Bring pie crusts to room temperature 30-60 minutes before making pies.
Unroll pie crust onto a floured countertop. Cut out 12 circles from the two crusts using a 4” fluted biscuit cutter. Gather scraps and re-roll to make additional crusts so that you have 12 total.
For each pie, center a chocolate square on a crust circle. Slice a caramel square in half and place the two halves side by side on top of the chocolate. Mound 1-2 teaspoons of chopped pecans over the chocolate and caramel.
Cut small slices for venting into a second pie crust circle and brush with water. Place the moistened crust over the filled bottom piece. Align the edges and press them together well to seal all the way around the pie.
Fold up the outer edges to provide a tighter seal - this also makes an attractive edge on the hand pies.
Space four hand pies in the basket of the air fryer (or as many as you can fit while leaving a couple inches around each pie).. Bake at 350°F for 10 minutes.
While the hand pies are baking, whisk together the ingredients for the glaze.
Remove the pies from the air fryer when they are golden and flakey. Place them on a cooling rack and immediately brush with glaze.
Leave hand pies to set and dry (about 15 minutes).