Oahu Holiday Rentals

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Holiday Rentals in Oahu

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
10.0 out of 10, Exceptional, (3)
"My husband and I enjoyed six wonderful weeks in this house. From the moment we drove down that palm tree-lined road and stepped into the walled off courtyard, we knew we had picked the right place for our get-away. The house was tastefully and comfortably appointed. The kitchen, laundry room and bathrooms were all fully outfitted. We slept so well in the luxurious bedrooms, lulled by trade winds at night and waking to birds chirping in the morning. The outdoor lanai and backyard furniture made...
Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!
Oceanside Estate - Spacious home with Pool & AC
10.0 out of 10, Exceptional, (1)
"We all enjoyed the property. It was a ways away from most activities but was quiet and we fit perfectly. The family all travel extensively and use B and B's and other means.. We did enjoy our stay and would recommend it."
Oceanside Estate - Spacious home with Pool & AC
East Oahu Manor - Incredible Ocean Views from most rooms! AC
10.0 out of 10, Exceptional, (5)
"Wonderful property, very clean, spacious with great views. Location was perfect - close enough for a quick drive to Waikiki yet far enough away to enjoy peace and quiet. Hosts - Taylor was amazing - responsive and always available. Would highly recommend this property."
East Oahu Manor - Incredible Ocean Views from most rooms! AC
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Modern Turtle Bay Ilima West Kuilima Estates #18 near Golf Course
10.0 out of 10, Exceptional, (4)
"This property is top notch. Nicely furnished, clean and a fabulous location. I highly recommend it for a carefree and comfortable stay. The ladies who manage the property are professional and easily contacted. The communication before our stay was the best I’ve ever experienced."
Modern Turtle Bay Ilima West Kuilima Estates #18 near Golf Course
Espacio The Jewel Of Waikiki
5.0 star property
9.8 out of 10, Exceptional, (14)
"Beautiful property and condo like accommodations with the floor all to ourselves. Highest level concierge services I have experienced with transportation services to and from airport included in stay. Will definitely be back! "
The price is NZ$3,320
includes taxes & fees
20 May - 21 May
Espacio The Jewel Of Waikiki
Aloha Suite Near the Sea I, 3 min Walk to Beach! Great Location!
9.8 out of 10, Exceptional, (137)
"Great location, nice amenities, great communication, WiFi and tv"
The price is NZ$482
includes taxes & fees
14 May - 15 May
Aloha Suite Near the Sea I, 3 min Walk to Beach! Great Location!
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
9.6 out of 10, Exceptional, (108)
"Mike’s place was perfect! Clean, comfortable, and well appointed. He had starters for coffee, hair dryer, a beach chair and cooler and even an umbrella. Location is great - quick walk to beach, restaurants, shopping. Pool and surrounding deck was clean and very nice. Great host- I hope to stay again during my next visit to Honolulu. Mahalo Mike."
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
Cozy Beach front condo in Makaha
9.6 out of 10, Exceptional, (134)
"We stayed at this property in a different unit 5 years ago. We love the water facing patio/deck and simi private beach. Very quiet. They provide everything you could need for beach and water fun. We did bring our own binoculars and were glad we did. Would have liked shampoo, conditioner, body wash in the shower."
Cozy Beach front condo in Makaha
Aston Waikiki Beach Tower
4.0 star property
9.2 out of 10, Wonderful, (1634)
"The front desk is so great!!!!"
The price is NZ$1,259
includes taxes & fees
19 May - 20 May
Aston Waikiki Beach Tower
Ocean Villas at Turtle Bay
4.5 star property
9.2 out of 10, Wonderful, (80)
"We had a fantastic time- thank you!!"
The price is NZ$1,743
includes taxes & fees
24 May - 25 May
Ocean Villas at Turtle Bay
Hawaiian Princess at Makaha Beach
3.5 star property
9.0 out of 10, Wonderful, (2)
"Was very clean & quiet. Away from the traffic & noise of downtown. Will stay again."
Hawaiian Princess at Makaha Beach
Kuhio Village 904a Condo by RedAwning
3.0 star property
9.0 out of 10, Wonderful, (2)
Kuhio Village 904a Condo by RedAwning
Royal Kuhio
3.5 star property
8.6 out of 10, Excellent, (320)
"This property is condos - not a hotel. When we arrived, we could not find a check-in desk. After we mentioned Expedia, the security guard directed us to VI Resorts which was a office off the main entrance. "
The price is NZ$449
includes taxes & fees
