Ok, not all polar covalent molecular compounds will ionise to form H+. As an example, CHF3 is polar covalent, but that thing has an acidity constant on the order of 10^-25. It really won't dissociate.
Also, polar molecular compounds that DO ionise can ionise differently. For starters, ammonia ionises to form OH-.
If you mean the ionisation of acids to form H+ (yes you'll have to spell that out for the examiners) then the ions are hydrated when this ionisation occurs, yes. Bonding with water is one of the major factors that stops the ions from rejoining each other.
You'll have to look at the compound in question. Generally, acidic properties of the compound will be mentioned by the name "something acid" or a Ka value.
Ionisation has to form ions. Dissociation does not. Dissociation just means when one molecule breaks up into smaller parts. Think carbonic acid breaking up to form H2O and CO2. That's dissociation, but not ionisation. Dissociation CAN involve ionisation.