What does such a press cost?
I used to use a Rock Chucker press, and it wasn't cheap.
The dies and shell holders cost more than this Lee single-caliber kit.
This is the kit I started with. Was $125 at Cabela's.. set of dies was another $35
edit: oops.. link helps
http://leeprecision.com/breech-lock-challenger-kit.html
Comes with the loader, powder scale, powder chucker, priming tool, basically everything you need to start but powder, primers, cases, lead, and the dies.
I'd say get him the kit, teach him how to use it and show mom and pop what to buy for powder, primers, projectiles, and dies and let them get him that for christmas and you can grab him the press for the same money you were going to spend on everything else and he's got something thats going to make him much better tighter grouping ammunition that will teach him much more about shooting than ammo thats going to go all over the place because the powder isn't measured properly and the ammo isn't matched to his firarm.. but thats just my half a nickles worth