17 of The Best Villa Rentals in Hawaii for Large & Multi-Family Vacations

Are you planning a trip to Hawaii with extended family or friends and want to all stay together in a big house? Keep scrolling to find out the best villas in Hawaii for families worth booking.
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Hawaii has long been known as a destination for families and groups of friends to go on vacation.

The natural beauty, the amazing weather (something you can’t find in too many places in the world), and the diverse culture all make Hawaii an ideal place for people with different needs to enjoy themselves.

Since it’s such a popular destination for multi-generational travel or for families traveling together, there are many fun options for groups who want to stay together without staying in a hotel.

If you are looking to book an unforgettable vacation in Hawaii that will be perfect for large or multi-family groups, there are many villa rentals available that can accommodate your needs!

In this post, we will discuss 17 of the best options that are currently available.

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FAQs about Villas in Hawaii

Are there any over water bungalows in Hawaii?

No. If you’re dreaming about staying in a Hawaii bungalow over the water, your best bet is to head to Tahiti, Mexico, the Maldives, or the Caribbean. Otherwise, you can stay in a cute beach bungalow in Hawaii.

Which Hawaiian island is the most luxurious?

Most people equate Maui with luxury. They have the most luxury resorts in Hawaii and some of these resorts also have villas on property. However, you can still find luxury hotels on Kauai, Oahu, Lanai, and the Big Island.

What are the most luxurious resorts in Hawaii?

There are actually quite a few. The Four Seasons Resort on Maui is where they filmed HBO’s “White Lotus” and it’s insanely gorgeous. On Oahu, you’ll want to check out the recently renovated Turtle Bay Resort in North Shore. There’s also the Four Seasons at Hualalai on the Big Island that’s a little slice of heaven. On Kauai, there’s the new 1 Hotel Hanalei that should open in 2022.

Large Hawaii Villas with Private Pools For Families of All Ages

Hawaiian Seaside Villa (Big Island)

This villa sleeps up to 10 guests and offers 4 beds, 4 baths. This residence is located inside a private gated estate. And it’s only a 5-minute drive to the nearest beach for some fun and sun. Check latest rates and more information.

Image of a gorgeous Hawaiian sunset view of the pool area at this stunning villa in Hawaii.
Photo courtesy of VRBO

Included with ocean views are a lagoon-style private pool with a spa, a large outdoor area, and wraparound porches. This is definitely an excellent choice for families who want to lounge around in the sun and enjoy time together.

We think this is one of the best beach villas in Hawaii with an epic view.

Villa Rentals On The Beach in Hawaii

Kanai A Nalu 305 (Maui)

This beach-front villa is located in Maalaea in Maui County. It is on the beach and boasts gorgeous ocean views from the room. This unit sleeps 6, so it is spacious enough for large families. Check latest rates and more information.

It includes a pool, washer, dryer, dishwasher, internet, and television. Just a short distance from shopping, food options, and an aquarium, this has something for everyone in the family.

If you’re looking for one of the top beach villas in Hawaii, you’ll want to check this one out.

Ma’ukele Lodge (Big Island)

This lodge can sleep up to 6 in the family suite and offers breakfast for you and your family. Families with children rated this location a 9.4. Check latest rates and more information.

The lodge includes access to a private beach area, a small kitchen, free WiFi, and free parking. This exquisite option also has a garden and a terrace. That makes it so that you can enjoy more of nature in addition to the beachfront views.

Hawaii Life Rentals Kai Vista (Big Island)

This rental is exceptionally spacious due to the fact that the entire residential home is the property being rented out.

This home offers ocean views, a few steps from the beach, a private fenced-in backyard, and a hot tub. Check latest rates and more information.

Image of an outdoor seating area on a lanai with a large ocean view from a villa in Hawaii.
Photo courtesy of Airbnb

This home has two floors and can sleep 8 guests. It comes with a full stainless-steel kitchen and an outdoor cooking area with a grill and eating area on the porch. Every room is also equipped with air conditioning to help combat the high temperatures.

Located on a private road, you and your family will be secluded in your own private beach getaway.

