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Kailua-Kona Vacation Rentals

140 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 76 - 100 of 140
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3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This estate, located on a private cove features a pool, spa and koi pond and offers the finest in accommodations without having to leave Kona. Th...
Rates
$435 - $534 night
$3045 - $3738 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: Spacious Two BR, Two Bath Ocean View Elegance (Resort Fees Included) On the sun-drenched Kohala coast on the Big Island of Hawaii, the elements ha...
Rates
$220 - $250 night
$1540 - $2310 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This estate, located on a private cove features a pool, spa and koi pond and offers the finest in accommodations without having to leave Kona. Th...
Rates
$365 - $446 night
$2555 - $3122 week


Non Smoking


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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: Luxury Oceanfront Home, with Private Pool, Spa and Spectacular Views Hale Pua (?House of Flowers?) features five king bedrooms plus one bunkroom w...
Rates
$1650 - $2095 night
$11550 - $16100 week


Non Smoking   Swimming Pool


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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 Oceanfront Condo Enjoy the whale watching in this nice condo #c3 Tastefully furnished ; you will love this first floor condo on Alii Dri...
Rates
$597 - $1273 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: This Keauhou Surf and Racquet unit offers a spacious family environment for your vacation. These units are approx 1200 square feet interior living ...
Rates
$160 - $185 night
$1120 - $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: Ocean Views, Great Whale & Dolphin Sightings Holualoa Bay Villas Holualoa Bay Villas 103 offers something special, low density with high degree of...
Rates
$144 - $177 night
$990 - $1587 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


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: Kbv 304 Top Floor Condo: Huge Oceanview, Elevators, Beach Walking Distance! This beautiful, private top floor condo at Kahaluu Bay Villas is quite...
Rates
$139 - $169 night
$973 - $1435 week


Non Smoking


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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: 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 - $385 night
$2450 - $4025 week


Non Smoking


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3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Surf & Racquet Townhouse in an Oceanfront Popular Community This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Very ...
Rates
$151 - $233 night
$1031 - $1980 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: Kksr 185 $119.00 special Aug-September!! Direct Oceanfront, Wifi, A True Gem The Keauhou Surf and Racquet Club is a gated community of condominium...
Rates
$125 - $169 night
$875 - $1953 week


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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 - $1603 week


Non Smoking   High-Speed Internet


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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: Exceptional panoramic coastal views from this supremely private, quiet, end of the road location. Sitting high on a knoll at the very top of O'oma ...
Rates
$450 - $575 night
$3150 - $4410 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
$159 - $210 night
$1113 - $2100 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 204 - Air Conditioning! Elevators! Oceanfront Complex! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambian...
Rates
$100 - $120 night
$700 - $1435 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: Beautiful remodeled 2 BR condo located on Robert Trent Jones Golf Course This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a c...
Rates
$115 - $165 night
$805 - $1155 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: Nice clean newly furnished second floor unit with central A/C. Great in town location right on Alii Drive. Walk to shops, restaurants & ocean activ...
Rates
$110 - $120 night
$770 - $1225 week


Non Smoking   Handicap Accessible


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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: Kona Surf & Racquet Tropical oceanfront luxury condo in Kona Hawaii Absolutely wonderful oceanfront 2 bedroom 2 bath townhouse. Great swimming po...
Rates
$144 - $232 night
$990 - $1782 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Kona Ohana Hale a charming single level home with a private solar heated pool. The home is part of a cul-de-sac in the small community of Hualalai ...
Rates
$295 - $405 night
$2065 - $3675 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 Oceanfront complex, affordable and comfortable good location #b21 Book online and receive a 5% discount excluding Ironman and end of yea...
Rates
$1299 - $1312 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: Km2102 $89.00 special September!! Beautifully Renovated condo This spectacular ground floor unit is completely renovated from top to bottom. The n...
Rates
$95 - $120 night
$665 - $1050 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 Palena Golfers Delight Great location in Kona Paradise Keauhou Palena is located in a lovely quiet community but still close to Keauhou Ba...
Rates
$110 - $164 night
$753 - $1195 week


Non Smoking   High-Speed Internet


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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: Amazing Kona Sunsets House, Ocean Views above Kailua Kona Village SUPER SPECIAL RATES FOR APRIL, MAY & JUNE 250 PER NIGHT AND 1,500 PER WEEK ?KON...
Rates
$262 - $377 night
$1789 - $2581 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: This experience is one of a kind- looks like a cottage by the sea. Enjoy the crashing surf at one of Kona's best resorts. If you need more space yo...
Rates
$144 - $232 night
$990 - $1782 week


Non Smoking   High-Speed Internet


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Listings 76 - 100 of 140
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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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