Triple H has more experience in gimmick matches, that's all I read. You want to know why Triple H has more experience in gimmick matches, because Hulk Hogan sells pay per views with the name of Hulk Hogan, he doesn't need shitty gimmick matches to stay on top of the business. Hulk Hogan was a guy that sold himself.
Triple H only became a gimmick wrestler after he blew his knee out in a gimmick match against the Rock at Summerslam 1998. He was a finesse, Technical wreslter up until that point. After that, he bulked up, slowed down, became incredibly boring, and hid behind gimmick match after gimmick match to stay on top of the WWE, true story.
Triple H has been involved in exactly one good hell in the cell, adn that was mostly due to Mick Foley willing to dump himself off the cell twice again to make Triple H look good and not just another attitude era Vanilla meaningless title holder. His HIAC matches with Nash and Batista, incredibly dull. His match with HBK in HIAC was about as lackluster of a finally to a rivalry as you could get, and let's not get started ont he DX cell.
Hogan wins, because he doesn't need to hide behind gimmicks. Hogan was agile and was still able to keep a large physique. With Trips, you have one or the other. In his speedy prime, he weighed 230 pounds, in his physical conditioning prime, he weighed 265 pounds but not nearly as mobile.