Men's Vacation & Resort Wear

(500+)

Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit TH Flex Stretch Solid Performance Pants
$47.50 (50% off)
$95.00
$10 Star Money for $100
(1,819)
Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit Linen Sport Coat
$73.75 (75% off)
$295.00
$10 Star Money for $100
(200)
Clearance
Tommy Hilfiger
Men's Modern-Fit Linen Pants
Now $50.00 (60% off)
$125.00
$10 Star Money for $100
(175)
Limited-Time Special
Nautica
Classic-Fit 8.5” Stretch Chino Flat-Front Deck Short
$39.50 (34% off)
$59.50
$10 Star Money for $100
(373)
Limited-Time Special
Sponsored
Lacoste
Men's Classic Fit L.12.12 Short Sleeve Polo
$69.99 (36% off)
$110.00
$10 Star Money for $100
(363)
Sponsored
Lacoste
Men’s Regular Fit Soft Touch Short Sleeve Polo
$98.00
$10 Star Money for $100
(54)
Sponsored
Lacoste
Men's L.12.12 Classic-Fit Short-Sleeve Piqué Polo Shirt
$110.00
$10 Star Money for $100
(348)
Limited-Time Special
Sponsored
Lacoste
Men's Slim Fit Short Sleeve Ribbed Polo Shirt
$69.99 (36% off)
$110.00
(125)
Clearance
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
Now $49.99 (44% off)
$89.50
(181)
Limited-Time Special
Michael Kors
Men's Classic-Fit Cotton-Blend Dress Pants
$23.75 (75% off)
$95.00
$10 Star Money for $100
(120)
Limited-Time Special
Club Room
Men's 100% Linen Shirt, Created for Macy's
$32.50 (50% off)
$65.00
$10 Star Money for $100
(261)
Limited-Time Special
Tommy Hilfiger
Men's Modern Stretch Chambray Suit Separates
$39.99 - $140.00 (61-65% off)
$115.00 - $360.00
$189.99 Jacket and Pant
(399)
Limited-Time Special
Alfani
Men's Ottoman Short Sleeve Textured Quarter-Zip Polo Shirt, Exclusively at Macy's
$26.99 - $29.99 (50-51% off)
$55.00 - $60.00
$10 Star Money for $100
(82)
Limited-Time Special
Club Room
Men's Regular-Fit 9" 4-Way Stretch Shorts, Created for Macy's
$24.99 (55% off)
$55.00
$10 Star Money for $100
(777)
Limited-Time Special
Perry Ellis Portfolio
Men's Webbed Leather-Trim Belt
$28.99 (41% off)
$49.50
$10 Star Money for $100
(248)
Limited-Time Special
Nautica
Men's Modern-Fit Linen Dress Pants
$34.99 (63% off)
$95.00
$10 Star Money for $100
(92)
Limited-Time Special
Sponsored
Jockey
Men's 4-Pack Cotton Tank Tops
$19.20 (40% off)
$32.00
$10 Star Money for $100
(673)
Sponsored
Dolce&Gabbana
Men's Sunglasses, DG6184
$354.00
Buy 1, Get 2nd 40% off
(20)
Limited-Time Special
Sponsored
Versace
Unisex Sunglasses, VE4461
$322.00 (30% off)
$460.00
(11)
Limited-Time Special
Sponsored
Calvin Klein
Men's 5-Pack Cotton Classic Boxer Briefs Underwear
$39.99 (42% off)
$69.50
$10 Star Money for $100
(1,300)
Polo Ralph Lauren
Men's Relaxed Fit Twill 10" Short
$98.50
(308)
Limited-Time Special
Cubavera
Men's 100% Linen Short Sleeve 4 Pocket Guayabera Shirt
$69.00 (40% off)
$115.00
$10 Star Money for $100
(345)
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
$89.50 - $98.50
