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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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  • Blueberry Donuts Stretch Headband - The Sassy Olive Blueberry Donuts Stretch Headband - The Sassy Olive
    Blueberry Donuts Stretch Headband
    Blueberry Donuts Stretch Headband
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  • Fuji Apple Stretch Headband - The Sassy Olive Fuji Apple Stretch Headband - The Sassy Olive
    Fuji Apple Stretch Headband
    Fuji Apple Stretch Headband
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  • Lemon Grove Boho Buff - The Sassy Olive Lemon Grove Boho Buff - The Sassy Olive
    Lemon Grove Boho Buff
    Lemon Grove Boho Buff
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  • Lemon Grove Wrap Headband - The Sassy Olive Lemon Grove Wrap Headband - The Sassy Olive
    Lemon Grove Wrap Headband
    Lemon Grove Wrap Headband
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  • Cherry Picnic Wrap Headband - The Sassy Olive Cherry Picnic Wrap Headband - The Sassy Olive
    Cherry Picnic Wrap Headband
    Cherry Picnic Wrap Headband
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  • Cherry Picnic Topknot Headband - The Sassy Olive Cherry Picnic Topknot Headband - The Sassy Olive
    Cherry Picnic Topknot Headband
    Cherry Picnic Topknot Headband
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  • Strawberry Garden Topknot Headband - The Sassy Olive Strawberry Garden Topknot Headband - The Sassy Olive
    Strawberry Garden Topknot Headband
    Strawberry Garden Topknot Headband
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  • Coquette Strawberries Topknot Headband - The Sassy Olive Coquette Strawberries Topknot Headband - The Sassy Olive
    Coquette Strawberries Topknot Headband
    Coquette Strawberries Topknot Headband
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  • Cherry Martini Topknot Headband - The Sassy Olive Cherry Martini Topknot Headband - The Sassy Olive
    Cherry Martini Topknot Headband
    Cherry Martini Topknot 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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  • Seafood Picnic Stretch Headband - The Sassy Olive Seafood Picnic Stretch Headband - The Sassy Olive
    Seafood Picnic Stretch Headband
    Seafood Picnic Stretch Headband
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