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Island of Hawaii

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Vacation Rentals in Island of Hawaii, HI

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
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
Island of Hawaii Vacation Rentals

If you are planning a trip to the Big Island, you know you are headed to a destination full of ocean adventures, beautiful sights, and fascinating local culture. To make your trip to Island of Hawaii even more unforgettable, why not try staying in your very own vacation rental instead of a hotel? From a cozy oceanfront condo in Kailua-Kona, to a spacious rental house in Waikoloa, to a luxury villa in Keauhou that can accommodate the whole family, there is sure to be an Island of Hawaii vacation rental to suit your needs and your style. Even if you are traveling on a budget, there are amazing deals available on the perfect Island of Hawaii rental home for you.

An Island of Hawaii Vacation

Whether you are looking to relax on pristine beaches, explore the depths of the ocean, or absorb amazing local sights and sounds, there is something for everyone on Island of Hawaii. Coffee lovers can take a trip to Holualoa and visit Big Daddy Kona Coffee for free tastings and fascinating tours of the award winning coffee farm. Adrenaline junkies will love getting a bird's eye view of the island with Big Island Eco Adventures Ziplining in Hawi. Kilauea Iki Trail offers a scenic hike into a living caldera, and Sunlight on Water in Kailua-Kona allows you to take a guided swim or snorkel with the beautiful local wildlife. Relax in the sun and melt your troubles away at Hapuna Beach in Kamuela. There are so many great Island of Hawaii activities it can be hard to choose just how to spend your days, but renting a vacation home is not a choice you will have second guesses about. Enjoy all the benefits of a home away from home with our Island of Hawaii vacation rentals on your next trip.

Money Saving Vacation Rentals

In addition to being a comfortable and convenient option for you and your family, did you know vacation rentals can also save you money? Hotels can be expensive, especially when traveling with a large group. Being able to rent a spacious home that can fit even the largest group instead of booking separate hotel rooms means you can cut off a lot of the cost of your trip. Island of Hawaii vacation rentals often offer discounted rates for extended stays, so if you are planning on staying a while you can actually save money while staying longer. It is easy to see that for your next vacation to Island of Hawaii, renting a vacation home is truly a win-win situation.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Hawaii, Island of Hawaii, Milolii Holiday Rentals
Spectacular Oceanfront Home only 20' from the Sea!
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
282 AUD
Minimum rental - 5 nights
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Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Newly Upgraded 2 BR Villa! June Special $129 a night
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
132 AUD - 194 AUD
Week:
927 AUD - 2,335 AUD
Month:
3,972 AUD - 7,633 AUD
Minimum rental - 4 nights
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Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Waikoloa Beach Villas D23
Slideshow
4.5 of 5 stars 16 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
194 AUD - 235 AUD
Week:
1,358 AUD - 2,723 AUD
Month:
5,819 AUD - 9,360 AUD
Minimum rental - 3 nights
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Also consider
ALL NEW AND...
77 AUD / night
2 Bedrooms, sleeps 4
1 Bathroom
When only the...
411 AUD - 919 AUD / night
3 Bedrooms, sleeps 8
3 Bathrooms
Awhalecrossing...
231 AUD / night
2 Bedrooms, sleeps 5
1 Bathroom
Old Jodo Temple
103 AUD - 128 AUD / night
2 Bedrooms, sleeps 6
1 Bathroom
Hale Hulili
82 AUD / night
2 Bedrooms, sleeps 4
2 Bathrooms
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Keauhou Punahale#B102
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
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Map unavailable
Hawaii, Island of Hawaii, Volcano Holiday Rentals
Over The Rainbow
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
128 AUD
Week:
821 AUD
Month:
2,874 AUD
Minimum rental - 1 night
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Hawaii, Island of Hawaii, Hilo Holiday Rentals
Mauna Loa Shores 2BR 5th Flr on Hilo Bay (MLS501)
Slideshow
4 of 5 stars 0 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
92 AUD - 169 AUD
Week:
616 AUD - 1,185 AUD
Month:
1,924 AUD - 2,309 AUD
Minimum rental - 3 nights
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Map unavailable
Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Mauna Lani Golf Villas J23
Slideshow
4.5 of 5 stars 12 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
184 AUD - 235 AUD
Week:
1,286 AUD - 2,723 AUD
Month:
5,511 AUD - 9,360 AUD
Minimum rental - 3 nights
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Map unavailable
Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Fairway Villas D-21
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
154 AUD - 185 AUD
Minimum rental - 3 nights
Check availability
Map unavailable
Sea Village#4307, Kailua-Kona
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Sea Village#4307
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Na Hale O'Keauhou F2, Kailua-Kona
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Na Hale O'Keauhou F2
Slideshow
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
855 AUD - 1,070 AUD
Month:
3,664 AUD - 4,280 AUD
Minimum rental - 1 week
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Map unavailable
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
White Sands Village#201
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Map unavailable
Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
New Listing! Extra Clean and Very Elegant!
4.5 of 5 stars 9 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
103 AUD - 132 AUD
Week:
718 AUD - 1,286 AUD
Month:
3,079 AUD - 4,639 AUD
Minimum rental - 4 nights
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Kona Magic Sands 109, Kailua-Kona
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Kona Magic Sands 109
Slideshow
4.5 of 5 stars 8 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 3
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
77 AUD - 103 AUD
Week:
539 AUD - 718 AUD
Month:
2,114 AUD - 2,463 AUD
Minimum rental - 5 nights
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Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Luxury Condo in Kolea-15H, steps away from the beach!
Slideshow
4 of 5 stars 1 review
  • Villa
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
226 AUD - 395 AUD
Week:
1,580 AUD - 2,766 AUD
Month:
6,773 AUD - 11,853 AUD
Minimum rental - 5 nights
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Island of Hawaii, Kohala Coast, Waikoloa Holiday Rentals
Aloha Spoken Here! Lovingly Furnished, Golf, Music
Slideshow
4.5 of 5 stars 8 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
102 AUD - 149 AUD
Week:
711 AUD - 1,021 AUD
Minimum rental - 4 nights
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Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
Gorgeous Luxury Townhome at Na Hale O Keauhou
Slideshow
4 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
153 AUD - 245 AUD
Minimum rental - 5 nights
Check availability
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Island of Hawaii Holiday Rental Advice

