01 - Preheat oven to 350°F. Line two baking sheets with parchment paper.
02 - In a large bowl, beat softened butter and granulated sugar until light and fluffy, approximately 2-3 minutes.
03 - Beat in the egg and vanilla extract, mixing until fully incorporated into the mixture.
04 - Gently fold in the well-drained crushed pineapple until evenly distributed throughout the batter.
05 - In a separate bowl, whisk together flour, baking soda, baking powder, and salt until well blended.
06 - Gradually add dry ingredients to the wet mixture, stirring until just combined. Avoid overmixing to prevent tough cookies.
07 - Drop heaping tablespoons of dough onto prepared baking sheets, spacing cookies approximately 1.5 inches apart to allow for spreading.
08 - Bake for 12-15 minutes, or until edges are lightly golden and centers appear set.
09 - Let cookies cool on baking sheets for 5 minutes, then transfer to a wire rack to cool completely.
10 - For the glaze, whisk powdered sugar with pineapple juice until smooth and drizzle over cooled cookies.