I guess I'm a little late on this one, but I just saw it over at YouTube. Very cute and sad, and it really sticks with you. Thank you, Dony Permedi.
As Jordan said over at ISFAT/Happy Junk:
There are several powerful messages behind Kiwi, but mainly, it makes you think: no matter how absurd and seemingly out of reach your dreams are, what's stopping you from achieving them?
I know that whenever I feel sad, I'm going to close my eyes, visualize the thing that's in my way or keeping me down, and 'tilt my head to the side' to see the happy side of it.