A new and distinct cultivar of winter hardy Hibiscus plant named ‘James Fleming’ is the result of a unique hybridization. This new and distinct cultivar is characterized primarily to its novelty by, its extreme cold hardiness to Zone 4, large, thick-textured, light pink flowers and its ‘maple-shaped’ leaves with a purple coloration, compact ness of about 3 feet, its vigorous and uniform growth habit and its floriferous nature from midsummer until frost.