Wheelchair Accessible Hawaii Villas For Rent

Oceanview Mauna Kea Villa (Big Island)

This wheelchair-accessible villa in Hawaii sleeps 10 guests and welcomes children. So, it is perfect for multi-generational families looking for a luxe stay. Check latest rates and more information.

Image of a gorgeous villa in Hawaii with private pool and large outdoor entertaining area.
Photo courtesy of VRBO

This Hawaii villa has spacious bedrooms and bathrooms. There’s even an immaculate outdoor shower filled with local plants that really lets you feel as if you are showering in a rainforest. How cool is that?

This location also has a private heated infinity pool, an expansive outdoor area equipped with outdoor cooking equipment, and a stainless-steel indoor kitchen. The villa also includes a movie and game room for those nights when you want to wind down.

The Villas at Fairmont Kea Lani (Maui)

Located in Wailea, this is a handicap-accessible villa that can sleep from 5 to 10 guests depending on the room size you book. This location provides access to an outdoor swimming pool, restaurants, bar, and a fitness center on the premises. Check latest rates and more information.

It is located near Palauea beach and several other beach parks. Additional amenities include air-conditioned units, a big screen TV, Wi-Fi, a kitchen, and a patio. A barbecue is also available in the garden, and there are hiking and canoeing options available nearby.

We think this is one of the best Hawaii luxury villas on Maui.

Villa Paraiso (Big Island)

This 2-bedroom, 3-bathroom villa has 7 beds and can sleep up to 12 guests. Located in Hawaii Paradise Park, this space offers 2 large master bedrooms with attached bathrooms. Check latest rates and more information.

Check out this secluded villa in Hawaii island with a private pool.
Photo courtesy of VRBO

This is a two-story villa but is wheelchair accessible to accommodate everyone in the family. While the second floor has a large billiards room perfect for night games, the outdoor area contains a saltwater pool with a Jacuzzi hot tub.

The outdoor area is surrounded by a tropical garden that you can enjoy as you sit in the outdoor living room. This area includes a kitchen and a bar for when you want to entertain outside and enjoy the ocean views.

Luxury Hawaii Villas For 10 or More People

Spacious Villa in Volcano, Hawaii (Big Island)

If you’re looking to travel with 10 or more people, then this residential home is perfect for you! Located in Volcano, Hawaii, this home can sleep 12 guests and has 4 bedrooms, 2.5 bathrooms.

Plus, it’s close to Hawaii Volcanoes National Park. Check latest rates and more information.

Looking for the best villas in Hawaii? This one is right next to Hawaii Volcanoes National Park! Image of a bright living room with a ceiling fan.
Photo courtesy of Airbnb

This home is especially great for families with small children. That’s because the owner includes a crib, high chair, and a pack n play. This home also offers amenities such as a fireplace, hot tub that holds up to 6 people.

The inside also includes a fully functional kitchen, washer, dryer, safe, and cable TV.

Outside, you’ll find 3 parking spaces, a backyard patio, outdoor grilling, and outdoor dining sets. Another great outdoor feature is the fire pit. This means you and your family can get cozy around a fire while gazing up at the stars.

Another added perk is that this is a single-level home. So there are no stairs, which is great if you’re traveling with small children or elderly relatives.

Villas in Oahu Perfect For Large Families

Ocean Villas at Turtle Bay (Oahu)

This villa option is located in the Kahuku area of North Shore Oahu. It’s a beachfront Hawaii villa that has an outdoor pool available to its guests.

This is a fantastic option for those with large families. Check latest rates and more information.

The family villas here can sleep 8 guests, and all units come with a kitchen, hot tub, cable TV, and a coffee machine. Extra amenities in these Hawaii luxury villas include a barbecue, access to restaurants, a bar, and a garden.

With friendly staff and easy access to many outdoor activities, this is an excellent option for active families or those who just want to relax by the pool with a drink in hand.

Ke Nui Home on the Beach (Oahu)

This 5 bedroom, 5 bath villa can sleep 10 guests. It’s located on the North Shore and it’s just a short walk from the beach and several famous surfing points.

This is an excellent choice for families who are excited about any and all beach activities! Check latest rates and more information.

