Pre-heat your oven to 350°F.
Beat the butter and sugar together until light and fluffy.
Stir in the vanilla.
Add the flour and salt, and stir until just combined.
Divide the dough in half. Take one half and roll it out on a lightly floured surface to 1/4 inch thickness. Use a 2 inch cookie cutter to cut circles out of the dough. Re-roll the scraps and keep cutting more circles until you've used up all the dough. Repeat with the second half of the dough.
Place the dough cut outs onto a parchment lined cookie sheet 1-2 inches apart.
Bake for 9-11 minutes or until the edges just start to turn slightly golden brown. Transfer cookies to a wire rack to cool.
Melt 1 tbsp of butter in a saucepan on very low heat. Add the caramels. Stir continuously until the caramels are mostly melted. Add the cream and stir well.
Spread a spoonful of melted caramel onto each cookie.
Melt the chocolate chips in the microwave or in a double boiler. Spread a spoonful of melted chocolate onto the top of each caramel covered cookie. Allow the chocolate to set before serving.