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Aarrrrgghhhh! Impossible to objectively compare my love of either film... uh... I'm going with 2001 just to maintain world peace.
I actually have enjoyed Overboard. It's a warm, funny little movie. It might be a little "problematic" nowadays, but... still entertaining. Kurt Russell and Goldie Hawn have an incredible chemistry. Of course it's no match for 2001, one of the greatest movies of all time and that has since expanded cinema and inspired lots of movies.