The Congress Park section of SSR is the closest to DTD. We've walked it several times at all hours, safely. The lighting on the path is good except for a very short spot through the trees just as you get to the resort boundary. I imagine it's not extremely well lit so as not to advertise it's presence.
If I'm not mistaken, from AKL you're going to have to take a bus to a hub anyway, I would suggest the bus from AKL to DTD if you are in Congress Park. If not, You might as well get the bus from AKL to the Transport Center, then to SSR. Especially if it's late and you're tired.
Yes, I know you can see SSR from the bus stop at DTD, but it's farther than it looks if you're not in that nearest section.
PS: I think the ferry runs every 30 minutes and the last ferry is 11:15pm