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About this listing
Shoppo is an independent New Zealand shopping discovery platform. We do not sell products ourselves. Products on this page are sold by Head Over Heels on their own website. Clicking "Visit Store" takes you directly to the retailer.

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Shop our range of handcrafted NZ & International shoe, eyewear and handbag brands, including Beau Coops, R.M. Williams, Deadly Ponies, Trippen & more. Fast shipping across NZ & Australia, or visit us store in Christchurch
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  • $749 +
    Voice - Black
    The best-selling Voice sandal by Trippen has returned for another season. Voice is crafted from buttery soft, unlined leather and has comfortable leather footbeds that mould with wear. Features a sleek silhouette with an open toe and strap around the heel that fastens with velcro. The platform rubbe...
    Visit Store 0 0
  • $799 +
    Bin - Black
    Bin by Trippen is a black ankle boot with an architectural silhouette and a softly rounded toe. Crafted from textured black leather, it features a clean, structured upper with a rear zip fastening for ease of wear. The design sits on a distinctive two block rubber sole, giving the boot a grounded, s...
    Visit Store 0 0
  • $799 +
    Filter - Espresso
    Filter by Trippen is a lace up ankle boot in a deep espresso brown, designed with a softly rounded toe and a distinctive ruched leather detail that frames the forefoot. Crafted from smooth leather, the upper has a flexible, glove like feel that moulds comfortably around the foot, while the lace up f...
    Visit Store 0 0
  • $799 +
    Filter - Black
    Filter in black by Trippen is a lace up ankle boot, designed with a softly rounded toe and a distinctive ruched leather detail that frames the forefoot. Crafted from smooth leather, the upper has a flexible, glove like feel that moulds comfortably around the foot, while the lace up front allows for...
    Visit Store 0 0
  • $849 +
    Dream - Black
    Dream by Trippen is a black ankle boot with a sculptural, directional silhouette. Crafted from soft black leather, it features a softly rounded toe and adjustable leather lacing that allows for a custom fit and a distinctive layered look. The boot sits on a solid black rubber sole with a chunky bloc...
    Visit Store 0 0
  • $729 +
    Loyal - Navy
    The Loyal Loafer in Navy by Trippen is a refined everyday slip-on crafted in soft, premium leather with a natural grain texture. Its clean, minimal silhouette is balanced by a gently squared toe and a solid block sole, creating a modern profile that offers both comfort and structure. Designed with T...
    Visit Store 0 0
  • $849 +
    Turbine - Black
    Turbine by Trippen is a black ankle boot defined by a clean, architectural silhouette and a subtle platform profile. Crafted from textured black leather, it features elasticated side panels and a rear pull tab for ease of wear, while maintaining a smooth, uninterrupted look through the upper. The so...
    Visit Store 0 0
  • $729 +
    Loyal - Black
    The Loyal Loafer in Black by Trippen is a refined everyday slip-on crafted in soft, premium leather with a natural grain texture. Its clean, minimal silhouette is balanced by a gently squared toe and a solid block sole, creating a modern profile that offers both comfort and structure. Designed with...
    Visit Store 0 0
  • $679 +
    Traffic - Black
    Traffic is a best-selling sandal by Trippen. A comfortable, everyday summer sandal, featuring a strap across the foot which fastens with a dome under the ankle, creating a flattering and adjustable fit. Traffic is handcrafted with black unlined leather, a leather footbed and rubber outsoles for ulti...
    Visit Store 0 0
  • $399 +
    Arcade - White
    Introducing Arcade by Trippen, a new comfortable sandal to Head over Heels in our exclusive white colourway. Inspired by the fisherman sandal, Arcade features wide straps across the foot for a covered yet breathable style. The two velcro straps across the instep and around the heel provide an adjust...
    Visit Store 0 0
  • $699 +
    Pond - Red
    Pond by Trippen is a plain, classical ballerina shoe in red made of soft leather with an elegant V cut-out and a tunnel with elastic lacing, bound at the heel to a small bow.View all colourways here.- Leather upper- Rubber sole- Designed in Berlin, Germany- Handcrafted in GermanyRuns slightly larger...
