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Holiday Rentals in Hawaii/Kailua-Kona

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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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1 Bedroom, 1 Bathroom, Sleeps 3
Hot Tub, Pool, Washer/Dryer & more
18 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Public pool, Water Views & more
11 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Pool, Grill & more
10 photos Details
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2 Bedrooms, sleeps 4
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5 Bedrooms, sleeps 9
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STAY A MONTH AND GET 50%  OFF NiGHTLY RATES
2 Bedrooms, sleeps 6
$212 / night
Best Na Hale View, Location and Amenities with Great Pricing!
3 Bedrooms, sleeps 8
$137 - $210 / night
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1 Bedroom, 1 Bathroom, Sleeps 4
Fitness Room, Air Conditioning, Water Views & more
6 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Hot Tub, Water Views, Pool & more
4 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Pool, Grill, Other outdoor space & more
7 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Public pool, Internet, Pool & more
14 photos Details
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5 Bedrooms, 3 Bathrooms, Sleeps 10
Housekeeping Optional, Other outdoor space & more
29 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Private Beach, Elder access, Washer/Dryer & more
34 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Air Conditioning, Internet, Hot Tub & more
21 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Parking, Washer/Dryer, Internet
24 photos Details
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Public pool, Pool, Washer/Dryer & more
27 photos Details
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2 Bedrooms, 1 Bathroom, Sleeps 5
Water Views, Parking, Housekeeping Optional & more
12 photos Details
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Pool
20 photos Details
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Studio, 1 Bathroom, Sleeps 4
Internet, Washer/Dryer, Grill & more
14 photos Details
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5 Bedrooms, 5 Bathrooms, Sleeps 12
Elder access, Private Indoor Pool & more
27 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Hot Tub, Other outdoor space, Mountain Views & more
18 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Washer/Dryer, Pool, Parking & more
15 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Internet, Air Conditioning, Parking & more
12 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 2
Parking, Public pool, Pool
10 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Air Conditioning, Pool, Hot Tub & more
8 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Air Conditioning, Water Views, Internet & more
8 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Public pool, Water Views, Pool & more
10 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Hot Tub, Pool, Internet & more
12 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Air Conditioning, Other outdoor space, Water Views
8 photos Details
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5 Bedrooms, 4 Bathrooms, Sleeps 11
Other outdoor space, Housekeeping Optional & more
39 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Hot Tub, Pool, Public pool & more
12 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Hot Tub, Water Views, Internet & more
9 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Public pool, Internet, Water Views & more
11 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Public pool, Hot Tub, Water Views & more
7 photos Details
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1 Bedroom, 2 Bathrooms, Sleeps 4
Internet, Public pool, Water Views & more
8 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Air Conditioning, Fitness Room & more
13 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Public pool, Grill, Hot Tub & more
10 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 2
Internet, Grill, Public pool & more
5 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Water Views, Other outdoor space, Public pool & more
8 photos Details
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1 Bedroom, 1 Bathroom, Sleeps 4
Internet, Air Conditioning, Hot Tub & more
7 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Grill, Public pool
9 photos Details
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Grill, Parking, Private pool & more
12 photos Details
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Water Views, Hot Tub, Internet & more
7 photos Details
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1 Bedroom, 2 Bathrooms, Sleeps 2
Pool, Water Views, Internet & more
11 photos Details
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Suitability

  • Wheelchair access (64)
  • Elder access (179)
  • Suitable for children (237)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Internet (563)
  • All pools (534)
  • Public pool (458)
  • Other outdoor space (408)
  • Grill (370)
  • 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.