Bob complimented on her beauty and she fell in love with him, and agreed to join Deadpool's pirate crew. Kalani later gave Bob a peck on his cheek and asked him to stay on the island with her, but he couldn't because he was married. It was the fact that helping Kalani made Deadpool realize he actually liked helping people and decided to stop being a mercenary.
Kalani met Deadpool in the following comics:
Deadpool (volume 3) #13-14