Does that Hobie have a nose concave? Hard to tell from the pics but it appears so.
I would guesstimate both boards are approximately 1964-66 vintage. They look to be pretty stock shapes for the period. Though, the Hobie looks a bit suspect with that solid color job. May have been "disguised" at some point to cover major damage.
If the Hobie has a concave it is most likely an early Hobie Noserider. I had a 10'2" Hobie NR and it was also heavy as hell… 32 lbs. You rarely (if ever) saw a mid sixties board with pigment covering the stringer like that. Especially a Hobie. That's why I suspect it's been doctored. Can you tell if it is painted, or if it actually has a gloss coat on the exterior? It's also odd that the nose and tail seem whiter than the middle. Could have been Slipchecked.
The paint job makes me think the board has some real damage that was covered up. So, the value is less whether you strip the paint or leave "as is". Also, if you have been riding it with that open wound in the nose then 'shame on you'. The stringer is exposed and no doubt sucking water, which will lead to rot. Fix the open dings if you plan on riding it!