Kyle,
Whether or not a high-resolution player is appropriate probably should depend on whether many of your favorite titles are available in that format. I think you should investigate both SACD and DVD-A.
An advantage (?) of a Pronto is that programming it can be a lot of fun in itself. Background music while you're engrossed in that doesn't need to be quite so high quality
[added later: if you like to relax and listen to music, then the player would be appropriate. If you prefer to be involved in doing something, then the Pronto would be indicsted.]
Whether or not you can take your HT setup depends on how big it is. Most colleges and universities require you to live on campus for at least the first year. Dorm rooms are usually not very large and you have to share it with at least one other person. ...And then there's the problem of what might happen during a party. Once you live off campus or in a fraternity, however, more options become available.
I have to disagree with woodman abut speaker storage. It depends on what they're made of and where they're stored. Paper-based cones will have problems if stored in a damp or otherwise uncontrolled environment.
I hope these considerations help a little.