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7 Outstanding Oahu Vacation Rentals for Large Groups

Are you considering planning a family vacation to Oahu? The greatest Oahu vacation rentals for large parties can be found by scrolling down.
This list of the best Oahu vacation rentals for large groups was written by Marcie Cheung (a Hawaii travel expert) and contains affiliate links which means if you purchase something from one of my affiliate links, I may earn a small commission that goes back into maintaining this blog.

If you’re searching for Oahu vacation rentals for big groups, you might not know where to begin. Take a deep breath and read on for my top recommendations!

I can accommodate you whether you’re organizing a family reunion on the island or simply have a large family that requires a little additional space.

With my family, I’ve been visiting the Hawaiian Islands for years. I am aware that finding a vacation rental across a great distance can be challenging.

Before your large group departs on vacation, discover everything you need to know by reading the information below.

Find out what to watch out for in big rentals and the best locations to stay in Oahu. I’ll share with you my top choices for large group holiday rentals!

Want to skip all the planning and just access my detailed Oahu itinerary complete with daily schedules, fun activities, and travel hacks? Click the button below.

Oahu Travel Guide and 7-Day Oahu Itinerary by top Hawaii blog Hawaii Travel Spot

Where to Vacation in Oahu with a Large Group

There are specific areas on Oahu where you may locate vacation rentals for large groups.

For a summary of each location so you can plan the ideal large-family holiday, keep reading!


If you want to stay close to the well-known Hawaii tourist sites, look for larger vacation rentals in the Waikiki/Honolulu area!

Image of Waikiki Beach with people playing in the water
Waikiki Beach

For larger groups, there are numerous homes and apartments available in Honolulu and Waikiki.

The best shops, tourism destinations, and traditional sandy beaches may all be found here. The restaurants, nightlife, and pedestrian pathways in Waikiki are excellent. Waikiki is also a great family destination.

Leeward Side

The 642-acre luxury resort community of Ko Olina is located on the Leeward Side of Oahu. Here you may find the Ko Olina Lagoons, a golf course, and the Aulani Disney Resort.

Image of a sandy man-made lagoon in front of the Disney Aulani Resort in Ko Olina Oahu
One of the Ko Olina Lagoons. Photo credit: Marcie Cheung

It’s a gorgeous, well-kept area of the island with a variety of public services available to guests.

Actually, Ko Olina itself has the majority of the sprawling condos and villas for rent. However, occasionally you can discover Oahu vacation rentals in the vicinity of the resort grounds that can accommodate large parties.

North Shore

Consider the area near Turtle Bay Resort if your large group wants to relax and get away from it all.

Find out the best North Shore Oahu beaches recommended by top Hawaii blog Hawaii Travel Spot! Image of a sea turtle on a golden beach in North Shore Oahu
North Shore Oahu.

Compared to the rest of the island, the North Shore is more rocky and remote. You can rent villas inside the resort area or book estates near the resorts.

The best of both worlds, in other words! Enjoy the public amenities at Turtle Bay Resort as well as the breathtaking scenery and surf beaches that North Shore is renowned for. Visit nearby towns or go trekking.

What to Look for in Hawaii Vacation Homes for Large Groups

There are a few factors you’ll want to keep in mind as you choose where to look for the best Oahu vacation rentals for large parties.

This was another criterion I used to select the incredible rentals you may read about below.

Number of Guests Allowed

More than six people will be able to sleep in a larger Oahu villa or house. That was my minimal requirement while looking for holiday homes for larger parties, however, the majority of the ones I found slept an average of 12 to 14.

Remember that short-term rentals must pair no more than 2 adults per room by law. This implies that you should look for more bedrooms the larger your group is.

Type of Rental

You will essentially find enormous mansions, roomy condos, or multilevel villas in Oahu, Hawaii, especially for larger groups of people. This refers to residences with at least three bedrooms spread over several areas.

Typically, resorts will contain condos. In addition to sharing at least one wall with other structures, villas can also stand alone. And they’ll be all over the place.


There are a few Oahu beach villas on my list, along with more inland locations. However, almost every short-term rental property has stunning ocean views and is close to beaches and tourist attractions.

