The iPhone/iPad app will accept side loaded files as well in the sense that the app will read any non-DRM 'mobi' file placed in the right folder. Unfortunately, you can't place access the iPhone/iPad internal folders unless the iPhone or iPad is jailbroken. The iPhone/iPad app will not side load through iTunes.
(I have recently seen an application--iPhone Explorer?--which says that if iTunes is installed on you computer, it can access the iPhone file system. I haven't tried it, so I don't know whether you can use it to side-load files to he Kindle app.)
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