INSPIRATION AND ADVICE

THE BEST SUMMER FLIP FLOPS, FROM HAVAIANAS TO HILFIGER

By Flo Bellinger, 15 May 2026

Jonathan Bailey has stopped us all in our tracks with one small but pivotal act – stepping out on the red carpet in flip flops. No longer confined to the pool, beach or late-night corner shop run, these humble shoes have become a summer staple with a styles for every kind of activity. There are chunky pairs for city breaks, low-profile classics for coastal escapes and leather versions for dressier plans like dinner or date night (or the occasional film premiere). That’s great news for your toes – flip flops are arguably the comfiest shoes around, and with so many new drops to choose from, they’re quickly proving themselves the most versatile too. Find a flip flop worthy of your busy summer schedule below.

Jonathan Bailey wearing flip flops | ASOS Style Feed

Picture: Getty

L-R: Mahershala Ali, Jonathan Bailey, and Rupert Friend

FOR THE BEACH AND THE POOL: HAVAIANAS

Collage of men wearing ASOS | ASOS Style Feed

Consider Havaianas the MVP of flip flops. The brand's been going strong summer after summer, and this year it's even dropped a handful of new colourways and silhouettes. With a textured grip sole, soft rubber fabrication, and every shade you could possibly think of, these simple styles are a summer must-have. They're understated enough to throw on with any outfit and the waterproof finish makes them a sure thing on holidays, whether you’re lounging by the pool or heading to the beach.

GET THE LOOK:

01: ONLY & SONS seersucker swim shorts in dark green stripes, £18
02: Havaianas classic flip flops in red, £23
03: Threadbare pull on stripe shorts in ecru, £22

FOR THE PUB GARDEN: THE NORTH FACE

A summer of sport means one thing: weekends spent in the confines of a sunny pub garden. Your local is about to get busy, so as you secure a table for all your mates – sweltering in the afternoon heat and hopefully nursing an ice-cold beverage – your feet will require reinforcements. Sturdy, comfortable flip flops like The North Face's will protect your toes while letting them breathe. The sporty design is a great match for your favourite football jersey too.

GET THE LOOK:

01: ASOS DESIGN linen rich smart belted wide barrel leg trousers in navy, £40
02: ASOS DESIGN square sunglasses in crystal green with green lens, £14
03: adidas Football Argentina World Cup 26 home shirt in blue stripe, £85
04: Calvin Klein flip flops in black, £40

FOR THE PARK PICNIC: BARBOUR

Gathering on a patch of grass with your nearest and dearest and fumbling over a disposable BBQ is one of life’s small pleasures. A day at the park calls for durable slip-on shoes that’ll take you from a midday sunbathe to an impromptu volleyball game. Barbour is a British heritage brand that combines quality with timeless design, and the classic tartan print on these flip flops is a fun nod to its trademark rainjackets – a suitably tongue-in-cheek wink at U.K. summer weather.

GET THE LOOK:

01: ASOS DESIGN smart comfort stretch slim shorts in stone, £28
02: ASOS DESIGN slim rectangle sunglasses in black with smoke lens, £14
03: The North Face Never stop cross body bag in white dune, £45
04: ASOS DESIGN boxy oversized t-shirt with henley neck in mid green waffle, £22
05: Barbour Oakdale tartan sandal in green, £35

FOR THE DINNER DATE: MANGO

Don’t sleep on the date night flip flop. Granted, baring your toes on a first date might feel brave, but sleek leather designs like Mango's look elevated and stylish. Perfect for balmy evenings in the city, this pair has a chunky sole that pairs well with tailored trousers. The flat cushioned footbed is also incredibly comfortable, so you’re all set for romantic strolls.

GET THE LOOK:

01: ASOS DESIGN relaxed knitted waffle button through in khaki, £30
02: Mango 100% leather flip flops in black, £49.99
03: ASOS DESIGN waterproof stainless steel curb chain link bracelet in silver, £12
04: Bershka Basic pocket crossbody bag in black, £19.99

FOR PRETTY MUCH EVERYWHERE ELSE: TOMMY HILFIGER

Pictures: ASOS

If you’re looking for a one-and-done shoe to see you through the summer, add Tommy Hilfiger's pair to your basket. This simple, streamlined black style is an example of the brand's signature craftsmanship and we're willing to bet it'll go with almost every item in your wardrobe. A grippy sole sets you up for long afternoons on your feet, while the waterproof finish will serve you well on holiday.

GET THE LOOK:

01: ASOS DESIGN loose denim jorts in washed grey - GREY, £25
02: ASOS DESIGN boxy oversized t-shirt with bubble text graphic in white, £12
03: Santa Cruz Opus wrap round sunglasses in black camo, £15
04: Tommy Jeans flip flops with logo in black, £30