Note here at the beginning: These things I'm discussing aren't specifically the actors, although their acting does of course play a role. These things are the writing, directing, acting etc. etc. When I'm comparing their Spider-Mans, I'm not saying "Which actor did the best job in their portrayal?", it's much more broad than that.
I remember reading online many moons ago that Tobey Maguire has the best Peter Parker, Andrew Garfield has the best Spider-Man, and Tom Holland is solid in both categories. Now, after finally watching the Tobey Maguire films, I can say that I would generally agree with this take.
The way Andrew's Spider-Man uses his webs for movement is just next level. It is so cool. Tobey Maguire's emotional conflicts in his relationships of his Peter Parker life are so so good. And, yeah, Tom's Spider-Man is solid in both categories.
Granted, I say all this, and WE'RE ABOUT TO GET ANOTHER SPIDER-MAN FILM. I am so excited. And obviously that film will have its effects on this entire conversation, but I wanted to write my pre-Brand New Day thoughts. These thoughts aren't in any real order.
I think the Tobey Maguire's version of Uncle Ben dying was miles better than Andrew's. Andrew's just felt like a water-downed version of the same thing. Even with the "the last thing Peter said to his Uncle was mean" didn't feel as much of a gut-punch in The Amazing Spider-Man because it kind of felt like a valid crash-out on Peter's side. Versus in Tobey's, Peter's words were simply uncalled for, which made the regret of them being the last words hurt a lot more.
Of course, to be fair to Andrew's, it's not like they could just copy paste the events over, which makes it a little awkward. I think this is one of the reasons Homecoming decided to just skip over the origin story altogether. That being said, I did miss it a little in the Homecoming film; I'm curious to see how they would have done it, but, that being said, I don't necessarily think they made the wrong choice skipping it.
Now, that being said, I do prefer Andrew Garfield's version of learning about his powers compared to Tobey Maguire's. Not by a huge margin, though.
I think Peter Parker is a little too cool in The Amazing Spider-Man films for me. But at the same time, I appreciate the fresh take on it.
I think the writing in Tobey's films is probably overall the strongest, even if I currently have Spider-Man 3 as my least favorite Spider-Man film. Spider-Man 1 and 2 just carry, I think the stories there are really really good. And I think Spider-Man 3 ultimately sticks the landing by the end of the film, which is important.
I think the actors themselves all did a great job. Even though I think Andrew's Peter is a little too cool, he absolutely killed it in the acting department. For me personally, I felt that Tobey's acting was a step below the other two.
The final thing I wanted to talk about, which ultimately is the main motivating factor for my final answer, is the question of which Peter Parker do I care about the most as a character. Which one do I suffer the most when they suffer?
And, for me personally, that would be Tom Holland's Spider-Man by a landslide. Is this perhaps because he's part of a bigger universe and thus has appeared in other movies? Almost assuredly. Is this perhaps because he was my first Spider-Man. Probably yes as well. But I care so much more for his Peter Parker + supporting cast than I do for either Andrew or Tobey.
And that's why, ultimately, my answer to who's my favorite Spider-Man is Tom Holland. I'm not saying his movies are the best or that he's the best actor out of the three, but he is my favorite Spider-Man.