Amazon.co.jp Kindle For Mac
Find the book to remove, and click on it to see the pop-out menu. Select Remove from Device. Before you worry, removing a book from your Mac does not permanently delete the title from your Kindle Cloud library. The book will be stored on Amazon's cloud servers so that you can re-download it again. If you want to permanently delete a book from your Amazon cloud, use a web browser to go to page.
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Here, you can permanently delete a book from your cloud library. If you do that and want to later read it again, you will need to re-purchase the title. Even when you are not connected to the internet, you can still open your internet browser, and type this link, and your Kindle library of downloaded books will appear in your browser. While reading offline, your Mac will remember the last page read, storing bookmarks and notes on your computer as you close and re-open your computer. However, the last page read, notes and bookmarks will not sync across all of your Kindle devices until you are connected to the internet and sync your library.
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In other words, when reading offline, Kindle will keep track of the last page read on your Mac, but will not sync the last page read until you are connected to the internet again.