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Simple question, can someone with hide in plain sight ability hide use it at ground then fly (with spell for exemple) remaining hidden?
Assuming they succeed on their stealth check. Flight does not necessarily affect this; casting fly might if it has a vocal component.
Flying is just a form of movement. It is no different than using normal movement. As long as you continue to fulfill the requirements for stealth, you can stealth while flying.
I'm A Little Black Rain Cloud, of course.
Depends on which version of hide in plain sight they have.