Kailua-Kona Vacation Rentals

207 Kailua-Kona Vacation Rentals were found matching your criteria.

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$500 - $600 /night
$3500 - $4200 /week

Lymans Bay Hale-Oceanfront

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...

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$500 - $600 /night

$3500 - $4200 /week

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$245 - $535 /night
$1715 - $3926 /week

Kona Makai 1-301 Direct Oceanfront, Top Floor, Best Corne...

23 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai 1-301 Direct Oceanfront, Top Floor, Best Corner In Kona Makai! Kona Makai #1-301 is arguably the BEST condo in the entire complex! Bein...

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$245 - $535 /night

$1715 - $3926 /week

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$629 - $695 /night
$4403 - $4865 /week

Hale Honu - Spectacular Oceanfront Home w/ central A/C Wa...

74 reviews Add to Favorites

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Hale Honu - Spectacular Oceanfront Home w/ central A/C Wading Pool & Hottub Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR...

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$629 - $695 /night

$4403 - $4865 /week

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$190 - $210 /night
$1330 - $1890 /week

2 BR condo in oceanfront complex, great Ocean views, *new...

37 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: 2 BR condo in oceanfront complex, great Ocean views, *newly Remodeled* This newly remodeled condo has 2 bedrooms both with a King bed. The loft lo...

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$190 - $210 /night

$1330 - $1890 /week

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$140 - $195 /night
$980 - $1750 /week

1 BR condo with a loft in oceanfront complex, amazing Oce...

52 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: 1 BR condo with a loft in oceanfront complex, amazing Ocean views Kona Makai 1 bedroom with loft in an Ocean Front Community. Community includes...

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$140 - $195 /night

$980 - $1750 /week

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$138 - $168 /night
$966 - $1750 /week

Krd32 Absolute Oceanfront Top Flr Private

45 reviews Add to Favorites

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...

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$138 - $168 /night

$966 - $1750 /week

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$179 - $315 /night
$1113 - $2200 /week

Stunning Accessible Oceanfront Condo on the Kona Coast

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Elegant yet simple luxury on the ocean in Kona Hawaii. * Incredible Ocean Views * Spacious 2-BR /2-BA * Central Air Conditioning (A/C)...

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$179 - $315 /night

$1113 - $2200 /week

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View Details

$209 - $500 /night
$1583 - $3500 /week

Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub L...

8 reviews Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: Koana Breeze-Breathtaking Sunset & Ocean Views, Hot Tub Living at its finest! This spectacular 2500 square-foot plantation-style home is perched o...

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$209 - $500 /night

$1583 - $3500 /week

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$162 - $427 /night
$1134 - $2583 /week

Kahaluu Bay Villas #304

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem. The unit has a well equipped kitchen and all the rooms are spacious...

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$162 - $427 /night

$1134 - $2583 /week

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$149 - $199 /night
$1043 - $1393 /week

Oceanfront-Incredible Views, Surf Break & Romantic Sunset...

77 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223 Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai o...

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$149 - $199 /night

$1043 - $1393 /week

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$499 - $649 /night
$3493 - $4543 /week

Outstanding 4 Br / 3 Ba Oceanfront Home with saltwater "Q...

34 reviews Add to Favorites

Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Outstanding 4 Br / 3 Ba Oceanfront Home with saltwater "Queen's Bath" Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is con...

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$499 - $649 /night

$3493 - $4543 /week

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$250 - $615 /night
$1790 - $4369 /week

Kksr5304 !! Direct Ocean Front, Top Floor, W/Loft! Best C...

51 reviews Add to Favorites

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kksr5304 !! Direct Ocean Front, Top Floor, W/Loft! Best Corner In Complex! 5-304 is by far arguably one of the BEST properties in the entire compl...

