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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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  • Coquette Strawberries Wrap Headband - The Sassy Olive Coquette Strawberries Wrap Headband - The Sassy Olive
    Coquette Strawberries Wrap Headband
    Coquette Strawberries Wrap Headband
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    $18.00
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    $18.00
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  • Cherry Martini Stretch Headband - The Sassy Olive Cherry Martini Stretch Headband - The Sassy Olive
    Cherry Martini Stretch Headband
    Cherry Martini Stretch Headband
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    $15.00
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    $15.00
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  • Coral Reef Stretch Headband - The Sassy Olive Coral Reef Stretch Headband - The Sassy Olive
    Coral Reef Stretch Headband
    Coral Reef Stretch Headband
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    $15.00
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    $15.00
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  • Cocktail Shrimp Stretch Headband - The Sassy Olive Cocktail Shrimp Stretch Headband - The Sassy Olive
    Cocktail Shrimp Stretch Headband
    Cocktail Shrimp Stretch Headband
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    $15.00
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    $15.00
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  • Go Bananas Stretch Headband - The Sassy Olive Go Bananas Stretch Headband - The Sassy Olive
    Go Bananas Stretch Headband
    Go Bananas Stretch Headband
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    $15.00
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    $15.00
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  • Cherry Love Stretch Headband - The Sassy Olive Cherry Love Stretch Headband - The Sassy Olive
    Cherry Love Stretch Headband
    Cherry Love Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pineapple Boom Scrunchie Pack - The Sassy Olive Pineapple Boom Scrunchie Pack - The Sassy Olive
    Pineapple Boom Scrunchie Pack
    Pineapple Boom Scrunchie Pack
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Fizzy Squares Scrunchie Pack - The Sassy Olive Fizzy Squares Scrunchie Pack - The Sassy Olive
    Fizzy Squares Scrunchie Pack
    Fizzy Squares Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Blueberry Scrunchie Pack - The Sassy Olive Blueberry Scrunchie Pack - The Sassy Olive
    Blueberry Scrunchie Pack
    Blueberry Scrunchie Pack
    Regular price
    $18.00
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    $18.00
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  • Juicy Delights Top Knot Headband Juicy Delights Top Knot Headband - The Sassy Olive
    Juicy Delights Top Knot Headband
    Juicy Delights Top Knot Headband
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    $15.00
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    $15.00
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  • Juicy Delights Stretch Headband - The Sassy Olive Juicy Delights Stretch Headband - The Sassy Olive
    Juicy Delights Stretch Headband
    Juicy Delights Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blueberry Donuts Top Knot Headband Blueberry Donuts Top Knot Headband
    Blueberry Donuts Top Knot Headband
    Blueberry Donuts Top Knot Headband
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    $15.00
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