Explore Hilton Head Island this Fall


Whether you’re seeking a quieter (and more affordable!) shoulder season escape or a second summer on secluded beaches, head to Hilton Head Island this fall for a vacation on America’s favorite island, without the crowds! 

Nestled on the southern tip of the South Carolina coastline, Hilton Head Island is a small coastal town with world-famous golf courses, miles of beautiful beaches, upscale shopping and dining, four seasons of adventure for all ages, and luxurious oceanfront and oceanside vacation rental retreats to call home. 

Hilton Head Island is the #1 Island in Continental US and is wonderful in the fall season. The weather is balmy, breezy and fabulous with warm sunny days, comfortably cool evenings, and very little rainfall. The crowds of beachgoers have dwindled, the chaos of the holiday season is over, the pace is slower, and you get to stay in your dream home at reduced rates! 

If the lure of a slower pace of life, family bike rides on uncrowded trails, lazy beach days on empty beaches, long lunches with oceanfront views, and relaxing downtime with family and friends in a tranquil and luxurious setting appeals to you – the fall season on Hilton Head Island beckons.


Enjoy a Second Summer on the Beach

Southern Living ranks Hilton Head Island “The South’s Best Beach Town” for 2022 and it’s the perfect destination for a second summer on the beach! Hilton Head’s 12-miles of pristine beaches are among the widest and flattest beaches in the US with calm waters, loads of natural tidal pools, hard-packed sand for bike riding and beach walks, and plenty vitamin sea! Hilton Head Island is a top destination for dog lovers and from October to February the canine restrictions lift – you can play frisbee with your dog on the beach all day long!


Go Wildlife Viewing in Nature

With the Atlantic Ocean to the east, Calibogue Sound to the west, and the inland waterways on Broad Creek, Hilton Head Island is one big nature preserve abounding with protected wildlife habitats, natural beauty, and endless opportunities for fall wildlife viewing. Zipline through the trees, cruise the shaded island trails, birdwatch at Audubon Newhall Preserve, horseback ride in Sea Pines Forest Preserve, or get out on the water! Pick up a kayak, SUP, or boat rental from one of Hilton Head’s several marinas or plan a classic Lowcountry tour of Hilton Head Island. From kayaking and SUP tours, fishing charters, and dolphin cruises to day trips to Daufuskie Island, there’s a fall adventure for every wildlife lover on Hilton Head.


Book a Round of Oceanfront Golf

Hilton Head Island is ranked one of the “World’s Top 10 Golf Islands” and is home to some of the best public golf courses in the US. Fall is the perfect season to get a tee-time at the world-famous Harbour Town Golf Links, play a breezy round of oceanfront golf in Palmetto Dunes, or take your pick of three award-winning courses (and 81 holes of play) at Hilton Head’s Heritage Golf Collection. If you’re visiting Hilton Head Island with kids, the Hilton Head National Golf Club is a favorite for family golf with junior rates and affordable family packages. Prefer a cool day on the courts? No worries, Hilton Head boasts more than 300 courts for tennis and pickleball – the latest trend on Hilton Head Island!


Dine Alfresco on the Waterfront

You can skip the long summer wait lines for outdoor patios and get the best seat in the house in Hilton Head Island’s top alfresco dining spots when you visit in fall. Hilton Head boasts over 30+ waterfront restaurants with raw bars for freshly shucked oysters, oceanfront patios for fine dining, iconic Tiki Huts, and rooftop bars with DJs, live music and line dancing for late night fun. Whether you’re watching the waves roll in from the Atlantic or the sunset over Skull Creek, fall is a fine time for alfresco dining on Hilton Head Island.


Entertain & Educate the Kids

There’s so much fun for kids on Hilton Head Island so entertain, educate and delight your kids with experiences they won’t find in a classroom. Climb to the top of the candy-cane Harbour Town Lighthouse, explore Adventure Playground and Sandbox Children’s Museum, burn off steam ziplining, go karting or golfing, and teach your kids the joy of spending time in nature. The fall weather is ideal for cool nature activities at the Coastal Discovery Museum or find an eco-adventure perfect for the whole family with Outside Hilton Head.


Attend a Fall Festival

From Lowcountry culinary experiences and all you can eat oyster extravaganzas to pumpkin patches and unique Gullah festivals celebrating the rich cultural heritage of the Lowcountry, Hilton Head Island is known for its fabulous fall festivals!

Lowcountry Fish and Grits Music Festival

October 1, 2022: Lowcountry Celebration Park

Jeep Island & Hilton Head Island Chili Cook-Off

October 7, 2022 – Lowcountry Celebration Park

October 8, 2022 – Coastal Discovery Museum

Rock N’ Ribs Music & BBQ Fest

October 14-15, 2022 – Coligny Plaza

Bluffton Arts & Seafood Festival

October 15-23, 2022 – Historic Downtown Bluffton

Pumpkin Patch

October 21, 2022 – Shelter Cove Community Park

Italian Heritage Festival

October 22, 2022 – The Coastal Discovery Museum

Hilton Head Island Concours d’Elegance

November 4-6, 2022 – Port Royal Golf Club

Hilton Head Island Oyster Festival

November 11, 2022 – Shelter Cove Community Park

November 12, 2022 – Lowcountry Celebration Park

Hilton Head Island Lantern Parade

November 12, 2022 – Alder Beach Access to Coligny Beach Park

Winter Wonderland

December 2-21, 2022 – Shelter Cove Community Park


Getting to Hilton Head Island is easy! Many major airlines fly into Hilton Head Island Airport with non-stop flights and easy connections, and the flights are less frantic in the off-season! If you’re planning a scenic fall road trip through the Lowcountry, Hilton Head Island is only a 45-minute drive from Savannah and a 2.5 hour drive from Charleston. 

Experience coastal living at its finest this fall and start planning your getaway to Hilton Head Island with confidence and ease with the Sunset Package. Our selection of luxury Hilton Head vacation rentals are situated in the top HHI resort areas and range from cozy condos for two to multi-bedroom beachfront homes for family reunions, large group gatherings, or a golf buddies getaway to Hilton Head. If you’re looking to escape the cold and linger longer on Hilton Head, our monthly vacation rentals are available from October 1st to April 1st for a snowbird escape or extended stay on the island. 


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