16 May - 17 May
Royal Kuhio
Hilton Grand Vacations Club at Hilton Hawaiian Village
4.0 star property
8.6 out of 10, Excellent, (689)
"Our main requirement was to have a one bedroom and a kitchen, The Hilton Hawaiian village met these requirements. Safety and easy beach access was another positive as well. Certain towers definitely need an update, their age is showing. The biggest negative is that if you're stsying at their "Grand Vacations" rooms, then their "timeshare" sales people will hound you into a presentation. Unfortunately, I took the time to view their pitch and it wasn't pleasant at all. They don't want you to ask...
The price is NZ$797
includes taxes & fees
23 May - 24 May
Hilton Grand Vacations Club at Hilton Hawaiian Village
Clean studio in the heart of Waikiki!!
8.6 out of 10, Excellent, (22)
"Great spot for the price, perfect walking distance to pretty much everything. A ton of food trucks right across the street and just around the corner from some really cheap (for hawaii) bars. Will definitely be staying here again."
Clean studio in the heart of Waikiki!!
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
8.6 out of 10, Excellent, (18)
"This room was nice, and located near the beach, zoo, park, and aquarium. I had a blast and was away from the room most of the time. I slept great and the sun deck is great during sunrise. Thank You!"
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
CASTLE Waikīkī Shore
3.0 star property
8.2 out of 10, Very good, (1101)
"Castle Waikiki Shores was absolutely the best!! Our room was Amazing, breathtaking views, right on the beach, walking distance from EVERYTHING. Husband had an amazing 50th birthday! Very clean, great staff and was the hotel very very peaceful!! We enjoyed the Friday night fireworks right from our balcony, with love, laughter and cocktails!! I'm telling everyone I know, this is the best best place to stay!!! Thank you Castle Waikiki Shores!! "
CASTLE Waikīkī Shore
Tropical Studios at Marine Surf Waikiki
3.0 star property
8.2 out of 10, Very good, (291)
"Good location "
The price is NZ$394
includes taxes & fees
12 May - 13 May
Tropical Studios at Marine Surf Waikiki
Two Studios at the Turtle Bay Resort! ❤️ Price listed is for BOTH Studios ❤️
8.2 out of 10, Very good, (145)
"Our group was divided in two different condos so we never needed to cook in the unit as we were together more in the larger one for gathering. We only used it for sleeping and showers. The absolute best perk of the unit is the hook-up to surf lessons on the North Shore from the owners. Best day of the trip for the teenagers in the group. Thank you so much for that amazing activity. Five star service! My only suggestion is to be more clear that it really isn't two units (there are two sleeping...
The price is NZ$537
includes taxes & fees
13 May - 14 May
Two Studios at the Turtle Bay Resort! ❤️ Price listed is for BOTH Studios ❤️
Corner Unit Studio@Waikiki Hotel Building 1 day min
8.2 out of 10, Very good, (63)
"Perfect location! The wind is a little loud in early February but otherwise was perfectly well appointed and comfortable for my husband and I asked our co-sleeping toddler!"
The price is NZ$383
includes taxes & fees
10 Jun - 11 Jun
Corner Unit Studio@Waikiki Hotel Building 1 day min
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Oahu you may be interested in

Hyatt Regency Waikiki Beach Resort & Spa
4.0 star property
8.6 out of 10, Excellent, (3236)
"Convenient location and close to a lot of restaurants."
The price is NZ$621
includes taxes & fees
19 May - 20 May
Hyatt Regency Waikiki Beach Resort & Spa
Hilton Hawaiian Village Waikiki Beach Resort
4.0 star property
8.2 out of 10, Very good, (6449)
"I liked being on a resort"
The price is NZ$612
includes taxes & fees
13 May - 14 May
Hilton Hawaiian Village Waikiki Beach Resort
'Alohilani Resort Waikiki Beach
5.0 star property
8.2 out of 10, Very good, (2096)
"This hotel was gorgeous and the entire staff was extremely accommodating. The lobby was a highlight for us and my boyfriend enjoyed how well equipped the gym was. Drinks were great as well--would absolutely visit again!"
The price is NZ$716
includes taxes & fees
16 May - 17 May
'Alohilani Resort Waikiki Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oahu holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oahu. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oahu. Seeing all the best attractions is bound to make you fall in love with Oahu. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oahu short-term rentals, that won’t be hard to do.

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