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Kailua-Kona

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Kailua-Kona Holiday Rentals

Professionally managed typically means…
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  • 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
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  • Flexible dates & rates
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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
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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€64 - €75 / night
1 Bedroom, sleeps 4
2 Bathrooms
€113 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€113 - €151 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€87 - €102 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€181 - €226 / night
2 Bedrooms, sleeps 6
2 Bathrooms

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€90 - €135
Week:
€627 - €943
Minimum rental - 3 nights
Check availability
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Also consider
€64 - €75 / night
1 Bedroom, sleeps 4
2 Bathrooms
€113 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€113 - €151 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€87 - €102 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€181 - €226 / night
2 Bedrooms, sleeps 6
2 Bathrooms
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€75 - €120
Week:
€527 - €843
Month:
€2,258 - €2,935
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€105 - €169
Week:
€732 - €1,185
Minimum rental - 3 nights
Check availability
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€90 - €109
Week:
€632 - €975
Month:
€2,709 - €3,409
Minimum rental - 3 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€94 - €108
Week:
€658 - €757
Month:
€2,107 - €2,529
Minimum rental - 5 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 1 Bedroom, sleeps 6
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
€79 - €91
Week:
€553 - €636
Month:
€1,770 - €2,167
Minimum rental - 5 nights
Check availability
Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€113 - €142
Week:
€790 - €996
Month:
€3,387 - €3,725
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€83 - €109
Week:
€579 - €922
Month:
€2,483 - €3,409
Minimum rental - 3 nights
Check availability
Map unavailable
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
€135 - €165
Minimum rental - 5 nights
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  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
€75 - €94
Minimum rental - 5 nights
Check availability
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€109 - €132
Week:
€764 - €1,027
Month:
€3,274 - €3,853
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€154 - €198
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Special offer details »
Night:
€109 - €150
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
€64
Week:
€448
Minimum rental - 1 week
Check availability

Kailua-Kona Holiday Rental Advice

Posted by ss_kitamura, 8 Nov 2011
... Our wish list includes: Ocean front (or ocean view at a minimum) and walking distance to town. Any thoughts/suggestions on the complexes we should consider (or avoid) would be very welcome. Also if anyone is familiar with a small vacation rental home, we may also be interested. Thanks, Sam ... more
Posted by typicallytropical, 8 Nov 2011
The best ocean front vacation rental condo in Kona is the Kona By The Sea. However, it's a loooong walk to town from there. The only real resort type vacation rental condo in town is the Kona Coast Resort, but it's on a golf course and not ocean ... more
Posted by typicallytropical, 31 Oct 2011
Most every owner doing vacation rentals here, legal or illegal, have pet names for their properties. There is no such a place as "Kona Sky Villa" registered anywhere. Do you have a web link? ... more
Posted by KamaainaK, 31 Oct 2011
... Grand_Sky_Villa.html These vacation rental names are usually not true DBA's -- so the best way to find reviews for them or any other information is to first run a search as msfuzz did and I did. If you want to check for possible complaints or for their ... more
Posted by typicallytropical, 9 Sep 2011
The nicer vacation rental condos are about 2 miles to 6 miles from town. They all are on Alii Drive and they all have amenities, some more and some less. Try http://hawaiiantropicalvacations.com and talk to the owner, Betty Kemper. Nice lady. ... more
Posted by typicallytropical, 26 Aug 2011
Didn't you already post about this? KBTS is the nicest ocean front vacation rental condo in Kona. All units are ocean front, though the units ending with 16, 17 and 18 have their views somewhat blocked by the other building. ... more
Posted by typicallytropical, 24 Aug 2011
... is the best ocean front vacation rental condo complex in Kona. You can't compare it to the Banyan Tree. The units ending with 15, 16 and 17 are not very desirable for the view being somewhat blocked by the other building. All the others are prime units. There is ... more
Posted by echolynch, 22 Jun 2011
... your budget concerns either a vacation rental in Volcano or Hilo Hawaiian Hotel in Hilo will be your east side lodgings and then something in Kona for the west side. what is your nightly budget? Do a search on snorkeling in this forum. There are lots of good posts. Good ... more
Posted by KamaainaK, 26 Jun 2011
... to wall solicitations from hotels, vacation rental owners, tour operators, activity discounters, you name it. The strictness is how we preserve the content in the forums as consumer-generated, not provider-generated. And it's not in the spirit of helping keep it that way to make comments like "not ... more
Posted by KonaLance, 29 Jun 2011
... built" ones. Of all my previous transactions, this one rates in the top 3 for Waikoloa areas - as a sought after vacation rental, and typically purchased by someone that has stayed multiple times over the past 20 years, and are now in position to purchase. Aloha and enjoy your stay ... more
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