Whip heavy cream, two tablespoons sugar, vanilla and salt with a hand mixer.

Heat remaining one and a half cups sugar in a small saucepan until melted and browned. Add pineapple and rum, stirring constantly so it doesn’t harden.

To serve, layer whipped cream, pineapple, and then another layer of whipped cream and pineapple. If not serving immediately, refrigerate caramelized pineapple so it doesn’t harden.