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How to get fromHilton Head Island to Winter Parkby taxi, train, bus, car, or plane

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There are 5 ways to get from Hilton Head Island to Winter Park by taxi, train, bus, car, or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Taxi, train

    best
    1. Take the taxi from Hilton Head Island to Savannah Stationtaxi taxi
    2. Take the train from Savannah Station to Winter Park Amtrak Stationtrain train Floridian / ...
    6h 33m
    $251–381

  2. Drive 312.1 mi

    cheapest
    1. Drive from Hilton Head Island to Winter Parkcar car 312.1 mi
    5h 27m
    $57–83

  3. Taxi, train, bus

    1. Take the taxi from Hilton Head Island to Savannah Stationtaxi taxi
    2. Take the train from Savannah Station to Jacksonvilletrain train
    3. Take the bus from Jacksonville to Orlando Bus Stationbus bus
    9h 8m
    $231–336

  4. Fly from Hilton Head Airport

    1. Fly from Hilton Head Airport (HHH) to Orlando (MCO)plane plane HHH - MCO
    6h 14m
    $89–393

  5. Taxi to Savannah, fly

    1. Take the taxi from Hilton Head Island to Savannah (SAV)taxi taxi
    2. Fly from Savannah (SAV) to Orlando (MCO)plane plane SAV - MCO
    6h 32m
    $454–944

Hilton Head Airport (HHH) to Orlando (MCO) flights

Calendar57Weekly Planes
Duration6h 15mAverage Duration
Ticket$70Cheapest Price
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Questions & Answers

Map of how to get from Hilton Head Island to Winter Park.ExpandLaunch map view
  • Distance: 328.3 mi
  • Duration: 6h 33m

What companies run services between Hilton Head Island, SC, USA and Winter Park, FL, USA?

Delta, American Airlines, and United Airlines fly from Hilton Head Airport (HHH) to Orlando (MCO) every 4 hours.

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