Depends ...
I like contrast between the fretboard and the body. Maple with dark bodies, rosewood or ebony with light bodies. That means there will be a contrast between the matched headstock and the fretboard. Sometimes not so good.
I don't like them with maple fretboards.
Some colors are better than others with rosewood or ebony.
Matching headstocks is really low on my priority list.
I like contrast between the fretboard and the body. Maple with dark bodies, rosewood or ebony with light bodies. That means there will be a contrast between the matched headstock and the fretboard. Sometimes not so good.
I don't like them with maple fretboards.
Some colors are better than others with rosewood or ebony.
Matching headstocks is really low on my priority list.