Hilton Head
Golf, beaches and bike paths — but plan around tourist seasons.
Hilton Head Island is 12 miles of barrier-island beach, 60+ miles of paved bike paths, and 24 golf courses. It empties out after Labor Day, when locals get the island back. Most halfbacks buy in gated 'plantations' and bike everywhere.
Shopping
Open-air center with Whole Foods, Belk, and a marina-side dinner row.
Two centers just over the bridge in Bluffton with 100+ stores.
Walk-on-the-beach plaza with the island's biggest indie bookstore.
Dining
Classic waterfront oyster house in a former 1930s shucking plant.
Local-owned French bistro running strong for 40+ years.
On the docks — boats unload your shrimp behind you.
Local Events
April — PGA TOUR event at Harbour Town Golf Links (the plaid jacket).
March — week-long festival with national winemakers.
November — classic and exotic car show at the Westin.
Parks & Outdoors
605 acres of trails, ancient shell rings, and alligator-watching.
Connect every neighborhood to the beach — no car needed most days.
Build Your 3-Day Itinerary
Tap items from the guide below to drop them into Day 1, 2, or 3. We’ll save your plan in this browser. Print it or email it to yourself when you’re done.
No stops yet. Tap D1 on a guide item.
No stops yet. Tap D2 on a guide item.
No stops yet. Tap D3 on a guide item.
Healthcare
- ●Hilton Head Regional Healthcare
- ●Coastal Carolina Hospital
- ●Memorial Health Savannah (45 min)
Neighborhoods
"Sea Pines is the splurge with Harbour Town and three beaches; Hilton Head Plantation is the value pick with full amenities at lower POAs."
Ready to scout Hilton Head?
Browse vetted Half Back Life agents on the map — filtered to South Carolina for you.