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Kailua-Kona Vacation Rentals

197 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
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Listings 1 - 25 of 197
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3 bedroom Vacation Rental Cabin in Kailua-Kona
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Rates
$435 - $550 night
$3045 - $3850 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate, located on a private ... Learn More
Rates
$365 - $470 night
$2555 - $3290 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate located on a private c... Learn More
Rates
$239 - $315 night
$1673 - $2205 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this estate, located on a private cove featu... Learn More
Rates
$265 - $355 night
$1855 - $2485 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 Makai is a very popular complex within walking distance to Kona town. This first floor condo has tropical garden views.The complex is oceanfr... Learn More
Rates
$162 - $220 night
$647 - $985 week


Non Smoking


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Featured


2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: TheKeauhou Kona Surf and Racquet Club is an Oceanfront comples literallly just steps from the popular swimming and snorkeling beach, Kahulu'u Beach... Learn More
Rates
$125 - $205 night
$875 - $1435 week


Non Smoking   High-Speed Internet


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Featured


1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This one bedroom corner condo is roomy enough for six people. Having a huge wrap-around lanai with a breakfast table and ocean view. Cable TV, VCR,... Learn More
Rates
$85 - $95 night
$595 - $875 week


Non Smoking


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Featured


1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Coast Resort is one of the premier resorts on the Kona Coast and this condo fits right in. This condo has been completly redone with all n... Learn More
Rates
$215 - $313 night
$988 - $1541 week


Non Smoking   High-Speed Internet


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Featured


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... Learn More
Rates
$110 - $120 night
$770 - $840 week


Non Smoking


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Featured


2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Come and enjoy this community at the Kona Makai, vacationers number one choice for return guests. The Kona Makai offers guests lovely lush grounds,... Learn More
Rates
$150 - $195 night
$1050 - $1365 week


Non Smoking


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Featured


3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo.... Learn More
Rates
$165 - $185 night
$1155 - $1575 week


Non Smoking


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Featured


2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CONDOS ON THE KONA COAST * Incredible Ocean ... Learn More
Rates
$179 - $295 night
$1113 - $2065 week


Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps
Location: Kailua-Kona, Hawaii, United States
Description: Beautiful oceanfront with 200 sq. ft. lanai, 180 degree views! The best view on the island. Master bedroom and living room both have floor to cei... Learn More
Rates
$165 - $250 night


Non Smoking   Swimming Pool


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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... Learn More
Rates
$95 - $125 night
$665 - $875 week


Non Smoking   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 small complex with a true feeling of Hawaii. This one bedroom 2 bath condo has a lovely view across the golf course t... Learn More
Rates
$149 - $199 night
$634 - $954 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: Lovely oceanfront 2nd floor unit recently upgraded and showing beautifully. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and... Learn More
Rates
$159 - $189 night
$1113 - $1603 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: This charming and completely renovated one bedroom, one bath condo is a short distance to downtown Kailua Kona on the Big Island of Hawaii. From yo... Learn More
Rates
$89 - $109 night
$623 - $1050 week


Non Smoking


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States
Description: Gentle trade winds, a sparkling, cyrstal, swimming pool beckon you, lush tropical blooms and foliage, oceans waves to lull you to sleep ... what ar... Learn More
Rates
$150 - $200 night
$950 - $1435 week


Non Smoking   Swimming Pool   High-Speed Internet


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4 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: SPECTACULAR OCEANFRONT TOWNHOME - Welcome to Hale Kai O'Kona #7, an Oceanfront Island Home. Hale Kai O'Kona is an exclusive oceanfront Hawaii vacat... Learn More
Rates
$350 - $350 night
$2450 - $2975 week


Non Smoking


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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: This condo is beautifully furnished, the kitchen is all new and almost cooks meals by it self.The master suite is huge with a gorgeous bathroom to ... Learn More
Rates
$201 - $225 night
$966 - $1070 week


Non Smoking   High-Speed Internet


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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: Aloha & E Komo Mai to the beautiful Keauhou Punahele Resort, located seven miles from downtown Kailua-Kona. You are within walking distance to Keau... Learn More
Rates
$115 - $130 night
$805 - $1050 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: Beautifully remodeled from top to bottom including tropical décor. Located on the third floor adjacent to the elevator with ocean and garden views ... Learn More
Rates
$95 - $110 night
$665 - $903 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: The Keauhou Surf and Racquet Club is a gated community of condominiums. There are three professional style tennis courts with night lighting; a te... Learn More
Rates
$190 - $205 night
$1330 - $1435 week


Non Smoking


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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: Spacious second floor condo on the golf course in Keauhou. Enjoy relaxing views of the golf course from the large lanai. Large master suite with ad... Learn More
Rates
$191 - $207 night
$946 - $972 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: Aloha, come see for yourself why Casa De Emdeko remains one of the most requested oceanfront condominiums along the Kona Coast. Condo #328 located ... Learn More
Rates
$100 - $120 night
$700 - $973 week


Non Smoking


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Listings 1 - 25 of 197
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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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