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$250 - $615 /night

$1790 - $4369 /week

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$2160 - $2875 /night
$15120 - $20125 /week

Hale Pua

Home: 6 Bedroom, 6 Bathroom, Sleeps 20
Location: Kailua-Kona, Hawaii, United States
Description: Hale Pua (“House of Flowers”) now features AC as an option in all of its sleeping areas: five king bedrooms, one bunkroom with four twin beds and g...

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$2160 - $2875 /night

$15120 - $20125 /week

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$226 - $467 /night
$1582 - $3206 /week

Keauhou Kona Surf & Racquet Club #5-104

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to unit #5-104 at the Keauhou Kona Surf & Racquet Club. Knutson & Associates Property Management is so proud to be newly representing this ...

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$226 - $467 /night

$1582 - $3206 /week

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$155 - $180 /night
$1085 - $1855 /week

Remodeled 1 bedroom Ocean front condo, right down town

40 reviews Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town...

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$155 - $180 /night

$1085 - $1855 /week

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$500 - $665 /night
$3500 - $4655 /week

Hale Huna Kai - Oceanfront

Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Hale Huna Kai is located within a mile of Kona town on Alli Drive. It is constructed on two lots and thusly has twice the ocean frontage. Two King ...

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$500 - $665 /night

$3500 - $4655 /week

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$209 - $482 /night
$1435 - $2891 /week

Kona Coast Resort at Keauhou Gardens 8204

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Coast Resort #8-204 is a beautifully maintained 2 bedroom, 2 bath condo that has all of the amazing amenities of a 5-Star Resort. You are able...

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$209 - $482 /night

$1435 - $2891 /week

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$150 - $230 /night
$1050 - $1610 /week

Sea Village 3-212

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Our condo is on the second floor, providing increased privacy while giving an outstanding panoramic view of the ocean and Kailua Bay. From our lana...

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$150 - $230 /night

$1050 - $1610 /week

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$111 - $294 /night
$777 - $1771 /week

Kona Isle B31

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....

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$111 - $294 /night

$777 - $1771 /week

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$265 - $375 /night
$1855 - $2625 /week

Kona Makai 6201

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai is an oceanfront condominium complex of about 100 one and two bedroom units located one mile from the beautiful town of Kailua-Kona. Th...

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$265 - $375 /night

$1855 - $2625 /week

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$132 - $307 /night
$917 - $1883 /week

Casa De Emdeko 332

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa#332 is a wonderful 1 bedroom 1 bath with a beautiful ocean view. New Ownership. You can't beat this view at this price. Casa De Emdeko offers ...

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$132 - $307 /night

$917 - $1883 /week

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$115 - $289 /night
$845 - $2023 /week

Casa De Emdeko 211 - 2/2 Ocean View, Ac, Elevators, Spaci...

29 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa De Emdeko 211 - 2/2 Ocean View, Ac, Elevators, Spacious, 2nd floor gem ***BRAND NEW OWNERS AS OF NOVEMBER 2017! We're thrilled to announce th...

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$115 - $289 /night

$845 - $2023 /week

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$326 - $584 /night
$2282 - $4088 /week

Koana Breeze

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kailua-Kona, Hawaii, United States
Description: This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy ye...

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$326 - $584 /night

$2282 - $4088 /week

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$209 - $482 /night
$1435 - $2940 /week

Royal Sea Cliff #704

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Enjoy upscale penthouse living at this fully furnished ocean front luxury resort condominium complex in Kona. Breathtaking white water views, marb...

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$209 - $482 /night

$1435 - $2940 /week

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$90 - $205 /night
$660 - $1435 /week

Casa De Emdeko 332- Amazing Oceanview, Top Floor, Ac incl...

33 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa De Emdeko 332- Amazing Oceanview, Top Floor, Ac included! Casa#332 is a wonderful 1 bedroom 1 bath with a beautiful ocean view! New Ownership...

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$90 - $205 /night

$660 - $1435 /week

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Why Kailua-Kona?

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.

This map is intended to be used as a reference only.

Kailua-Kona Vacation Rentals

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