Do I need to use a masonry bit to drill into a stucco wall?

Yes, use a masonry bit in a regular non-impact rotary drill motor to penetrate the stucco, if the material behind the stucco is cement it will continue to the depth needed for screw inserts. But be cautious, if there is wood lathe or sheeting behind the stucco drill progress will stop or may walk sideways and chip or crack the stucco. Be ready to stop drilling the stucco if the penetration stops, then test to see if the backing is wood by driving in a wood screw.

Yes, if you only have a couple holes to drill you COULD use a regular metal/wood bit but it will destroy the bit.

what's underneath the stucco? if you don't know, consult your tax assessor's office -- which probably has that on record as the "frame type" of the house.

hint: if the house is made of concrete block, yes -- you need a masonry bit. if it is wood frame, you probably don't BUT you'll likely need some sort of anchor

Use a carbide glass bit with a regular rotary drill. This will work without causing cracks on both traditional concrete stucco, and acrylic stucco. Use a bit that is 30% smaller in diameter than your anchor size.

That depends a lot on what's behind the stucco is it stucco on mesh over plywood or is there concrete blocks behind it if it has concrete blocks behind it you need to go get yourself a tapcon kit that's a thin quarter inch or smaller masonry bit and some special cement screws but if you're just drilling through a little bit of stucco stuck on mesh over plywood you can get away with cheap ordinary drill bit which of course will be worthless after you use it and then you put your plastic anchors into the hole and put your screws into the plastic anchors

Oh, yes! Use a masonry bit to get through the stucco. The stucco will totally destroy the tip on a regular drill bit. (Been there-done that)! If you hit a stud, then after having drilled through the stucco, switch to a regular bit to drill into the wood stud. I use "Simpson Strong Tie" masonry screws when attaching anything to stucco walls. They are totally awesome! You must use the correct masonry drill bit for the pilot hole, though: https://www.homedepot.com/s/blue%2520masonry%2520s... (Tighten screw by hand, not by machine)!

WARNING: Use a regular drill motor, NOT a hammer drill!! The hammer drill is too aggressive on the soft stucco material and will make a mess of your hole. The same goes for drilling into cinder block!

Yes you do. Use a slow speed on the drill too. Hammer action if available.

IF the stucco material is cement, yes.