We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Oahu

Check availability
Refine search

Refine Location

 

Desired stay

 

Price range

 
$50$56,000
 

Bedrooms

Studio10+
 

Bathrooms

14+
 

Sleeps

110+
 

Traveler rating

1.05.0
 

Property type

 

Amenities

 

Suitability

 
Own a rental property?
Want more exposure for your rental? Get listed in TripAdvisor Vacation Rentals (in partnership with FlipKey).
Vacation Rental Calculator
Compare & Save »
Free Newsletter

Sign up to hear about gorgeous vacation rentals, the latest deals, exciting destinations, and more.

Rental properties provided by
Learn more
Don't see the property you rented? Tell us more about it »

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.

 
more     
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
871 Trusted Oahu Rentals
List View
loading...
Showing 0 plottable rentals of 0 total
Map nearby restaurants, attractions & more
Restaurants
Things to Do
Coffee shops
Rail stations
Also consider
$195 - $235 / night
3 Bedrooms, sleeps 6
2 Bathrooms
$199 - $350 / night
2 Bedrooms, sleeps 4
1 Bathroom
$450 - $550 / night
7 Bedrooms, sleeps 20
3 Bathrooms
$450 - $500 / night
2 Bedrooms, sleeps 6
2 Bathrooms
$2,200 - $3,000 / month
1 Bedroom, sleeps 4
1 Bathroom

Traveler Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
$80 - $85
Week:
$550 - $575
Month:
$1,675 - $1,725
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Special offer details »
Night:
$195 - $295
Week:
$1,295 - $1,895
Month:
$3,950 - $4,950
Minimum rental - 5 nights
Check availability
  • Rental Home
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$150 - $200
Week:
$1,000 - $1,400
Minimum rental - 1 night
Check availability
Also consider
$195 - $235 / night
3 Bedrooms, sleeps 6
2 Bathrooms
$199 - $350 / night
2 Bedrooms, sleeps 4
1 Bathroom
$450 - $550 / night
7 Bedrooms, sleeps 20
3 Bathrooms
$450 - $500 / night
2 Bedrooms, sleeps 6
2 Bathrooms
$2,200 - $3,000 / month
1 Bedroom, sleeps 4
1 Bathroom
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$135 - $195
Week:
$945 - $1,365
Month:
$4,050 - $5,850
Minimum rental - 2 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 6
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$100 - $150
Week:
$90 - $140
Month:
$80 - $130
Minimum rental - 5 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$135 - $185
Week:
$945 - $1,295
Month:
$4,050 - $5,550
Minimum rental - 2 nights
Check availability
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$138 - $180
Week:
$965 - $1,165
Month:
$3,835 - $4,646
Minimum rental - 3 nights
Check availability
Map unavailable
  • Rental Home
  • 3 Bedrooms, sleeps 9
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$295
Minimum rental - 2 nights
Check availability
Map unavailable
  • Rental Home
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Week:
$4,000 - $4,550
Minimum rental - 1 night
Check availability
  • Rental Home
  • 3 Bedrooms, sleeps 7
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
$450
Week:
$2,500
Month:
$6,000 - $8,000
Minimum rental - 4 weeks, 2 nights
Check availability
  • Rental Home
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$385
Minimum rental - 2 nights
Check availability
Map unavailable
  • Rental Home
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
$299 - $450
Week:
$2,093 - $3,150
Month:
$7,000 - $10,000
Minimum rental - 4 nights
Check availability
  • Rental Home
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$495 - $775
Minimum rental - 2 nights
Check availability
Map unavailable
  • Rental Home
  • 3 Bedrooms, sleeps 7
  • 3 Bathrooms
  • Professional
EMAIL MANAGER
Night:
$529
Minimum rental - 2 nights
Check availability
Map unavailable
  • Rental Home
  • 1 Bedroom, sleeps 5
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$130 - $200
Week:
$120 - $190
Month:
$110 - $180
Minimum rental - 5 nights
Check availability
  • Rental Home
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Professional
EMAIL MANAGER
Night:
$150
Minimum rental - 2 nights
Check availability
Map unavailable

Oahu Vacation Rental Advice

Posted by John L, Aug 23, 2011
... you do choose stayatcondo.com, is worth every penny. Highly recommended for anyone want to market their property and start receiving inquiry. The site is user friendly and ads-free, no 3rd party banner ads anywhere. I would go back here and book my next vacation rentals at stayatcondo.com ... more
Posted by mmyers_11, Sep 7, 2011
... booking was easy , and the vacation rental we stayed in there ( the condo) was Amazing . It was so clean , and highly modernized. The resort itself had a lagoon you could swim or snorkel in with its own private beach, it had a black rock natural look pool, huge Koi stream ... more
Posted by ecualumni06, Feb 1, 2012
Taking a stab in the dark has anyone heard of Hawaii 50 vacation rentals? Any experience with them would be helpful. ... more
Posted by msfuzz, Jan 18, 2012
... you won't find any hotels there anyway. Just vacation rentals. Are you renting a car? Will your wife have access to it? I don't think you will find any place with free parking. Free wifi is iffy unless you want to spend a lot of time in Starbucks ... more
Posted by KailuaMama, Jan 13, 2012
... are unaware of the illegal vacation rental situation here and really can't be held responsible. Others simply don't care. Not going to bother posting links but if you're interested in reading more about it you can google "oahu illegal vacation rentals." The controversy has been going on ... more
Posted by LUFCkev, Jan 5, 2012
... that the vast majority of vacation rentals in this area are illegal. Also, despite the competition being 100% legitimate, there's a free online entry route, but also a method of entry where you get extra entries through a premium rate text/phone call. I'd hate to enter, win ... more
Posted by msfuzz, Jan 6, 2012
epi, this year Obama did rent a legally permitted vacation rental in Kailua!! ... more
Posted by amberloo, Jan 6, 2012
... the owner requires one-month vacation rentals, plays the "Obama" game, or just doesn't rent it out more than once a month or twelve times a year, the County really can't touch them. However, there has long been talk of closing this loophole. They couldn't just change ... more
Posted by amberloo, Feb 8, 2012
... the primary manager of the vacation rental "pool" of the project. Unlike the Aston Waikiki Beach Hotel, which is owned by a single entity who got over-extended on their debt and is subject to foreclosure, the Beach Tower cannot be subject to such action. Guests at the hotel should ... more
Posted by amberloo, Feb 9, 2012
... towards Diamond Head is better, but still has limited recreational potentials. You would have to go to Waikiki or Ala Moana to have a full beach experience. It really isn't a tourist area, and it is highly doubtful vacation rental homes in the area will have the appropriate certification ... more
Featured Events
This festival annually attracts over 35,000 visitors from all over the world and features items such as books, gifts, clothing, plants, arts, locally prepared food, and more! All of it is, as you guessed, 100% made in Hawaii.
See all sites
Cruise Critic

The ultimate cruise resource: cruise reviews, deals, news and advice.

SeatGuru

The world's most comprehensive source for airline seats, airline info, & in-flight amenities.

Family Vacation Critic

The best family vacations start here.