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Collection: Preppy Summer Collection

Coastal cool meets everyday cute in the Preppy Summer Collection. These clean, crisp prints bring major beach club energy — think Hamptons chic with handmade flair. Classic bows, lemon tiles, coral reef vibes? Yes please. They’re fresh, fun, and ready to pop with every ponytail and side part.

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  • Out of the Blue Stretch Headband - The Sassy Olive Out of the Blue Stretch Headband - The Sassy Olive
    Out of the Blue Stretch Headband
    Out of the Blue Stretch Headband
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  • Vintage Fruit Stretch Headband - The Sassy Olive Vintage Fruit Stretch Headband - The Sassy Olive
    Vintage Fruit Stretch Headband
    Vintage Fruit Stretch Headband
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  • Lemon Grove Stretch Headband - The Sassy Olive Lemon Grove Stretch Headband - The Sassy Olive
    Lemon Grove Stretch Headband
    Lemon Grove Stretch Headband
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  • I Can& I Can&
    I Can't Fight This Peeling Stretch Headband
    I Can't Fight This Peeling Stretch Headband
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  • Fresh Blueberries Stretch Headband - The Sassy Olive Fresh Blueberries Stretch Headband - The Sassy Olive
    Fresh Blueberries Stretch Headband
    Fresh Blueberries Stretch Headband
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  • Apple Orchard Stretch Headband - The Sassy Olive Apple Orchard Stretch Headband - The Sassy Olive
    Apple Orchard Stretch Headband
    Apple Orchard Stretch Headband
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  • You’re My Lobster Stretch Headband - The Sassy Olive You’re My Lobster Stretch Headband - The Sassy Olive
    You’re My Lobster Stretch Headband
    You’re My Lobster Stretch Headband
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  • Pasta Party Stretch Headband - The Sassy Olive Pasta Party Stretch Headband - The Sassy Olive
    Pasta Party Stretch Headband
    Pasta Party Stretch Headband
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  • Cherry Picnic Stretch Headband - The Sassy Olive Cherry Picnic Stretch Headband - The Sassy Olive
    Cherry Picnic Stretch Headband
    Cherry Picnic Stretch Headband
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  • Coquette Strawberries Stretch Headband - The Sassy Olive Coquette Strawberries Stretch Headband - The Sassy Olive
    Coquette Strawberries Stretch Headband
    Coquette Strawberries Stretch Headband
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  • Lemon Squares Stretch Headband - The Sassy Olive Lemon Squares Stretch Headband - The Sassy Olive
    Lemon Squares Stretch Headband
    Lemon Squares Stretch Headband
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  • Blueberry Lemon Squeeze Stretch Headband - The Sassy Olive Blueberry Lemon Squeeze Stretch Headband - The Sassy Olive
    Blueberry Lemon Squeeze Stretch Headband
    Blueberry Lemon Squeeze Stretch Headband
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