Men's Vacation & Resort Shoes

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Birkenstock Bend Low Top Sneaker (Men)

$79.98 – $164.95Current Price $79.98 to $164.95

$159.95 – $164.95Previous Price $159.95 to $164.95

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Vince Fulton Sneaker (Men)

$198Current Price $198

OluKai Lae'ahi Slip-On Sneaker (Men)

$120Current Price $120

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Converse Chuck Taylor® All Star® High Top Sneaker (Men)

$65Current Price $65

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Birkenstock Essentials Arizona Waterproof Slide Sandal (Men)

$49.95Current Price $49.95

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OluKai Ulele Flip Flop (Men)

$80 – $90Current Price $80 to $90

Cole Haan GrandPro Rally Sneaker (Men)

$168Current Price $168

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Cole Haan GrandPro Topspin Sneaker (Men)

$160 – $168Current Price $160 to $168

OluKai Lae'ahi Lauhala Woven Leather Shoe (Men)

$165Current Price $165

Vince Peyton Sneaker (Men)

$265 – $275Current Price $265 to $275

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OluKai Lae‘ahi Li ‘Ili Convertible Low Top Sneaker (Men)

$150Current Price $150

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Allen Edmonds Courtside Sneaker (Men)

$325Current Price $325

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OluKai Wai'Alae Waterproof Leather Golf Shoe (Men)

$160Current Price $160

TO BOOT NEW YORK Pescara Sneaker (Men)

$450Current Price $450

Nike Air Force 1 '07 LV8 Basketball Sneaker (Men)

$78 – $130Current Price $78 to $130

$125 – $130Previous Price $125 to $130

Vince Lakewood Sneaker (Men)

$275Current Price $275

Allen Edmonds Oliver Slip-On Sneaker (Men)

$375Current Price $375

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Sperry Strake 2-Eye Boat Shoe (Men)

$125Current Price $125

OluKai Mea Ola Flip Flop (Men)

$140Current Price $140

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OluKai Ohana Flip Flop (Men)

$80Current Price $80

Wolf & Shepherd Crossover™ Victory Sneaker (Men)

$250 – $275Current Price $250 to $275

ECCO Soft 7 Premier Sneaker (Men)

$85 – $102Current Price $85 to $102

$170Previous Price $170

adidas Ultraboost 1.0 Running Sneaker (Men)

$180Current Price $180

Minnetonka Tie Tread Loafer (Men)

$94.95Current Price $94.95

Mephisto Trevis Boat Shoe (Men)

$289Current Price $289

OluKai Papakū 'Ili Waterproof Chukka Boot (Men)

$160Current Price $160

ECCO Yucatan Sandal (Men)

$139.95 – $140Current Price $139.95 to $140

KEEN 'Newport H2' Sandal (Men)

$130Current Price $130

Converse Chuck Taylor® All Star® Low Top Sneaker (Men)

$60Current Price $60

TO BOOT NEW YORK Derrick Sneaker (Men)

$255 – $425Current Price $255 to $425

$425Previous Price $425

Mephisto Thomas Sneaker (Men)

$289Current Price $289

OluKai Mekila Flip Flop (Men)

$140Current Price $140

Nike Air Force 1 '07 Basketball Sneaker (Men)

$115Current Price $115

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Mephisto Match Walking Shoe (Men)

$425Current Price $425

Magnanni Phoenix Water Resistant Sneaker (Men)

$232.50 – $465Current Price $232.50 to $465

$465Previous Price $465

On Cloudtilt Running Shoe (Men)

$170Current Price $170

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Birkenstock Boston Soft Clog (Men)

$118.96 – $169.95Current Price $118.96 to $169.95

$139.95 – $169.95Previous Price $139.95 to $169.95

Veja Etna Suede Slide Sandal (Men)

$140Current Price $140

Christian Louboutin Chambeliboat Flat Loafer (Men)

$990Current Price $990

Josef Seibel 'Rafe' Sandal (Online Only)

$130Current Price $130

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OluKai Ohana Flip Flop (Men)

$80Current Price $80

Blake Mckay Jay Low Top Sneaker (Men)

$89.90 – $129Current Price $89.90 to $129

$129Previous Price $129

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Converse Chuck Taylor® 70 High Top Sneaker (Men)

$63 – $95Current Price $63 to $95

$90 – $95Previous Price $90 to $95

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OluKai Ohana Flip Flop (Men)

$80Current Price $80

KEEN 'Newport H2' Sandal (Men)

$84.50Current Price $84.50

$130Previous Price $130

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Sperry Authentic Original™ 2-Eye Boat Shoe (Men)

$100 – $110Current Price $100 to $110

Sperry Billfish™ 3-Eye Boat Shoe (Men)

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OluKai Tuahine Waterproof Flip Flop (Men)

$100Current Price $100

Mephisto Sam Fisherman Sandal (Men)

$329Current Price $329

HOKA Gender Inclusive Ora Recovery Slide 3 Sandal

$60Current Price $60

OluKai Hokua Flip Flop (Men)

$80Current Price $80

PIKOLINOS 'Tarifa' Sandal

$194.95Current Price $194.95

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adidas Superstar II Sneaker (Gender Inclusive)

$60 – $130Current Price $60 to $130

$100 – $130Previous Price $100 to $130

Rainbow® Rainbow 301Alts Single Layer Arch Sandal (Men)

$70Current Price $70

OluKai Ohana Flip Flop (Men)

$80Current Price $80

Sperry Classic CVO Canvas Sneaker (Men)

$90Current Price $90

Blake Mckay Tucson Woven Driver Loafer (Men)

$130Current Price $130

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HOKA Gender Inclusive Mafate Speed 2 Sneaker

$99.99 – $170Current Price $99.99 to $170

$170Previous Price $170

Sperry Billfish 3-Eye Boat Shoe (Men)

$110 – $125Current Price $110 to $125

Birkenstock Arizona Soft Slide Sandal (Men)

$154.95Current Price $154.95

Sperry Authentic Original™ 2-Eye Ripple Boat Shoe (Men)

$125 – $140Current Price $125 to $140

On THE ROGER Advantage Tennis Sneaker (Men)

$160Current Price $160

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Veja Campo Sneaker (Men)

$122.50 – $175Current Price $122.50 to $175

$175Previous Price $175

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Birkenstock Arizona Slide Sandal (Men)

$139.95Current Price $139.95

Rockport Tristen Step Activated Sneaker (Men)

$130Current Price $130

Mephisto 'Hurrikan' Boat Shoe

$389Current Price $389

Sperry Striper II CVO Sneaker (Men)

$65Current Price $65

UGG® South Bay Sneaker (Men)

$125Current Price $125

Vans Old Skool Sneaker (Men)

$75Current Price $75

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On THE ROGER Advantage Tennis Sneaker (Men)

$160Current Price $160

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Nike Calm Convertible Slingback Mule (Men)

$65 – $75Current Price $65 to $75