1190 - $2359 /week

Casa De Emdeko 317

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **Hard Wood Floors A...

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$174 - $337 /night

$1190 - $2359 /week

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$350 - $470 /night
$2450 - $3290 /week

Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.

50 reviews Add to Favorites

Home: 3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona?...

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$350 - $470 /night

$2450 - $3290 /week

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$600 - $953 /night
$4200 - $6650 /week

Luxury Villa Estate with Pool, Hottub & Oceanview! Must l...

2 reviews Add to Favorites

Villa: 5 Bedroom, 5 Bathroom, Sleeps 15
Location: Kailua-Kona, Hawaii, United States
Description: Luxury Villa Estate with Pool, Hottub & Oceanview! Must love Cat. **DISCOUNTED SPECIAL FOR OCTOBER 28 2020-NOVEMBER 16 2020! PAY $600 per night fo...

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$600 - $953 /night

$4200 - $6650 /week

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$149 - $199 /night
$1043 - $1393 /week

Kona Bali Kai 317 Direct Oceanfront

55 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. Watch the do...

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$149 - $199 /night

$1043 - $1393 /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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$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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$104 - $467 /night
$728 - $3269 /week

Kona Plaza#220

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to the listing page of Kona Plaza#220. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping...

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$104 - $467 /night

$728 - $3269 /week

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$193 - $350 /night
$1281 - $2450 /week

Banyan Tree 404D

Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Knutson & Associates is very proud to represent this recently acquired unit. Banyan Tree 404 is a top floor condo in a secure and private building ...

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$193 - $350 /night

$1281 - $2450 /week

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$99 - $250 /night
$746 - $1750 /week

Kksr6104 Grnd Flr, Corner W/Wrap Around Screened In Lanai...

10 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Kksr6104 Grnd Flr, Corner W/Wrap Around Screened In Lanai! Garden & Golf View **BRAND NEW PROPERTY IN OUR INVENTORY! AIR CONDITIONING INSTALLED AS...

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$99 - $250 /night

$746 - $1750 /week

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$132 - $239 /night
$917 - $1673 /week

Casa De Emdeko 204

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Uni...

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$132 - $239 /night

$917 - $1673 /week

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$135 - $160 /night
$945 - $1120 /week

Direct Oceanfront Remodeled Corner Unit With Ac! Kona Isl...

2 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Direct Oceanfront Remodeled Corner Unit With Ac! Kona Isle D24 Knutson & Associates is proud to newly represent Kona Isle D-24, a direct oceanfron...

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$135 - $160 /night

$945 - $1120 /week

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$50 - $249 /night
$405 - $1655 /week

Steps to Banyan Surf Beach! Kona Bali Kai Studio w/ Pool,...

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Steps to Banyan Surf Beach! Kona Bali Kai Studio w/ Pool, Spa & Da Poke Shack As part of the exclusive Kona Bali Kai Resort, this updated studio f...

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$50 - $249 /night

$405 - $1655 /week

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$99 - $262 /night
$693 - $1673 /week

Kona Isle A4

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: A4 at the Kona Isle is undeniably one of the BEST valued property in the complex. Beautifully appointed, AC units in the bedroom, and living room, ...

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$99 - $262 /night

$693 - $1673 /week

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$174 - $383 /night
$1155 - $2450 /week

Keauhou Kona Surf & Racket Club Townhouse #3

Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR. Have a bigger group? We manage Townhom...

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$174 - $383 /night

$1155 - $2450 /week

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$132 - $307 /night
$917 - $1848 /week

Keauhou Akahi 210

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This Keauhou Akahi condo with beautiful sweeping ocean views overlooks the newly resurfaced Akahi swimming pool and 9th tee of the famous Kona Coun...

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$132 - $307 /night

$917 - $1848 /week

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$145 - $200 /night
$1015 - $1400 /week

Keauhou Gardens 11-101 at Kona Coast Resort

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres...

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$145 - $200 /night

$1015 - $1400 /week

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$229 - $399 /night
$1603 - $2793 /week

Heeia Bay Hale! Beautiful Home In Keauhou With Large Pool...

5 reviews Add to Favorites

Home: 3 Bedroom, 3.25 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Heeia Bay Hale! Beautiful Home In Keauhou With Large Pool Sleeps 8 Welcome to the listing page of Heeia Bay Hale! A Brand New Vacation Rental as o...

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$229 - $399 /night

$1603 - $2793 /week

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$759 - $1051 /night
$5313 - $8400 /week

Villa Cinco Resort at Kona Plantation Estates

Villa: 5 Bedroom, 5 Bathroom, Sleeps 15
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful custom home, built in 2007, boasts 5 buildings totaling interior 3,829 sq. feet; including main house, and a private master suite si...

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$759 - $1051 /night

$5313 - $8400 /week

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$93 - $279 /night
$663 - $1953 /week

Direct Oceanfront Corner Ground Floor Kona Isle D-4!

32 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Isle D4 is a lovely, ground floor unit featuring a DIRECT oceanfront view from the living room, kitchen, and bedroom! BRAND NEW MATTRESS PURC...

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$93 - $279 /night

$663 - $1953 /week

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$125 - $200 /night
$875 - $1400 /week

Kona Mansions

Condo: Studio, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: This recently upgraded 1-bedroom condo is located in Kona Mansions, right on the edge of town. The condo is close enough to walk to the excitement ...

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$125 - $200 /night

$875 - $1400 /week

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$153 - $355 /night
$1071 - $2142 /week

Keauhou Punahele E-102

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou C...

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$153 - $355 /night

$1071 - $2142 /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.

This map is intended to be used as a reference only.

Kailua-Kona Vacation Rentals

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