Late to the discussion... if it were me given what gear you have, I'd recognize that the Helium 1500 is a really good windwing foil and that the Kalama is too big. So I'd first get a nice 80-90 liter or possibly 70 liter wing board at around 5'2". Then I'd get a 1095 for suping (on the Kalama) and winging (on the new wingboard) at higher speed and/or waves with more push where the 1500 doesn't feel as good. Onofoil makes a really good tail for winging and the KD 13.5 is unreal in waves. Sometimes a new tail is all you need. Finally, I'd get a Nolimitz carbon 85 mast. I always detune the trailing edges of wings. The 1095 has a nice round wing turn up like the helium is supposed to, so it's safer than some wings without a turn up. I've found when I land on my foil, it's often the tail that is doing the damage, so don't leave it sharp either.
-That said, you don't know what you're missing until you try something different!
-That said, you don't know what you're missing until you try something different!