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The first question is how tolerant are you for 'issues' with your book? Converting Epub to mobi with calibre usually give me very clean results (assuming no DRM). However, PDF can bring some problems -- usually in the form of page breaks. The problem is that page headers and footers come over to the mobi book. Since the ebook 'page' is different size you find your new book has periodic lines like this: Book Name - Author Page 135.
If you are really tolerant of 'bobbles' in the text you can read right over them. I do this without any problem. However, I like to have my books read to me (TTS) when I'm in the car and working out. For read aloud, these are really jarring.
For removing things like these, Sigil comes in handy. I convert first to epub, which Sigil can handle. Then I use global find and replace with regular expressions to wipe out the headers. Regular expressions are like advanced wildcards that you can use to match against changing text like page numbers. Then I use Calibre to go to mobi.
The point is that it can be done and it works quite well. Once you learn the process its not that bad. However it does take quite a bit of tinkering. If you don't want the Kindle store and don't want text-to-speech (which I find surprisingly important) then I would go with one of the other alternatives that read Epub. This way you cut out one step. If you are highly tolerant of little translation bobbles your job is easier and the kindle is fine. If you are a tinkerer you can get a pretty good pdf conversion and either epub or mobi (Kindle) work.
However, if you are a perfectionist and don't want to spend a lot of time tinkering with a conversion, you might be disappointed.
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