Best Vacation Rentals on Oahu

Guests agree: these stays are highly rated for location, cleanliness, and more.
Condo for 2 Guests in Honolulu, Oahu
Condo for 2 Guests in Honolulu, Oahu, Picture 1
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Honolulu, Oahu
Condo • 764 ft² • 1 Bedroom
You'll love waking up to the calming view of the Pacific Ocean in the distance! This condo is located within Discovery Bay on the 15th floor. KITCHEN- Full Size Refrigerator- Cooktop/Oven-Dishwasher- Microwave- Dinnerware, Glassware, Silverware, Cookware, Coffee Maker, Rice Cooker, Blender, Kettle ProvidedLIVING AREA- Flat screen TV-Sofa - Central ACBEDROOM- King Bed-ClosetBATHROOM- Shower-Toilet- Hair Dryer-Washer & dryer1-assigned parking stall included with the rental. AMENITIESCable TV, high-speed Internet and password protected WiFi and USA/Canada phone service is included in your ...
from $127 / night
Vacation Apartment for 2 Guests in Kailua, Kailua Beach
Vacation Apartment for 2 Guests in Kailua, Kailua Beach, Picture 1
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Vacation Apartment for 2 Guests in Kailua, Kailua Beach, Picture 4
Kailua, Kailua Beach
Vacation Apartment • 517 ft² • 1 Bedroom
SUITE ALOHA – Island Retreat 2 blocks from Kailua Beach Park and DowntownThis beautiful bungalow oasis is remodeled, clean, private, and just walking minutes away from one of the most beautiful stretches of beach in the world. The sand is soft, the ocean is gentle, and the trade winds are constant.The spaceWe are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance/Kalapawai Market as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner.Here you will be surrounded by lush landscaping and find comfort and r...
from $107 / night
Condo for 4 Guests in Honolulu, Oahu
Condo for 4 Guests in Honolulu, Oahu, Picture 1
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Condo for 4 Guests in Honolulu, Oahu, Picture 4
Honolulu, Oahu
Condo • 764 ft² • 1 Bedroom
Stylish and comfortable, updated appliances, and island-themed furnishings. Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious lanai to lounge and enjoy the bustling city & ocean views. Discovery Bay amenities include a pool, hot tub, gym, spa, and gas-grill/picnic area. For your convenience, the rental comes with 1-assigned parking stall.Discovery Bay is located at the gateway of Waikiki at 1778 Ala Moana Boulevard. Walking distance to Ala Moana Shopping center, Honolulu Convention Center...
from $166 / night

Other holiday ideas and property types on Oahu that might be interesting

Prices and availability

Current Vacation rental prices on Oahu

$422for 30 Sep - 7 Oct
$463 annual average
Average price per week

Current vacation rental availability on Oahu

11%for 30 Sep - 7 Oct
34% annual average
Percentage of available rentals

Highlights Oahu

  • Rich culture
  • Ethnic Island Cuisine
  • Thriving Natural Settings
  • Interesting Historical Events
  • Relaxing Crystalline Beaches

Oahu Vacation Rentals

Apartments and homes in the heart of Oahu

Find the perfect vacation home in the city center with the amenities you’re looking for. You can find properties dotting the coast of Oahu, in Honolulu, Waikiki, and even the interior at Wilhelmina Rise. Properties located in the heart of Oahu, are priced for vacationers, tourists and those travel geeks who can’t get enough sun, sand and surf. Beautifully furnished rooms recall island charm and have oceanfront views of Waikiki Beach and, further along, the Mamala Bay and Paradise Cove Luau.

Find the beach cottage of your dreams

There is a vacation rental for everyone in Oahu, no matter how long you’re staying, where you want to be located or what your budget is. Pick from a selection of boutique-style apartment units and condos for longer term stays. Or else, you can opt to share a studio for 3 with a pool and garden and a 3 minute walk to Sunset Beach as well as other activities like boogie boarding, hiking and watching humpback whale migrations! You can also go for a beach cottage sitting on a serene and picturesque hillside in Kailua, Oahu, with access to Waimanalo Beach.

Enjoy the features of a well-stocked rental home

Take advantage of the central rental home locations and room service along with all standard hotel amenities and perks like tennis courts, day-long golf courses and views of the mountains and The Royal Hawaiian Theater Legends in Concert. If you’re staying in a vacation home, you can take full advantage of the premises’ multiple perks like pools, garden terraces, whirlpools and stunning drives to the various beaches. They’re also steps away from local coffee shops, yoga studios on the waterfront, homegrown island restaurants and grocery stores.


Gather in Oahu

Lovingly known as “The Gathering Place” Oahu is the jewel in Hawaii’s collection of islands. It is home to lush greenery, picturesque bays and oceanfronts and breakneck waves on its coasts and high mountain peaks and dormant volcanoes in the interior.

Besides its capital city, Honolulu, which is just the southeast part of the island, Oahu is also known for other districts like Pearl Harbor, Diamond Head, Hanauma Bay, Kāneʻohe Bay, Kailua Bay and North Shore.

There are a range of ways of getting around Oahu. The easiest, of course, would be a car rental. But their transit system known as “TheBus” is quite convenient, takes you anywhere across the island and, at $2.50 a ticket, is incredibly cost-effective.



