How to Run an Electrical Wire from a Breaker inside the house to the Deck
The item described as a "pull box" in the comments, is called a "Conduit Body".  But it will do nothing to seal the hole you'll drill through the house.

To seal around the conduit/cable, you can use Duct Seal.



As for all the other questions you've asked. You should post another question for those, and include a lot more details about the project.