Preheat oven to 350 degrees F (175 degrees C). Line a muffin pan with cupcake liners (recipe makes about 22 cupcakes).
Stir yellow cake mix, eggs, water, and vegetable oil in a bowl until moistened; beat with an electric mixer on medium speed for 2 minutes. Stir in crushed pineapple. Pour batter into the prepared liners.
Bake in the preheated oven until cupcakes are lightly browned and a toothpick inserted into the center comes out clean or with moist crumbs, about 18-20 minutes.
Place cupcakes on wire rack to cool. While still warm, poke holes over the surface of each cupcake using a toothpick or fork. Whisk cream of coconut with milk in a bowl until smooth; pour mixture evenly over warm cupcakes. Allow cupcakes to cool thoroughly.
*Cream of Coconut can usually be found with the mixers for alcoholic beverages**Nutrition facts do not include frosting or toasted coconutAdapted from: Allrecipes