Pictures can only help, but you can't post them right away so you'd have to figure a way around that.
As far as the water in the bilge it really depends on where it is coming from as to how drastic the problem is. Some water seepage indicates delamination of the fiberglass but the damage should be visible from the outside as well (somewhere). Is the problem area you describe above or below the waterline?
In general, most people are going to say pass unless it is a super good deal. You are probably not paying enough to make a survey worthwhile but some ideas of your intended sailing would be good.