I think the invisibility cloak is fine, and Christie, in the tale, the oldest brother lived under the cloak with his family so his son was under the cloak as well. It really can't be taken too literally I think. I would vote he could pass it on without dying.
But I think the map would have stayed at Hogwarts. Like--harry wouldn't have taken it once he went back. Left it for a next generation kind of like the messers did in the first place. I think George's kids should have it! though we don't have them being played so really idk haha.