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Best comfortable mens flip flops - Holiday Sale 2025

Last Updated - December 14, 2025

1
Best Choice

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

OLUKAI

OLUKAI Ohana Men's Beach Sandals, Water Resistant Flip Flops, Arch Support & Comfort Fit, Lightweight & Durable, Enhanced Grip & Traction, Dark Java/Ray, 12

OLUKAI

$80.00

More Details
Main highlights
- THE ULTIMATE BEACH SANDAL: In Hawai‘i, 'ohana means more than just family. It represents a sanctuary of friends and family where you can truly be yourself. With that in mind, we crafted the classic Ohana men's sandal for all-day wear and ease
- THE OLUKAI PHILOSOPHY: OluKai crafts footwear that blends strength and durability from ocean lifestyles with island-inspired style, comfort, and craftsmanship—ideal for gift giving to those who value quality and an adventurous spirit in every step
- SIZE & FIT: These lightweight Ohana flip flops run true to size, with a wide fit and high arch support. We recommend ordering your typical shoe size. If in between sizes, we recommend ordering the next size up
- ONE YEAR WARRANTY: As a testament to our quality construction, all OluKai footwear is backed by a guarantee against manufacturer’s defects for one full year from the date of purchase
- KEY FEATURES: Featuring water-friendly synthetic thong straps and a non-marking rubber outsole for enhanced grip, making them ideal for water activities. These flip flop slides include quick-drying lining and a soft nylon toe post for comfort
$80.00
2

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

Skechers

Skechers Men's Bosnia Flip-Flop, Tan, 11

Skechers

$44.94

More Details
Main highlights
- SUPERIOR COMFORT DESIGN: Memory Foam 360 cushioned footbed and padded strap lining deliver exceptional comfort for these flip flops for men
- RELIABLE TRACTION: Flexible rubber outsole provides dependable grip and stability for these mens flip flops on various surfaces
- RELAXED FIT DESIGN: Roomy, comfortable fit with soft fabric toe post ensures all-day wearing comfort
- BEACH-READY STYLE: Soft woven canvas fabric upper with stylish stitching details make these mens sandals perfect for summer activities
$44.94
3
Best Value
41% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

REEF
41% Off

Reef Cushion Phantom Men's Sandals Brown/tan - 11 Medium

REEF

$34.97

$60.00
(41% Off)

More Details
Main highlights
- Warranty | Reef wants to make sure you’re satisfied with your purchase. All Reef products are covered by a manufacturer defect policy for up to one year from the date of purchase.
- Upper | Synthetic nubuck strap with super soft padded jersey lining
- Reef | Since 1984, Reef has been making high quality, ultra-comfortable footwear. Making sandals and shoes that take you from the beach to the streets and everywhere in-between.
- Outsole | Lightweight and durable rubber sponge outsole
- Footbed | Our most comfortable footbed yet, featuring the perfect blend between cushion and rebounding support
$34.97
$60.00 (41% Off)
4

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

REEF

Reef Phantoms Mens Beach Flip Flop, Water Friendly, Soft and Supportive Molded Footbed, Black, 10

REEF

$42.86

$45.00
(4% Off)

More Details
Main highlights
- Warranty | Reef wants to make sure you’re satisfied with your purchase. All Reef products are covered by a manufacturer defect policy for up to one year from the date of purchase.
- Upper | The Phantoms sandals were made for long weekends. If you're a person who can pack unlimited fun into three days than you need an athletic sandal that can keep up. That's the Reef Phantom guy's sandal. It features a soft, comfortable, water-friendly synthetic nubuck upper with air mesh lining, and a contoured injection molded EVA footbed and outsole with anatomical arch support. In the water and out, these sandals are durable with fantastic grip to keep you on your feet all weekend long.
- Reef | Since 1984, Reef has been making high quality, ultra-comfortable footwear. Making sandals and shoes that take you from the beach to the streets and everywhere in-between.
- Outsole | Lightweight and durable rubber sponge outsole
- Footbed | Compression molded High Rebound EVA with our signature diamond texture for traction under your feet
$42.86
$45.00 (4% Off)
5
32% Off

✖
Our rankings are cleverly generated from the algorithmic analysis of thousands of customer reviews about products, brands, merchant’s customer service level, popularity, trends and more. The rankings reflect our opinion and should be a good starting point for shopping.

REEF
32% Off

Reef Rover Mens Flip Flop, Supportive & Ultra Soft Footbed, Durable Non Marking Outsole, Black, 11

REEF

$44.09

$65.00
(32% Off)

More Details
Main highlights
- Warranty | Reef wants to make sure you’re satisfied with your purchase. All Reef products are covered by a manufacturer defect policy for up to one year from the date of purchase.
- Upper | Compression molded triple density construction for instant comfort support and traction
- Reef | Since 1984, Reef has been making high quality, ultra-comfortable footwear. Making sandals and shoes that take you from the beach to the streets and everywhere in-between.
- Outsole | Non Marking Rubber Outsole with swell inspired design details for added traction
- Footbed | Super soft EVA footbed, with anatomic contouring and a firmer, supportive layer for lasting durability
$44.09
$65.00 (32% Off)

Best comfortable mens flip flops - Holiday Sale 2025

OLUKAI Ohana Men's Beach Sandals, Water Resistant Flip Flops, Arch Support & Comfort Fit, Lightweight & Durable, Enhanced Grip & Traction, Dark Java/Ray, 12

Skechers Men's Bosnia Flip-Flop, Tan, 11

Reef Cushion Phantom Men's Sandals Brown/tan - 11 Medium

Reef Phantoms Mens Beach Flip Flop, Water Friendly, Soft and Supportive Molded Footbed, Black, 10

Reef Rover Mens Flip Flop, Supportive & Ultra Soft Footbed, Durable Non Marking Outsole, Black, 11

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