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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 26 - 50 of 199
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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 Kailua Bay Resort complex is located right near the heart of downtown Kailua Kona. Visitors can easily explore the many museums or play a few r... Learn More
Rates
$99 - $125 night
$693 - $1225 week


Non Smoking


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2 bedroom Vacation Rental Home in Kailua-Kona
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Blue Hale is the perfect place to start your vacation in Paradise just drop your bags of and walk minutes away to Magic Sands Beach one of the... Learn More
Rates
$150 - $180 night
$1050 - $1260 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: Recently remodeled, top (third) floor unit. One bedroom (queen-size bed), vacation rental. Quiet oceanfront complex. Within walking distance of Kai... Learn More
Rates
$90 - $99 night
$630 - $903 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: The Maluna Palm home features 3 bedrooms, 2 baths, and a convertible bed which allows for sleeping arrangements for up to 8 people. Are you ready ... Learn More
Rates
$249 - $309 night
$1743 - $2443 week


Non Smoking


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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... Learn More
Rates
$265 - $355 night
$1855 - $2485 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: Spectacular, rare, unobstructed ocean views. Steps from surfers, snorkelers, swimmers and paddlers, all at your front door. Also within walking dis... Learn More
Rates
$229 - $229 night
$1603 - $1813 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
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Alii Villas on Alii Drive is wonderful place to spend your holiday. Historic Kailua Village is close by where the world famous Ironman Triathlon ta... Learn More
Rates
$172 - $222 night
$740 - $1077 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: Come and join us in paradise at unit #223 and enjoy the fragrant plumeria drifting on warm tropical Hawaiian Breezes. Relax and let the Hawaiian su... Learn More
Rates
$95 - $115 night
$665 - $945 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: 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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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Ocean views greet you as you enter this two bedroom, 2 bath, sleeps six, second floor condo. Ocean views from the living room, kitchen and master... Learn More
Rates
$115 - $135 night
$805 - $1050 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: Keauhou Kona Surf & Racquet Club is one of the most fun places in Kona. This oceanfront complex is conveniently located near Keauhou Shopping Cent... Learn More
Rates
$201 - $255 night
$956 - $1154 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: This oceanfront corner condo boasts fantastic ocean views from every angle; the living room and kitchen have a large side picture window and glass ... Learn More
Rates
$130 - $150 night
$910 - $1050 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: Located on world-famous Ali'i Drive the Keauhou Kona Surf and Racquet Club is a 4-star Oceanfront Resort located 4.5 miles south of Kailua-Kona tow... Learn More
Rates
$100 - $120 night
$700 - $910 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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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
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... Learn More
Rates
$135 - $175 night
$945 - $1225 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: Almost oceanfront with great views. There is a small beach across the road and the sea turtles enjoy sunning here. So will you if you don't mind ... Learn More
Rates
$177 - $213 night
$932 - $1004 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: Holualoa Bay Villas offers something special, low density with high degree of amenities. This condo has all new flooring and appliances plus there ... Learn More
Rates
$177 - $213 night
$932 - $1004 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: BEAUTIFUL REMODELED 1 BED 1 BATH IS RIGHT IN HEART OF KONA VILLAGE. IF YOU ARE LOOKING FOR NICE, CLEAN AND CLOSE TO TOWN, LOOK NO FURTHER. KONA PLA... Learn More
Rates
$95 - $100 night
$665 - $700 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: One of a kind, like a cottage by the sea. Enjoy the crashing surf and one of Kona's best resorts. If you need more than one to make 4 bedrooms rent... Learn More
Rates
$217 - $315 night
$1062 - $1693 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: This newer home is the perfect vacation destination for families coming to the Big Island of Hawaii. Located halfway between the Kona International... Learn More
Rates
$229 - $249 night
$1603 - $2275 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: Come and join us in paradise at unit #107 and enjoy the fragrant plumeria drifting on warm tropical Hawaiian Breezes. Relax and let the Hawaiian su... Learn More
Rates
$85 - $95 night
$595 - $840 week


Non Smoking


View Details and Book Online Send Inquiry



1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This charming and completely renovated one bedroom, one bath condo is a short distance to downtown Kailua Kona on the Big Island of Hawaii. From yo... Learn More
Rates
$89 - $109 night
$623 - $1050 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: 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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Listings 26 - 50 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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