Yes, you shouldn't have an issue getting an uber ride from the airport to your hotel.
We recommend staying on the west side of Maui to be close to the events. Ka'anapali, Kapalua, and Lahaina are all close by. If you look into neighborhoods like Kihei, you may find some great Airbnbs, but it will be roughly 30-40 minutes away from the west side.
Yes, if you plan to drive, there will be parking available on the property.
Yes. We plan to have shuttles available leaving from the Sheraton hotel in Kaanapali.