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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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Listings 1 - 25 of 199
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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This one bedroom corner condo is roomy enough for six people. Having a huge wrap-around lanai with a breakfast table and ocean view. Cable TV, VCR,... Learn More
Rates
$85 - $95 night
$595 - $875 week


Non Smoking


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Featured


4 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 4 Bedroom, 4 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: Hale Honu is an oceanfront 2 story 4bedroom 4 bath home located just South of Kailua-Kona on Alii Drive. Upstairs bedrooms include 2 mstr. suites w... Learn More
Rates
$599 - $599 night
$4193 - $4550 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 6
Location: Kailua-Kona, Hawaii, United States
Description: Come and enjoy this community at the Kona Makai, vacationers number one choice for return guests. The Kona Makai offers guests lovely lush grounds,... Learn More
Rates
$150 - $195 night
$1050 - $1365 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 Makai is a very popular complex within walking distance to Kona town. This first floor condo has tropical garden views.The complex is oceanfr... Learn More
Rates
$170 - $220 night
$655 - $985 week


Non Smoking


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5 bedroom Vacation Rental Villa in Kailua-Kona
Villa: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: This expansive retreat features tasteful elegance, opulence and privacy. You will never want to leave, very spacious, secluded with spectacular vie... Learn More
Rates
$800 - $1260 night
$5600 - $8820 week


Non Smoking   High-Speed Internet


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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 Bali Kai has a freshwater swimming pool, Jacuzzi, BBQ area, large lobby & grassy area near the waters edge for total enjoyment near the condo.... Learn More
Rates
$165 - $185 night
$1155 - $1575 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: TheKeauhou Kona Surf and Racquet Club is an Oceanfront comples literallly just steps from the popular swimming and snorkeling beach, Kahulu'u Beach... Learn More
Rates
$125 - $205 night
$875 - $1435 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This spacious, upgraded and tastefully decorated three bedroom home has sweeping ocean view in the quiet gated community of Kahakai Estates. Locate... Learn More
Rates
$325 - $400 night
$2275 - $2800 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: Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds enjoy... Learn More
Rates
$110 - $120 night
$770 - $840 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: The Kona Coast Resort is one of the premier resorts on the Kona Coast and this condo fits right in. This condo has been completly redone with all n... Learn More
Rates
$223 - $313 night
$996 - $1541 week


Non Smoking   High-Speed Internet


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5 bedroom Vacation Rental Home in Kailua-Kona
Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: A/C in every room. 180 degree unobstructed view of Lymans Bay, favorite surf spot. 2 story open floor plan with 20 foot ceilings. Downstairs includ... Learn More
Rates
$500 - $500 night
$3500 - $3850 week


Non Smoking


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Featured


2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. And ONE OF ONLY TWO ACCESSIBLE OCEANFRONT CONDOS ON THE KONA COAST * Incredible Ocean ... Learn More
Rates
$179 - $295 night
$1113 - $2065 week


Non Smoking   Handicap Accessible   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps
Location: Kailua-Kona, Hawaii, United States
Description: Beautiful oceanfront with 200 sq. ft. lanai, 180 degree views! The best view on the island. Master bedroom and living room both have floor to cei... Learn More
Rates
$165 - $250 night


Non Smoking   Swimming Pool


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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: You?ve found your most ideal place to spend your next vacation or even your honeymoon here on the Big Island of Hawaii! And it?s very affordable! P... Learn More
Rates
$125 - $140 night
$875 - $980 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: Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located on the Kona coast close to the town of Kailua an... Learn More
Rates
$100 - $125 night
$700 - $875 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This spacious private three bedroom two and a quarter bath home offers lots of wide-open spaces and million dollar oceanviews for your tropical get... Learn More
Rates
$175 - $250 night
$1225 - $1750 week


Non Smoking   High-Speed Internet


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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: Welcome to Casa de Emdeko #311 ~ a two bedroom, two baths, which was recently remodeled. This great island-style vacation rental rests in a lush t... Learn More
Rates
$120 - $150 night
$840 - $1120 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Private and secluded 3br/2bath home at the end of a cul de sac in the amazingly beautiful and prestigious gated community of Kahakai Estates. Far ... Learn More
Rates
$219 - $229 night
$1533 - $2093 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: Welcome to our peaceful, private paradise on the ocean. Any closer and you would be swimming. Watch magnificent Hawaiian sunsets from your lanai. S... Learn More
Rates
$130 - $175 night
$910 - $1225 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Kailua-Kona, Hawaii, United States
Description: A little piece of Hawaiian charm with an ocean view. Located in an authentic beach community, this home is perfect for the family looking for the i... Learn More
Rates
$250 - $295 night
$1750 - $2275 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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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located on the Kona coast close to the town of Kailua an... Learn More
Rates
$150 - $175 night
$1050 - $1225 week


Non Smoking


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Cabin in Kailua-Kona - Ocean Front
Cabin: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This recently remodeled estate offers the finest in accommodations without having to leave Kona. Enjoy this luxurious estate, located on a private ... Learn More
Rates
$365 - $470 night
$2555 - $3290 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: 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... Learn More
Rates
$110 - $120 night
$770 - $1050 week


Non Smoking   Handicap Accessible


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Listings 1 - 25 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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