Check type hint coverage in Python

Is there a way for me to report type hint coverage using mypy or any other package in Python similarly to how I can check code coverage with e.g. coverage.py?

Yes, there are a lot of flags for disallowing various uses of Any, as well as missing type annotations. Or you can just pass the --strict flag to disallow a large number of questionable constructs with a single flag. The precise definition of --strict may change over time, so it might be a poor fit for CI (i.e. "Why is the build broken, all I did was install a new mypy?"). There are also a number of flags for generating coverage reports.

Is it also sensible to require a strict 100% of type hint coverage?

This is going to greatly depend on what you want to accomplish with type hinting, as well as the history and current state of your codebase. For example, if you and all of your fellow developers come from a static typing background (i.e. you previously programmed in statically typed languages such as C++ and Java), and you don't have a lot of old Python code to support, then this is likely to work well. On the other hand, if you have a large volume of legacy code (perhaps converted over from Python 2 at the last minute), or if many of your developers are accustomed to dynamic typing, then there may be more of an impedance mismatch. If you're not sure if this will work for you, I would suggest setting up separate CI builds with and without strictness. If the strict one is constantly red while the non-strict one is constantly green, you may have either a technical or cultural problem to overcome before enabling mandatory type hints.