Your total trip with all stops is around 960 miles / 1550 km, taking roughly 15 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between Springfield, MO and Hilton Head Island, SC.
Start from Springfield, Missouri.
Sikeston, Missouri is stopping point #1 after driving about 240 miles (380 km) or 4 hours.
Nashville, Tennessee is stopping point #2 after driving about 200 miles (320 km) or 3 hours. Your total trip so far is about 430 miles or 700 km over roughly 7 hours of driving.
Chattanooga, Tennessee is stopping point #3 after driving about 130 miles (220 km) or 2 hours. Your total trip so far is about 570 miles or 910 km over roughly 9 hours of driving.
Atlanta, Georgia is stopping point #4 after driving about 120 miles (190 km) or 2 hours. Your total trip so far is about 680 miles or 1100 km over roughly 11 hours of driving.
Finally, Hilton Head Island, South Carolina is your destination after driving about 280 miles (450 km) or 4 hours. Your total trip with all stops is around 960 miles or 1550 km, taking roughly 15 hours for the whole trip.
Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.