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All answers having "Hip-___" as clue:

3 Character Answers:

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HOP

MOD



4 Character Answers:

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CHIC

COOL

COXA

ONTO

WISE

YYYY



5 Character Answers:

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AWARE



6 Character Answers:

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MODERN

MODISH

TRENDY

WITHIT



7 Character Answers:

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BATTLES

CLUEDIN

INSTYLE

TUNEDIN



8 Character Answers:

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UPTODATE



9 Character Answers:

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AUCOURANT



15 Character Answers:

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HUCKLEBERRYFINN