Find out the best villas on Oahu recommended by top Hawaii blog Hawaii Travel with Kids Image of a lanai overlooking the ocean and palm trees.
Photo courtesy of VRBO

This villa has several indoor and outdoor dining areas big enough for the whole family. It also includes an outdoor grill so you can take in the beach air while cooking your favorite meals.

This is a two-story villa that contains a master bedroom and full private bath on both the main and second floor and three additional upstairs rooms with an outdoor balcony attached to the second-floor master.

Stand Out, Unique Villa Rentals in Hawaii with That Extra “Something”

Hawaiian Luxury Villa (Oahu)

This one-of-a-kind luxury villa has 4 bedrooms, 4 bathrooms, and can sleep up to 15 guests.

This villa has been newly renovated and contains a large private swimming pool, pond with waterfall, and outdoor chaise lounges for the family to relax next to the pool. Check latest rates and more information.

You can see the outdoor kitchen and BBQ lounge to the left at this villa on Oahu Hawaii.
Photo courtesy of VRBO

There are also beautiful outdoor greenery of the local fauna, and even an outdoor day bed that is covered from the heat of the sun. This villa also features an entertainment room with two couch beds and a pool table where up to 8 can play at a time!

This villa in Hawaii is completely private. So only you and your family will have access to all of these amenities.

This includes the large and chic stainless-steel kitchen, outdoor patio, and outdoor BBQ grill so you and your family can eat and enjoy the views to the fullest.

Modern Hawaiian Barefoot Luxury (Oahu)

This spacious luxury villa is very modern and contains an amazing open-air layout with a giant sunroof in the main living area. Check latest rates and more information.

Image of an open-air living room in a villa in Hawaii, perfect for multi-generational travel.
Photo courtesy of VRBO

It also includes a huge front porch which you can enjoy by sliding the glass accordion doors open. This gives you the feeling of being outside and lets you enjoy the view without leaving the couch.

Beautiful and chic architecture mixes with the natural beauty of the surrounding plants and ocean views to make you feel truly royal in this villa. There is also a covered outdoor porch area with lounges and hammocks.

Plus, there’s an outdoor and indoor bar equipped with bar stools so you and your family can enjoy brunch or drinks wherever you get the best breeze or views.

This villa sleeps 12 guests and welcomes children of all ages. This property has several extra features that we have not seen in the other luxury villas, such as rainfall showers, a hydrotherapy tub, and the host offers to help you plan extra activities!

They offer to set you up with an in-home chef, personal concierge, or even a massage therapist. Whatever you think up, they can help you achieve so you genuinely won’t have to lift a finger.

Combo with Two Villas on Same Elevator (Oahu)

This unique listing is actually for 2 adjacent villas which are connected by the same elevator. This is ideal for those traveling with multiple families.

You can both have your own space, but since it’s connected by the elevator lobby, you may go into the adjacent villas when you wish. Check latest rates and more information.

Image of the interior of a Hawaii villa with a dining area and two living areas.
Photo courtesy of VRBO

The elevator only services these two villas, so you will not have to worry about any other guest interference.

Along with this ideal setup, there are several other unique extra features that will have you rushing to book this listing.

They offer snorkeling equipment, boogie boards, 2 pools with 3 hot tubs, BBQs around both pools, and a fitness center complete with a steam room and sauna in two separate locker rooms!

There is also a golf course located nearby with the ability to request clubs for you. Plus there are 4 lagoons for secluded swimming and the resort even offers daily activities.

To top it all off, it is located near popular shopping centers and fine dining options.

Finding the perfect villa rental when going on a large or multi-family vacation can be hard!

The best vacation villa rentals are the ones that match your needs, be it for family or group travel. If you’re looking to book an unforgettable Hawaiian getaway with large or multi-family groups in mind, there are many villa rentals available that will fit any situation.

We’ve listed the best villas in Hawaii for families available to rent online.

If you are looking to book an unforgettable Hawaiian getaway with large or multi-family groups in mind, take a look at the properties we’ve listed here and see if any of them speak to your needs!

Looking for more places to stay in Hawaii? Find out my favorite kid-friendly resorts on Maui, Oahu vacation rentals for large families, luxury Maui vacation rentals, Kauai luxury vacation rentals, best resorts on Kauai for families, best kid-friendly Oahu resorts, and find out where celebrities stay in Hawaii.