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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

  • Monarch Garden Wrap Headband - The Sassy Olive Monarch Garden Wrap Headband - The Sassy Olive
    Monarch Garden Wrap Headband
    Monarch Garden Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Tube Socks Tie Dye Wrap Headband - The Sassy Olive Tube Socks Tie Dye Wrap Headband - The Sassy Olive
    Tube Socks Tie Dye Wrap Headband
    Tube Socks Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Pot it Like it& Pot it Like it&
    Pot it Like it's Hot Wrap Headband
    Pot it Like it's Hot Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Wasiliewski Paisley Wrap Headband - The Sassy Olive Wasiliewski Paisley Wrap Headband - The Sassy Olive
    Wasiliewski Paisley Wrap Headband
    Wasiliewski Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • School Bussin Stretch Headband - The Sassy Olive School Bussin Stretch - The Sassy Olive
    School Bussin Stretch Headband
    School Bussin Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Ocean Gray Wrap Headband - The Sassy Olive Ocean Gray Wrap Headband - The Sassy Olive
    Ocean Gray Wrap Headband
    Ocean Gray Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Strawberry Plant Wrap Headband - The Sassy Olive Strawberry Plant Wrap Headband - The Sassy Olive
    Strawberry Plant Wrap Headband
    Strawberry Plant Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • 60& 60&
    60's Picnic Blanket Wrap Headband
    60's Picnic Blanket Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sixties Gardens Wrap Headband - The Sassy Olive Sixties Gardens Wrap Headband - The Sassy Olive
    Sixties Gardens Wrap Headband
    Sixties Gardens Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Blue Galaxy Wrap Headband Blue Galaxy Wrap Headband - The Sassy Olive
    Blue Galaxy Wrap Headband
    Blue Galaxy Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Bohoshade Sunflowers Wrap Headband - The Sassy Olive Bohoshade Sunflowers Wrap Headband - The Sassy Olive
    Bohoshade Sunflowers Wrap Headband
    Bohoshade Sunflowers Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Moo Moo Wrap Headband - The Sassy Olive Moo Moo Wrap Headband - The Sassy Olive
    Moo Moo Wrap Headband
    Moo Moo Wrap Headband
    Regular price
    $18.00
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