I don't know about getting the air out of the hose, I don't find it hard. I put the end of the hose on the vacuum, and then I just start at that end and push the hose straight down into the water towards the vacuum. As it goes under water, the air is pushed out as the water comes in where the vacuum is, once it is all under water, all of the air is out of it.

I also like to clean the pool, I probably don't brush it as much as I should, but it is nice to have it all sparkly with the bottom all clean. I usually have to spend 20 minutes or so picking up all of the small pool toys on the bottome first. I am very neat, and that stuff drives me completely bonkers, I like a pristene pool, sparkling, inviting, and nothing on the bottom. I am getting back into the swing of things so I can't wait to get started again after my eye injury. I may vac the pool today.