iPad (Hobbyist) $
If you're getting into digital drawing as a hobby, this is a great place to start.
I use the Apple Pencil (2nd Generation) with my iPad Pro.
If you're looking for a vector based drawing app, this is a great option.
Solid Color iPad Case
This simple, affordable case has held up well to heavy use so far.
iPad Pro (Advanced Artists) $$
If you're serious about digital drawing, this will more than meet your needs.
Apple Pencil Replacement Tips
Although I don't need them often, I keep replacement tips handy.
Paperlike Screen Protector
The best screen protector I've used thus far.
Patterned iPad Case
Another option for the 12.9" iPad
iPad Pro (Pro Artists) $$$
This is the iPad I currently use as a professional artist.
There are lots of drawing apps out there. Procreate is by far my favorite.
Desktop Tablet Stand
I use this little iPad stand for when I draw at my desk.