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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 1 - 25 of 151
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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: $109.00 a night for ocean view in heart of Kailua-Kona, 2 BR, 2 bath Rates starting at $109.00 a night for ocean view in heart of Kailua-Kona. Thi...
Rates
$135 - $185 night
$945 - $1365 week


Non Smoking


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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: 1 bedroom/1 bathroom resort suites Unit Description: The 1 bedroom/1 bathroom resort suites at Kona Reef come with amenities to ensure your stay i...
Rates
$162 - $249 night
$1134 - $1743 week


Non Smoking


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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: 1 BR condo with a loft in oceanfront complex, amazing Ocean views Unit is fully redecorated and updated in Hawaiian decor to enhance your vacation...
Rates
$135 - $170 night
$945 - $1330 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: 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
$145 - $185 night
$1015 - $1470 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: 1 BR Ocean front condo, right down town w/ Ac, great Ocean views Right in the middle of town in walking distance from the Kona Pier. Remodeled and...
Rates
$145 - $185 night
$1015 - $1540 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: 1 BR, 2 bath Ocean front Penthouse, great Ocean views, right down town This local has all the sights and sounds of the best Kona has to offer. Enj...
Rates
$135 - $185 night
$945 - $1680 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: 2 Bedroom Bungalow Unit Description: These comfortable bungalows feature a king size bed in each bedroom, plus a queen sleeper sofa in the living ...
Rates
$229 - $599 night
$1603 - $4193 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: Great Views of the ocean from the Lanai. Watch whales during the season or dolphins all year around. Sip your Kona Coffee in the morning looking a...
Rates
$140 - $180 night
$980 - $1400 week


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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...
Rates
$265 - $321 night
$1855 - $2247 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 4
Location: Kailua-Kona, Hawaii, United States
Description: 2 BR 2 bath Ocean front Penthouse, great Ocean views, right down town This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to als...
Rates
$140 - $195 night
$980 - $1680 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: 2 BR condo with a loft in oceanfront complex, amazing Ocean views Come and enjoy this community at the Kona Makai, vacationers number one choice f...
Rates
$155 - $200 night
$1085 - $1505 week


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Featured


3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: 3 BR 3 Bath Luxury House with Ocean View! Ask About Our Winter Special!! Experience Island Lifestyle in one of Kona's most desirable gated neighbo...
Rates
$399 - $600 night
$2793 - $5600 week


Non Smoking   Swimming Pool


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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: 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


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: AC Included! Lovely, One Bedroom, One Bathroom! The condo is tiled throughout with wood floors in the bedroom. The bedroom has a Queen size bed wi...
Rates
$89 - $119 night
$623 - $1015 week


Non Smoking


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Featured


3 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 3 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: Perfectly located on the Kona "Gold Coast" of the Big Island, this home offers you your own personal paradise. This dramatic gated, Ocean Front Est...
Rates
$3425 - $4565 night
$23975 - $31955 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Almost Oceanfront. Spend your vacation in a luxurious single family home within a private, gated, enclave of 16 seaside homes. This Alii Point subd...
Rates
$499 - $499 night
$3493 - $4550 week


Non Smoking   Handicap Accessible   High-Speed Internet


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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: Alii Villas 221 Gorgeous 2nd flr condo with Ocean View, Wifi, & Close to Pool Alii Villas#221 is an amazing spot for your Vacation. With a spectac...
Rates
$95 - $115 night
$665 - $1435 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: This top floor Alii Villas condo is a perfect fit for anyone's vacation! Unit#340 is very well maintained, and we can assure you will have an amazi...
Rates
$95 - $110 night
$665 - $1435 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: Alii Villas on Alii Drive is wonderful place to spend your vacation. Historic Kailua Village is close by where the world famous Ironman Triathlon t...
Rates
$120 - $170 night
$806 - $1313 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


Non Smoking   High-Speed Internet


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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 - $1435 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: Great 2/2 on the first floor with a comfortable tropical lanai. Within walking distance to one of Kona's best beaches, Kahalu'u Beach Park, it is r...
Rates
$143 - $205 night
$964 - $1471 week


Non Smoking   High-Speed Internet


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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: 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 ...
Rates
$129 - $159 night
$903 - $1743 week


Non Smoking   High-Speed Internet


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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 - $795 night
$3150 - $5565 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: Affordable and a super location on the golf course in Keauhou. Two queen beds, fully equipped condo with everything to make your visit comfortable ...
Rates
$121 - $177 night
$808 - $1198 week


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Listings 1 - 25 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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