New Coffee Mill Visitor Center in Pahala
Posted by KamaainaK, 27 May 2012
... it is not allowed for vacation rental owners (any business owner) to promote their own rentals in the forums. There are many business owners who would love to do that, but we can't have the forums turned into a mass of advertisements. It is great to have you providing ... more
Visiting Hawi
Posted by Wanderlust-For-2, 20 Mar 2012
... at home...wouldn't trade it for anything. Best $$$ ever spent. http://www.tempurpedic.ca/pillows/comfort.php We have stayed in the odd vacation rental equipped with Tempur-pedic...but they are few and far between. ( I'm starting to sound like an Ad....just a satisfied customer actually ... more
10-12 Day Trip
Posted by SheaG, 17 May 2012
... There are certainly lots of beautiful condos with lanais and grills, ocean views, close to great beaches, look in areas like the Mauna Kea, Mauna Lani, and Waikoloa Beach. But you will not find the abundant and varied inventory of ocean or beachfront vacation rentals as on Kauai and Maui ... more
Is one week in Hawaii and one week in Kauai a good choice?
Posted by SheaG, 15 May 2012
... snorkelling in summer. Consider a vacation rental on Kauai, the Hanalei area is great for kids your age. I would fly to Kauai first for your nights there, then fly interisland into Hilo and back to thr mainland out of Kona on the BI (or vice versa). You can get ... more
Posted by addisonite, 16 May 2012
Thanks for all the input. How reputable are the vacation rental svcs., and can you recommend any for Kauai. Another question, if we stay in Hilo for a nite or 2, does anybody have a favorite place? ... more
February 2013, Where to stay on tight budget
Posted by SheaG, 4 May 2012
... price range as well as vacation rentals and ohanas in both the Kailua Kona, Keauhou, and south Kona (Captain Cook) areas. Captain Cook and south Kona in general are a little inconvenient, especially for longer stays, I'd stay closer to town. Most beaches are a good 45+ minutes north ... more
Posted by SheaG, 4 May 2012
The first vacation rental is in Kona Paradise and the second in Papa Bay. Those are very remote from everything, and are not really also in areas designed to house visitors, they are local communities not always keen on tourists. Also remember gas is about $5 a gallon here. those ... more
March TR- Staying off the Path...
Posted by mombear, 5 May 2012
Enjoying your trip report, EAlly......can you provide a link to your vacation rental?.......I always like to have one in mind when we need more than just two bedrooms for our extended family...... more
Captain Cook Area..June..right on the beach or higher up
Posted by SheaG, 7 May 2012
... of there. If you notice vacation rentals are really cheap somewhere compared to prices you're getting elsewhere, there's usually a reason for that. With gas as expensive as it is here, you often lose any value you're getting if a place is particularly remote. Some people do ... more
Posted by SheaG, 7 May 2012
... ocean view. Alternatively consider a vacation rental in Puako, or, a big step up in price but a great value, IMO, for four people, a beachfront home on Waialea Bay. It's adjacent to Puako, and really has the only true golden sand beachfront, open ocean access vacation rentals on the ... more