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Kailua-Kona Vacation Rentals

152 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 101 - 125 of 152
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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: Kona Isle C21 Beautiful 2nd floor Condo in Ocean Front Complex! Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and ar...
Rates
$95 - $110 night
$665 - $770 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Kona Surf & Racquet Club 36- ***new Addition to Inventory*** New appliances, furniture, granite counter tops; flat screen TV's in the livi...
Rates
$139 - $155 night
$973 - $1225 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
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 ...
Rates
$110 - $125 night
$770 - $1050 week


Non Smoking   Handicap Accessible   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Akahi is a very nice complex with a true feeling of Hawaii. This one bedroom 2 bath condo has a lovely view across the golf course to the ...
Rates
$128 - $215 night
$860 - $1342 week


Non Smoking


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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: This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR! Get lost in the sounds of the ocean, w...
Rates
$125 - $150 night
$875 - $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 4
Location: Kailua-Kona, Hawaii, United States
Description: Lunapule Kona 205 2 b/r Affordable condo great location Kona Hawaii A hidden beauty near the village of Kailua Kona on the Big Island of Hawaii. T...
Rates
$185 - $250 night
$1258 - $1564 week


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Resort 146 is a beautiful 2/2 on the golf course in Keauhou Kona Call us for specail Summer rates at Keauhou Resort. The location of this ...
Rates
$116 - $190 night
$792 - $1310 week


Non Smoking   High-Speed Internet


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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: Keauhou Kona Surf and Racquet Club 185 - Ocean Front Townhome The Keauhou Surf and Racquet Club is a gated community of condominiums. There are t...
Rates
$150 - $150 night
$1050 - $1050 week


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Kona Surf & Racquet 182 2 b/r Oceanfront condo Kona Hawaii One of a kind, like a cottage by the sea. Enjoy the crashing surf and one of Ko...
Rates
$198 - $344 night
$1345 - $2221 week


Non Smoking   High-Speed Internet


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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 Isle C24 Partial Oceanview, 2nd floor newly remodeled condo! This unit has a newly remodeled, everything from the bathroom to the kitchen. Wi...
Rates
$95 - $110 night
$665 - $770 week


Non Smoking   High-Speed Internet


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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: This beautiful one bedroom, one bath air conditioned ocean front condo offers a feel of being miles away?.. with no traffic noise, but is just a ve...
Rates
$165 - $210 night
$1155 - $1785 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: Casa De Emdeko 330 - $100 nighty special March 14th-31st! Contact Office! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian am...
Rates
$110 - $120 night
$770 - $840 week


Non Smoking


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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: The Kona Makai is one of Kona's favorite repeat destinations. This oceanfront community offers ocean views to no end. This unit is one of the 6 p...
Rates
$175 - $250 night
$1225 - $2135 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: Kalani Kai 310 Heart of Kailua-Kona Village Nice condo/Kona Hawaii Kalani Kai is a very nice condo located right in Kona town and walking distance...
Rates
$128 - $197 night
$860 - $1342 week


Non Smoking


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5 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: The Moana Hale (means "beautiful ocean home") is a privately owned, two story, 5 bedroom, 4 bath oceanfront vacation home. This Kona home away from...
Rates
$1595 - $1850 night
$11165 - $12950 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: 1 bedroom / 1 bathroom Unit Description: This 1 bedroom / 1 bathroom unit comes with one king bed, a sleeper sofa, and a fully equipped kitchen. ...
Rates
$179 - $429 night
$1253 - $3003 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: Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoy...
Rates
$105 - $120 night
$735 - $840 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: 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
$167 - $237 night
$970 - $1477 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: Stunning direct oceanfront views in this newly remodeled one bedroom will make you never want to leave.The rhythmic sounds of crashing waves genera...
Rates
$95 - $115 night
$665 - $775 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Spectacular coastline views from this home located right above Kailua-Kona Village at about a 700 feet elevation, which offers comfortable cooler n...
Rates
$350 - $375 night
$2450 - $4025 week


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kalanikai- New addition! Corridor Ocean View, 1st floor in the heart of Kona! This lovely ground floor condo located in downtown makes it easy to ...
Rates
$85 - $85 night
$595 - $770 week


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6 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 6 Bedroom, 6 Bathroom, Sleeps 20
Location: Kailua-Kona, Hawaii, United States
Description: Hale Pua, Private, Oceanfront Home with Pool, Spa and Spectacular Views The Hale Pua (?House of Flowers?) is maybe the only 6 bedroom/6 full bath ...
Rates
$1650 - $1950 night
$11550 - $16100 week


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: New Listing, Located On Alii Drive - 2 BR 2 Bath Beautiful Condo Come and enjoy a vacation in our beautiful 2 bedroom, 2 bathroom condo with priva...
Rates
Contact Owner
Directly For Rates


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3 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?...
Rates
$275 - $275 night
$1925 - $2275 week


Non Smoking   Swimming Pool


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1 bedroom Vacation Rental Condo in Kailua-Kona
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
$130 - $145 night
$910 - $1645 week


Non Smoking   High-Speed Internet


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Listings 101 - 125 of 152
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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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