Official comment
Unfortunately the Date Added field in rekordbox isn't as granular as the Import Date field in iTunes (no time, just date).
If you want to have them in the same order, my recommendation is to sort the playlist in iTunes the way you want it (you can sort it by date or any other criteria), then, at the top-right of the playlist in iTunes, click the circle menu (with the 3 dots) and select Copy to Play Order and that will rearrange the numbered order of the playlist to that sort.

Then, when you go into rekordbox and import the playlist, the numbered order of the playlist will be the same.





