Can Apple's Wi-Fi Aware achieve one-to-many concurrent sharing?

The answer is gonna depend on what you mean “one-to-many concurrent sharing”. Specifically, are you trying to implement this using Wi-Fi multicast?

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Quinn “The Eskimo!” @ Developer Technical Support @ Apple
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It's a feature that allows one iPhone to send files to two iPhones at the same time.

Sure. But I’m not asking about your planned user-level behaviour, I’m asking about what you’re looking to do on the ‘wire’. That is, are you expecting to implement this feature using Wi-Fi multicast? Or would it be fine to use unicast and send it destination in parallel.

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Quinn “The Eskimo!” @ Developer Technical Support @ Apple
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achieves one-to-many sharing by establishing two NAN data paths (NDP) and then transmitting in parallel

My understanding is that Apple’s Wi-Fi Aware supports that model. There are limits to how many data paths you can run in parallel. I’ve not explored those myself, but you’ll get back a specific error, namely WAError.noRadioResources(_:), if you bump into them.

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Quinn “The Eskimo!” @ Developer Technical Support @ Apple
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@DTS Engineer In fact, Samsung Quick Share achieves one-to-eight parallel transmission through Wi-Fi Aware. I wonder how it is with Apple?