If you switch tracks he can always destroy the ship, it's not necessarily the same ship he approached but it's still a ship to destroy.
If he goes to the grand Hilbert Hotel he will be pushing tyne boulder forever because there are infinite rooms so he can never get it done.
But a man is content with a job, so they say. However i only looking forward to being finished at work for the day so i can move onto my own goals.
Unfortunately I'm not part of the 1% where i only need to work on my own goals, but there are many people born into wealth and so nothing with their lives but really enjoy it. They can do what ever they want when ever they want.
So Sisyphus will be happier destroying the ship and then moving into what ever he wants to really do.
To my admittiddly basic knowledge they never specify height to floor size or sisyphus's boulder size. So if he has a big enough boulder and the hotel is infinitely tall with 1 room per floor he could take out the building with just rolling through a single weight bearing wall.