In a large bowl, add the whipping cream. With a hand or stand mixer, beat on medium speed until soft peaks form, about 3-5 minutes.
Add the sweetened condensed milk and vanilla. Beat to combine fully.
With a rubber spatula, stir in the crushed pineapple.
Pour the ice cream mixture into a freezer-safe dish, cover, and freeze for 6 to 8 hours or until frozen solid.
Notes
If you aren't a fan of pineapple, feel free to use another fruit. I suggest using frozen or canned as they work better in this application than fresh does.