    Visit Store 0 0
  • $399 +
    Arcade - Black/White
    Introducing Arcade by Trippen, a new comfortable sandal to Head over Heels in our exclusive black/white colourway. Inspired by the fisherman sandal, Arcade features wide straps across the foot for a covered yet breathable style. The two velcro straps across the instep and around the heel provide an...
    Visit Store 0 0
  • $599 +
    Relax - Granit
    The Relax shoe from Trippen is a best-selling flat shoe the Trippen 'Sport' sole. Relax is an ultra-comfortable lace-up shoe, crafted from soft elk leather and complete with rubber soles and leather footbeds. A hybrid between a sneaker and a brogue, relax is a versatile and comfortable shoe that you...
    Visit Store 0 0
  • $399 +
    Enfold - Espresso
    The Enfold mule in espresso showcases Trippen’s sculptural approach to everyday footwear. Crafted from supple grained leather, it features overlapping panels across the upper for a layered, cocoon-like effect. The slip-on design rests on the brand’s distinctive rubber sole, delivering both comfo...
    Visit Store 0 0
  • $649 +
    Review - Black
    The Review Sandal in Black by Trippen is a utilitarian-inspired design crafted from soft leather with a bold, contemporary silhouette. Defined by two wide straps with adjustable buckles and a supportive back strap, it offers a secure fit while maintaining a laid-back feel. The sculptural rubber sole...
    Visit Store 0 0
  • $499 +
    Surface - Black
    The Surface in Black is a modern reinterpretation of the classic Mary Jane. Crafted from buttery soft leather, it features a gently rounded toe and a deep V-cut topline that creates a beautifully lengthened silhouette. The slender strap with adjustable buckle offers a secure fit while adding a refin...
    Visit Store 0 0
  • $499 +
    Surface - Perla
    The Surface in Perla is a modern reinterpretation of the classic Mary Jane. Crafted from buttery soft leather, it features a gently rounded toe and a deep V-cut topline that creates a beautifully lengthened silhouette. The slender strap with adjustable buckle offers a secure fit while adding a refin...
    Visit Store 0 0
  • $499 +
    Embrace - White
    The Embrace sandal in white is a true Trippen original, crafted from soft leather with wide crossover straps that envelop the foot. Set on the brand’s signature rubber sole, it combines sculptural design with comfort, offering a flexible base and secure elasticated slingback strap. The open toe an...
    Visit Store 0 0
  • $649 +
    Nudge - Perla
    The Nudge sandal in Perla is crafted from the softest leather with a gathered elasticated slingback strap that offers a secure yet flexible fit. Its wide front strap creates natural folds across the foot, offering a high coverage that moves effortless with you. Style with breezy linen or fluid dress...
    Visit Store 0 0
  • $499 +
    Nudge Trace Sole - Black
    The Nudge sandal in black is crafted from the softest leather with a gathered elasticated slingback strap that offers a secure yet flexible fit. Its wide front strap creates natural folds across the foot, offering a high coverage that moves effortless with you. Style with breezy linen or fluid dress...
    Visit Store 0 0
  • $499 +
    Surface - Red
    The Surface in Red is a modern reinterpretation of the classic Mary Jane. Crafted from buttery soft leather, it features a gently rounded toe and a deep V-cut topline that creates a beautifully lengthened silhouette. The slender strap with adjustable buckle offers a secure fit while adding a refined...
    Visit Store 0 0
  • $499 +
    Pond - White
    Pond by Trippen is a plain, classical ballerina shoe in white made of soft leather with an elegant V cut-out and a tunnel with elastic lacing, bound at the heel to a small bow.View all colourways here.- Leather upper- Rubber sole- Designed in Berlin, Germany- Handcrafted in GermanyRuns slightly larg...
    Visit Store 0 0
  • $679 +
    Embrace - Black
    The Embrace sandal in black is a true Trippen original, crafted from soft leather with wide crossover straps that envelop the foot. Set on the brand’s signature trace sole, it combines sculptural design with comfort, offering a flexible base and secure elasticated slingback strap. The open toe and...
    Visit Store 0 0
  • $449 +
    Slate - Black
    The Slate sandal in black transforms a simple slide into an architectural statement. Angular leather folds rise from the wide strap, cut with precision to create rhythmic layers that recall sculptural pleating. The result is bold yet refined, a sandal that feels more like an object of design than a...
    Visit Store 0 0
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