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Vacation rentals in Hawaii/Kailua-Kona

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  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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  • 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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All 710 Rentals in Kailua-Kona
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From
$133
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
12 photos Details
Reviews (4) Make Enquiry
From
$201
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (2) Make Enquiry
From
$92
Per Night
Studio, 1 Bathroom, Sleeps 4
52 photos Details
Reviews (1) Make Enquiry
Also consider
LOCATION, LOCATION, - NO CAR NEEDED - CLOSE TO PIER, FARMER'S MARKET
Sleeps 3
$84 - $106 / night
Must See, Next to YWAM, 5-7 Min to Ironman Pier!
2 Bedrooms, sleeps 6
$106 - $144 / night
Oceanfront Complex with Oceanside Pool - 2 Bedroom
2 Bedrooms, sleeps 4
$96 / night
2 Bedrooms, Pool, and Panoramic Views.  No cleaning fee!
2 Bedrooms, sleeps 4
$101 - $139 / night
From
$101
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (1) Make Enquiry
From
$101
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
31 photos Details
Reviews (16) Make Enquiry
From
$139
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
17 photos Details
Reviews (1) Make Enquiry
From
$288
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
Reviews (1) Make Enquiry
From
$144
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
23 photos Details
Reviews (9) Make Enquiry
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From
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
21 photos Details
Reviews (12) Make Enquiry
From
$187
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
$133
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (1) Make Enquiry
From
$144
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (6) Make Enquiry
From
$155
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
27 photos Details
Reviews (11) Make Enquiry
From
$133
Per Night
Studio, 1 Bathroom, Sleeps 4
16 photos Details
Reviews (9) Make Enquiry
From
$522
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
10 photos Details
Reviews (17) Make Enquiry
From
$106
Per Night
Studio, 1 Bathroom, Sleeps 3
36 photos Details
Reviews (2) Make Enquiry
From
$123
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (5) Make Enquiry
From
$224
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (2) Make Enquiry
From
$127
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (2) Make Enquiry
From
$117
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (3) Make Enquiry
From
$267
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details
Reviews (3) Make Enquiry
From
$191
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
43 photos Details
Reviews (13) Make Enquiry
From
$144
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (1) Make Enquiry
From
$123
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (6) Make Enquiry
From
$96
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
8 photos Details
Reviews (13) Make Enquiry
From
$155
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (2) Make Enquiry
From
$101
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
16 photos Details
Reviews (1) Make Enquiry
From
$107
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
$116
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
23 photos Details
Reviews (1) Make Enquiry
From
$155
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (1) Make Enquiry
From
$155
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (13) Make Enquiry
From
$106
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (2) Make Enquiry
From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
27 photos Details
Reviews (1) Make Enquiry
From
$165
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
From
$139
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
8 photos Details
Reviews (1) Make Enquiry
From
$148
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
69 photos Details
Reviews (9) Make Enquiry
From
$149
Per Night
Studio, 1 Bathroom, Sleeps 2
15 photos Details
Reviews (2) Make Enquiry
From
$144
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (8) Make Enquiry
From
$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$146
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
19 photos Details
Reviews (4) Make Enquiry
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Book Online(468)
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Suitability

  • Wheelchair access (65)
  • Elder access (179)
  • Suitable for children (236)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Internet (546)
  • All pools (534)
  • Public pool (462)
  • Other outdoor space (389)
  • Grill (361)
  • View all amenities
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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.