Was there ever a player that hit 2 pinch hit home runs in one postseason?

Answer 1

Yes ... both Chuck Essegian of the Los Angeles Dodgers and Bernie Carbo of the Boston Red Sox hit two pinch home runs in a World Series. Essegian's came in the 1959 WS (7th inning of Game 2 and 9th inning of Game 6) and Carbo's came in the 1975 WS (7th inning of Game 3 and 8th inning of Game 6).

Raul Ibanez of the New York Yankees hit two pinch home runs in the 2012 ALDS.

Answer 2

Yes, David Freese of the St. Louis Cardinals accomplished that feat during the 2011 postseason. He hit two pinch-hit home runs in Game 4 of the National League Championship Series (NLCS) against the Milwaukee Brewers.