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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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  • Bright Boho Spring Wrap Headband - The Sassy Olive Bright Boho Spring Wrap Headband - The Sassy Olive
    Bright Boho Spring Wrap Headband
    Bright Boho Spring Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Aunt Gatie Floral Wrap - The Sassy Olive Aunt Gatie Floral Wrap - The Sassy Olive
    Aunt Gatie Floral Wrap Headband
    Aunt Gatie Floral Wrap Headband
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    $18.00
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    $18.00
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  • Calathea Stretch Headband - The Sassy Olive Calathea Stretch Headband - The Sassy Olive
    Calathea Stretch Headband
    Calathea Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Maiden Mauve Wrap Headband - The Sassy Olive Maiden Mauve Wrap Headband - The Sassy Olive
    Maiden Mauve Wrap Headband
    Maiden Mauve Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Iced Coffee Tie Dye Wrap Headband - The Sassy Olive Iced Coffee Tie Dye Wrap Headband - The Sassy Olive
    Iced Coffee Tie Dye Wrap Headband
    Iced Coffee Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Labor Delivery Nurse Stretch Headband - The Sassy Olive Labor Delivery Nurse Stretch Headband - The Sassy Olive
    Labor Delivery Nurse Stretch Headband
    Labor Delivery Nurse Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mod Girl Vintage Floral Wrap Headband - The Sassy Olive Mod Girl Vintage Floral Wrap Headband - The Sassy Olive
    Mod Girl Vintage Floral Wrap Headband
    Mod Girl Vintage Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Moon Landing Stretch Headband - The Sassy Olive Moon Landing Stretch Headband - The Sassy Olive
    Moon Landing Stretch Headband
    Moon Landing Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Death to Barbie Wrap Headband Death to Barbie Wrap Headband - The Sassy Olive
    Death to Barbie Wrap Headband
    Death to Barbie Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Anais Floral Wrap Headband - The Sassy Olive Anais Floral Wrap Headband - The Sassy Olive
    Anais Floral Wrap Headband
    Anais Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Fast Clips Stretch Headband - The Sassy Olive Fast Clips Stretch - The Sassy Olive
    Fast Clips Stretch Headband
    Fast Clips Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Calathea Wrap Headband - The Sassy Olive Calathea Wrap Headband - The Sassy Olive
    Calathea Wrap Headband
    Calathea Wrap Headband
    Regular price
    $18.00
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    $18.00
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