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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
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  • 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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€56 - €64 / night
1 Bedroom, sleeps 2
1 Bathroom
€102 / night
1 Bedroom, sleeps 3
1 Bathroom
€297 - €448 / night
3 Bedrooms, sleeps 6
3 Bathrooms
€124 - €169 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€94 - €112 / night
2 Bedrooms, sleeps 6
2 Bathrooms

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
  • Villa
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,291 - €1,738
Minimum rental - 5 nights
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Map unavailable
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
€102 - €260
Week:
€677 - €1,817
Month:
€2,578 - €6,048
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€90 - €135
Week:
€627 - €943
Minimum rental - 3 nights
Check availability
Also consider
€56 - €64 / night
1 Bedroom, sleeps 2
1 Bathroom
€102 / night
1 Bedroom, sleeps 3
1 Bathroom
€297 - €448 / night
3 Bedrooms, sleeps 6
3 Bathrooms
€124 - €169 / night
2 Bedrooms, sleeps 4
2 Bathrooms
€94 - €112 / night
2 Bedrooms, sleeps 6
2 Bathrooms
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
€87 - €166
Week:
€576 - €1,159
Month:
€1,881 - €4,011
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 3 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
€132 - €282
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€135 - €157
Week:
€943 - €1,575
Month:
€4,041 - €4,719
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
€83
Week:
€523
Minimum rental - 1 night
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
Makolea #35, Kailua-Kona
Hawaii, Island of Hawaii, Kailua-Kona Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Check availability
  • Villa
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€166 - €290
Week:
€1,159 - €2,028
Month:
€4,967 - €8,692
Minimum rental - 1 night
Check availability
  • 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 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Night:
€135 - €157
Week:
€943 - €1,575
Month:
€4,041 - €4,719
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
€83 - €102
Week:
€489 - €640
Month:
€1,279 - €2,032
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€112 - €127
Week:
€785 - €1,054
Month:
€3,364 - €3,951
Minimum rental - 3 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€145 - €236
Minimum rental - 3 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
€105 - €169
Week:
€732 - €1,185
Minimum rental - 3 nights
Check availability

Island of Hawaii Holiday Rental Advice

Posted by R I, 5 Feb 2012
We've been researching a vacation rental called Rose's Cottage in Kamuela that is being run by the folks at Homestead Wai'aka. Has anyone stayed there before, and if so, what are your thoughts? Thanks. ... more
Posted by Danwershow, 17 May 2011
Pahoa area. One month vacation rental. $ less than $2k / month including taxes. Are there some "estates" or "paradises" that are less safe than others? ... more
Posted by KamaainaK, 19 May 2011
... This the issue TJ mentioned. Vacation rentals do not come with guard dogs! B&B's might. That makes vaca rentals vulnerable. Did you know that there are only five police officers on duty to cover Puna district (per shift)? Five. Compare to Hilo, where if there's a minor ... more
Posted by SheaG, 4 Feb 2012
... or condo. The less expensive vacation rental/b&b options up there are few and far between and located inconveniently. Look at the Mauna Lani hotel and condos. It is a lovely, elegant, low key area set among fishponds with the best snorkeling in the area. Prices for the condos ... more
Posted by KamaainaK, 3 Feb 2012
... money, affordable oceanfront property for vacation rentals. The quality of catchment water depends on the system installed by the homeowner. The systems range from very funky to state of the art purification. As you said, the County dispenses free drinking water at stations in the area. They do have whales ... more
Posted by mombear, 29 Jan 2012
... morning and returned to our vacation rental overlooking ... ... it, we returned to our vacation rental.........listened to the local news for several days and there was no mention of the earthquake.......but after our return to the mainland we had several relatives asking us about it.....slow news day in ... more
Posted by Laurab8737, 23 Jan 2012
... but open to a neat vacation rental in Kauai if on a beach. Questions: 1) Reccs on where to stay on BI? Reading the TA posts confuses me, of course every place has negatives but can't come to an obvious conclusion on a family place that meets our criteria ... more
Posted by SheaG, 23 Jan 2012
... can probably find a nice vacation rental although on the beach for $300 night might be stretching it a little. Re: the Big Island, I would suggest flying into Kona and out of Hilo so that you can stay 5-6 nights or so on the west side and 1 ... more
Posted by cmd, 11 May 2011
... putting you on the spot by asking, but there are some nice vacation rentals there and I wasn't sure if this area is what you meant by "slip down the mountain". If you don't feel comfortable commenting here, I would be most appreciative if you PM'd me ... more
Posted by KamaainaK, 11 May 2011
... in your brand new rental car and rent a picturesque cottage. Most vacation rentals are in vacation rental friendly areas, so I wouldn't be too worried at all, but still you do want to do your homework and find out where it is before you put a deposit down ... more
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