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Collection: Sassy Stretch Headband – The Ultimate Fit for Every Style

The Sassy Stretch Headband is your new must-have accessory! Designed to fit every hair type and style, this ultra-soft, stretchy headband stays put all day—whether you’re rocking short hair, long locks, bangs, curls, or even a messy bun. Its snug yet comfortable fit makes it perfect for everything from casual days to workouts and beyond.

Want to explore different ways to wear it? Check out our Sassy Stretch Styling Guide for tips and inspiration!

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  • Xmas Camping Stretch Headband - The Sassy Olive Xmas Camping Stretch Headband - The Sassy Olive
    Xmas Camping Stretch Headband
    Xmas Camping Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Unwrapped Stretch Headband - The Sassy Olive Unwrapped Stretch Headband - The Sassy Olive
    Unwrapped Stretch Headband
    Unwrapped Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Tangled Lights Stretch Headband - The Sassy Olive Tangled Lights Stretch Headband - The Sassy Olive
    Tangled Lights Stretch Headband
    Tangled Lights Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Spooky Merry Skeleton Stretch Headband - The Sassy Olive Spooky Merry Skeleton Stretch Headband - The Sassy Olive
    Spooky Merry Skeleton Stretch Headband
    Spooky Merry Skeleton Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Spooky Latte Stretch Headband - The Sassy Olive Spooky Latte Stretch Headband - The Sassy Olive
    Spooky Latte Stretch Headband
    Spooky Latte Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Sleigh All Day Stretch Headband - The Sassy Olive Sleigh All Day Stretch Headband - The Sassy Olive
    Sleigh All Day Stretch Headband
    Sleigh All Day Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Sassy Tree Cakes Stretch Headband - The Sassy Olive Sassy Tree Cakes Stretch Headband - The Sassy Olive
    Sassy Tree Cakes Stretch Headband
    Sassy Tree Cakes Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Peace, Love & Gumdrop Buttons Stretch Headband - The Sassy Olive Peace, Love & Gumdrop Buttons Stretch Headband - The Sassy Olive
    Peace, Love & Gumdrop Buttons Stretch Headband
    Peace, Love & Gumdrop Buttons Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Mrs. Claus’ Garden Stretch Headband - The Sassy Olive Mrs. Claus’ Garden Stretch Headband - The Sassy Olive
    Mrs. Claus’ Garden Stretch Headband
    Mrs. Claus’ Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Mistle - toad Stretch Headband - The Sassy Olive Mistle - toad Stretch Headband - The Sassy Olive
    Mistle-toad Stretch Headband
    Mistle-toad Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Merry Medicine Grey Stretch Headband - The Sassy Olive Merry Medicine Grey Stretch Headband - The Sassy Olive
    Merry Medicine Grey Stretch Headband
    Merry Medicine Grey Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Merry Medicine Blue Stretch Headband - The Sassy Olive Merry Medicine Blue Stretch Headband - The Sassy Olive
    Merry Medicine Blue Stretch Headband
    Merry Medicine Blue Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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