Do my eyebrows have an underlying skin/hair problem? (Photos)

you may have a scatricial alopecia type disorder. for example we can see both patch hair loss and eyebrow inflammation and hair loss in frontal fibrosing alopecia..So you may need to have a full exam with an hair surgeon, dermatologist and skin biopsy to find out reason for hair loss.

Yes, it is quite likely that there is an underlying hair disorder. I would need more information about your health and childhood and to know more about the skin of the face, cheeks, arms and scalp in order to provide a diagnosis.  If you have truly had it for as long as you can remember then conditions such as keratosis pilaris atrophicans needs to be carefully considered. Please see an expert dermatologist. 

It does look like you ae experiencing a disease of the eyebrow hair. See a dermstologist so that a diagnosis can be made