I think the key is personal preference, what ever you feel comfortable with....do you prefer to ride unhooked more than hooked? You can ride hooked in no problems in the surf if you like to ride that way.
As for shorter lines i havent tried them yet, i want to try 18meter length, i've heard you get more speed, faster kite response, easier to relauch because the kite is closer to you, more upwind ability, and when you want to jump you just pull back and your in the air, a lot faster than with standard lines. But it takes a bit of gettin used to and i hear if your used to 27meter and you switch to 18meter it will scare the hell out of you....(but after a day you should be used to the shorter lines)
As for the 5th line its great, however if you crash the kite in the waves badly the 5th line can rip the kite in half.
For your first time in the waves, just go out in real small surf so you dont get into trouble.