The tricky part of web installations is that many web servers don't allow CGI scripts to install anything (nor should they). Usually a CGI script does not have the necessary permissions to do what you will need.

You can install scripts the same way that you can install modules, though. Perl distributions just aren't for modules, you know. ;)

I wrote scriptdist to build distributions around scripts (and wrote about it in the May 2004 issue of The Perl Journal). Once you do that, you can add the various prompts and checking to your Makefile.PL. Once you have the distribution, you could even install it with CPAN.pm.