Men's Vacation & Resort Wear

(458)

Clearance
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
Now $69.99 (36% off)
$110.00
(352)
Clearance
Calvin Klein
Men's Slim-Fit Linen-Blend Dress Pants
Now $66.50 (65% off)
$190.00
$10 Star Money for $100
(14)
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
Tommy Hilfiger
Men's Cotton Classic Fit 1985 Polo
$39.99 (42% off)
$69.50
$10 Star Money for $100
(909)
Limited-Time Special
Sponsored
Dockers
Men's Bradburn Sandals
$39.99 (50% off)
$80.00
$10 Star Money for $100
(18)
Limited-Time Special
Sponsored
Dockers
Men's Byrd Sandals
$39.99 (50% off)
$80.00
$10 Star Money for $100
(15)
Limited-Time Special
Sponsored
Dockers
Men's Sunland Slide Sandals
$39.99 (50% off)
$80.00
$10 Star Money for $100
(184)
Limited-Time Special
Sponsored
Dockers
Men's Barlin Sandals
$39.99 (50% off)
$80.00
$10 Star Money for $100
(16)
Polo Ralph Lauren
9-Inch Stretch Classic Fit Chino Short
$89.50 - $98.50
(324)
Limited-Time Special
Michael Kors
Men's Classic Fit Performance Fall Dress Pants
$47.50 (50% off)
$95.00
$10 Star Money for $100
(106)
Limited-Time Special
DEER STAGS
Men's Bamboo-Inspired Fisherman Sandal
$59.99 (33% off)
$90.00
$10 Star Money for $100
(136)
Clearance
Alfani
Men's Edgarr Slide Sandals, Exclusively at Macy's
Now $30.00 (50% off)
$59.99
$10 Star Money for $100
(50)
Clearance
Polo Ralph Lauren
Men's Classic Fit Soft Cotton Polo
$69.99 - $118.00
Select items on sale
(590)
Clearance
Stacy Adams
Men's Montego Slingback Faux-Leather Buckle Sandals
Now $37.50 (50% off)
$75.00
Bonus Offer With Purchase
(52)
Limited-Time Special
Kenneth Cole
Men's Textured-Knit Bomber-Collar Performance Henley
$34.99 (41% off)
$59.00
$10 Star Money for $100
(2)
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
Sponsored
Lacoste
Men's Classic Fit L.12.12 Short Sleeve Polo
$69.99 (36% off)
$110.00
$10 Star Money for $100
(363)
Limited-Time Special
Sponsored
Dockers
Men's Banks Sandals
$39.99 (50% off)
$80.00
$10 Star Money for $100
(20)
Sponsored
Ray-Ban
Polarized Sunglasses, RB4165 Justin Gradient
$197.00
(417)
Sponsored
Ray-Ban
Unisex Polarized Sunglasses, RB2132 NEW WAYFARER
$231.00
(838)
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
Weatherproof Vintage
Men's Short Sleeve Textured Dobby Button-Down Shirt
$36.00 (40% off)
$60.00
$10 Star Money for $100
(1)
Clearance
The North Face
Men's Short Sleeve Evolution Box Fit T-shirt
$24.50 - $35.00
Select items on sale
$10 Star Money for $100
(29)
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
Lucky Brand
Men's Venice Burnout Notch Neck Tee T-shirts
$24.15 (30% off)
$34.50
Bonus Offer With Purchase
(19)
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
Tommy Hilfiger
Men's Modern-Fit Corduroy Sport Coat
$118.00 - $147.50 (50-60% off)
$295.00
$10 Star Money for $100
(211)
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)
X-Ray
Men's Belted Capri Cargo Shorts
$42.99
$10 Star Money for $100
(61)
Limited-Time Special
Tommy Hilfiger
Men's Modern-Fit Solid Corduroy Pants
$47.50 (50% off)
$95.00
$10 Star Money for $100
(86)
Calvin Klein Steel
NEW! Calvin Klein Men's Steel Plus Regular Fit Dress Shirt
$85.00
$10 Star Money for $100
Clearance
Alfani
Men's Paolo Strap Sandals, Created for Macy's
Now $30.00 (50% off)
$59.99
$10 Star Money for $100
(62)
Limited-Time Special
New York & Company
Men's Maxx Flip-Flop Sandals
$29.99 (50% off)
$60.00
$10 Star Money for $100
(2)
Limited-Time Special
Cole Haan
Men's Grand Crosscourt Boat Shoes
$90.00 (40% off)
$150.00
Bonus Offer With Purchase
(5)
Clearance
Chubbies
Men's Everyday Performance Wrinkle Resistant Short 6"
$32.25 - $64.50