(324)
Clearance
Dockers
Men's Ultimate Supreme Flex Stretch Solid 9.5" Shorts
$29.99 - $30.00 (50% off)
$60.00
Bonus Offer With Purchase
(924)
Limited-Time Special
Lacoste
Men's Relaxed-Fit Waffle-Fabric Shorts
$55.00 (50% off)
$110.00
$10 Star Money for $100
Clearance
Kenneth Cole Reaction
Men's Slim-Fit Linen Pants
Now $38.00 (60% off)
$95.00
$10 Star Money for $100
(60)
Limited-Time Special
Bar III
Men's Slim-Fit Linen Suit Separates, Exclusively at Macy's
$33.75 - $90.00 (75% off)
$135.00 - $360.00
$10 Star Money for $100
(29)
Limited-Time Special
Cubavera
Men's Pick Stitch Panel Short Sleeve Button-Down Shirt
$36.00 (40% off)
$60.00
$10 Star Money for $100
(318)
Limited-Time Special
Tommy Hilfiger
Men's Cotton Classic Fit 1985 Polo
$39.99 (42% off)
$69.50
$10 Star Money for $100
(909)
Limited-Time Special
Club Room
Men's Classic Fit Performance Stretch Polo, Created for Macy's
$14.99 (70% off)
$49.50
$10 Star Money for $100
(881)
Polo Ralph Lauren
Men's Short-Sleeve Linen Button-Up
$125.00
(85)
Limited-Time Special
Perry Ellis Portfolio
Perry Ellis Men's Portfolio Modern-Fit Linen/Cotton Solid Dress Pants
$39.99 (58% off)
$95.00
$10 Star Money for $100
(107)
Limited-Time Special
HUGO by Hugo Boss
Men's Loose-Fit Button-Down Twill Shirt
$59.40 (40% off)
$99.00
Bonus Offer With Purchase
(6)
Limited-Time Special
Alfani
Men's Grayson Lace-Up Sneakers, Created for Macy's
$35.99 (40% off)
$59.99
$10 Star Money for $100
(584)
Limited-Time Special
GUESS
Men's Wesley Short Sleeve Crochet Camp Shirt
$66.75 (25% off)
$89.00
$10 Star Money for $100
(4)
Limited-Time Special
Club Room
Men's Short Sleeve Button-Down Oxford Shirt, Created for Macy's
$24.75 (50% off)
$49.50
$10 Star Money for $100
(42)
Limited-Time Special
Calvin Klein
Men's Core Euro Regular-Fit Quick-Dry 5" Swim Trunks with Compression Short Liner
$14.83 - $23.80 (60-75% off)
$59.50
$10 Star Money for $100
(45)
Limited-Time Special
BOSS by Hugo Boss
Men's Lee Drawstring 5.3" Swim Trunks, Created for Macy's
$29.00 - $40.60 (30-50% off)
$58.00
(44)
Limited-Time Special
Perry Ellis
Men's Rib Knit Crew Neck T-shirt
$30.99 (30% off)
$44.50
$10 Star Money for $100
(26)
Limited-Time Special
Nautica
Men's Classic-Fit Solid Linen Short-Sleeve Shirt
$59.50 (25% off)
$79.50
$10 Star Money for $100
(79)
Limited-Time Special
Alfani
8" Tech Shorts, Created for Macy's
$24.99 - $25.00 (50% off)
$50.00
$10 Star Money for $100
(106)
Club Room
Men's Solid Jersey Polo with Pocket, Created for Macy's
Now $13.13 (62% off)
$34.50
$10 Star Money for $100
(156)
Limited-Time Special
Nautica
Men's Flat Front Linen-Blend 8.5" Deck Shorts
$40.99 (41% off)
$69.50
$10 Star Money for $100
(6)
Limited-Time Special
Sun + Stone
Men's Alessio Short Sleeve Textured Knit Button-Front Camp Shirt, Exclusively at Macy's
$25.00 (50% off)
$50.00
$10 Star Money for $100
(3)
Limited-Time Special
