I think he thinks Emma is a new Milah, right?
Oh absolutely. He sees “a bit of pirate” in her. And maybe that’s true–she is a spitfire and strong. But the major difference between the two is the deal breaker in terms of CS. Emma doesn’t want that life, not even remotely.
And I see a lot of CSers say that it was Milah who made Hook sail the realms. That had it been up to him, he would have settled down and given up his adventurous ways. But, I don’t buy that for one second. Hook lives his archetype–the sea is in his blood. He had the chance to give it up, when Liam died, but instead he embraced the darker side of the Sailor archetype. Like he told Snow in 312, “I’ve always been a pirate”
Also, general note: you don’t need to spoil out anything from an episode that has already aired. Once it has been on TV, it’s up for conversation without tags 🙂