I found a helpful guide to the cards' meanings posted by NoCoolName on the Aeclectic Tarot forum. Much of the symbolism is pretty straightforward. The house on the King of Hearts deals with the home and domestic affairs.
The ship relates to travel, commerce, and business.
The clovers represent good luck, naturally.
I think updating these cards with modern imagery would make a fun DIY project. I would be inclined to use mid-century images, in order to keep a retro kind of flavor. For the house, I would use an image of a classic, SoCal Eichler home, with its wonderful glass walls and post and beam construction. I would substitute a vintage drawing of a Pan Am jet for the ship. The use of more vintage art would be a way to honor the spirit of the originals while conjuring a more current sensibility.