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Kailua-Kona Vacation Rentals

201 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
Things to Do on the Big Island
Listings 26 - 50 of 201
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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: COMFORTABLE, CLEAN, WELL MAINTAINED 1BD/1BTH UNIT JUST STEPS TO THE OCEAN. A/C & FANS THROUGHOUT. 3 MILES SOUTH OF KAILUA TOWN CLOSE TO WHITE SANDS... Learn More
Rates
$85 - $95 night
$595 - $665 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: 1 bedroom condo Unit Description: This one bedroom comes equipped with a queen bed and a full size wall bed in the living area. Amenities included... Learn More
Rates
$152 - $213 night
$1064 - $1491 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 a Gorgeous almost ocean front unit with beautiful updated teak furnishing and updated appliances. There is everything you need to go the beach... Learn More
Rates
$95 - $110 night
$665 - $770 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Home in Kailua-Kona
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This wonderful two bedroom, two bath home was recently remodeled and boasts open wide living spaces and is situated on a double oceanfront lot with... Learn More
Rates
$255 - $440 night
$1785 - $3080 week


Non Smoking


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2 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: The home has been published in ?Hawaiian Style Magazine?, ?Luxury Home Quarterly? and ?At Home in West Hawaii?. Upon entering the single level hom... Learn More
Rates
$4200 - $5600 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: Sit out on your private lanai and listen to the quiet sounds of the Pacific, birds, and nature.Furnished with care by the owners so that you have a... Learn More
Rates
$95 - $105 night
$665 - $903 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: 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
$149 - $207 night
$634 - $972 week


Non Smoking


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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: Located in the cooler elevations, you can relax on the lanai, barbeque and watch Hawaiian sunsets night after night in this dream home. Lush landsc... Learn More
Rates
$375 - $425 night
$2625 - $3500 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: This lovely ocean view condo at Sea Village is decorated with Hawaiian Island style. Owner has upgraded many items, including luxury eucalyptus be... Learn More
Rates
$99 - $109 night
$693 - $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: Our small (12 unit) complex caters to those who would like to enjoy serenity, a sparkling clean pool to swim in, beach side BBQ?s using BBQs, aweso... Learn More
Rates
$115 - $130 night
$805 - $980 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: Kona Magic Sands is one of the best complex's in town because of its ideal location right next to gorgeous white sand beach. Perfect for boogie boa... Learn More
Rates
$75 - $90 night
$525 - $630 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: Featuring two swimming pools; a large free formed pool at the oceanfront, and another pool in the garden area, located in the center of the complex... Learn More
Rates
$80 - $90 night
$560 - $840 week


Non Smoking


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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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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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4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Asia Inspiration Home. Two story 4 bedroom Executive home in upscale neighborhood. Beautifully furnished with Asian Art and Antiques. Full kitchen ... Learn More
Rates
$299 - $299 night
$2093 - $2450 week


Non Smoking   Swimming Pool


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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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2 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Direct Ocean Front Cottage where you can watch whales and surfers while relaxing on the large sunning deck, literally hanging over the oceans edge.... Learn More
Rates
$290 - $348 night
$2030 - $2436 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: 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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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Only a palm tree and a stone's throw separate you from the Pacific sunsets at this beautiful, newly-renovated oceanfront condominium. The upscale 1... Learn More
Rates
$135 - $165 night
$945 - $1393 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: Really nice oceanview in this 2 bedroom 2 bath condo. Vaulted ceilings, large lanai and nicely furnished.There is a king size bed in the master be... Learn More
Rates
$193 - $255 night
$948 - $1154 week


Non Smoking


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4 bedroom Vacation Rental Home in Kailua-Kona
Home: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Kona Bay Estates is an exclusive, small, gated community with a security guard who patrols the neighborhood. The community is located on a rare lag... Learn More
Rates
$1200 - $1300 night
$8400 - $10500 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: Casa de Emdeko, affectionately known as the 'Crown Jewel of the Kona Coast' is an oceanfront complex located on Alii Drive-One and a half miles sou... Learn More
Rates
$99 - $109 night
$693 - $910 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: The Kona Makai is one of Kona's favorite repeat destinations. This oceanfront community offers ocean views to no end. This unit is one of the 6 p... Learn More
Rates
$155 - $300 night
$1085 - $2100 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: Lovely oceanfront townhouse. Enjoy the waves breaking right in front on your lanai. This is a beautiful well maintained oceanfront condo with all... Learn More
Rates
$217 - $315 night
$1062 - $1693 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: New to the Vacation Rental program! This beautiful oceanfront home is located next to the keiki pond at the Kona Bay Estates gated community. Enjoy... Learn More
Rates
$700 - $700 night
$4900 - $7000 week


Non Smoking


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Listings 26 - 50 of 201
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1 2 3 4 5
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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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