I have a HF and also picked it up for $299. Is it worth $299, yes. Are the others better lifts, sure they are worth the extra money. The way I look at it is this. I bought the HF because I know I can sink a little money into it and see how I like it. Personally I find that I use it a lot but I have people coming over from time to time and we wrench on their bikes in addition to my own. If it were only my bikes I don't know if it would see enough use for me to justify the more expensive lift. Now that I see how much I use it with my bikes and that of others, I am really thinking in the next year or two putting my HF on craigslist for the $299 that I paid for it, and getting a Direct Lift. Which is very much like the Handy/Titan ones. I will likely go Direct Lift as there is a seller about 40 miles from me and I won't have to pay shipping. I also already have a Direct Lift (4 post 9K auto lift) that I like a lot. Well since it is a 4 post I guess I could just run the bike up on there if I wanted and save the money.
I would think about how you are going to use it. If it is just you, then get the HF if you later decide to upgrade, I will doubt you will have any problems selling it for what you have into it.