This is how I choose kites...
first get the kite that will be your bread and butter kite...then fill up around it. I go with the closer ones to the bread and butter since the wind usually varies around a theme so to speak...and then a bigger step to the ones I do not use as much. So for the low wind kite go as big as you can...too big becomes a little slow.
so for me the idea would be: (above the choice is the order I would get them in...
5 3 1 2 4
(small - 3 sizes) - (perfect - 1 size) - (perfect size) - (perfect +1 size) - (perfect + 3 sizes)
always go for the perfect size first, then fill up around it IMO...now the order changes a little if you get fewer kites...for instance if I only got fewer kites this would be my order....I would get the perfect kite, and the large one since the wind here is kind of light in general...
5 3 1 4 2
(small - 3 sizes) - (perfect - 1 size) - (perfect size) - (perfect +1 size) - (perfect + 3 sizes)
anyhoo...have fun with it