6 Best Leather Flip-flops for Men: Strap into 2024 Comfort

When it comes to footwear, a lot of guys have a hard time finding the balance between comfort and elegance. For this reason, they often overdress in the summer, or they throw on a pair of cheap slippers at the expense of style points. That’s where the best flip-flops for men come in. In fact, why not go for leather flip-flops?

On top of being extremely comfortable, leather flip-flops for men are stylish and durable. You can wear these things on the beach, at a casual party, or even for a night out with your friends. It’s a truly versatile fashion accessory, and I firmly believe that every man should own a pair, especially one with arch support.

But which ones should you go for? We’ve scoured the Internet (and our own wardrobes) to find you the best picks on the market. Our list of favorites covers a lot of ground, and we’re confident that you’ll find the perfect product for you here.

Without further ado, let’s have a look at the best leather flip-flops for men.

Key Takeaways

After scouring the internet high and low and reading hundreds of reviews, the verdict is in. The best leather flip-flops for men are FitFlop Men’s Track Sandals. The leather straps are incredibly durable, the design is timeless, and the micro wobble board midsole provides the ultimate support for your feet.

For something a bit more swanky, you can’t go wrong with the OluKai Hiapo Beach Sandals. What makes these stand out are the unique engravings, complemented perfectly by the alluring color options. Also, you get ample arch support without the bulk that usually comes with it.

Why they’re great: When you imagine the best leather flip-flops for men, they should look something like this. FitFlop hit the jackpot with their durable leather straps, not to mention the thick, sturdy sole for harsh terrain. I’m also a huge fan of the color options, especially the black sole paired with the brown strap.

Who are these for? This is a great product if you’re looking for flip-flops with a long lifespan. The “microwobbleboard” midsole is the secret ingredient here, offering the perfect blend of balance, endurance, and comfort. Also, since the heel is relatively high, you can use these to cheat a couple extra inches.

 Flaws but not deal-breakers: For my taste, the design is a bit old-fashioned, especially with how high the straps are. That said, the quality and longevity you’re getting for the price is second to none. This goes double if you like to rock thrifty, throwback outfits.

Material: Leather | Sole Material: 100% rubber | Sizes Available: 8–13 | Colors Available: 5

Why they’re great: I was skeptical about these when I saw the price, but trying them out first-hand changed that completely. They have one of the nicest-looking straps I’ve seen in a while, and that’s saying nothing about the quality. The cherry on top is the fabric lining, which guarantees zero chafing and blisters.

Who are these for? The yoga foam footbed is leaps beyond what you’d expect for the price. You can stand around in these all day and still feel like you’re walking on sunshine. Speaking of which, the water and slip-resistance makes them an amazing beach or spa option.

Flaws but not deal-breakers: These men’s leather flip-flops would definitely benefit from having a few more size options. Thankfully, they do offer some half-sizes for those of you who have trouble finding your number.

Material: Leather strap, fabric lining | Sole Material: Rubber, EVA | Sizes Available: 7–13 | Colors Available: 1

Why they’re great: These Hiapo beauties are proof that flip-flops can look extremely cool while being functional. The Eastern-inspired design etched into the footbed is incredible, but that’s just the start. The quality and durability of the leather is insane, and you can get it in three jaw-dropping colors.

Who are these for? Arch support can often make footwear feel constrictive, but that’s not the case here. Your foot will feel extremely breezy with these men’s leather flip-flops on, even on the hottest of summer days. They’re especially great if you’re on the road in the sweltering heat and need flip-flops that won’t give up on you.

Flaws but not deal-breakers: Every now and then, you might see some minor difference in the etching between the left and right flip-flops. This is barely discernible when it does happen, though, and it doesn’t take anything away for me.

Material: Leather | Sole Material: Rubber, EVA, leather wrapping | Sizes Available: 7–15 | Colors Available: 3

Why they’re great: Reef has been killing it on Amazon, and it’s all thanks to men’s leather flip-flops like these. That timeless logo is complemented by an authentic, handcrafted build that’ll last you years if you treat them right. On that note, the leather on the footbed feels amazing to the touch, even with a sandal full of sand.

Who are these for? There’s no walk too long for the Smoothies, thanks to one of the best EVA footbeds in the industry. What really sells these men’s leather flip-flops for me is how classy the design is –whether you’re at a party or you’re out for a meal, you’ll never look out of place with these on.

Flaws but not deal-breakers: Although the arch support on these is spectacular, you may want to go a size up to ensure a good fit. Thankfully, the range of sizes is pretty impressive, so there’s a pair out there for everyone.

