Organize imports and the Organize imports hint ignore the "Use Package Imports" setting under "Tools > Options > Editor > Formatting > Java > Imports".

When I select "Use Single Class Imports" and check/uncheck "Class Count To Use Star Import" and then select "Use Package Imports" again, Organize imports reflects the changes I made to the "Use Single Class Imports" without recognizing that I want to use package imports instead.

When I use single class imports, and check the class count checkbox, Organize imports alternates between wanting to use star import for any number of imports, and the number of imports specified.

This is reflected in both the hint, and when I have Organize Imports On Save enabled. Saving the file organizes the imports, then making a trivial edit and saving again reorganizes the imports to the original state.