The majority of Oahu villas on the beach are found inside of hotels. They, therefore, arrive with all the amenities the resort provides its visitors!

The Best Vacation Rentals for Large Groups in Oahu


Hale Ohana

Hale Ohana is the best option for large-group vacation rentals in Honolulu.

Only a few minutes’ drive from Waikiki are these 2 apartments included in the package. This combination of seven flats with six bathrooms will be cozy for your group of eight to sixteen people.

Hale Ohana

The Oceanview Waikiki condo, which has 4 bedrooms and 3 bathrooms, comes first. It also features a living area with expansive views of Waikiki, a fully equipped kitchen, and a dining room that accommodates six people.

But the expansive deck with AstroTurf and outdoor seats offers an even greater view! Check the latest rates and more information.

Hale Ohana

The Oceanview Oahu apartment offers beautiful views over other areas of Honolulu. The apartment has three bedrooms and three bathrooms on two levels. Additionally, kitchens are on both levels!

And this is where your group will congregate, complete with a living room and a sizable lanai. There is outside seating for up to 16 people on the lanai with a barbecue. Or your big company can unwind in the two roomy hot tubs on the exclusive terrace!

You can walk to Waikiki Beach, dining options, and wildlife preserves from these Waikiki apartments. It also includes a covered parking space.

Additionally, there is plenty of street parking available in the area where Hale Ohana is located for the 2 SUVs you will have access to!

A wide range of children’s equipment, such as a high chair, a travel crib, a baby monitor, and more, are also available on the family-friendly site. Check rates here.

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Group of 3 Units

If you’re traveling in a group but you think you might all want your own space, this is a great option. And it comes with daily housekeeping.

Honolulu Condos

It’s a group of 3 units in the same complex. Each one has two bedrooms so this rental is for a total of 6 bedrooms. Plus, there are sofa beds. This set of 3 units can sleep a total of 18 people. Check the latest rates and more information.

Honolulu Condos

It’s in a good location in the heart of Waikiki. It’s an easy walk to the International Marketplace, the Duke Kahanamoku statue, and Waikiki Beach. Check rates here.

Waikiki Waterfront Penthouse

Although there aren’t many villas in Waikiki, high-rise condos like this one are the best option! You’ll have city views in the heart of Waikiki, just off Ala Wai Boulevard and Canal.

Waikiki Waterfront Penthouse

Take advantage of the abundance of nearby restaurants, stores, and parks. You could also stroll to Waikiki Beach.

In this air-conditioned, 1,700-square-foot penthouse with a large living area, your group will be able to spread out. Check the latest rates and more information.

Waikiki Waterfront Penthouse

You will also get access to the outdoor pool, BBQs, sundecks, and fitness center in the tower. Alternately, prepare meals in the kitchen and assemble around an eight-person dining room table.

The house offers three bedrooms, two bathrooms, and additional choices like bunk beds and trundle beds that are ideal for expanding families. In addition, you receive a travel crib and interesting accessories like a Peloton and a Vitamix blender! Check rates here.

Leeward Side

The Beach Villas at Ko Olina

Visit the opulent resort neighborhood of Ko Olina for magnificent Oahu vacation rentals for big parties!

This two-villa listing at the Ko Olina Beach Villas Resort Oahu at Ko Olina is perfect for your group of 10–14 people.

Beach Villas at Ko Olina

The 1,200 and 1,600 square foot homes, which have 2 and 3 bedrooms and each has 2 bathrooms with tubs, offer plenty of space. They are close together and have easy elevator access! Check the latest rates and more information.

Beach Villas at Ko Olina

The villas also include a child’s highchair, grocery delivery, concierge services, and a ton of beach equipment.

Enjoy the heated outdoor pools, whirlpools, and deck space at the Beach Villas. Visit the neighborhood gym and sauna, or stroll along the 4 beach lagoons at Ko Olina. Check rates here.

Marriott Ko Olina Beach Club Villa

Luxurious sunset views are available from beachfront hotels on Oahu’s western coast.

Your party of eight can take advantage of the private villa experience and use all the facilities at the Marriott’s Ko Olina Beach Club Resort!

