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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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  • Moonlight Morels Stretch - The Sassy Olive Moonlight Morels Stretch - The Sassy Olive
    Moonlight Morels Stretch Headband
    Moonlight Morels Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sunny Jeeps Stretch Headband - The Sassy Olive Sunny Jeeps Stretch - The Sassy Olive
    Sunny Jeeps Stretch Headband
    Sunny Jeeps Stretch Headband
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    $15.00
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    $15.00
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  • Out of this World Stretch Headband - The Sassy Olive Out of this World Stretch - The Sassy Olive
    Out of this World Stretch Headband
    Out of this World Stretch Headband
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    $15.00
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    $15.00
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  • What the Cluck Stretch Headband - The Sassy Olive What the Cluck Stretch Headband - The Sassy Olive
    What the Cluck Stretch Headband
    What the Cluck Stretch Headband
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    $15.00
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    $15.00
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  • Adventure Stretch Headband - The Sassy Olive Adventure Stretch Headband - The Sassy Olive
    Adventure Stretch Headband
    Adventure Stretch Headband
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    $15.00
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    $15.00
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  • Mod Girl Vintage Floral Stretch Headband - The Sassy Olive Mod Girl Vintage Floral Stretch Headband - The Sassy Olive
    Mod Girl Vintage Floral Stretch Headband
    Mod Girl Vintage Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Dark Splatter Stretch Headband - The Sassy Olive Dark Splatter Stretch Headband - The Sassy Olive
    Dark Splatter Stretch Headband
    Dark Splatter Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Patricia Paisley Stretch Headband - The Sassy Olive Patricia Paisley Stretch Headband - The Sassy Olive
    Patricia Paisley Stretch Headband
    Patricia Paisley Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Benzie& Benzie&
    Benzie's Friends Stretch Headband
    Benzie's Friends Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mermaid Tails Stretch Headband - The Sassy Olive Mermaid Tails Stretch Headband - The Sassy Olive
    Mermaid Tails Stretch Headband
    Mermaid Tails Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Moroccan Summer Stretch Headband - The Sassy Olive Moroccan Summer Stretch Headband - The Sassy Olive
    Moroccan Summer Stretch Headband
    Moroccan Summer Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Townsend Tie Dye Stretch Headband - The Sassy Olive Townsend Tie Dye Stretch Headband - The Sassy Olive
    Townsend Tie Dye Stretch Headband
    Townsend Tie Dye Stretch Headband
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    $15.00
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