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Kailua-Kona Vacation Rentals

201 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 1 - 25 of 201
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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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Featured


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


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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Featured


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


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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Featured


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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Featured


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
$162 - $220 night
$647 - $985 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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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
$240 - $400 night
$1680 - $2800 week


Non Smoking   High-Speed Internet


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Featured


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 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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Featured


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 - 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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3 bedroom Vacation Rental Home in Kailua-Kona - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: The soaring ocean views from almost every room will take your breath away at this luxury Hawaiian resort home Located in the award winning gated ... Learn More
Rates
$275 - $325 night
$1925 - $2625 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: The Casa de Emdeko is located just 1.5 miles from downtown Kona & away from traffic noise. It overlooks a very quiet, tropical courtyard that leads... Learn More
Rates
$85 - $99 night
$595 - $840 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: This beautiful remodeled 2 bedroom, 2 bath unit is right in the heart of Kona Village! If you are looking for nice, clean and close to town, look ... Learn More
Rates
$125 - $160 night
$875 - $1120 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in Kailua-Kona
Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Across from the ocean on Alii Drive. Close to living area with 2 bedrooms and 2 baths and a loft with bed and lounge area. Enclosed swimming pool ... Learn More
Rates
$125 - $125 night
$875 - $1050 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: Kona Alii Villas #139 on the Big Island of Hawaii is a very nicely furnished condo that will make you feel right at home.Ocean views from your priv... Learn More
Rates
$149 - $199 night
$634 - $912 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: Alii Villas #239 is located in an oceanfront complex near town. Oceanfront swimmimg pool and BBQThis lovely condo is fully equipped and just waiti... Learn More
Rates
$149 - $199 night
$634 - $912 week


Non Smoking


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4 bedroom Vacation Rental Home in Kailua-Kona
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: 12 Alii Point commands one of the best locations on the Big Island; it's an absolute ocean-front house with the best views. From the spectacular la... Learn More
Rates
$6300 - $7000 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: 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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3 bedroom Vacation Rental Home in Kailua-Kona
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This Kahakai beauty sits at the top of this luxury gated community overlooking Kailua's beautiful coastline! 2005 Custom built home on 1.09 acres, ... Learn More
Rates
$225 - $240 night
$1575 - $1785 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: The Keauhou-Kona Surf & Racquet Club is a private, lush, 16 acre gated community adjacent to the Kona Country Club Golf Course. Within walking dist... Learn More
Rates
$125 - $139 night
$875 - $1323 week


Non Smoking


View Details and Book Online Send Inquiry



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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Listings 1 - 25 of 201
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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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