Visiting Hilton Head during the quieter fall and winter months offers a relaxed vibe, lovely weather, fewer visitors, and discounted rental rates. It’s a perfect time for family trips, girls' weekends, tennis excursions, boys' getaways, or romantic escapes.

Our family especially enjoys September and October for discovering everything Hilton Head has to offer! The beach and pool are still warm, and the cooler weather is ideal for exploring the island.

Be sure to check out these upcoming events on the island that you might want to include in your travel plans:

Every Thursday thru October 17 - Music & Taste on the Harbour

September 15 - Harbour Town Fall Fest

September 18-22 - Hilton Head Island Jam Songwriter Festival

September 21 - Hilton Head Island Shrimp Festival

October 5 - Fish and Grits Music Festival

October 7 - Hilton Head Chili Cookoff & Jeep Island

October 12 - Move Your Mind 5K Run and 1M Walk

October 18 - Pumpkin Patch

October 19 - Bluffton Street Fest

October 19 - Halloween Wagon Ride

November 1-3 - Hilton Head Island Concours d’Elegance & Motoring Festival

November 3 - Hilton Head Half & Quarter Marathon & 5K

November 29 - January 1 - Harbour Town Lights

December 6 - Winter Wonderland Festival

December 21 - Polar Pines Express Holiday Wagon Ride

December 23 - Gregg Russell Christmas Family Concert

December 27 - Sandy Sledding

December 27 - Holiday Fun in Harbour Town

December 30 - Polar Bear Swim

December 31 - New Year's Eve Celebration at Harbour Town

HHI Tide 21 is an independently managed vacation rental at oceanfront Hilton Head Beach and Tennis Resort. This family friendly villa has 2 bedrooms, 2 bathrooms, a full kitchen, dining table, and living area. When guests book direct with the owner on www.hhitide21.com, they pay no third-party booking fees.