I would guess you wouldn't have any trouble whatsoever, especially with hill hold. If in doubt, just toss it in 4Hi. I'd say the only limiting factor would be your trailer, whether it is an actual marine trailer (with the extra length of the tongue). If so you shouldn't have any trouble.
I tow my own jet ski, although its only about 280lbs (1988 stand up) on a short utility trailer, and my Wrangler pulls it likes its not even there.