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Oahu

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Vacation Rentals in Oahu, 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
Oahu Vacation Rentals

Oahu is known as Hawaii's “Gathering Place” for good reason. It is the most populous of all the islands and attracts visitors from all around the world to its sparkling beaches, abundance of activities, and colorful local flavor. If you're heading to Oahu on your next vacation, the best way to experience the island like one of the locals is by staying in a vacation rental instead of a hotel. Imagine waking up to enjoy the sunrise on the deck of your stunning beachfront house, or a luxurious rental villa just minutes away from all the action. From condos for one or two, to large houses that sleep six or more, there is a vacation rental to suit any need or budget.

An Oahu Vacation

Oahu is the third-largest of the Hawaiian islands, and it is always full of exciting things to do. If you've always wanted to try surfing or scuba diving but haven't had the chance, there are several reputable locations right in the capital city of Honolulu that offer surf or scuba lessons. Also in Honolulu is the famous Hole in the Wall Food Tour, where you can experience the culture and history of Hawaii through its cuisine. Don't forget to check out the 350 acre Diamond Head crater; you might even be able to see it from your plane when landing at the airport! Lanikai Beach and Kailua Beach Park are two amazing beach spots located right in Kailua, and of course there is no shortage of other great sights and activities in Oahu.

Family-Friendly Oahu

From spotting whales, dolphins, and turtles on a nature boating tour, to trying out native Hawaiian foods, to swimming in the clear waters of Lanikai Beach, there are endless activities in Oahu that children will find unforgettable. With vacation rentals, it is much easier to bring the entire family without booking extra hotel rooms, and what could be better than renting a spacious beach house with the whole family? Beachfront rental homes in Oahu not only feel luxurious, but they are a comfortable choice for the kids and a smart economical decision. Renting that amazing house of villa will make everyone in the family happy, and ensure there is extra money for all those great Oahu activities.

 
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Traveler Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Hawaii, Oahu, Kapolei Vacation Rentals
Ko Olina Beach Villas 6th Floor Beach Twr (B6A,D)
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Week:
€1,674 - €2,790
Minimum rental - 1 night
Check availability
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Hawaii, Oahu, Kapolei Vacation Rentals
Ko Olina Beach Front - Contact for Our Rates!
Slideshow
4 of 5 stars 1 review
  • Rental Resort
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
€239 - €279
Week:
€259 - €1,953
Minimum rental - 1 week
Check availability
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Hawaii, Oahu, Kahuku Vacation Rentals
Turtle Bay 151 West **
4 of 5 stars 7 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€108 - €147
Week:
€753 - €1,032
Month:
€3,228 - €4,424
Minimum rental - 2 nights
Check availability
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Also consider
Hale Ohana...
€4,145 / night
5 Bedrooms, sleeps 14
7 Bathrooms
Ocean Canal...
€478 / night
6 Bedrooms, sleeps 14
5 Bathrooms
Blue Wave Home...
€554 - €630 / night
4 Bedrooms, sleeps 8
4 Bathrooms
Your Dream...
€85 / night
2 Bedrooms, sleeps 4
2 Bathrooms
Koko Kai Thai...
€777 / night
5 Bedrooms, sleeps 14
4 Bathrooms
Hawaii, Oahu, Kahuku Vacation Rentals
Turtle Bay 105 East ***
4 of 5 stars 5 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
€108 - €155
Week:
€753 - €1,088
Month:
€3,228 - €4,663
Minimum rental - 2 nights
Check availability
Show on map
Hawaii, Oahu, Honolulu Vacation Rentals
Island Colony 1411
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€60 - €80
Week:
€399 - €478
Month:
€1,196 - €1,922
Minimum rental - 3 nights
Check availability
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Hawaii, Oahu, Honolulu Vacation Rentals
Island Colony 3107
Slideshow
4.5 of 5 stars 3 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€68 - €92
Week:
€418 - €558
Month:
€1,554 - €2,135
Minimum rental - 3 nights
Check availability
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Hawaii, Oahu, Kapolei Vacation Rentals
Ko Olina 3rd Floor 2-Bedroom, 2 Bath Slps 7 (B3T)
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 7
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
€239 - €399
Week:
€1,993 - €3,188
Minimum rental - 1 night
Check availability
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Hawaii, Oahu, Waianae Vacation Rentals
Beachfront; Hawaiian Princess 1-BR, Slps 4 (HP104)
Slideshow
4.5 of 5 stars 6 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€119 - €159
Week:
€797 - €1,116
Minimum rental - 1 night
Check availability
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Hawaii, Oahu, Waianae Vacation Rentals
World's Best Beach in Paradise!
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
€80
Week:
€558
Month:
€1,435
Minimum rental - 5 nights
Check availability
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Hawaii, Oahu, Honolulu Vacation Rentals
Tower 1 Suite 2112 Waikiki Banyan
4 of 5 stars 16 reviews
  • Rental Home
  • 1 Bedroom, sleeps 5
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€104 - €159
Week:
€96 - €151
Month:
€88 - €143
Minimum rental - 5 nights
Check availability
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Hawaii, Oahu, Honolulu Vacation Rentals
Tower 1, Suite 3703 Waikiki Banyan
4 of 5 stars 1 review
  • Rental Home
  • 1 Bedroom, sleeps 6
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€104 - €159
Week:
€96 - €151
Month:
€88 - €143
Minimum rental - 5 nights
Check availability
Show on map
Lanikai Escape, Lanikai
Hawaii, Oahu, Lanikai Vacation Rentals
Lanikai Escape
Slideshow
4.5 of 5 stars 10 reviews
  • Rental Home
  • Studio, sleeps 2
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€195
Minimum rental - 2 nights
Check availability
Map unavailable
Hawaii, Oahu, Kailua Vacation Rentals
Ohana Beach House
Slideshow
4 of 5 stars 2 reviews
  • Rental Home
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
€383 - €558
Minimum rental - 2 nights
Check availability
Map unavailable
Hawaii, Oahu, Kapolei Vacation Rentals
Ko Olina Luxury Villa w/Golf Cart - Walk to Beach!
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
€155 - €235
Week:
€1,032 - €1,510
Month:
€3,148 - €3,945
Minimum rental - 5 nights
Check availability
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Lanikai Escape, Lanikai
Hawaii, Oahu, Lanikai Vacation Rentals
Lanikai Escape
Slideshow
4.5 of 5 stars 11 reviews
  • Rental Home
  • Studio, sleeps 2
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
€184
Minimum rental - 2 nights
Check availability
Map unavailable
Hale Manu, Kailua
Hawaii, Oahu, Kailua Vacation Rentals
Hale Manu
Slideshow
4.5 of 5 stars 13 reviews
  • Rental Home
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Night:
€466
Minimum rental - 2 nights
Check availability
Map unavailable

