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Vacation Rentals in Kailua-Kona, HI

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  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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600 Trusted Kailua-Kona Rentals
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Save
You added Ah PARADISE Kahalu'u Beach/Kona Condo Snorkel,Surf to your Saves list
from
$190
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Save
You added Hale Queen Kalama 10% discount on 5 nights or more to your Saves list
from
$130
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added DIRECT OCEANFRONT KONA- LARGEST LANAI IN KONA to your Saves list
from
$150
Per Night
Also consider
June $99! 2 BR 2 BA View Kailua-Kona (K4-MAL-396)
$199 - $269 / night
2 Bedrooms, sleeps 5
2 Bathrooms
Your Hawaii Getaway on Sunny Coast of Big Island.
$75 - $89 / night
1 Bedroom, sleeps 4
1 Bathroom
Kailua-Kona HI 2bdr 2ba ocean view on golf course
$135 - $170 / night
2 Bedrooms, sleeps 4
2 Bathrooms
Paradise Suite with Heavenly Views - One Bedroom
$115 / night
1 Bedroom, sleeps 2
1 Bathroom
2 Bedrooms, 2 Bathrooms, Sleeps 5
Save
You added Kailua-Kona OCEANFRONT on Alii Dr.! 2nd level Ocean view, elevator, too to your Saves list
from
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Save
You added SV4207-Free economy car w/7 night stay or more to your Saves list
from
$185
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Save
You added A Must See!! Luxury Oceanfront Townhouse!! to your Saves list
from
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$385
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
from
$125
Per Night
Get the List
1 Bedroom, 2 Bathrooms, Sleeps 2
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You added Kona Oceanfront Cottage - Kona Moana Hale to your Saves list
from
$289
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Deluxe Ground Floor Condo in Oceanfront Complex - Casa de Emdeko #110 to your Saves list
from
$150
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
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You added Affordable - Private Pool, Spa- Amazing Ocean View to your Saves list
from
$220
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Kona - Full Ocean View, Completely Remodeled to your Saves list
from
$130
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$325
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added 2bd/ 2ba Ocean View Villa in Kona Coast Resort to your Saves list
from
$185
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
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You added Private steps to a beach - just $160 per night! to your Saves list
from
$200
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$229
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
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You added Blue Hawaii is a lovely home with a private pool and spa. Affordable luxury to your Saves list
from
$415
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Surf & Racquet Club 3-302, Keauhou Property Mgmt. to your Saves list
from
$210
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Save
You added Paradise in Kailua Kona Best of Alii Lani MONTHLY to your Saves list
from
$83
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Kona Coastview Vacation Rental 1 Bdrm/full Kitchen to your Saves list
from
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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You added LOOK AT THESE OCEAN VIEWS! Walk to Town. Free WFii to your Saves list
from
$145
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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You added Large studio on 6 acres of lush tropical forest to your Saves list
from
$85
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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You added Kona Reef E13 - Ocean/Beach View condo Kona Hi to your Saves list
from
$139
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
Save
You added Charming Condo in Kailua-Kona (K2-KBV 2-101) to your Saves list
from
$199
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Save
You added 2 bedroom unit Kailua, Kona Heavens Big Island HI to your Saves list
from
$140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
from
$125
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$145
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
$90 off per night
Save
You added $99 SPECIAL 1 BA/BR Condo Kailua-Kona (K4-ALII 123 to your Saves list
from
$129
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Absolute Ocean Front Kona Magic Sands 313 to your Saves list
from
$98
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Save
You added Ocean Front Luxury, Surf & Racquet Club 4-102 to your Saves list
from
$139
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
from
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$105
Per Night
Studio, 1 Bathroom, Sleeps 2
$25 off per night
from
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Charming Ocean View Condo in Kailua-Kona, Hawaii to your Saves list
from
$100
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Save
You added Heavenly Condo in Kailua-Kona (K6-KR D22) to your Saves list
from
$446
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Oceanfront Kona Reef Vacation Condo w/WiFi to your Saves list
from
$145
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
Save
You added Hualalai Luxury Villa at the Four Seasons Resort to your Saves list
from
$1,500
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
from
$175
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Ocean Front Kona Makai Furnished 1 bedroom Condo to your Saves list
from
$77
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$140
Per Night
Kailua Kona Vacation Rentals

Whether you are planning on surfing, diving, or just laying out in the sun, Kailua Kona is an amazing destination full of pristine beaches and local culture. A Kailua Kona vacation is sure to be unforgettable, but why not make it even more special by staying in your very own vacation rental instead of a hotel? There are a variety of Kailua Kona vacation rentals available, from a cozy one bedroom condo to a spacious rental house that can sleep the entire family. There is sure to be the perfect rental home to suit your needs and your style, so check out our great deals on Kailua Kona vacation rentals for your next trip.

A Kailua Kona Vacation

Kailua Kona is an ocean lover's paradise, full of beautiful sights and opportunities to explore. Enjoy the breathtaking view at Mauna Kea Summit and all that you can see from 13,796 feet high. To check out the sights underneath the water as well, take a dive with Big Island Divers and you will not believe your eyes. Surfer Bear Hawaii Surf Lessons can teach you and the entire family to catch some waves, or lay out in the sun at Manini'owali Beach and let your troubles melt away. Finish the day off with some delectable Hawaiian style drinks at Don's Mai Tai Bar and you may never want to leave. No matter how you spend your Kailua Kona vacation, you can rest assured knowing with vacation rentals you have chosen the most comfortable and convenient option for you and your family. A vacation rental offers you all the benefits of having a home away from home, and did you know it can even save you money?

Money Saving Vacation Rentals

Hotels can be expensive, especially when traveling with a large group. Luckily, with vacation rentals there is no need to worry about booking multiple hotel rooms when you can simply rent a vacation house that can fit your entire group. If you plan on staying a while, many Kailua Kona rental homes also offer a discounted rate on extended stays, so you can enjoy your vacation for longer while saving money. Rental homes offer so many benefits to you, your family, and your wallet, that it is a truly a win-win situation for your next trip to Kailua Kona.

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