1, 2, and 4 all say 武運長久 (or 祈武運長久), which means "good luck in battle", and is the most common phrase put on such flags.
1, 2, and 4 all have the recipient's name on the flag.
1, 2, and 4 all have patriotic phrases or poems on them.
And then they all have signatures of well-wishers on them.
#3 looks very suspicious because there is no recipient, and the names look Chinese rather than Japanese.
1, 2, and 4 all look OK to me, but I am not a native speaker.
$300 - $600 feels like the right ball park, but swords are more my thing. WW2 memorabilia is not my specialty.