Select items on sale
Bonus Offer With Purchase
(1,782)
Sperry
Men's Classic Authentic Original 2-Eye Boat Shoe
$100.00 - $120.00
Bonus Offer With Purchase
(45)
Limited-Time Special
Weatherproof Vintage
Men's Short Sleeve Melange Henley Shirt
$16.00 - $24.00 (40-60% off)
$40.00
$10 Star Money for $100
(42)
Limited-Time Special
Haggar
Men's Iron Free Premium Khaki Classic-Fit Pleated Pant
$50.99 (27% off)
$70.00
$10 Star Money for $100
(332)
Limited-Time Special
Club Room
Men's Stretch Cargo Shorts, Created for Macy's
$24.99 - $27.50 (50-55% off)
$55.00
$10 Star Money for $100
(186)
Limited-Time Special
Club Room
Men's 100% Linen Shirt, Created for Macy's
$34.75 (50% off)
$69.50
$10 Star Money for $100
(317)
Limited-Time Special
Travelers Club
Austin 4 Piece Hardside Luggage Set
$89.99 (70% off)
$299.99
$10 Star Money for $100
(1,263)
Limited-Time Special
Levi's
Men's Paper Straw Vintage-Inspired Fedora Hat
$25.20 (30% off)
$36.00
30% Off Levi's
(41)
Limited-Time Special
Mode of One
Men's Relaxed-Fit Button-Down Utility Camp Shirt, Macy's Exclusive
$29.70 (40% off)
$49.50
$10 Star Money for $100
(4)
Limited-Time Special
Nautica
Men's Navtech Slim-Fit Stretch Water-Resistant 8-1/2" Shorts
$40.99 (41% off)
$69.50
$10 Star Money for $100
(6)
Limited-Time Special
COTTON ON
Men's Easy Short
$27.99 - $31.49 (30% off)
$39.99 - $44.99
$10 Star Money for $100
(235)
Limited-Time Special
Cole Haan
Men's Nantucket Cross Strap Slip-On Slide Sandals
$78.00 (40% off)
$130.00
Bonus Offer With Purchase
(45)
Limited-Time Special
Sun + Stone
Men's Rocco Textured Polo Shirt, Exclusively at Macy's
$25.00 (50% off)
$50.00
$10 Star Money for $100
(9)
Birkenstock
Men's Arizona Casual Sandals from Finish Line
$118.00
(44)
Polo Ralph Lauren
Men's Classic Fit Crew Neck T-Shirt
$55.00
(680)
A. Veer
Men's Maldiva Back Strap Sandals
$118.99
$10 Star Money for $100
Clearance
Polo Ralph Lauren
Men's Custom Slim Fit Soft Cotton Polo Shirt
$69.99 - $110.00
Select items on sale
(287)
Limited-Time Special
Clarks
Men's Walkford Fish Tumbled Leather Sandals
$60.00 (40% off)
$100.00
Bonus Offer With Purchase
(113)
Limited-Time Special
Alfani
Men's Heather Smart Shorts, Exclusively at Macy's
$34.99 (50% off)
$70.00
$10 Star Money for $100
(18)
Limited-Time Special
Sun + Stone
Men's Textured Chevron Knit Short Sleeve Button-Front Camp Shirt, Created for Macy's
$25.00 (50% off)
$50.00
$10 Star Money for $100
(11)
Limited-Time Special
Weatherproof Vintage
Men's Short Sleeve Microstripe Henley
$24.00 (40% off)
$40.00
$10 Star Money for $100
(2)
Limited-Time Special
SPRING + MERCER
Men's Crochet Camp Collar Short Sleeve Shirt
$29.92 (56% off)
$68.00
$10 Star Money for $100
O'Neill
Men's Jay Stretch Shorts
$55.00
$10 Star Money for $100
Polo Ralph Lauren
Men's Classic-Fit Stretch Mesh Polo Shirt
$110.00
(40)
Clearance
Polo Ralph Lauren
Men's Classic-Fit Stretch Mesh Polo Shirt
Now $69.99 (36% off)
$110.00
(27)
Quiksilver
Men's Union Amphibian Hybrid 20" Short
$54.00
$10 Star Money for $100
(47)
Polo Ralph Lauren
Men's Classic-Fit Stretch Mesh Polo Shirt
$125.00
Country Gentleman
Hats, Wilton Wool Fedora
$79.00
$10 Star Money for $100
(137)
Clearance
Michael Kors
Men's Signature Stretch-Cotton Shorts
$31.33 - $89.50
Select items on sale
$10 Star Money for $100
(13)
Limited-Time Special
Levi's
Men's Classic 1 Pocket Short Sleeve Regular Fit Shirt
$38.15 (30% off)
$54.50
30% Off Levi's
(130)
Polo Ralph Lauren
Men's Custom Slim Fit Mesh Polo
$110.00 - $118.00
(954)
Limited-Time Special
Levi's
Men's XX Chino 9" Shorts
$29.99 (39% off)
$49.50
$10 Star Money for $100
(84)

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