There are usually 2 lines at the dole whip stand - one outside the Tiki room waiting area, and one inside the area. We like to go inside, get a whip, and take it inside for the Tiki room show. Fun show for the kids and a whip & rest for me - yeah!
There are only three places in the world you can get a Dole whip. DL Tiki, WDW Tiki and Oahu, HI at the faux pineapple plantation (it's just for tourists now, no plantation).
It seems they have 2 cm's working at the stand all the time, but one is always cleaning whenever we wanted a whip. Try the Dole whip float--yum.