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Kailua-Kona Vacation Rentals

198 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 198
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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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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
$215 - $313 night
$988 - $1541 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: Relax in our convenient Deluxe Sized condo on the ground floor at Casa De Emdeko. Close to the cabana and barbeque areas. Just steps away from poo... Learn More
Rates
$150 - $188 night
$1050 - $1316 week


Non Smoking   Swimming Pool   High-Speed Internet


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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 2
Location: Kailua-Kona, Hawaii, United States
Description: Stunning direct oceanfront views in this newly remodeled one bedroom will make you never want to leave.The rhythmic sounds of crashing waves genera... Learn More
Rates
$95 - $125 night
$665 - $875 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 2
Location: Kailua-Kona, Hawaii, United States
Description: Stellar ocean views, quiet, secluded, lovely. Bedding Configuration: 1 King Additional Features: * Convenience: Nearby Grocery, Shopping, Snorkel... Learn More
Rates
$125 - $185 night
$875 - $1295 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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Studio Vacation Rental Condo in Kailua-Kona
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This third floor condo has such a beautiful view! Sit on your lanai and sip mai tai's or just hang out to watch the sunset. Great whale watching du... Learn More
Rates
$98 - $150 night
$600 - $1050 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 2
Location: Kailua-Kona, Hawaii, United States
Description: This bottom floor unit is excellent for a fabulous hawaiian vacation.There is a great ocean view from the lanai and the living room it is also a co... Learn More
Rates
$90 - $108 night
$630 - $756 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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1 bedroom Vacation Rental Home in Kailua-Kona
Home: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Truly the best beach cottage you will ever have the opportunity to enjoy. Relax on the spacious lanai overlooking Kahalu'u Bay. All top of the lin... 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 - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Picture yourself in Paradise. That's where you'll be while you?re enjoying an unforgettable vacation at Casa de Emdeko unit 232.Swimming, surfing, ... Learn More
Rates
$95 - $119 night
$665 - $903 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: Located along Alii Drive and walking distance to Keauhou Shopping Center, this beautiful one bedroom one bath condo was fully furnished and equippe... Learn More
Rates
$125 - $135 night
$875 - $1050 week


Non Smoking


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1 bedroom Vacation Rental Cottage in Kailua-Kona
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: "The Cottage", Mahina Meli Makai (Oceanside Honey Moon) This truly oceanfront (and we mean oceanfront) bungalow, is all about a peaceful quiet Rom... Learn More
Rates
$150 - $210 night
$1050 - $1470 week


Non Smoking   High-Speed Internet


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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: Immaculate, beautifully furnished unit in great location. Wheel chair accessable, short walk to restaurants, shopping, and ocean activities. Solid ... Learn More
Rates
$95 - $110 night
$665 - $840 week


Non Smoking   Handicap Accessible   High-Speed Internet


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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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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This complex is a great location for being near downtown Kailua Kona, yet you are right across the street from the beautiful Kona Coast Sunsets, fu... Learn More
Rates
$80 - $90 night
$560 - $875 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: Aloha, come see for yourself why Casa De Emdeko remains one of the most requested oceanfront condominiums along the Kona Coast. Condo #328 located ... Learn More
Rates
$100 - $120 night
$700 - $973 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: Welcome to Hui o Kulia, where the view from A-15 at the Kona Reef will take your breath away. Relax and watch the whales and dolphins swim by, crui... Learn More
Rates
$145 - $165 night
$1015 - $1393 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: 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 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
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Sea Village is an inviting Oceanfront complex located about a mile south of downtown Kona along Alii Drive. Our one bedroom-one bath condo is just ... 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, 2 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Relax in this large one bedroom 2 bath condo located within Keauhou Palena! The condo features a remodeled kitchen, a large floor plan, in unit W/D... Learn More
Rates
$99 - $110 night
$693 - $875 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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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This is a wonderful alternative to the fast-paced, expensive resorts. If you stay here too, we know you will agree that it is the best place, best ... Learn More
Rates
$80 - $90 night
$560 - $840 week


Non Smoking


View Details and Book Online Send Inquiry





Listings 1 - 25 of 198
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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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