A stunning 1933 Chrysler Custom Imperial Phaeton won Best in Show at the 14th annual Hilton Head Island Motoring Festival and Concours d’Elegance, which took place October 23 to November 1. The event brought hundreds of collectible vehicles to the Port Royal Golf Club and the roads of South Carolina’s Low Country.

The Imperial, belonging to Joseph and Margie Cassini of West Orange, N.J., brought additional limelight to Chrysler, which was also this year’s featured marque. The custom Phaeton features a long …