Preheat oven to 350°F. Line a 8x8-inch baking pan with foil and spray with non-stick cooking spray.

In a medium bowl, whisk together the flour, baking powder, baking soda, and salt.

In the bowl of a stand mixer fitted with the paddle attachment or in a large bowl with an electric mixer, combine the melted butter and brown sugar. Add egg and vanilla, mixing until well combined. Gradually add in dry ingredients and mix until just combined. Stir in chocolate chips.

Spread half the dough into the prepared pan. Place the Rolos evenly onto the cookie dough. Using a small cookie scoop, evenly distribute the rest of the cookie dough on top of the Rolos. There is need to spread evenly over the Rolos, this will happen naturally during the baking process.

Bake in the preheated oven until a toothpick inserted in the center comes out clean, about 20 to 25 minutes. Remove pan to wire rack and cool completely.

If desired, drizzle with melted chocolate or caramel before serving.