Kenneth Cole
Men's Short Sleeve Seersucker Camp Shirt
$40.99 (41% off)
$69.00
$10 Star Money for $100
(3)
Limited-Time Special
Calvin Klein
Men's Slim Fit Short Sleeve Solid Stretch Button-Front Shirt
$46.99 - $47.40 (40-41% off)
$79.00
$10 Star Money for $100
(43)
Limited-Time Special
Calvin Klein
Men's Regular-Fit Quick-Dry 5" Swim Trunks with Compression Short Liner
$23.80 (60% off)
$59.50
$10 Star Money for $100
(21)
Limited-Time Special
Nautica
Men's Oxford Short-Sleeve Shirt
$40.99 (41% off)
$69.50
$10 Star Money for $100
(24)
Clearance
Polo Ralph Lauren
Men's 9.5-Inch Beachcomber Relaxed-Fit Shorts
Now $88.80 (40% off)
$148.00
(8)
Clearance
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
$69.99 - $118.00
Select items on sale
(590)
Limited-Time Special
HUGO by Hugo Boss
Men's Polo Shirt
$54.60 (30% off)
$78.00
Bonus Offer With Purchase
(99)
Limited-Time Special
COTTON ON
Men's Baggy Cargo Shorts
$34.99 (30% off)
$49.99
$10 Star Money for $100
(7)
Limited-Time Special
Cubavera
Short-Sleeve Embroidered Guayabera Shirt
$54.00 (40% off)
$90.00
$10 Star Money for $100
(248)
Limited-Time Special
Tommy Hilfiger
Men's Short Sleeve Flex Poplin Regular Fit Shirt
$47.99 (31% off)
$69.50
$10 Star Money for $100
(38)
Limited-Time Special
Levi's
Men's Carrier 9.5" Cargo Shorts
$29.99 (39% off)
$49.50
$10 Star Money for $100
(1,124)
Limited-Time Special
Lucky Brand
Men's Short Sleeve Seersucker Button-Front Camp Shirt
$41.70 - $48.65 (30-40% off)
$69.50
Bonus Offer With Purchase
(3)
Limited-Time Special
PGA TOUR
Men's Moisture Wicking Active Waistband 9" Golf Shorts
$32.50 (50% off)
$65.00
Bonus Offer With Purchase
(87)
Limited-Time Special
Nautica
Men's Classic-Fit Stretch Flat-Front 6" Chino Deck Shorts
$39.50 (34% off)
$59.50
$10 Star Money for $100
(199)
Limited-Time Special
Lucky Brand
Men's Linen Short Sleeve Button Down Shirt
$39.99 (33% off)
$59.50
Bonus Offer With Purchase
(57)
Limited-Time Special
Kenneth Cole
Men's Performance Button Polo
$34.99 (41% off)
$59.00
$10 Star Money for $100
(38)
Limited-Time Special
Under Armour
Men's Tech Polo T-Shirt
$27.00 - $39.99 (11-40% off)
$45.00
$10 Star Money for $100
(2,491)
Limited-Time Special
Alfani
Men's Owen Pocket Shirt, Exclusively at Macy's
$26.99 - $29.99 (50-51% off)
$55.00 - $60.00
$10 Star Money for $100
(16)
Limited-Time Special
Calvin Klein
Men's 3-Pack Cotton Classics Boxer Briefs Underwear
$29.99 (35% off)
$46.00
$10 Star Money for $100
(453)
Limited-Time Special
Tommy Hilfiger
1985 Tipped Slim Fit Polo
$39.99 (50% off)
$79.50
$10 Star Money for $100
(40)
Limited-Time Special
Nautica
Men's Stretch Drawstring 9-1/2" Shorts
$28.99 (41% off)
$49.50
$10 Star Money for $100
(14)
Limited-Time Special
Levi's
NEW! Men's 469 Relaxed Fit 12" Jean Shorts
$34.65 (30% off)
$49.50
30% Off Levi's
(18)

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