I'll be on Maui with my bike from the 12th to the 17th of November. (
Click here for my post about the trip.) Unfortunately I'm flying out on the 17th, so I can't join you that day. I expect my buddy and I (and whoever else) will be going the Haleakala climb on Sunday 14th depending on weather.
The official "expert" on bike routes would probably Donnie @
Go Cycling Maui. From what I can gather looking at satellite imagery, there are dirt roads and/or paths from Old Makena Rd down through/around/near the golf course area to Makena Road but I don't know exactly which way to go or if I'd wanna attempt it on a road bike. If I recall correctly, I saw a route on Map My Ride that goes through there but I'm having trouble finding it at the moment.
Bradley