First off my time is short becasue I played the game a couple years ago and just reninstalled it to unlock the steam achievements. When I played it the game was not voiced, and I have not played Heileen 1 or Heileen 3. I have both, but I was waiting for them to get on Steam.
Honestly this is not the best game out by WinterWolves (see Loren Amazon Princess or Planet Stronghold), but I like o support English Visual Novels. I didn't play Heileen 1 so I do not know how the two games connect. Just from playing the second one it seems almost as if Heileen 2 is more of a set up for Heileen 3. The art is good and the background music was good. This one is not a dating sim. It is more about your relationship with Robert and Ebele (? I can't remember the girls name). There is some background on Heileen through various events. The game also has a sin and virtue system, so there is a ending for each virtue, each sin, and a limbo ending. Each ending is very different and they range from getting stuck on the island to becoming a pirate. Pretty close to the end of the game you are inroduced to the pirates, Morgan, Juliet, and their crew, who are featured in the next game. Overall the game is okay, and I would get it if you like the Heileen series or WinterWolves games in general.