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All e-ink devices that support handwriting also support erasing, so you can create lists and erase items when they become obsolete.
However, the remaining items will not shift up to take up the space - nor can you sort, filter, or search them, or add deadlines and alerts. For that you need a to-do application. I am not aware of an e-ink device that supports handwriting and has a built-in to-do application. Your best bet is an e-reader with Android which allows you to download hundreds of to-do apps on the Google Play Store. I think currently the Onyx Boox M96 fits the bill, but it's quite large and expensive, and does not support touch - so you can't "swipe your thumb" to clear items, you would need to use the stylus.
Netronix (the company which makes Kobo e-readers) recently demoed a 6.8-inch e-ink reader with Wacom, touch, and open Android. I don't know when it will come to market, but I believe it will be the first device to be able to do what you want (and a lot of others besides).
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