Kailua-Kona Vacation Rentals

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

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$380 - $410 /night
$2660 - $4375 /week

Private home with pool, cool elevation, unobstructed Ocea...

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Private home with pool, cool elevation, unobstructed Ocean & Sunset views This beautiful home features luxury and artistic touches to add a splash...

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$380 - $410 /night

$2660 - $4375 /week

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Featured

$215 - $577 /night
$1595 - $3965 /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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$215 - $577 /night

$1595 - $3965 /week

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

Lymans Bay Hale-Oceanfront

35 reviews Add to Favorites

Home: 5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Kailua-Kona, Hawaii, United States
Description: For a virtual tour of this property scroll down to the bottom of the text and click on the link. As of September 20, 2015 a major renovation of Lym...

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$500 - $600 /night

$3500 - $4200 /week

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Featured

$140 - $185 /night
$980 - $1750 /week

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

51 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 - $185 /night

$980 - $1750 /week

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Featured

$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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Featured

$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...

Rates

$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

$129 - $195 /night
$903 - $2100 /week

Kksr#37 Spacious 3 BR Townhome, Sleeps 6, Close to Pool, ...

10 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kksr#37 Spacious 3 BR Townhome, Sleeps 6, Close to Pool, Amazing Price! Knutson & Associates Property Management is proud to newly represent this ...

Rates

$129 - $195 /night

$903 - $2100 /week

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$190 - $295 /night
$1330 - $2065 /week

Hale Alaula (Sea Village 1105)

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...

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$190 - $295 /night

$1330 - $2065 /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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$129 - $199 /night
$903 - $1393 /week

Sea Village 2 Br / 2 Ba Oceanview corner unit

35 reviews Add to Favorites

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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$129 - $199 /night

$903 - $1393 /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...

Rates

$265 - $375 /night

$1855 - $2625 /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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$161 - $492 /night
$1127 - $2933 /week

Kona Reef D32

Rates

$161 - $492 /night

$1127 - $2933 /week

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$500 - $730 /night
$3500 - $5110 /week

Hale Aikane

Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Hale Aikáne (House of Hospitality to Family and Friends as one) a beautiful, 3 bedroom, 3 bathroom single level home located in a small private sub...

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$500 - $730 /night

$3500 - $5110 /week

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$205 - $270 /night
$1435 - $1890 /week

Hale Kalena (Kanaloa 701)

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, ...

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$205 - $270 /night

$1435 - $1890 /week

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

Kona Bali Kai 317 Direct Oceanfront

55 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. Watch the do...

Rates

$149 - $199 /night

$1043 - $1393 /week

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$140 - $170 /night
$980 - $1505 /week

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

41 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States
Description: 1 BR condo with a loft in Oceanfront complex, amazing Ocean views Unit is fully redecorated and updated in Hawaiian decor to enhance your vacation...

Rates

$140 - $170 /night

$980 - $1505 /week

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$155 - $160 /night
$1085 - $1855 /week

Remodeled 1 bedroom Ocean front condo, right down town

39 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...

Rates

$155 - $160 /night

$1085 - $1855 /week

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$185 - $265 /night
$1295 - $1855 /week

Sea Village 1-205-Oceanfront

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. Lanai seats four for outside dining with fab views of Kona Bay and those...

Rates

$185 - $265 /night

$1295 - $1855 /week

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$190 - $295 /night
$1330 - $2065 /week

Hale Ko'aniani (Sea Village 4107)

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright a...

Rates

$190 - $295 /night

$1330 - $2065 /week

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$149 - $279 /night
$1043 - $2100 /week

Kksr5202 Direct Oceanfront, 2Nd Floor, Best Views In The ...

22 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kksr5202 Direct Oceanfront, 2Nd Floor, Best Views In The Resort! BRAND NEW VACATION RENTAL WITH BRAND NEW OWNERSHIP! Welcome to #5-202 at the Keau...

Rates

$149 - $279 /night

$1043 - $2100 /week

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$127 - $463 /night
$889 - $2737 /week

Kona Pacific B511

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Pacific B-511 is a brand new Vacation Rental that Knutson & Associates Property Management is proud to represent as a new addition in August 2...

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$127 - $463 /night

$889 - $2737 /week

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$430 - $906 /night
$3009 - $6305 /week

New Listing! Stunning Kona Coast Haven: Ocean Views, Medi...

Home: 4 Bedroom, 4.5 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: New Listing! Stunning Kona Coast Haven: Ocean Views, Media Room, Pool & Spa ** This brand-new listing may not have an abundance of guest reviews y...

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$430 - $906 /night

$3009 - $6305 /week

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$80 - $240 /night
$560 - $1664 /week

Kona Isle B31 Top Floor, Oceanview, & Ac!!!

17 reviews Add to Favorites

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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$80 - $240 /night

$560 - $1664 /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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