Preheat Oven: Preheat your oven to 350°F (175°C) and line a baking sheet with parchment paper.
Prepare Cookie Dough: In a large mixing bowl, cream the softened butter and sugar together until light and fluffy. Add the egg and vanilla extract, mixing until combined. In a separate bowl, whisk together flour, baking powder, and salt, then gradually add to the butter mixture, mixing until a dough forms.
Assemble Toppings: In a small bowl, mix melted butter and brown sugar. Spoon a small dollop of the mixture onto the parchment paper where each cookie will go.
Add Pineapple and Cherry: Place a piece of pineapple on top of the brown sugar mixture, then place a maraschino cherry half in the center.
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