Yes, Hook is a scoundrel. Yet, he’s being completely honest with Emma so far about his true motivation. He wants to get revenge against Rumplestiltskin, and he doesn’t have any real allegiance to Cora. He’s just interested in getting to SB, and will side with whomever will best help him accomplish that goal. Emma can tell when he’s being honest, and so I think a real partnership of convenience will spring up, and some flirtations will ensue. He may double-cross Cora by agreeing to let Emma and Snow stow away on his ship as they set sail for SB, navigating with the help of a magical compass. I don’t think Emma will fall for his advances, but I do think he’ll try and impress her for real. Nothing will come of it now, but it may way down the line. And let’s be realistic about Milha. He just wants to avenge her death and his hand, which is different from grieving over her. It’s been over 300 years, so I think it’s safe to say he could move on and care about another woman.
"That’s how you know you’ve really got a home. When you leave it, there’s this feeling that you can’t shake. You just miss it." Neal Cassidy