Way too complicated! Just bring one suitcase (adapted by age for kids) per person. Bring in to discourage theft. Use Luggage racks. Wash when necessary. Clothes can be worn multiple times (air out for a day between) OR do laundry when needed.

Grab a hotel luggage cart. We rarely carry luggage. And have the person who knows how things are packed, pack the luggage cart.

We leave all (extra) shoes in the trunk. An area in the trunk for shoes. An area for jackets