You can certainly use HTML5/CSS/JS GUIs on the iPad. There are even GUI frameworks that help you with this. The one I know is Enyo .
You will find many more.
I assume you are using a Mac with the latest version of XCode (or else you won't be able to publish to the App Store on Mac OS X or iOS) and C++. That aside, your best bet is going to be using two different toolkits. I recommend WxWidgets for Windows & Mac OS X (it provides native look & feels for both platforms) and the standard iOS toolkit for the iPad.
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