If you look at the top of the toe rail, you see three bungs[plugs] covering three fasteners where there is only need for one. This is because the rail is split and the original fastener no longer held the rail down. Someone added more fasteners instead of fixing the split . The leaking through hull appears to be through the carpet on the inside of the hull. If the nut on the inside of the hull is not mounted up against the hull or preferably a backing plate, there will not be a rigid , leak proof seal. Is pic # 4 of the hull to deck joint? Does the wood strip continue all the way forward at that distance from the hull? If so, an impact at the sheerline could have pulled the bolts up through the backing strip. They also look as though water has leaked in damaging the wood. None of it looks to difficult to fix. I would be most concerned with the thruhull and the lack of a valve to close it off. It is probably not the raw water intake for the engine due to the close proximity to the waterline.