In a blender, puree the fresh pineapple chunks until smooth. If you prefer a chunkier texture, leave small bits of pineapple for added texture.
In a large mixing bowl, whisk together the heavy cream, condensed milk, vanilla extract, lemon juice, whole milk, and salt. Add sugar if needed, based on the sweetness of your pineapple.
Gently fold the pineapple puree into the cream mixture. Use a hand mixer or whisk to whip everything together until smooth and slightly fluffy.
Pour the mixture into a loaf pan or airtight container. Cover with plastic wrap, pressing it directly onto the surface to prevent ice crystals from forming.
Freeze for at least 4 hours or until firm. Scoop and enjoy your homemade pineapple ice cream with fresh fruit or a drizzle of honey.