Kailua-Kona Vacation Rentals

209 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 - $577 /night
$1715 - $3966 /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 - $577 /night

$1715 - $3966 /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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$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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$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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$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

$450 - $680 /night
$3150 - $4760 /week

Hali'i Kai at Waikoloa Beach Resort

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: On the sun-drenched Kohala coast on the Big Island of Hawaii, the elements have come together to create a place like no other. It is at this point ...

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$450 - $680 /night

$3150 - $4760 /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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$151 - $414 /night
$1057 - $2492 /week

Keauhou Kona Surf & Racquet Club#37

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6. Have a larger group? We manag...

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$151 - $414 /night

$1057 - $2492 /week

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$175 - $374 /night
$1225 - $2450 /week

Kona Makai 1-204

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States
Description: This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous kona sunsets from your private lanai. The ...

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$175 - $374 /night

$1225 - $2450 /week

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$111 - $286 /night
$793 - $2001 /week

New Listing! Tropical Oasis w/ Pool, Spa & Private Lanai ...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: New Listing! Tropical Oasis w/ Pool, Spa & Private Lanai - Near Coast ** This brand-new listing may not have an abundance of guest reviews yet, bu...

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$111 - $286 /night

$793 - $2001 /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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$103 - $239 /night
$714 - $1673 /week

Kona Shores#130

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and ...

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$103 - $239 /night

$714 - $1673 /week

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$265 - $467 /night
$1820 - $3269 /week

Casa De Emdeko 219

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: **Newly Remodeled Kitchen And Master Bathroom As Of September 2018.** Casa#219 is a direct oceanfront 2 bedroom. 2 bath property that sits right o...

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$265 - $467 /night

$1820 - $3269 /week

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$191 - $400 /night
$1357 - $2800 /week

Casa De Emdeko 219 2 Bdrm Direct Ocean Front Corner unit,...

37 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Casa De Emdeko 219 2 Bdrm Direct Ocean Front Corner unit, Wrap around Lanai! **NEWLY REMODELED KITCHEN AND MASTER BATHROOM AS OF SEPTEMBER 2018!!!...

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$191 - $400 /night

$1357 - $2800 /week

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$440 - $665 /night
$3080 - $4655 /week

Beautiful single level private home with spectacular ocea...

36 reviews Add to Favorites

Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Beautiful single level private home with spectacular ocean view & heated pool Modern Hawaiian island style single level home located in a small pr...

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$440 - $665 /night

$3080 - $4655 /week

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$145 - $200 /night
$1015 - $1400 /week

Keauhou Gardens 11-101 at Kona Coast Resort

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit located in the Keauhou Gardens section of the Kona Coast Resort situated on 21 acres...

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$145 - $200 /night

$1015 - $1400 /week

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$99 - $350 /night
$693 - $2450 /week

Kalani Kai 105

Condo: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Kailua-Kona, Hawaii, United States
Description: This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may loun...

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$99 - $350 /night

$693 - $2450 /week

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$1010 - $1425 /night
$7070 - $9975 /week

Large 5 BR custom home, Private Pool & Spa, Spectacular O...

51 reviews Add to Favorites

Home: 5 Bedroom, 5 Bathroom, Sleeps 17
Location: Kailua-Kona, Hawaii, United States
Description: Large 5 BR custom home, Private Pool & Spa, Spectacular Ocean views Why book individual resorts or condos when your whole group can enjoy a mansio...

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$1010 - $1425 /night

$7070 - $9975 /week

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$130 - $300 /night
$910 - $2100 /week

Kksr2204 Direct Oceanfront Corner Unit!!! 2nd Floor, Wifi...

77 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kksr2204 Direct Oceanfront Corner Unit!!! 2nd Floor, Wifi, Breathtaking View! Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club...

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$130 - $300 /night

$910 - $2100 /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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$350 - $580 /night
$2450 - $4060 /week

Hale Nui Ohana

Home: 4 Bedroom, 4 Bathroom, Sleeps 14
Location: Kailua-Kona, Hawaii, United States
Description: If you have a large group or extended family this is the home for you. Hale Nui Ohana (Large family home) is a large 2 story home with panoramic oc...

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$350 - $580 /night

$2450 - $4060 /week

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$349 - $876 /night
$2443 - $6132 /week

Heeia Bay Hale

Home: 3 Bedroom, 0 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to the listing page of Heeia Bay Hale. A Brand New Vacation Rental as of October 2018. This wonderful 2 story home in Keauhou is walking di...

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$349 - $876 /night

$2443 - $6132 /week

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$181 - $671 /night
$1253 - $4697 /week

Kona Pacific B409

Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kona Pacific B-409 is a newly remodeled upper floor condo with breathtaking ocean views. The owners have extensively made changes that every guest ...

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$181 - $671 /night

$1253 - $4697 /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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