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This is an area where Aperture 3 really shines. The last thing that I want is to have all my pics on the iPad... it would be boring to look at. With A3, I load all of my work into "projects"... and then rate them, sort them, cull them, and I create albums with selected photos from the various projects. Albums are very light weight... and take up almost zero space.
Then, I set up my iPad to auto sync with my albums. I get just the pictures that I want on my iPad... and I manage it all through Aperture 3, which is a stellar application.
A3 is not for everyone... but you do not have to be a professional photographer to get value from it. Even as an enthusiastic amateur, I am loving it. It is almost reason enough to switch from a PC to a Mac.
/Jim