Luxury Vacation Rentals for Families in Hilton Head Island

Luxury Vacation Rentals for Families in Hilton Head Island

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 71 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Hilton Head Island

Wander Hilton Head Charm

Hilton Head Island, South Carolina

Wander Hilton Head Charm

Next avail.

Jan 17 - Jan 20
511
Wander Hilton Head Waves

Hilton Head Island, South Carolina

Wander Hilton Head Waves

Next avail.

Jan 17 - Jan 19
621
Wander Hilton Head Sky

Hilton Head Island, South Carolina

Wander Hilton Head Sky

Next avail.

Mar 21 - Mar 24
720
Wander Hilton Head Sapphire

Hilton Head Island, South Carolina

Wander Hilton Head Sapphire

Next avail.

Jan 17 - Jan 19
720
Wander Hilton Head Horizon

Hilton Head Island, South Carolina

Wander Hilton Head Horizon

Next avail.

Jan 17 - Jan 19
618
Wander Hilton Head Forest

Hilton Head Island, South Carolina

Wander Hilton Head Forest

Next avail.

Jan 19 - Jan 21
616
Wander Hilton Head Paradise

Hilton Head Island, South Carolina

Wander Hilton Head Paradise

Next avail.

Jan 17 - Jan 20
718
Wander Hilton Head Bliss

Hilton Head Island, South Carolina

Wander Hilton Head Bliss

Next avail.

Jan 17 - Jan 20
722
Welcome to family adventures in Hilton Head Island

Welcome to family adventures in Hilton Head Island

Bring the whole crew to Wander's luxury family vacation rentals in Hilton Head Island, where coastal homes pair hotel-level consistency with the privacy of a residence. From oceanfront sanctuaries to serene lagoon and marsh retreats, every space is purpose-built for time together.
Think multi-bedroom layouts with ensuite primary suites, cheerful bunk rooms, and open living areas made for movie nights. Ultra fast WiFi, smart workstations, and fully equipped kitchens keep routines seamless, while select homes add private pools, gyms, and game rooms for all ages. Pristine cleaning and 24/7 concierge support remove the guesswork so you can arrive, unpack, and exhale.

Popular family vacation rentals in Hilton Head Island

Wander Hilton Head Coral

Hilton Head Island, South Carolina

Wander Hilton Head Coral

Next avail.

Jan 17 - Jan 19
619
Wander Hilton Head Lookout

Hilton Head Island, South Carolina

Wander Hilton Head Lookout

Next avail.

Jan 17 - Jan 19
824
Wander Hilton Head Oasis

Hilton Head Island, South Carolina

Wander Hilton Head Oasis

Next avail.

Feb 28 - Mar 3
518
Wander Hilton Head Crystal

Hilton Head Island, South Carolina

Wander Hilton Head Crystal

Next avail.

Jan 17 - Jan 19
724
Wander Hilton Head Vista

Hilton Head Island, South Carolina

Wander Hilton Head Vista

Next avail.

Jan 17 - Jan 19
622
Wander Hilton Head Haven

Hilton Head Island, South Carolina

Wander Hilton Head Haven

Next avail.

Jan 19 - Jan 21
612
Wander Hilton Head Emerald

Hilton Head Island, South Carolina

Wander Hilton Head Emerald

Next avail.

Jan 17 - Jan 19
512
Wander Hilton Head Sol

Hilton Head Island, South Carolina

Wander Hilton Head Sol

Next avail.

Mar 1 - Mar 3
824

Available soon in Hilton Head Island

Wander Hilton Head Charm

Hilton Head Island, South Carolina

Wander Hilton Head Charm

Next avail.

Feb 7 - Feb 10
511
Wander Hilton Head Waves

Hilton Head Island, South Carolina

Wander Hilton Head Waves

Next avail.

Feb 7 - Feb 10
621
Wander Hilton Head Sapphire

Hilton Head Island, South Carolina

Wander Hilton Head Sapphire

Next avail.

Feb 7 - Feb 10
720
Wander Hilton Head Horizon

Hilton Head Island, South Carolina

Wander Hilton Head Horizon

Next avail.

Feb 7 - Feb 10
618
Wander Hilton Head Forest

Hilton Head Island, South Carolina

Wander Hilton Head Forest

Next avail.

Feb 7 - Feb 10
616
Wander Hilton Head Cove

Hilton Head Island, South Carolina

Wander Hilton Head Cove

Next avail.

