This skill seems to be so difficult for my students every year. I have found that exposing them to all of the ways in which a remainder may be interpreted and then providing them of examples of each, has been meaningful.
There is a foldable with all of the ways that a remainder can be interpreted, a question to ask in order to determine if that is the correct way to interpret it, and a short description of each.
Then in partners, I have students solve the word problems and put the # of the word problem under the flap that was used in that specific scenario.
I L-O-V-E listening to the math talk that goes one while students are working on these problems.