Oahu Vacation Rental Advice

How to find legal rentals?
Posted by amberloo, May 14, 2012
... a new unit/home for vacation rental on ... ... the certificates, that is highly unlikely. By the way, the link is to the local zoning office (City & County of Honolulu Department of Planning and Permitting). There are "legal" ("certified" would be a better term) vacation rental condo units at Ko Olina ... more
Posted by aakamai, May 16, 2012
... following are the specifics regarding vacation rentals and B&B lodging on Oahu. As dictated in the City and County of Honolulu Land Use Ordinances, all transient accommodations or visitor lodging, including vacation rentals and B ... ... some properties were operating as vacation rentals and B&B hotels prior to the ... more
cleaning fees
Posted by ChiSue, Apr 10, 2012
... the owner of just ONE vacation rental condo on Maui, my problem is often finding and keeping cleaning services who do a good job without wrecking the place. (Almost all damage to our condo has been caused by a cleaner.) We pay $100 + tax to our cleaner to clean 850 ... more
Taxes on Oahu, HI
Posted by cocooned1, Apr 9, 2012
... a combination of hotels and vacation rentals, and ... ... a Cleaning Fee for a vacation rental? What about "insurance" for a vacation rental (and what the heck is that anyways)? What about online booking fees? Also, are there any times when gratuity (tipping) is included on a bill? And if so ... more
Vacation Rentals in Waikiki
Posted by davarello, Apr 3, 2012
... m trying to book accommodation for and thought a vacation rental might be a better option to book. However, after contacting a few websites I either get extremely unfriendly customer service or no response at all. Is this common with vacation rental places - can anyone recommend a good one? thanks ... more
Posted by rhood151, Apr 5, 2012
... any way, but as a vacation rental owner myself, please read the property description. I get hundreds of inquiries asking for dates already booked, requests to stuff 16 people into a 6 person place, one day requests when we clearly have a 6 night minimum and questions about amenities that ... more
large vacation rental
Posted by swmarket, Jun 24, 2011
... all the details and permits. She's certainly not a legal rental if that matter to you. I'd be concerned since one of her sites says that "we can only rent it for a week each month"............smells like they've already had trouble with neighbors about vacation rental ... more
Posted by amberloo, Jun 24, 2011
... get around the laws against vacation rentals on ... ... a home out as a vacation rental up to 12 times each year without breaking any laws; whether for a day, week or month at a time. In theory, a place can't be rented out more than once during each 30 ... more
Posted by swmarket, Jun 24, 2011
... not a permitted or licensed vacation rental instead, and that they are using a loophole to work around the lack of a permit. But my goal here was really to try and show Boxer that research is easy and a good thing. I don't know that this property is ... more
Finally booked the Waikiki Hotel ....now for Kailua portion.
Posted by KailuaMama, Sep 10, 2009
... residents angry? Rent an illegal vacation property. Don't care about such stuff? Carry on and perpetuate the stereotype of the Mainland tourist who doesn't give a hoot about the folks here and is just out to have a good time. Here is a list of the legal rentals ... more
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