Preheat your oven to 350°F (175°C) and grease two 9-inch round cake pans.
In a large mixing bowl, cream the softened butter and sugar until light and fluffy.
Add the eggs, one at a time, mixing until fully incorporated after each addition.
Stir in the vanilla extract and crushed pineapple until well combined.
In a separate bowl, whisk together the flour, baking powder, baking soda, and salt.
Gradually add the dry ingredients to the wet mixture, alternating with buttermilk, mixing until just combined.
Divide the batter evenly between the prepared cake pans and smooth the tops.
Bake for 25-30 minutes or until a toothpick inserted in the center comes out clean.
Once baked, allow the cakes to cool in the pans for 10 minutes before transferring them to a wire rack to cool completely.
Once cooled, spread a layer of whipped cream on top of one cake layer, followed by the second layer, and frost the top and sides with remaining whipped cream.
Garnish with fresh pineapple slices for an added touch of tropical freshness.