Feb 7 - Feb 10
618
Wander Hilton Head Lagoonfront

Hilton Head Island, South Carolina

Wander Hilton Head Lagoonfront

Next avail.

Feb 7 - Feb 9
410
Wander Hilton Head Marshview

Hilton Head Island, South Carolina

Wander Hilton Head Marshview

Next avail.

Feb 7 - Feb 9
616

Highlights in Hilton Head Island

Discover a family paradise where pristine beaches, scenic bike trails, and exciting wildlife encounters create unforgettable memories for all ages.
Coligny Beach Park
Harbour Town Lighthouse
Sea Pines Forest Preserve
Coastal Discovery Museum
The Sandbox Interactive Children's Museum
Adventure Cove Mini Golf & Arcade
Pinckney Island National Wildlife Refuge
Shelter Cove Harbour & Marina

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Hilton Head Island

Wander Hilton Head Charm

Hilton Head Island, South Carolina

Wander Hilton Head Charm

Next avail.

Jan 17 - Jan 20
511
Wander Hilton Head Waves

Hilton Head Island, South Carolina

Wander Hilton Head Waves

Next avail.

Jan 17 - Jan 19
621
Wander Hilton Head Sky

Hilton Head Island, South Carolina

Wander Hilton Head Sky

Next avail.

Mar 21 - Mar 24
720
Wander Hilton Head Sapphire

Hilton Head Island, South Carolina

Wander Hilton Head Sapphire

Next avail.

Jan 17 - Jan 19
720
Wander Hilton Head Horizon

Hilton Head Island, South Carolina

Wander Hilton Head Horizon

Next avail.

Jan 17 - Jan 19
618
Wander Hilton Head Forest

Hilton Head Island, South Carolina

Wander Hilton Head Forest

Next avail.

Jan 19 - Jan 21
616
Wander Hilton Head Paradise

Hilton Head Island, South Carolina

Wander Hilton Head Paradise

Next avail.

Jan 17 - Jan 20
718
Wander Hilton Head Bliss

Hilton Head Island, South Carolina

Wander Hilton Head Bliss

Next avail.

Jan 17 - Jan 20
722
View all homes

Most popular amenities for family vacation rentals in Hilton Head Island

Outdoor pool (68)
Ocean View (35)
Beachfront (28)
Hot Tub (35)
Wet Bar (18)
Club Access (5)
Heated Pool (6)
Beach Access (58)
Waterfront (13)
Beach Essentials (29)
Jacuzzi (3)
Guest House (1)
Golf Simulator (1)
Ev Charger (1)
Putting Green (3)
Movie Theater (1)

More popular family destinations near Hilton Head Island

Family vacation rentals in Murrells Inlet
Family vacation rentals in Garden City Beach

Other popular amenities & vacation types in Hilton Head Island

Large group vacation rentals in Hilton Head Island
Pet-friendly vacation rentals in Hilton Head Island
Beachfront vacation rentals in Hilton Head Island
Hot tub vacation rentals in Hilton Head Island
Private pool vacation rentals in Hilton Head Island
Discover more family fun in Hilton Head Island

Discover more family fun in Hilton Head Island

Sunlit shores and Lowcountry charm make Hilton Head Island a natural fit for families. Twelve miles of soft beaches offer gentle surf for little swimmers, and more than 60 miles of paved pathways invite bike rides under moss-draped oaks.
Spend mornings exploring tide pools and afternoons paddling calm creeks alongside dolphins, then cap the day with cotton-candy sunsets over Calibogue Sound. From Harbour Town’s iconic lighthouse to Sea Pines Forest Preserve boardwalks, the island balances ease with discovery, with Savannah and Bluffton nearby for effortless day trips. This is why Wander's luxury family vacation rentals in Hilton Head Island are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Hilton Head Island

Why should I book a Wander in Hilton Head Island over other family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family vacation rentals.
Every home in Hilton Head Island delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular family vacation rentals in Hilton Head Island?

Some of our most popular family vacation rentals in Hilton Head Island include Wander Hilton Head Coral, Wander Hilton Head Lookout, and Wander Hilton Head Oasis. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different family vacation rentals does Wander have available in Hilton Head Island?

Wander offers 71 family vacation rentals in Hilton Head Island, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s family vacation rentals in Hilton Head Island?

You can check-in to Wander family vacation rentals in Hilton Head Island after 4.00pm and check-out before 10.00am.

Do Wander’s family vacation rentals in Hilton Head Island have WiFi access?

Yes. Every Wander home in Hilton Head Island has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.
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