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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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  • 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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  • 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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  • Tiger Beat Stretch Headband - The Sassy Olive Tiger Beat Stretch Headband - The Sassy Olive
    Tiger Beat Stretch Headband
    Tiger Beat Stretch Headband
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  • Simple Sardine Stretch Headband - The Sassy Olive Simple Sardine Stretch Headband - The Sassy Olive
    Simple Sardine Stretch Headband
    Simple Sardine Stretch Headband
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    $15.00
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  • Nautical Stamps Stretch Headband - The Sassy Olive Nautical Stamps Stretch Headband - The Sassy Olive
    Nautical Stamps Stretch Headband
    Nautical Stamps Stretch Headband
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  • Caribbean Sun Stretch Headband - The Sassy Olive Caribbean Sun Stretch Headband - The Sassy Olive
    Caribbean Sun Stretch Headband
    Caribbean Sun Stretch Headband
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    $15.00
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  • Orange and Black Check Stretch Headband - The Sassy Olive Orange and Black Check Stretch Headband - The Sassy Olive
    Orange and Black Check Stretch Headband
    Orange and Black Check Stretch Headband
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    $15.00
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  • Simple Shells Stretch Headband - The Sassy Olive Simple Shells Stretch Headband - The Sassy Olive
    Simple Shells Stretch Headband
    Simple Shells Stretch Headband
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  • Scallop Shells Stretch Headband - The Sassy Olive Scallop Shells Stretch Headband - The Sassy Olive
    Scallop Shells Stretch Headband
    Scallop Shells Stretch Headband
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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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  • 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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