Oahu for Surfers

Whether you’re a mere mortal or a surf goddess, Oahu’s numerous coastlines and beaches along with its mountainous interior makes for some pretty diverse waves, open to all skill levels. Because of it’s isolated location, it receives some of the best winds and waves. For beginners, the North Shore at Ehukai Beach Park serves up decent and manageable waves. For those who are looking for some risk, Backyards, also on the North Shore, sees many fast, advanced waves with a steep lip.

Oahu for Families

There are tons of things for families to do in Oahu. The city is well-connected and you’ll be wondering how to cram everything in. Of course, parents will love to squeeze in a history lesson in all the beach fun so begin with a tour of Pearl Harbor and then head to Diamond Head beach to relax. You can snorkel at Hanauma Bay, with turtles and tropical fish for company. You can even catch traditional hula dancers at the Polynesian Cultural Centre, located on the North Shore. And don’t miss the fireworks, every Friday evening around 8pm, presented by the Hilton Hawaiian village.

Oahu for Travel Nomads

Travel nomads listen up: Oahu is literally the perfect intersection between beach bumming, relaxation and strenuous activity. From hiking the interior at Diamond Head and taking in its stunning views to visiting the picturesque Byodo-In Temple for a peaceful afternoon, there is so much to capture the imagination. If you’re in Ala Moana Beach Park, you won’t want to miss the Yoga Floats, which is yoga on a standup-paddleboard. The park also features hang gliding tours, helicopter tours and parachuting.

Top 5 Things to do on Oahu

1. Hike to a volcano

Diamond Head Monument features marathon just gorgeous views of the island and the sea. There is a trail that leads hikers to the summit, which is a volcanic tuff cone.

2. Check out Iolani Palace

Originally the home to the last monarchs of the island, Iolani Palace has now been converted into a museum with tours and exhibits that trace back the history of the peoples.

3. Head to Kualoa Ranch

Look fast: you may catch your favorite movie star filming a scene at Kualoa Ranch. It’s a 4000-acreprivate nature reserve that also is also an active cattle ranch. The ranch offers a buffet-style lunch and ATV tours of the area and ziplines through its lush trees.

4. Spend the day at the Ko Olina Golf Club

If you’d like to spend a little less time in the urban centres or traversing up mountains, a day on the course may be just the thing for you. The Ko Olina Golf Club is a 642-acre planned vacation and resort spot just 17 miles north of Honolulu near Paradis Cove Luau. And you’ll certainly feel like you’r in paradise with its beautiful, well-kept greens and friendly staff.

5. Shop ’til you drop at Ala Moana Centre

Got hit with the shopping bug while you’re on vacation? Then head to the Ala Moana Centre for a day filled with drinks, dining and, of course, shopping. With a range of stores, from luxury to budget-friendly, you’ll be hard-pressed not to walk out with something. Don’t forget to check out the secret basement with a Japanese food court where beers start at a dollar and there’s sushi and ramen galore!

Ocean Power Technologies, located at MCBH (Marine Corps Base Hawaii) ocean-tests its wave power generation system at Kāneʻohe Bay.

Useful Information

Two Seasons, Tons of Fun

Oahu has two seasons: winter, which goes from November to April and summer, from May to October. Temperatures in the winter hover in the low 70s to mid 80s while summer can be a scorcher. Expect temperatures to soar to the low 90s. Luckily, calm and relaxing trade winds keep even the hottest months bearable at worst and pleasurable at best. If you're on the west coast of the island, it will be drier than the east or “Windward Coast”, which is both wetter but also greener.

An Experience for Every Palate

You can plan on no plan or you can plan to bundle your trip around a theme. Many travellers come to Oahu with a specific aim in mind — and, chances are, it’s not their first time. To get the most out of everything the island has to offer, many travellers will decide to focus their trip on ecotourism activities, the Honolulu Festival in March or eating their way through the various neighbourhoods. Surfers, of course, are rife in the winter months at North Shore.

FAQs: Vacation Rentals on Oahu

On average, how much do vacation rentals in Oahu cost?

Last year, rentals in Oahu had an annual average cost of around $386 per night.

During which months are vacation rentals cheaper in Oahu?

If it is your aim to save as much as possible during your vacation to Oahu, travel in November ($356 per night on average), October ($356), or April ($358), to find the lowest prices for the whole year.

When does the price of vacation rentals in Oahu go up the most?

When it comes to booking a vacation rental in Oahu, the highest prices can usually be seen in the month of February (with an average of $432 per night), followed by January ($417), and then December ($410).

Are there usually many vacation rentals available in Oahu?

So you don't run out of accommodation options in Oahu, we recommend you to think ahead as 76% of rentals are usually booked, according to the data from last year.

Which months offer the highest availability?

June, May and January are, in order of highest to lowest, the months offering the largest number of accommodations free, with an average availability of 68%, 49%, and 27%. However, even during these periods of time, when rental availability is the highest, the average is just 48%. So we highly recommend you always book your vacation early on Oahu.

When are fewer rentals available in Oahu?

Vacation rentals in Oahu reach their peak in demand in April, with an availability rate of 5%. The second most requested month is March, with 8%, and the third is December with 12%. During these three months, the availability is only 8%. It is therefore preferable to book early.

How many vacation rentals does Holidu have in Oahu?

Holidu has around 1,100 properties in Oahu, provided by 7 different partners.

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