This is a tough one, Tyler. You can access the dimension tolerances on an individual basis but formatting them into the hole note may be more challenging.
I fully appreciate your need to do this. With ISO dimensioning practices, I tolerance every single dimension on the drawing. No title block or feature size tolerancing is acceptable in this case for local manufacturing. You have to be specific for precision machine parts. Providing a status for every dimension also forces the engineer to look more closely at what is being specified.
I don't try to use the built-in notes for holes. I typically just edit a drafting dimension (radial dims tend to follow the arc better than notes) and edit this to show the associative dimensions from the model. I can give the c-bore a tolerance and that dimension will show the tolerance in the edited radial dim.
The problem is in the fact that PTC does a lot behind the scenes with the values of the hole definition. That is why the tolerance is being lost, because it is not part of the "transformed" value.
There are several other bugs in the hole system that really get to me like superfluous spaces at inconvenient locations for imperial callouts... UNC - 2B rather than UNC-2B for instance. From a completeness and fit -n- finish standpoint, I find the old methods to be more reliable for all instances.
In general, we all have to figure out how we want to deal with the limitations of the software. There is no -right- way... just what you are willing to do to make it work for you.