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No. We know for sure that Hiluluk was a thief. He became a doctor after he was mysteriously healed from an illness by seeing cherry blossoms, and because the cherry blossoms inspired him, and he respected the meaning and commitment behind a pirate flag, he made a cherry blossom Jolly Roger. Kureha, from all indications, was just a doctor the whole time. I haven't seen cherry blossoms on her clothing, but if they were there, I would say it was as a mark of respect for Hiluluk, or perhaps because she deep down shared his dream too, even if she doubted it and clothed her belief in cynicism.
I don't know.. A "Thief" can be just another word to describe a pirate. I think that it's possible that Hiluluk was a former pirate, and that's why he was so proud of the pirate flag.
From the WG's point-of-view, everybody that uses a Jolly Roger as a symbol is a pirate. So Chirurg (<- hiruluk is nothing but the Japanese transscription) was a pirate till death.
But Kureha? I haven't seen any Jolly Roger on her behalf - it was Chopper who wanted to have it raised on Wapol's former castle. So I don't think she was a pirate at all...