Since it is still not possible to set multiple hit-counts for a single break point in visual studio, I came up with a working, although ugly solution for this problem:

You can create a NOP-statement for each hit-counter you need and add your break-points that way:

You do need to change your code for this though, that's why this is an ugly solution. For the purpose of debugging, this solution was working fine for me. Just don't forget to undo these changes before you commit your code.