Well, I guess it depends on how you're running your lines. Assuming you have all the materials you need, it's a little simple to just look at that and see how 'big' things are. And assuming your studs are wood, buy a drill bit that's 1/4" larger than the LARGEST piece of wire, head included. You can always make a hole larger.
Now, I've seen wiring run a NUMBER of ways up to a 2nd floor (or the like). I've seen it 'fished' along a Vent Pipe (for a bathroom), I've seen it run through Return Ventilation Ducts, I've seen it run through 'tubes' that go from basement to attics, and I've seen it done every-which-other way including the cutting of walls. Soooo, again, your 'tool list' is going to depend on how you're going to do the install.
I will advise that you consider running other types of wiring along w/what you're doing because either you or a future owner will benefit from it. AS LONG AS the wires can be 'run together', run them together. This means that you need GOOD, QUALITY wire that's insulated. And keep the low-voltage wires AWAY from the higher voltage wires. Even with good insulation, it's not safe to have them 'next' to each other. Don't go drilling holes any larger than 3/4" in your studs or otherwise. And keep your holes towards the middle. Before you drill and cut, you need to be VERY CAREFUL of what's behind the wall. What you don't see could kill your or flood your home!
One final note - Visit a Radio Shack or any Electrical Parts Store (like Circuit City or Best Buy or the like) and look for a GOOD BOOK on 'Wiring The Home For The New Millenium'. (No, that's not the title of a book, although it sounds good, but that's the kind of book you want.) If you were to hire a Pro to do this job, you KNOW it could get expensive. So, do yourself a favor - Spend some of that SAVED $$$ on a GOOD BOOK! In cases like this, it's $$$ well spent.
My best to ya and hope this helps.
Jay J -Moderator