This trophy is earned when your collective course times reach under 2 hours and doesn't have to be earned in one go (this popped for me after replaying the first episode and part of the second). You only need to beat the first three episodes as well. Try to shoot for below par or right on time and if you're having trouble, save right before starting a course so you can play it a couple times, learn the layout and finish around par. It should pop when your total time across the three episodes is less than 2 hours.
EDIT: Thanks to Vee-Em-You for clarifying that it is indeed only the first three episodes that count towards the trophy.