Sorry if I was confusing- my carryon suitcase is hardsided, so it's pretty secure, has the usual TSA locks, etc . My boarding bag (usually a small drawstring back pack)has my meds in it, my wallet minimal $$,just id, phone, swim stuff, a fan, maybe a pair of swim shoes. Everything else is locked away in my carryon.
We ate lunch, then if rooms not ready changed and did pool deck. I do have a special, watertight belt pack. I sometimes use for phone and wallet and just keep on me for beach /pool time. Or we take turns watching stuff.
Last time our room was ready by the time we ate lunch, luggage came later.