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Kailua-Kona Vacation Rentals

149 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 149
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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: Kona Ohana Hale a charming single level home with a private solar heated pool. The home is part of a cul-de-sac in the small community of Hualalai ... Learn More
Rates
$300 - $525 night
$2100 - $3675 week


Non Smoking   High-Speed Internet


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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: This local has all the sights and sounds of the best Kona has to offer. Enjoy this 1 bedroom, 2 bath unit right in town. You can also enjoy the ... Learn More
Rates
$130 - $180 night
$910 - $1645 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: 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


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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: An almost oceanfront condo with great views. There is a small beach across the road and the sea turtles enjoy sunning here. So will you if you do... Learn More
Rates
$113 - $279 night
$916 - $1915 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Unit L4 in Kona Sea Ridge Condos is a perfect starting point for your Hawaiian vacation. On Ali'i Drive, it's just down the road from Kailua Bay's ... Learn More
Rates
$150 - $180 night
$1050 - $1260 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 3 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Alii on Alii Drive in the Village of Kailua Kona has so much to offer you will not want to leave. Make this your second home and you won't be... Learn More
Rates
$150 - $272 night
$988 - $1718 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: Lovely oceanfront 2nd floor unit recently upgraded and showing beautifully. Very popular vacation complex with Oceanfront Pool and Hot Tub, BBQ and... Learn More
Rates
$159 - $189 night
$1113 - $1603 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: Right in the middle of town in walking distance from the Kona Pier. Remodeled and AC included. The pictures say it all! The unit has a Queen siz... Learn More
Rates
$140 - $180 night
$980 - $1505 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 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
$105 - $120 night
$735 - $840 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
$105 - $120 night
$735 - $840 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kona Isle B8 Spectacularly Renovated Groundfloor Condo in Oceanfront Complex! This renovated, tiled ground floor unit is excellent for a fabulous ... Learn More
Rates
$95 - $110 night
$665 - $945 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: Ali'i Villas 239 Kona Hawaii ocean front complex on the Big Island This lovely condo is fully equipped and waiting for you to enjoy. Second floor... Learn More
Rates
$93 - $216 night
$612 - $1473 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
$90 - $100 night
$630 - $700 week


Non Smoking


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3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Mauna Loa Village Lovely 3 b/r in a tropical setting. luxury at a good price Live where Hawaii's royalty played, Mauna Loa Village at the Honua Re... Learn More
Rates
$197 - $279 night
$1349 - $1672 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: Top Floor Private Condo at Kona's Best Snorkeling Beach! ***new** This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem. ... Learn More
Rates
$139 - $169 night
$973 - $1183 week


Non Smoking


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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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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Punahele C-201 Beautifully renovated Condo in quiet complex! This beautifully upgraded unit is breath taking. It offers a luxurious King s... Learn More
Rates
$130 - $150 night
$910 - $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: Nestled along the scenic and historic Kona coast line, this completely remodeled/refurnished Unit is located in the 5-Star Kona Coast Resort, with ... Learn More
Rates
$150 - $150 night
$1050 - $1099 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 7
Location: Kailua-Kona, Hawaii, United States
Description: Hoku'ea Hale Oceanfront Private Home with famous Turtle Gate- New Addition! The 180 degree ocean view at this gorgeous private home is where you w... Learn More
Rates
$3500 - $3850 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 1 bedroom with loft in an Ocean Front Community. Community includes a nightly gates entry, wireless internet, tennis courts a pool and... Learn More
Rates
$140 - $180 night
$980 - $1435 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: Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are individually and privately owned. The gorgeous 74-unit complex ... Learn More
Rates
$105 - $140 night
$735 - $980 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 Akahi is a very nice complex with a true feeling of Hawaii. This one bedroom 2 bath condo has a lovely view across the golf course to the ... Learn More
Rates
$93 - $166 night
$612 - $1123 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: Holualoa Bay Villas 204 Ocean views on the Big Island in Kona Hawaii You will enjoy excellent ocean views from your large, private lanai. Even a b... Learn More
Rates
$113 - $279 night
$916 - $1915 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: No Worries is a lovely newly renovated 3bd/2bth beach house with outside private shower and A/C units in the main living area and Master bedroom. T... Learn More
Rates
$229 - $249 night
$1603 - $2093 week


Non Smoking   Handicap Accessible   High-Speed Internet


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Ono Hale: Gorgeous 3 BR Home with pool & breathtaking views ***new*** We welcome you to stay at our private luxury home (Ono Hale) in the lush hil... Learn More
Rates
$275 - $275 night
$1925 - $2275 week


Non Smoking   Swimming Pool


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Listings 26 - 50 of 149
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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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