Mcmaster-Carr has large rubber grommets. I would think a combination of a grommet and a 2 part silicone would do the trick. Use the grommet to position things, and seal with the silicone. The silicone is more UV resistant than most rubber, and using the 2 part means you can build up the full thickness in one operation. Nothing sticks to cured silicone, including silicone, so "building up" multiple layers of air cure silicone can be problematic. Is there no way the connector can be removed/reattached so you can use a smaller hole?
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