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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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Studio Vacation Rental Condo in Kailua-Kona
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Are you wanting to hear the waves of the ocean from your condo? Unit#209 at the Kona Magic Sands is a PERFECT choice for you then! This direct ocea...
Rates
$90 - $100 night
$630 - $1435 week


Non Smoking


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Studio Vacation Rental Condo in Kailua-Kona
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kms313 Top Floor Direct Oceanfront!!! Wifi in condo! Gorgeous! **LOOK NO FURTHER! YOU HAVE FOUND THE PERFECT PROPERTY!** Kona Magic Sands#313 is a...
Rates
$98 - $150 night
$686 - $1435 week


Non Smoking   High-Speed Internet


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Studio Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: Studio, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kms109 Groundfloor, Direct Oceanfront, Wifi, Kona Magic Sands Welcome to DIRECT oceanfront living! Unit#109 is a wonderful ground floor property a...
Rates
$110 - $135 night
$770 - $1435 week


Non Smoking


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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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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


1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kona Coast Resort Spectacular condo Oceanview Resort, Affordable Luxury #5203 The Kona Coast Resort is one of the premier resorts in Kona and this...
Rates
$148 - $193 night
$1001 - $1313 week


Non Smoking   High-Speed Internet


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Featured


1 bedroom Vacation Rental Cottage in Kailua-Kona
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Perfect beach hideaway for two! Tropical entrance. No stairs to climb. Coconut palms. Sweet smelling flowers. Ocean air breeze. Romantic outd...
Rates
$225 - $275 night
$1575 - $1925 week


Non Smoking


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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: B5 at the Kona Isle is a fantastic ground floor unit that you will absolutely love. AIR CONDITIONING, Great Price, Clean, & very comfortable! You w...
Rates
$95 - $110 night
$665 - $1225 week


Non Smoking   High-Speed Internet


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Featured


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 Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom in 2015! Thi...
Rates
$95 - $120 night
$665 - $1435 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 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


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: Kona Makai 5305 Top Floor, Ocean View, 1 BR + Loft and 2 Lanais! **new** This is a newer condo in our inventory! Top floor, spacious condo with a ...
Rates
$95 - $120 night
$665 - $1435 week


Non Smoking   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 - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Unit is fully redecorated and updated in Hawaiian decor to enhance your vacation. This beautifully maintained complex is very quaint, peaceful and ...
Rates
$135 - $159 night
$945 - $1330 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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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 Makai 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and...
Rates
$145 - $170 night
$1015 - $1470 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 3
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Alii is located right in the heart of Kailua Kona. Enjoy waking up to the crashing ocean with a cup of world famous Kona Coffee! This ...
Rates
$145 - $170 night
$1015 - $1750 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: Second floor condo with great ocean views. This condo offers all the comforts of home in a tropical paradise. Enjoy the beautiful pool with amazi...
Rates
$120 - $170 night
$806 - $1313 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: Kalani Kai Kona Village condo, affordable price and so convenient #310 Kalani Kai, Hawaiian for Heavenly Sea. And you will enjoy a heavenly retre...
Rates
$115 - $154 night
$767 - $1274 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: 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
$121 - $177 night
$808 - $1198 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Cottage in Kailua-Kona - Ocean Front
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: "The Cottage", Mahina Meli Makai (Oceanside Honey Moon) This truly oceanfront Cottage, captures spectacular coastline views as well as the captiva...
Rates
$155 - $175 night
$1085 - $1645 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 Isle D4 is a lovely, ground floor unit featuring a DIRECT oceanfront view from the living room, kitchen, and bedroom! This unit is located in ...
Rates
$105 - $140 night
$735 - $1435 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! **$80 special for all of December! Contact Blake at to get this amazing spec...
Rates
$100 - $120 night
$700 - $1225 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
$148 - $193 night
$1001 - $1313 week


Non Smoking   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: C21 at the Kona Isle is a great place to have your Hawaiian Vacation! 2nd floor unit in building C, gives you a nice partial ocean view on your lan...
Rates
$95 - $110 night
$665 - $1225 week


Non Smoking   High-Speed Internet


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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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