Marriott Ko Olina Beach Club Villa

Relax with your family in the roomy, modern villa with 3 bedrooms and 3 bathrooms with views of the ocean that looks over the resort. Check the latest rates and more information.

Marriott Ko Olina Beach Club Villa

Or you can take advantage of the gym, the game room, the restaurants, and the indoor and outdoor dining places.

You can choose from a variety of outdoor pools, relaxing lagoon beaches on Ko Olina, and entertaining mini golf. Use housekeeping and concierge services as an alternative. Check rates here.

North Shore

Ocean Villas at Turtle Bay Beach Resort

Around Turtle Bay Beach Resort on the North Shore, you can discover Oahu vacation rentals for large groups. There are privately owned Ocean Villas.

Ocean Villas at Turtle Bay Resort

This ground-floor, four-bedroom, three-bathroom villa with views of the coastline can accommodate up to ten people. Check the latest rates and more information.

Off the dining area and roomy kitchen is the relaxed, comfortable living space. On the lanai, there is a place where you may eat while admiring the beautiful beach.

Ocean Villas at Turtle Bay Resort

The villa has wonderful features for families with kids, like washers and dryers, highchairs, and tubs in every bathroom.

Along with a ton of water sports equipment and beach supplies, the beach locker also has toys for the pool and sand.

You receive free access to a few resort features including parking and luau performances if you’re on the Turtle Bay Resort property. You can pay to use the resort’s gym, take fitness classes, use the resort’s pools, and use the BBQ areas.

The Ocean Villa features a private pool and hot tub for visitors. Or go hiking on nearby trails, or rent a bike and ride along the coast! Check rates here.

Kawela Ranch Paradise

Consider renting this 4-bedroom, 4-bath hideaway for your family reunion. Across the street from peaceful North Shore beaches, the two-story plantation-style house is situated on many acres.

Kawela Ranch Paradise

Additionally, the nearby town, where you may shop, eat at food trucks, and browse fruit booths, is accessible on foot. Check the latest rates and more information.

Visit the adjacent Turtle Bay Beach Resort for a luau, or explore the area’s miles of mountain and coastal hiking trails.

Kawela Ranch Paradise

Return to the ranch for some peace and quiet. Enjoy the sunset from the yard while unwinding in the jacuzzi on the lanai. You won’t forget about all those villas on Oahu with private pools!

The multi-generational home has two stories of roomy gathering areas. Along with children’s toys and many beach accessories, it is equipped with a portable crib and high chair.

Play ping pong on the lanai or basketball in the driveway. Alternately, sit outside on the lawn with a bottle of wine and enjoy the view. Check rates here.

FAQ about Oahu Vacation Rentals

Are short-term rentals legal in Oahu?

Yes, in most areas of Oahu! Just know that “short-term” is defined as anything 30-days or less. And Oahu vacation rentals for large groups will be around the resort areas of the island. All rental homes are registered and will readily provide paperwork if you want to see it.

What does Oahu have to offer?

While idyllic beaches and surf spots grab the spotlight, don’t ignore the endless list of must-visit eateries, cultural hotspots, coffee farms, and other attractions. Travelers should leave sleeping to luxury hotels and resorts. Honolulu, the state capital of Hawaii and a woefully underappreciated cultural center, is located on the island of Oahu. 

What is the best time of year to visit Oahu?

The months of early April, May, September, and early October are the best times to visit Oahu, taking into account the weather, demand for lodgings, and how congested (or not) the island is.

Final Thoughts Oahu Vacation Rentals for Big Families

Depending on where you seek and the kind of experience you want, you might find the ideal Oahu vacation rentals for large parties.

Condos and houses with multiple rooms are easy to locate in Waikiki close to popular attractions. For bigger groups of guests, the opulent Ko Olina Resort on Oahu offers inventive possibilities with sets of villas! Near the resorts, the North Shore features villas and larger country estates.

On Oahu, private rentals provide you with privacy, independence, and all the conveniences of home. When you reserve Oahu vacation rentals for your large group, you’re also close to some of the most entertaining tourist sites!

Looking for more places to stay on Oahu? Check out the best kid-friendly resorts, romantic Oahu hotels, and cheap places to stay!

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