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Kailua-Kona Vacation Rentals

199 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 51 - 75 of 199
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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: This is a 1 bedroom, 2 bath condo in the Kona Pacific condo in the town of Kailua Kona on the Big Island. This condo has been renovated beautifully... Learn More
Rates
$109 - $119 night
$763 - $1050 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: The Kona Makai is a beautiful sunny highly sought after Ocean Front Complex located on famous Alii Drive just 1.3 miles from Kailua Village. The K... Learn More
Rates
$95 - $120 night
$665 - $840 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Home in Kailua-Kona
Home: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kona Moana Hale - Kona Oceanfront Cottage. Aloha and welcome to this beautiful home on the Big Island of Hawaii. After extensive renovation, this... Learn More
Rates
$465 - $669 night
$2802 - $4186 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: This beautiful unit is top drawer. Fully renovated from top to bottom, you will love this one bedroom, one bath spacious unit. The worst part will ... Learn More
Rates
$125 - $200 night
$875 - $1400 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: The Kona Makai is a beautiful sunny highly sought after Ocean Front Complex located on famous Alii Drive just 1.3 miles from Kailua Village. The K... Learn More
Rates
$85 - $90 night
$595 - $630 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Kailua-Kona
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This home sits on the bluff of one of the most pristine historic Bays of the Kona coast, Keauhou and (H) Heeia Bay. Famous Heeia Bay is located ju... Learn More
Rates
$525 - $755 night
$3675 - $5285 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: Third floor condo in the heart of historic Kailua-Kona, beautiful pool & BBQ area to enjoy.Relax at the pool after a wonderful day touring the beau... Learn More
Rates
$157 - $207 night
$642 - $972 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: This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park.Very private lanai. Remodeled kitchen with granite counters. Ceiling fa... Learn More
Rates
$227 - $341 night
$1072 - $1755 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: Spectacular location, spectacular view, spectacular decor! This newly remodeled suite is committed to quality. Take your highest expectations and ... Learn More
Rates
$150 - $230 night
$1050 - $1610 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Decorated in a traditional island style elegance this 3 bedroom 3 bath home has unobstructed 180 degree views of ocean and Kailua Kona. Located at... Learn More
Rates
$400 - $450 night
$2800 - $3850 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: Located in the Kailua Bay Resort complex just a short walk from the center of Kailua-Kona, this unit was renovated in March of this year. There are... Learn More
Rates
$99 - $125 night
$693 - $1225 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona
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 ... Learn More
Rates
$140 - $230 night
$980 - $1610 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: TAT TAX ID: W-01 Bedding Configuration: 1 Queen Room Description: This condo has a queen bed, full size futon sleeper, and 2 twin size air beds a... Learn More
Rates
$75 - $90 night
$525 - $630 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: Kona Coast Resort is one of the most spectacular locations on the Kona Coast. And this is one of the best condos in the complex. Enjoy the sounds ... Learn More
Rates
$273 - $345 night
$1571 - $1873 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: Sea Village complex features an absolute ocean front pool and spa, four ocean front gas barbecues each with dedicated picnic tables with incredible... Learn More
Rates
$119 - $165 night
$833 - $1155 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
$125 - $205 night
$875 - $1435 week


Non Smoking


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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: This condo is perfect for those who don't want to spend their time driving around in their car. You are close to shopping, restaurants, activities,... Learn More
Rates
$85 - $95 night
$595 - $840 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated ... Learn More
Rates
$275 - $325 night
$1925 - $2625 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: Kona Plaza complex is on the mauka (mountain) side of Alii Dr in the heart of Kailua Kona town. The Kona Inn Shopping area is across the street on... Learn More
Rates
$80 - $95 night
$560 - $903 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: A newly refurnished home with stunning oceanviews, refreshing private pool, relaxing shady lanais - and all in a quiet tropical setting! Our fanta... Learn More
Rates
$249 - $299 night
$1743 - $2443 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: Enjoy your afternoons and evenings on the lanai listening to the sounds of the crashing waves, or watching the dolphins play. Whether you're sun ba... Learn More
Rates
$140 - $150 night
$980 - $1400 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: Located on the 4th floor in an oceanfront building, this popular unit overlooking the pool, lush gardens, and of course the beautiful ocean.Within ... Learn More
Rates
$99 - $115 night
$693 - $1050 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to Blue Hawaii. Luxury is really affordable in Kona and Blue Hawaii has it all. Kona's premier vacation home overlooking the beautiful blu... Learn More
Rates
$2913 - $3992 week


Non Smoking   Swimming Pool   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: Enjoy spectacular sunsets from this beautifully decorated 2 bedroom 2 bath condo located in Sea Village; a superbly maintained oceanfront holiday r... Learn More
Rates
$125 - $140 night
$875 - $1260 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: We know our condo will bring you and your family many memories and fun times. You can't beat the location right along the Kona Coast and walking di... Learn More
Rates
$99 - $110 night
$693 - $1050 week


Non Smoking


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Listings 51 - 75 of 199
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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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