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Kailua-Kona Vacation Rentals

144 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 51 - 75 of 144
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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
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...
Rates
$135 - $175 night
$945 - $1365 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: Kalani Kai 310 Heart of Kailua-Kona Village Nice condo/Kona Hawaii Kalani Kai is a very nice condo located right in Kona town and walking distance...
Rates
$128 - $197 night
$860 - $1342 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: The Keauhou Surf and Racquet Club is a gated community of condominiums. There are three professional style tennis courts with night lighting; a te...
Rates
$125 - $205 night
$875 - $1435 week


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3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Luxurious 3 BR Townhome with Lovely Ocean Views! Close to Everything! Privacy abounds in the quiet, gated neighborhood of Na Hale O Keauhou. This ...
Rates
$1673 - $2065 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: Kona Isle E23 Direct Ocean Front $90.00 special May 18th-30th! Kona Isle Condos are located on the Kona Coast of the Big Island of Hawaii, and are...
Rates
$105 - $140 night
$735 - $980 week


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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 3 Bedroom, 2.25 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...
Rates
$175 - $225 night
$1225 - $2065 week


Non Smoking


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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: Keauhou Kona Surf & Racquet 24 3 b/r condo in oceanfront complex Kona Hawaii This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach...
Rates
$199 - $324 night
$1348 - $2224 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: Kona Makai 1103 Oceanfront complex, great location in Kona Hawaii Kona Makai is one of Kona's most popular resorts. Kona Makai has tennis courts, ...
Rates
$173 - $217 night
$1174 - $1480 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: Exceptional panoramic coastal views from this supremely private, quiet, end of the road location. Sitting high on a knoll at the very top of O'oma ...
Rates
$450 - $575 night
$3150 - $4410 week


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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: $125.00 special April 10th-May 23rd 2 BR Direct Oceanfront!!! Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is cen...
Rates
$150 - $175 night
$1050 - $1225 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...
Rates
$100 - $125 night
$700 - $875 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 Palena 304 Golfers Delight Staygreat location in Kona Hawaii Second floor condo with golf course views. King size bed plus queen size sofa...
Rates
$166 - $216 night
$1123 - $1473 week


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3 bedroom Vacation Rental Condo in Kailua-Kona - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: This estate, located on a private cove features a pool, spa and koi pond and offers the finest in accommodations without having to leave Kona. Th...
Rates
$435 - $534 night
$3045 - $3738 week


Non Smoking


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6 bedroom Vacation Rental Home in Kailua-Kona - Ocean View
Home: 6 Bedroom, 6 Bathroom, Sleeps 20
Location: Kailua-Kona, Hawaii, United States
Description: Hale Pua, Private, Oceanfront Home with Pool, Spa and Spectacular Views The Hale Pua (?House of Flowers?) is maybe the only 6 bedroom/6 full bath ...
Rates
$1650 - $2095 night
$11550 - $16100 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: Kona Pacific D725 1 b/r Perfectly Located near the heart of Kona town Kona Hi Everything you need for an unforgettable Hawaiian vacation! All bran...
Rates
$142 - $217 night
$955 - $1480 week


Non Smoking


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2 bedroom Vacation Rental Condo in Kailua-Kona - Ocean Front
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: $199.00 special March 26th-April 3rd Direct Ocean Front 2 BR + Loft The Keauhou Surf and Racquet Club is a gated community of condominiums. There...
Rates
$250 - $300 night
$1750 - $2100 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...
Rates
$95 - $120 night
$665 - $840 week


Non Smoking


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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...
Rates
$229 - $249 night
$1603 - $2093 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, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This condo is a comfortable spot for your Hawaiian Vacation. Great partial ocean view to enjoy from your lanai. With anything you might need to ma...
Rates
$95 - $110 night
$665 - $770 week


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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...
Rates
$90 - $100 night
$630 - $700 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 ...
Rates
$150 - $150 night
$1050 - $1099 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: Casa De Emdeko 204 - $90.00 special March 13th-31st! Call office for details Casa De Emdeko offers owners and guests the perfect blend of Hawaiian...
Rates
$105 - $120 night
$735 - $840 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 $119.00 special April!!! This beautifully upgraded unit is breath taking. It offers a luxurious...
Rates
$120 - $130 night
$840 - $910 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: Spacious Two BR, Two Bath Ocean View Elegance (Resort Fees Included) On the sun-drenched Kohala coast on the Big Island of Hawaii, the elements ha...
Rates
$220 - $250 night
$1540 - $2310 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 1 Bedroom, 1.5 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...
Rates
$140 - $165 night
$980 - $1505 week


Non Smoking


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Listings 51 - 75 of 144
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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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