Kailua-Kona Vacation Rentals

261 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

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

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

73 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 - Special Rate $499/nt Take advantage of our Fabulous Fall Special! Only $499 per night! Ef...

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$629 - $695 /night

$4403 - $4865 /week

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$138 - $451 /night
$966 - $3106 /week

Krd32 Absolute Oceanfront Top Flr Private

43 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 - $451 /night

$966 - $3106 /week

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$164 - $206 /night
$1148 - $1820 /week

Oceanfront 2 BR ground floor condo with amazing Ocean Views

49 reviews Add to Favorites

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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$164 - $206 /night

$1148 - $1820 /week

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Featured

$245 - $633 /night
$1715 - $4364 /week

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

20 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 - $633 /night

$1715 - $4364 /week

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Featured

$950 - $3200 /night
$6650 - $22400 /week

Hualalai~exclusive Hillside Villa 4102~upgraded 2 bd~ocea...

26 reviews Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Hualalai~exclusive Hillside Villa 4102~upgraded 2 bd~ocean Views~near Resort Location-Location-Location! This spectacular 2 bedroom, 2 bath luxur...

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$950 - $3200 /night

$6650 - $22400 /week

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Featured

$149 - $250 /night
$1043 - $1750 /week

Updated Ocean View Condo with Additional Loft!

10 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Aloha and welcome to the ultimate tranquil Hawaiian vacation experience: Mackall?s Makai! This condo boasts a vaulted, two-story den and kitchen, w...

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$149 - $250 /night

$1043 - $1750 /week

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Featured

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

Lymans Bay Hale-Oceanfront

33 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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$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)...

Rates

$179 - $315 /night

$1113 - $2200 /week

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View Details

$399 - $499 /night
$2793 - $3493 /week

Kona Bay Seaclusion-Oceanfront with Pool

30 reviews Add to Favorites

Home: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Beautifully appointed "like new" 2 bedroom 2.5 bath oceanfront home with pool. Gourmet kitchen and huge deck for tanning, dining & sunset cocktails...

Rates

$399 - $499 /night

$2793 - $3493 /week

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$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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$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...

Rates

$127 - $463 /night

$889 - $2737 /week

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$114 - $326 /night
$784 - $2282 /week

Kona Makai 3-203

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kona Makai 3-203 is a beautifully appointed 2nd floor condo with a partial ocean view. The owner has completely remodeled the bathroom with a walk ...

Rates

$114 - $326 /night

$784 - $2282 /week

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$110 - $352 /night
$799 - $2428 /week

Kksr#3 Direct Oceanfront Townhome! Walk to the Beach! Sup...

51 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Kksr#3 Direct Oceanfront Townhome! Walk to the Beach! Superb Location! This oceanfront townhouse is beautifullly furnished, very clean, and cozy. ...

Rates

$110 - $352 /night

$799 - $2428 /week

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$335 - $580 /night
$2345 - $4060 /week

Hale Welo

Home: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Hale Welo - "Sunset House" - sits above Kona at a cool elevation of 650’ with gorgeous drop dead ocean views to Kona Bay and beyond. Hale Welo is a...

Rates

$335 - $580 /night

$2345 - $4060 /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...

Rates

$350 - $580 /night

$2450 - $4060 /week

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$139 - $393 /night
$973 - $2705 /week

Kksr#36 Spacious, 3 BR townhome, sleeps 8!!! Amazing Price!

30 reviews Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8! New appliances, furniture, granite counter tops; TV in the liv...

Rates

$139 - $393 /night

$973 - $2705 /week

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$265 - $285 /night
$1855 - $2625 /week

Oceanfront VIntage Hawaiian Island Home, Spectacular Ocea...

11 reviews Add to Favorites

Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront VIntage Hawaiian Island Home, Spectacular Ocean and Sunset Views Pacific Edge Kona, a gracious oceanfront island style beach home! From...

Rates

$265 - $285 /night

$1855 - $2625 /week

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$730 - $805 /night
$5110 - $5635 /week

Hale Honu-Oceanfront

Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront estate with breathtaking panoramic unobstructed views. 4 BR, 4 elegant baths. All bedrooms have oceanfront balconies. Walls of glass ope...

Rates

$730 - $805 /night

$5110 - $5635 /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, ...

Rates

$205 - $270 /night

$1435 - $1890 /week

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

Hale Alaula (Sea Village 1105)

Rates

$190 - $295 /night

$1330 - $2065 /week

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$175 - $205 /night
$1225 - $1435 /week

Kona Bali Kai 317 - Oceanfront

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

$175 - $205 /night

$1225 - $1435 /week

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$148 - $344 /night
$1029 - $2282 /week

Kona Isle E23

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: E23 at the Kona Isle is a beautiful direct oceanfront property on the 2nd floor of building E. These units are in high demand. Feel the ocean breez...

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$148 - $344 /night

$1029 - $2282 /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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$120 - $186 /night
$840 - $1540 /week

One Bedroom Condo with Amazing Ocean Views, Ac incl.

31 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: This perfectly located deluxe one bedroom unit with amazing ocean views from the lanai, has been fully redecorated and upgraded. All new appliance...

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$120 - $186 /night

$840 - $1540 /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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