For me, the interesting thing here is the stress and intonation. There are two stressed words in the sentence, and to show real interest in the answer, it ends on a high termination. People confuse this with a rising tone, but it’s not the same. To see the difference, try repeating the question, as if you were surprised by it. Now you get a rising tone.
A grammar point: The verb “enjoy” must have an object. We often use reflexive pronouns (myself, yourself, himself, herself, ourselves, yourselves, themselves), so it’s useful to learn them.
We ask this question when we know somebody’s done something special; been to a party, or on holiday, for example. I hope you enjoyed your summer (or winter, if you’re in the southern hemisphere).