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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

  • Rubber Plant Stretch Headband - The Sassy Olive Rubber Plant Stretch Headband - The Sassy Olive
    Rubber Plant Stretch Headband
    Rubber Plant Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Gridwork Tie Dye Stretch Headband Gridwork Tie Dye Stretch Headband - The Sassy Olive
    Gridwork Tie Dye Stretch Headband
    Gridwork Tie Dye Stretch Headband
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    $15.00
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    $15.00
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  • Foxy Stretch Headband - The Sassy Olive Foxy Stretch Headband - The Sassy Olive
    Foxy Stretch Headband
    Foxy Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Merzouga Paisley Wrap Headband - The Sassy Olive Merzouga Paisley Wrap Headband - The Sassy Olive
    Merzouga Paisley Wrap Headband
    Merzouga Paisley Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Tiled Tie Dye Stretch Headband - The Sassy Olive Tiled Tie Dye Stretch Headband - The Sassy Olive
    Tiled Tie Dye Stretch Headband
    Tiled Tie Dye Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • I Like Turtles Stretch Headband - The Sassy Olive I Like Turtles Stretch Headband - The Sassy Olive
    I Like Turtles Stretch Headband
    I Like Turtles Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Highland Cows Stretch Headband - The Sassy Olive Highland Cows Stretch Headband - The Sassy Olive
    Highland Cows Stretch Headband
    Highland Cows Stretch Headband
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    $15.00
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    $15.00
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  • Medusa Stretch Headband - The Sassy Olive Medusa Stretch Headband - The Sassy Olive
    Medusa Stretch Headband
    Medusa Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Myrtle Floral Stretch Headband - The Sassy Olive Myrtle Floral Stretch Headband - The Sassy Olive
    Myrtle Floral Stretch Headband
    Myrtle Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • It& It&
    It's Just a Phase Wrap Headband
    It's Just a Phase Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Emerald Tie Dye Wrap Headband - The Sassy Olive Emerald Tie Dye Wrap Headband - The Sassy Olive
    Emerald Tie Dye Wrap Headband
    Emerald Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sage that Shit Stretch Headband - The Sassy Olive Sage that Shit Stretch Headband - The Sassy Olive
    Sage that Shit Stretch Headband
    Sage that Shit Stretch Headband
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    $15.00
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