Inside is plasterboard and outer is stucco. How?
Well first make sure there are no electrical wires in the wall where you will be drilling. Then rent a Hammer Drill from Home Depot, along with a bit that is long enough to go through the wall. I would drill from the outside inward as the plasterboard can be repaired easier than the stucco. Go easy or you'll mess the stucco up. If you plan on installing a cable connection outlet in the wall I would cut the hole for it first. That way you can check the inside of the wall and not worry about breaking through from the outside drilling. This assumes that you can line up your outside hole and the inside wall box hole..... measure twice cut once. Once the hole is in then install the wall box etc.... While you are at HD pick up some sealer for inserting around the cable that you stick through the wall. It's known as Monkey Sh.. by the folks who do this type of work so ask one of the old hands at the store.
If you are drilling from the outside in, start with a carbide tipped bit to go through the stucco, then any good wood bit can finish the job. From the inside out, start with a wood bit and finish with a carbide bit. Before you start to drill, check for studs, pipes and electrical wires, cause I don't think you would like to connect with any of them. Going from inside out, use minimum pressure going through the stucco to avoid spalling off a large chunk.
Two step process: Start with a very small but long bit for drilling through concrete. Go slow. REAL slow. To push too hard can chip away the stucco. The small bit will act as a pilot for you to go outside and drill the right size diameter hole for the cable. You can use the same bit to open the hole on the inside of the house. Just be sure you're not drilling into electrical cables, gas lines, water lines or wall studs. Just how you're going to make sure of that - you have to be smart. Best of luck with your project. '')
