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Try to FIRST go to the snail and kick it over, without activating the balloon. Then, AFTER the snail shell is in position, go to the right and activate the balloon.
Just try to stick as far left as possible when jumpin on the cloud. I can bake a video later to show you how its done.
I'm pretty sure this one is bugged. It could be something to do with system specs, but the balloon ALWAYS activates when jumping on the cloud for me, even if the screen is scrolled all the way to the left.
This is the only star I have left to get before unlocking the last special world. It is frustrating.
I tested it with a few. The balloon activates too early when the screen resolution is 1920x1080, and 800x600.
However, I managed to solve the balloon after switching to 1024x768 resoluton.
Thank you so much for this workaround! It was driving me bonkers! I knew it wasn't my fault it wasn't working. Especially since I had no problems with this on the 3DS version.
Try changing your screen resolution in your operating system or graphics settings. That's how I did it.