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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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  • Pineapple Paradise Stretch Headband Pineapple Paradise Stretch Headband
    Pineapple Paradise Stretch Headband
    Pineapple Paradise Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blueberry Lemon Squeeze Top Knot Headband Blueberry Lemon Squeeze Top Knot Headband - The Sassy Olive
    Blueberry Lemon Squeeze Top Knot Headband
    Blueberry Lemon Squeeze Top Knot Headband
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    $15.00
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  • Landy’s Lemons Stretch Headband - The Sassy Olive Landy’s Lemons Stretch Headband - The Sassy Olive
    Landy’s Lemons Stretch Headband
    Landy’s Lemons Stretch Headband
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  • Michigan Cherry Stretch Headband - The Sassy Olive Michigan Cherry Stretch Headband - The Sassy Olive
    Michigan Cherry Stretch Headband
    Michigan Cherry Stretch Headband
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  • Checkered Bows Stretch Headband - The Sassy Olive Checkered Bows Stretch Headband - The Sassy Olive
    Checkered Bows Stretch Headband
    Checkered Bows Stretch Headband
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    $15.00
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    $15.00
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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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    $15.00
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    $15.00
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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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    $15.00
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  • Blush Blooms Stretch Headband - The Sassy Olive
    Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
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    $15.00
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    $15.00
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  • Apple Picking Stretch Headband - The Sassy Olive Apple Picking Stretch Headband - The Sassy Olive
    Apple Picking Stretch Headband
    Apple Picking Stretch Headband
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    $15.00
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    $15.00
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  • Glitter Groove Stretch Headband Glitter Groove Stretch Headband - The Sassy Olive
    Glitter Groove Stretch Headband
    Glitter Groove Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Fizzy Fruit Stretch Headband Fizzy Fruit Stretch Headband
    Fizzy Fruit Stretch Headband
    Fizzy Fruit Stretch Headband
    Regular price
    $15.00
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