Most places won't take reservations until Sep 2015, some later. Best bet is to rent a home, much cheaper when split three ways, in Monterey or Pacific Grove, many owners do this like OCCoupe. Use VRBO or one of those services, wouldn't hurt to inquire now.
For the drive I would think you want to stay as far north as possible. If you shipped coupes to LA it might be easier to arrange. We might be able to gather all of them in one place, we can work on that, we could also find accommodations. Then drive north up Hwy 1 with us on Wednesday, enjoy the Pebble Tour d'Elegance in Carmel Thursday, Legends Friday, Laguna Seca Saturday, Pebble Beach on Sunday ($275, ouch!). Head north Monday towards Santa Rosa on Hwy 101 for some Pliney the Elder and then continue up to Portland or Seattle before turning East.