The current Deadpool series is what I voted, it may not be as legendary as some of the other Deadpool titles, but it is one that I've got the most laughs out of. Deadpool [to me] is a comic book character that really does not have a prominent role in the Marvel continuity, as compared to characters like Captain America or Wolverine. He is in main stream continuity, but every time he is added to a major story arc, he seems to fall short in a certain way. Maybe it is the way that the writers have built up the characters reputation at being able to talk to the readers and actually know that he's fictitious. Or maybe he does not appeal to readers as a comic book character worth checking out. Whatever the reason may be, Deadpool is best alone in his own series because he [at least for now] is used to get readers to laugh or think to themselves "that was funny..."
That is why the current Deadpool title is so successful. The writers [Brian Posehn and Gerry Duggan] focus on making Deadpool crazy, funny, and super violent. While not paying attention to what all is going on in the main stream marvel continuity. Daniel Way's Deadpool was great, but it seemed to focus more on trying to get DP more involved with the main continuity instead of focusing on just Deadpool. Posehn and Duggan's current run with Deadpool make readers feel comfortable and excited for the next issue of Deadpool without them thinking, "oh, it's Deadpool. Wolverine's ripoff." And totally passing on the series. Deadpool is best by himself because he's just too weird to fit in with the main stream continuity. Not saying that isn't going to change in the future, however right now Deadpool needs to be by himself. Because the people that are loyal fans of Deadpool will not want to make Deadpool come out of his comfort zone and be [written as] somebody that he's not. That is why Deadpool's current run is the best.