Kailua-Kona Vacation Rentals

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

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

Krd32 Absolute Oceanfront Top Flr Private

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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Featured

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

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

21 reviews Add to Favorites

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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$164 - $200 /night
$1148 - $2275 /week

Oceanfront 2 BR ground floor condo with amazing Ocean Views

50 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 - $200 /night

$1148 - $2275 /week

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$215 - $576 /night
$1505 - $3965 /week

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

22 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 - $576 /night

$1505 - $3965 /week

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Featured

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

Lymans Bay Hale-Oceanfront

34 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

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

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

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 - Special Rate $499/nt Oceanfront estate with breathtaking panoramic unobstructed views. 4 ...

Rates

$629 - $695 /night

$4403 - $4865 /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

$205 - $300 /night
$1435 - $2100 /week

Banyan Tree 200

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Kailua-Kona, Hawaii, United States
Description: This island home is so close to the ocean you might get wet! Enjoy a cup of famous Kona Coffee and soak up the amazing views while watching, dolphi...

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$205 - $300 /night

$1435 - $2100 /week

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$195 - $350 /night
$1365 - $2450 /week

Kona Alii 403

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: This newly remodeled oceanfront condo located right in the heart of Kailua Kona has everything you need to make your vacation complete. This one be...

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$195 - $350 /night

$1365 - $2450 /week

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$135 - $190 /night
$945 - $1330 /week

Oceanfront Paradise with private lanai overlooking Kailua...

27 reviews Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kailua-Kona, Hawaii, United States
Description: Oceanfront Paradise with private lanai overlooking Kailua Bay Sea Village Resort sits right on the sea wall. Located on prestigious Alii Drive. Th...

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$135 - $190 /night

$945 - $1330 /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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$125 - $304 /night
$875 - $3220 /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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$125 - $304 /night

$875 - $3220 /week

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$145 - $279 /night
$1015 - $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...

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$145 - $279 /night

$1015 - $2100 /week

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$186 - $427 /night
$1274 - $2576 /week

Keauhou Surf & Racquet Townhouse #36

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 livin...

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$186 - $427 /night

$1274 - $2576 /week

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$159 - $229 /night
$1113 - $1603 /week

Sea Village 2nd floor Direct Oceanfront unit with extensi...

71 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Sea Village 2nd floor Direct Oceanfront unit with extensive upgrades Lovely oceanfront 2nd floor unit totally upgraded and showing beautifully. La...

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$159 - $229 /night

$1113 - $1603 /week

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$435 - $510 /night
$3045 - $4620 /week

**large Private Home overlooking Downtown Kona w/ Heated ...

21 reviews Add to Favorites

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 9
Location: Kailua-Kona, Hawaii, United States
Description: **large Private Home overlooking Downtown Kona w/ Heated Pool!** Welcome to Honu O Kai (Turtle of the Sea). Just two miles from the ocean, makes t...

Rates

$435 - $510 /night

$3045 - $4620 /week

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Details and Book

$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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$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...

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$155 - $160 /night

$1085 - $1855 /week

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$125 - $300 /night
$875 - $2100 /week

Kksr3202 Direct Oceanfront, Spacious, 2nd Flr

46 reviews Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: Welcome to Keauhou Kona Surf & Racquet Club, Unit #3-202! This beautiful, DIRECT oceanfront condo is Hawaiian Living at it's finest! Hear the ocean...

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$125 - $300 /night

$875 - $2100 /week

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Details and Book

$170 - $280 /night
$1190 - $1960 /week

Kona Alii 304

Rates

$170 - $280 /night

$1190 - $1960 /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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$85 - $141 /night
$595 - $3500 /week

Kona Alii#608 Gorgeous high flr studio w/Ac, Elevators, I...

3 reviews Add to Favorites

Condo: Studio, 1 Bathroom, Sleeps 2
Location: Kailua-Kona, Hawaii, United States
Description: Kona Alii#608 Gorgeous high flr studio w/Ac, Elevators, Incredible Location Welcome to the listing page of our gorgeous Kona Alii, Unit#608! You ...

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$85 - $141 /night

$595 - $3500 /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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$155 - $200 /night
$1085 - $1400 /week

Palekaiko (Paradise)

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kailua-Kona, Hawaii, United States
Description: This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a comfortable 900 feet elevation right on the 9th Fairway of the Robert Trent...

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$155 - $200 /night

$1085 - $1400 /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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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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