Dan,
I am having this issue as well, particularly with Aerotouch v1.21 and Handwave v1.03. Both applications show that there is an update available inside of Airspace (on Windows). When clicking the Icon you get the option to update or launch the applications. Clicking on Update downloads and extracts the update. Howeer, after doing so, the applications continue to show that an update is available.
Note that examining the files on disk after an update is performed shows that the update did install. The file versions on both apps executables show the correct version information. However, Airspace does not seem to recognize that the updates have been installed.
Note that this issue was not seen until recently. After installing the Preview Build v.1.1.0.9131, Aerotouch did update correctly, but Handwave did not. Closing all Leap software (Airspace, Control Panel,. and Leap Service), then trying to update Handwave again resulted in installing correctly. Airspace now recognizes that both Apps are updated.
I am uncertain what might be causing this issue. It has been consistently present since the updates for the named pieces of software became available. Apparently, something in the new build did correct the issue - though it did not correct it with a single run of the updater.