I'm looking to make the investment in a drawing tablet. I've looked into Intuos, but have never played with it. I played with the ipad pro and pencil and really loved it. What are some of your experiences with either product?
Only you can really say what is best for you. Best is highly subjective.
You can't run Adobe Illustrator on iOS devices. It only works on Macs and Windows. There's the Illustrator Draw app for iOS and Android tablets, but it's not the same thing as Adobe Illustrator. However it might be fine for your purposes.
There are Wacom Cintiques which run a full Windows operating system which could run Adobe's Creative Cloud products, including Illustrator, Photoshop, etc.
Wacom Intuous tablets have no integrated display, they are only input devices.