May Weather on Hilton HeadHappy May Days From Hilton Head Island!  May offers less rain than any other month and temperatures hover in the 80’s.   Perfect weather for the many outdoor events including the Windmill Harbour Boat Show, The Annual Dog Walk on Coligny Beach, Mothers Day, The Annual Bluffton Village Festival, The Shelter Cove Farmers Market, Kiwanis Rib Burnoff, The 6th Annual Hilton Head Arts Festival, Gregg Russell, and to kick summer officially off, Memorial Day on Hilton Head’s Beaches.