In a heavy saucepan place chopped pineapple and water and simmer until soft, about 10 minutes. Blend in a blender or food processor until smooth and set aside to let cool.
Whip whipping cream until soft peaks form, and the add the sugar. Continue to beat until hard peaks form, this takes approximately 7 minutes in total. If using a whisk by hand this may take longer..
Gently fold in the cooled pineapple mixture to the whipping cream. Do not over mix.
Fill a glass with milk to about 2/3 full. Gently spoon on the whipping cream mixture, sprinkle with some shredded coconut and enjoy.