Material: Leather | Sole Material: Rubber | Sizes Available: 4–17 | Colors Available: 1

Why they’re great: Yes, it’s another Reef pick, but these guys deserve a whole dissertation on their incredible flip-flops. These might be some of my favorite brown sandals on the market right now, and the leather strap is a huge part of that. There’s even a bottle opener at the bottom of the soles – a pretty good deal if you ask me.

Who are these for? It’s safe to say that just about anyone would get a lot of mileage from these men’s leather flip-flops. The heel airbag is one of the cushiest you’ll ever feel, so it can handle even a light jog if you need to put a step on it. Needless to say, they’re also reasonably water-resistant, so they make for a great beach pick.

Flaws but not deal-breakers: There are a couple of key sizes missing for this one, right in the average range. Either way, if you can get the perfect size for you, it’s one of the best sandals you can hope for.

Material: Leather | Sole Material: Rubber, plastic | Sizes Available: 4–14 | Colors Available: 4

Why they’re great: If you need “medical” footwear, these are the best leather flip-flops for men. Alongside a sleek design, these bad boys boast some pretty useful features, like orthotic-grade arch support, ideal for people with flat feet. There’s even odor control for when things get a little too sweaty.

Who are these for? The good news doesn’t stop there, though. There’s a metatarsal dome in the soles, reducing the pressure in your forefoot to create a more comfortable experience. Also, the heel lift is extremely useful for heavier guys.

Flaws but not deal-breakers: Although these work wonders for the health of your feet, the sole feels fairly soft. There’s a bit of a learning curve if you’re used to harder rubber, but it’s absolutely worth sticking it out to the end with these.

Material: Leather | Sole Material: Rubber | Sizes Available: 7–14 | Colors Available: 9

Buying Considerations for the Best Leather Flip-flops for Men

Color

As far as men’s leather flip-flops go, the color is more or less a personal taste thing. Black might be the easiest color to style, but brighter colors like yellow or beige are great for that quintessential beach look. Finally, there are earth tones, which are good for a casual fit on an evening out. When it comes to fashion, less is sometimes more.

Material

The good thing about men’s leather flip-flops is that they can withstand the elements. This sometimes comes at the expense of some extra bulk, but still, the durability and cool factor of leather straps are second to none. As for soles, EVA is great for midsole shock absorption, and rubber hits the sweet spot between sturdy and cushiony.

Size

It can be hard to pick an ideal size for flip-flops, and it can sometimes depend on the brand, too. Either way, the first step is usually to measure the distance between the tip of your toe and the back of your heel. Whatever number you get, add another half an inch to an inch. This should give you some wiggle room in the front and help avoid chafing at the straps.

How We Chose

Putting together the list of best leather flip-flops for men involves a lot of research. After all, the footwear industry is full of big claims with little data to back them all up. For this reason, we like to take a lot of factors into consideration when putting together our lists. The end result is the definitive list of the best men’s leather flip-flops.

Construction: Is the product made of high-grade materials? Leather can mean a lot of things, and I tried to make sure my picks are made of premium stuff that won’t rip in a couple of weeks. The same goes for the quality of the rubber or whatever else the sole is made of.

Design: Does the product look good on top of providing good arch support? A functional flip-flop is all well and good, but it shouldn’t come at the expense of style. I’ve put together a list of products that perform well and pass the visual vibe check.

Price: Does it make sense to pay what the company is charging for their products? A lot of people will overpay for something just because there’s leather in it, but it might not be a good idea. I made sure to include picks that are fairly priced and also made sure that there’s an option for everyone’s budget.

Customer satisfaction: How do users rate the product online? With a niche like footwear, you never really know what you’re getting until you try it – that is unless you leave it to someone like me to scour the Web for hundreds of user reviews for you.

Why Trust Us?

To understand what people look for in the best leather flip-flops for men, we searched far and wide to get the scoop on hundreds of products. Thanks to the countless forums, video reviews, and customer reports, we whittled it down to the six best picks. As far as men’s leather flip-flops go, it doesn’t get any better than these.

Andrej Paskalov loves his footwear, and he keeps a close eye on contemporary trends. From elevated-casual loafers to slip-on shoes for the ultimate summer look, he’s tried and researched it all. Unsurprisingly, he left no stone unturned to find you the premier leather flip-flops for men, so get yours today.

Final Verdict

And those are the best leather flip-flops for men. FitFlop Men’s Track Sandals are our favorite pick for the elegant look, the superior midsole, and the incredible quality of the construction.