Kailua-Kona Vacation Rentals

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

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

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

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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$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: 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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Featured

$240 - $501 /night
$1685 - $3441 /week

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

24 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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$240 - $501 /night

$1685 - $3441 /week

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Featured

$138 - $250 /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 - $250 /night

$966 - $1750 /week

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$128 - $300 /night
$905 - $2100 /week

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

79 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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$128 - $300 /night

$905 - $2100 /week

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$145 - $500 /night
$1015 - $3103 /week

Sv4205 2 BR, Direct Oceanfront, Wifi, Breathtaking View.

69 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Completely remodeled, extremely clean, the owners have done a...

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$145 - $500 /night

$1015 - $3103 /week

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$140 - $420 /night
$980 - $2940 /week

Remodeled In 2017! Ocean View, Huge Lanai, Walk To Town! ...

28 reviews Add to Favorites

Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Remodeled In 2017! Ocean View, Huge Lanai, Walk To Town! Elevator, Ac!! Kona Pacific B-409 is a newly remodeled upper floor condo with breathtakin...

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$140 - $420 /night

$980 - $2940 /week

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$499 - $695 /night
$3493 - $4865 /week

Oceanfront Home with Hot Tub

18 reviews Add to Favorites

Home: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Private Oceanfront custom home with Asian influences located in a secluded and gated community set among tropical botanical gardens, and featuring...

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$499 - $695 /night

$3493 - $4865 /week

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$165 - $417 /night
$1195 - $2865 /week

Kahalu'u Beach 3Br w/ Infinity Pool & Spa, Covered Lanai,...

8 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Kahalu'u Beach 3Br w/ Infinity Pool & Spa, Covered Lanai, Ocean & Sunset View Set right across the street from Kahalu?u Beach, this 3BR/2BA condo ...

Rates

$165 - $417 /night

$1195 - $2865 /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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$195 - $295 /night
$1365 - $2065 /week

Best location in newer complex with panoramic ocean views...

16 reviews Add to Favorites

Condo: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Best location in newer complex with panoramic ocean views and central A/C. Na Hale O Keauhou is a newer complex of townhomes located just 6 miles ...

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$195 - $295 /night

$1365 - $2065 /week

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

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

35 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...

Rates

$499 - $649 /night

$3493 - $4543 /week

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$140 - $326 /night
$980 - $2282 /week

Casa De Emdeko 111

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa#111 is an excellent ground floor unit, that's VERY spacious. Nearly 1300 square feet. Close to the pool for easy access. There are new owners ...

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$140 - $326 /night

$980 - $2282 /week

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$140 - $345 /night
$980 - $2415 /week

Holualoa Bay Villas 102

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Enjoy your Hawaiian vacation at this almost oceanfront complex. This fully equipped over 1200 square foot, 2 bedroom, 2 bath condo with oversized l...

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$140 - $345 /night

$980 - $2415 /week

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$229 - $329 /night
$1603 - $2303 /week

Hale Kania Kai - Surf & Racquet 3302 top floor 3bd/2bth

11 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: The Surf & Racquet Club located just 5 miles South of Kona town is a beautiful condominium complex situated on 16 acres of impeccably landscaped gr...

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$229 - $329 /night

$1603 - $2303 /week

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$153 - $355 /night
$1071 - $2142 /week

Keauhou Punahele E-102

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou C...

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$153 - $355 /night

$1071 - $2142 /week

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$174 - $337 /night
$1190 - $2359 /week

Casa De Emdeko 317

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **Hard Wood Floors A...

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$174 - $337 /night

$1190 - $2359 /week

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$150 - $400 /night
$1050 - $2800 /week

White Sands Village#118: Direct Beachfront, Central Ac, E...

2 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: White Sands Village#118: Direct Beachfront, Central Ac, Elevators, Spacious! White Sands Village is Kona's Premier Vacation Rental destination wit...

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$150 - $400 /night

$1050 - $2800 /week

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$79 - $250 /night
$553 - $1750 /week

Alii Villas 340 Gorgeous Top floor Condo. Wifi! Great price!

24 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This top floor Alii Villas condo is a perfect fit for anyone's vacation! Unit#340 is very well maintained, and we can assure you will have an amazi...

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$79 - $250 /night

$553 - $1750 /week

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$132 - $239 /night
$917 - $1673 /week

Casa De Emdeko 204

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Uni...

Rates

$132 - $239 /night

$917 - $1673 /week

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$129 - $413 /night
$1109 - $2830 /week

2Br/2Ba - Pool, Spa & Ocean View, Steps to Prime Snorkeli...

3 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: 2Br/2Ba - Pool, Spa & Ocean View, Steps to Prime Snorkeling at Kahalu'u Beach PROPERTY OVERVIEW Prime surfing and snorkeling are within steps of...

Rates

$129 - $413 /night

$1109 - $2830 /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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$135 - $160 /night
$945 - $1120 /week

Direct Oceanfront Remodeled Corner Unit With Ac! Kona Isl...

2 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Direct Oceanfront Remodeled Corner Unit With Ac! Kona Isle D24 Knutson & Associates is proud to newly represent Kona Isle D-24, a direct oceanfron...

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$135 - $160 /night

$945 - $1120 /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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$549 - $695 /night
$3843 - $4865 /week

Ali'i Point Spacious and Private Oceanfont Villa with A/C

5 reviews Add to Favorites

Home: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court. Central A/C throu...

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$549 - $695 /night

$3843 - $4865 /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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