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Kailua-Kona Vacation Rentals

151 Kailua-Kona Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Kailua-Kona, Hawaii (Big Island), Hawaii, United States.
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Hawaii (Big Island) Top Cities
Listings 51 - 75 of 151
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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This lavishly appointed single level home with 3 air-conditioned bedroom suites comes with all the modern bells and whistles made just for entertai...
Rates
$750 - $1250 night
$5250 - $9800 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Akahi 210- Top floor spacious condo that sleeps 4! Large ocean view!! This Keauhou Akahi condo with beautiful sweeping ocean views overloo...
Rates
$100 - $110 night
$700 - $1050 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Holualoa Bay Villas: 106 Beautiful Oceanview, Ac, Elevators, Wifi! Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & ...
Rates
$125 - $145 night
$875 - $1435 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Pool, hot tub, ocean view/oceanfront condo in Kailua-Kona on The Big Island of Hawaii. *Free economy car with 7 night stay or more, valid 4/9 thru...
Rates
$205 - $330 night
$1435 - $2310 week


Non Smoking


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kpb409 Upgrded, High Flr, Ocean View, Big Lanai, Walk To Town! Elevator, Ac!! ***NEW PROPERTY IN INVENTORY, & NEW OWNERSHIP!****Kona Pacific B409 ...
Rates
$125 - $179 night
$875 - $1953 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: An almost oceanfront condo with great views. There is a small beach across the road and the sea turtles enjoy sunning here. So will you if you do...
Rates
$160 - $205 night
$1081 - $1588 week


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa De Emdeko 204 - Air Conditioning! Elevators! Oceanfront Complex! Casa 204 is an excellent, affordable 2nd floor property that you will certai...
Rates
$100 - $120 night
$700 - $1225 week


Non Smoking


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: On the sun-drenched Kohala coast on the Big Island of Hawaii, the elements have come together to create a place like no other. It is at this point...
Rates
$298 - $400 night
$2086 - $4186 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Tastefully furnished ; you will love this first floor condo on Alii Drive. C3 is on the first floor so no stairs and you can walk from your lanai r...
Rates
$165 - $165 night
$612 - $1274 week


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: B31 at the Kona Isle is an amazing top floor condo in building B at the Kona Isle. Comfortable Queen Sized bed, and pull out sofa that can sleep 2...
Rates
$95 - $110 night
$665 - $1225 week


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Isle C24 Partial Oceanview, 2nd floor condo, Excellant Price! This condo is a comfortable spot for your Hawaiian Vacation. Great partial ocea...
Rates
$95 - $110 night
$665 - $1225 week


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This spacious one bedroom condo is in one of Kona's most popular resorts. You will love your fully equipped kitchen and the very nice furnishings....
Rates
$148 - $193 night
$1001 - $1313 week


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This local has all the sights and sounds of the best Kona has to offer. Enjoy this 1 bedroom, 2 bath unit right in town. You can also enjoy the ...
Rates
$135 - $170 night
$945 - $1680 week


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Remodeled 1 BR Ocean View condo in Oceanfront Complex Close to Town This recently remodeled perfectly located one bedroom, one bath ocean view con...
Rates
$97 - $120 night
$679 - $945 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Coast Resort#8-204 is a gem in the resort. Beautifully maintained. Spacious. Air conditioning, King Sized bed, Big lanai for entertaining! Gue...
Rates
$120 - $150 night
$840 - $1225 week


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: **DIRECT OCEANFRONT LIVING AT IT'S FINEST!** Townhome#185 is an amazing DIRECT oceanfront property at a amazing value. Enjoy the privacy of a townh...
Rates
$125 - $169 night
$875 - $1953 week


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4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: Beautiful 4 BR home with Private Pool and unobstructed Ocean views Beautiful 4 bedroom, 4 bath home with a private solar heated pool and an outdoo...
Rates
$450 - $550 night
$3150 - $5565 week


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Gorgeous, updated condo with a large, private lanai. Surf and Racquet 6103 offers all the latest amenities you expect from a luxury condo. The liv...
Rates
$149 - $232 night
$1003 - $1588 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in Kailua-Kona - Ocean View
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...
Rates
$105 - $115 night
$735 - $1120 week


Non Smoking


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean...
Rates
$125 - $205 night
$875 - $1953 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai is one of Kona's most popular resorts. Kona Makai has tennis courts, a gorgeous oceanfront pool plus hot tub and a super location. Enjoy...
Rates
$141 - $197 night
$936 - $1521 week


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Royal Sea Cliff#704 Luxury Top Floor Penthouse with Ocean View! **new!** ENJOY UPSCALE PENTHOUSE LIVING AT THIS FULLY FURNISHED OCEAN FRONT LUXUR...
Rates
$169 - $209 night
$1183 - $1953 week


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Completely Remodeled, Spacious Oceanfront 2 BR condo w/ Airconditioning Enjoy an amazing Hawaiian vacation in this completely remodeled spacious A...
Rates
$210 - $235 night
$1470 - $2135 week


Non Smoking


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2 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: SUPER SPECIAL RATES FOR APRIL, MAY & JUNE 250 PER NIGHT AND 1,500 PER WEEK ?KONA SUNSETS VISTAS? IS A WONDERFUL VACATION HOME IN A QUIET, CENTRALL...
Rates
$267 - $378 night
$1803 - $2583 week


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2 bedroom Vacation Rental Cottage in Kailua-Kona - Ocean View
Cottage: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Under new management, Pacific Edge Kona, a gracious oceanfront island style beach home! From the lanai of this waterfront Cottage see breaching hum...
Rates
$250 - $265 night
$1750 - $1855 week


Non Smoking


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Listings 51 - 75 of 151
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
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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