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Kailua-Kona Vacation Rentals

151 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
Listings 1 - 25 of 151
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3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Fabulous Oceanview 3 BR Townhome Near Beach Summer Special $175 per nt! From the moment you step into this fabulous 3 bedroom, 2.5 bath condominiu...
Rates
$275 - $275 night
$1925 - $1925 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: AC Included! Lovely, One Bedroom, One Bathroom! The condo is tiled throughout with wood floors in the bedroom. The bedroom has a Queen size bed wi...
Rates
$89 - $119 night
$623 - $1015 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: You will not believe the wonderful views from this three bedroom/ three bath luxury home. Located in Keauhou Estates, one of Kona's most prestigio...
Rates
$685 - $685 night
$2388 - $4726 week


Non Smoking   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 6
Location: Kailua-Kona, Hawaii, United States
Description: Ocean view 2 BR condo with a loft located in Ocean front Complex Come and enjoy this community at the Kona Makai, vacationers number one choice fo...
Rates
$155 - $196 night
$1085 - $1505 week


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5 bedroom Vacation Rental Home in Kailua-Kona
Home: 5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: As of September 20, 2015 a major renovation of Lymans was completed. Included are new tile flooring, new carpets in all bedrooms, new paint through...
Rates
$500 - $500 night
$3500 - $4200 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Tucked away in the quiet enclave of Kona Bay Estates, just a short walk from Kailua Bay, your oceanfront vacation home, Kona Bay Keiki Beach Oasis,...
Rates
$599 - $599 night
$4193 - $6265 week


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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: Kona Coast Resort Spectacular condo Oceanview Resort, Affordable Luxury #5203 The Kona Coast Resort is one of the premier resorts in Kona and this...
Rates
$148 - $193 night
$1001 - $1313 week


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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: Perfect beach hideaway for two! Tropical entrance. No stairs to climb. Coconut palms. Sweet smelling flowers. Ocean air breeze. Romantic outd...
Rates
$225 - $275 night
$1575 - $1925 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: This unit is located in a highly desirable location just a short walk from down town Kailua Kona. A recently remodeled two bedrooms, two bath condo...
Rates
$155 - $196 night
$1085 - $1715 week


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4 bedroom Vacation Rental Home in Kailua-Kona
Home: 4 Bedroom, 4 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass ope...
Rates
$599 - $599 night
$4193 - $4550 week


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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: B5 at the Kona Isle is a fantastic ground floor unit that you will absolutely love. AIR CONDITIONING, Great Price, Clean, & very comfortable! You w...
Rates
$95 - $110 night
$665 - $1225 week


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: 3 BR 3 Bath Luxury House with Ocean View! Ask About Our Winter Special!! Experience Island Lifestyle in one of Kona's most desirable gated neighbo...
Rates
$399 - $600 night
$2793 - $5600 week


Non Smoking   Swimming Pool


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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 ...
Rates
$179 - $295 night
$1113 - $2065 week


Non Smoking   Handicap Accessible   Swimming Pool   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: Everything you need for an unforgettable Hawaiian vacation! All brand new furniture, large lanai spans living room and bedroom, free wireless Inter...
Rates
$148 - $176 night
$991 - $1313 week


Non Smoking


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 7
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront home with 180 degrees unobstructed views of the Pacific Enter the beautiful Hoku'Ea Hale named for the beautiful ocean/turtle gate that...
Rates
$500 - $525 night
$3500 - $4550 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kalanikai- Corridor Ocean View, 1st floor in the heart of Kona! This lovely ground floor condo located in downtown makes it easy to explore the si...
Rates
$85 - $85 night
$595 - $1435 week


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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: Kanaloa at Kona offers a lushly landscaped 18-acre oceanfront setting overlooking stunning Keauhou Bay. The complex offers 24 hour gated security, ...
Rates
$165 - $185 night
$1155 - $1540 week


Non Smoking


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1 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: Kalani Kai Walk to Ocean shops and restaurants. Affordable #321 Great location right in Historic Kailua Village. Walk to Kamakahonu Beach the star...
Rates
$115 - $154 night
$767 - $1274 week


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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: Private, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort! Why Kona Reef: ? Conveniently located...
Rates
$138 - $168 night
$966 - $1526 week


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3 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Mauna Loa Village 55 Luxury condo near Kona town, ocean and beach Affordable Live where Hawaii's royalty played, Mauna Loa Village at the Honua Re...
Rates
$178 - $261 night
$1201 - $1785 week


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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: Sea Village 2nd floor Direct Oceanfront unit with extensive upgrades & A/C Lovely oceanfront 2nd floor unit totally upgraded and showing beautiful...
Rates
$159 - $189 night
$1113 - $1603 week


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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: This top floor Alii Villas condo is a perfect fit for anyone's vacation! Unit#340 is very well maintained, and we can assure you will have an amazi...
Rates
$95 - $110 night
$665 - $1435 week


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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: Kona Makai is one of Kona's most popular resorts. Kona Makai has tennis courts, a gorgeous oceanfront pool plus hot tub and a super location. Enjoy...
Rates
$141 - $197 night
$936 - $1521 week


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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: B31 at the Kona Isle is an amazing top floor condo in building B at the Kona Isle. Comfortable Queen Sized bed, and pull out sofa that can sleep 2...
Rates
$95 - $110 night
$665 - $1225 week


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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...
Rates
$100 - $120 night
$700 - $1225 week


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Listings 1 - 25 of 151
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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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