I found this nice looking pirate illithid here - According to the 4th Four Elements competition, adding pirates to your game is more or less one step towards making a killer video game (though it's not guaranteed ;)
quote: Four Elements IV Contest
"After years of research1, we determined that every successful game requires one of four elements: robots, pirates, ninjas, and zombies. So what better than a contest that combines them all! "
Illithids are not represented on the list but they're in my opinion one of the most kick ass dnd creatures - so a pirate illithid is a certain winner in my book!