YOU SAID:

You better be careful and come back before 10:00 pm

INTO JAPANESE

気をつけて午後10時までに戻ってきたほうがいいですよ

BACK INTO ENGLISH

You should be careful and come back by 10:00 p.m.

INTO JAPANESE

気をつけて午後10時までに戻ってきてください

BACK INTO ENGLISH

Take care and be back by 10pm

INTO JAPANESE

気をつけて22時までには戻ってきてね

BACK INTO ENGLISH

Be careful and come back by 22:00

INTO JAPANESE

気をつけて22時までにお戻りください

BACK INTO ENGLISH

Please be careful and be back by 22:00

INTO JAPANESE

気をつけて22時までにお戻りください

BACK INTO ENGLISH

Please be careful and be back by 22:00