I think it would be inverted from what you are suggesting. The illusion is busted if I pull in front of the "Star Wars Resort" in the magical express, car, uber or bicycle. I don't think, as a guest, you should ever see the building from the outside... again, because I'm not supposed to be in a building.
I would arrange it such that all of the "flight crew" are dropped off at a "training facility" separate from the resort. Your bags are taken here (like magical express) and you "check in."
Everyone is then taken to Galaxy's Edge where you are given a brief tour and you board your "shuttle" to the starship on which you live for two nights (effectively just one full day on the ship) to go through the role play. After your voyage, you would again take a shuttle down to Galaxy's edge to enjoy your last day of immersion.