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The Sassy OliveThe Sassy Olive
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Collection: Bestsellers

Our most-loved headbands, chosen by thousands of happy customers. Shop the bestselling styles and patterns everyone keeps coming back for — soft, comfy, and handmade in Michigan.

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289 products

  • Monstera Wrap Headband - The Sassy Olive Monstera Wrap Headband - The Sassy Olive
    Monstera Wrap Headband
    Monstera Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Spilled Vibe Wrap Headband - The Sassy Olive Spilled Vibe Wrap Headband - The Sassy Olive
    Spilled Vibe Wrap Headband
    Spilled Vibe Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sun Bleached Splatter Tie Dye Wrap Headband - The Sassy Olive Sun Bleached Splatter Tie Dye Wrap Headband - The Sassy Olive
    Sun Bleached Splatter Tie Dye Wrap Headband
    Sun Bleached Splatter Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Hippie Tree Wrap Headband - The Sassy Olive Hippie Tree Wrap Headband - The Sassy Olive
    Hippie Tree Wrap Headband
    Hippie Tree Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Believe Stretch - The Sassy Olive Believe Stretch - The Sassy Olive
    Believe Stretch Headband
    Believe Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Empire Tie Dye Wrap Headband - The Sassy Olive Empire Tie Dye Wrap Headband - The Sassy Olive
    Empire Tie Dye Wrap Headband
    Empire Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Honey Butter Wrap Headband - The Sassy Olive Honey Butter Wrap Headband - The Sassy Olive
    Honey Butter Wrap Headband
    Honey Butter Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Bell Bottoms Retro Floral Wrap Headband - The Sassy Olive Bell Bottoms Retro Floral Wrap Headband - The Sassy Olive
    Bell Bottoms Retro Floral Wrap Headband
    Bell Bottoms Retro Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Tranquil Tie Dye Wrap Headband - The Sassy Olive Tranquil Tie Dye Wrap Headband - The Sassy Olive
    Tranquil Tie Dye Wrap Headband
    Tranquil Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Glass Window Wrap Headband - The Sassy Olive Glass Window Wrap Headband - The Sassy Olive
    Glass Window Wrap Headband
    Glass Window Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Prunella Floral Wrap Headband - The Sassy Olive Prunella Floral Wrap Headband - The Sassy Olive
    Prunella Floral Wrap Headband
    Prunella Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Tooled Leather Wrap Headband - The Sassy Olive Tooled Leather Wrap Headband - The Sassy Olive
    Tooled Leather Wrap Headband
    Tooled Leather Wrap Headband
    Regular price
    $18.00
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    $18.00
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