I have this question is the pressure measured in the entry of the pitot tube the same when the plane is flying headwind or turning a 360 degree turn while maintaining the same indicated airspeed?
Easiest thing is to imagine you're in a motorboat on a river, with a current, driving in circles at a constant water speed, indicated by a water speedometer that measures the dynamic pressure of the water more or less the same way as an airspeed.
Your path relative to the bottom of the river will be a spiral and your speed over the bottom will be faster or slower as you move with or against the current, as you make a perfect circle in the water, but your indicated speed through the water will be constant.
Airplanes are exactly the same. The air is a big river. You're just in it instead of floating on top.
Since the airspeed indicator measures pitot pressure, "same indicated airspeed" means same pitot pressure.