I can't speak for Kabbalah. But otherwise, I don't think there's anything specific about virginity per se.
Talmud Chagiga 14b says Ben Azai got too close to knowing God for a mortal, and therefore died. The verse remarks about him: when the pious die, it's costly to God. Rashi comments -- that he died as a young man.
So perhaps "oh what a shame", ...
It is completely allowed.
It happened and the marriage was considered halachically right. Rabbi Akiva and Rachel were secretly betrothed and then ran away to get married and the rest of the story is written in the Talmud.
If done halachically correct, an elopement is consider as marriage in its full terms.