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Collection: New Arrivals – Fresh Styles, Same Sassy Spirit!

Stay ahead of the trends with the latest Sassy Olive headbands! Our New Arrivals Collection is packed with fresh prints, bold colors, and unique designs that let you express yourself in style. Whether you love boho vibes, pop culture prints, or classic patterns, there’s always something new to discover.

Made from our signature soft, stretchy fabric, these headbands offer all-day comfort with a stay-put fit—perfect for workouts, casual wear, or adding a fun twist to any outfit. Don't miss out on the newest designs before they’re gone!

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  • Outside Luna Wrap Headband Outside Luna Wrap Headband
    Outside Luna Wrap Headband
    Outside Luna Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Outside Luna Stretch Headband - The Sassy Olive Outside Luna Stretch Headband - The Sassy Olive
    Outside Luna Stretch Headband
    Outside Luna Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Merlotta Floral Wrap Headband Merlotta Floral Wrap Headband
    Merlotta Floral Wrap Headband
    Merlotta Floral Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Merlotta Floral Stretch Headband - The Sassy Olive Merlotta Floral Stretch Headband - The Sassy Olive
    Merlotta Floral Stretch Headband
    Merlotta Floral Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Lotus Bloom Wrap Headband Lotus Bloom Wrap Headband
    Lotus Bloom Wrap Headband
    Lotus Bloom Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Lotus Bloom Stretch Headband - The Sassy Olive Lotus Bloom Stretch Headband - The Sassy Olive
    Lotus Bloom Stretch Headband
    Lotus Bloom Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Techno Twirl Wrap Headband Techno Twirl Wrap Headband
    Techno Twirl Wrap Headband
    Techno Twirl Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Techno Twirl Stretch Headband Techno Twirl Stretch Headband
    Techno Twirl Stretch Headband
    Techno Twirl Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Shaded Squares Wrap Headband Shaded Squares Wrap Headband
    Shaded Squares Wrap Headband
    Shaded Squares Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Shaded Squares Stretch Headband Shaded Squares Stretch Headband
    Shaded Squares Stretch Headband
    Shaded Squares Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Ruby Garden Wrap Headband Ruby Garden Wrap Headband
    Ruby Garden Wrap Headband
    Ruby Garden Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Colorful Caps Wrap Headband Colorful Caps Wrap Headband
    Colorful Caps Wrap Headband
    Colorful Caps Wrap Headband
    Regular price
    $18.00
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    $18.00
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