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Actually striking up a conversation as an approach won't seem creepy
There is almost no place on planet earth where striking up a conversation as an approach seems creepy - unless the person initiating the conversation feels this way.
As to swimming pool game, I'd avoid the 'come here often' line.
Another issue you'll have is with the regulars, if you hit up girl a on tuesday and then on wed. she sees you hitting up girl b, girl a will label you and probably tell girl b about you. "oh yeah, he got MY # yesterday." (as she rolls her eyes)
I'd go there for a little bit before making a full approach. Just be friendly, cool and bring your calm male energy. Then as you know the lay of the land in a week or two you will be better prepared for a strategy as to which girl or two you want to make a play for.
Overall though you seem to be sort of using this swimming pool thing as a crutch.
Get out there and wherever you are, be open to having nice light flirtatious conversations with women you feel are desirable. Then when it comes to what to do at the swimming pool, or the gym, or wherever, you'll just be being yourself and the women will notice this and be drawn in.