Known canon owners: Ignotus Peverell, James Potter, Albus Dumbledore, Harry Potter. Peverell is explicitly said to have died when he gave the cloak up, James died shortly after giving the cloak to Dumbledore, and Dumbledore died only a few years after giving it to Harry.

And the ownership of the Elder Wand is said to typically be the result of the death of the current owner; Draco does not have a short(er than everyone else in the same situation) expected lifespan despite losing ownership, for example.