The reference frame direction needs to be considered here. Of course, the actual velocity of the hot is the same as that of the person. Apparent wind is what will govern the direction of the hair wrt the person and their direction of travel. This is no big deal - just something one needs to take into account. Sailors look at their wind indicator (on top of the mast) constantly but that only gives apparent wind but the flag on the nearby club house can give a different answer and also the flags on other yachts.