Add the rum, strawberries, lime juice, simple syrup, and crushed ice to a blender. Blend until smooth and thick like a frozen smoothie.
Pour the strawberry mixture into a chilled Hurricane glass and place it in the freezer for 3–5 minutes to help it firm up.
Quickly rinse the blender so the next layer stays bright white.
Add the remaining rum, cream of coconut, pineapple juice, and crushed ice to the blender. Blend until creamy and thick enough to slowly fall from a spoon.
Remove the glass from the freezer. Slowly pour the Piña Colada mixture over the back of a spoon to create clean layers.
Garnish with a pineapple slice and fresh strawberry. Serve immediately while both layers are thick, icy, and well defined.