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The 20 Best Heeled Flip-Flops of Summer 2025, Period | Who What Wear

Published 1 week ago4 minute read

All year, flats have been in the lead, beating out even the most enduring slingbacks, pumps, and heeled boots in our closets. The hype certainly isn't slowing down anytime soon, but there's one specific pair of heels that's making even the staunchest flat-shoe loyalists embrace a little bit of height right now. Heeled flip-flops are quickly rising in the ranks as the top sandal trend set to define summer 2025, and the outfits we're seeing chic people wearing it with prove that the trend is as stylish as it is wearable.

Hailey Bieber has worn them with culottes and kick-flare pants, and fashion people are wearing them with jeans, dresses, and lace-trim skirts, and if that fact alone doesn't prove their versatility, I don't know what will. What I do know is that once you see the outfits up ahead, you'll realize the shoes are far less controversial and far more tasteful than you might have realized. Ahead, see all the ways fashion people are styling their heeled flip-flops for summer and shop the best pairs along the way.

@ingridedvinsen

Thong sandals with a lace-trim skirt and simple top is the low-key lazy outfit combination that actually looks so luxe.

Tori Kitten Heel Sandal

Open Edit

Tori Kitten Heel Sandal

I've already lost count of how many miles I've logged on these, and they've yet to give me blisters or pain.

Beep Thong Sandal

Simon Miller

Beep Thong Sandal

I can tell these are comfortable and stable to walk in just by looking at the slanted and thicker heel shape.

@lefevrediary wearing thong heels

Another take on this popular outfit combo. Pull it off best by coordinating your sandal color with your skirt.

Leather Thong Sandals

Miu Miu

Leather Thong Sandals

Straight from the Miu Miu runway.

Honey-Bun Sandal

Jeffrey Campbell

Honey-Bun Sandal

I love this peep-toe moment.

Rosie HW wearing heeled flip-flops

Flip-flops are the unlikeliest shoes to pair with tailored trousers, but per Rosie Huntington-Whiteley, that's exactly why they work so well.

Lyrai Sandal

Tess Flip Flop

The thicker straps make these look even more premium.

@johannapiispa heeled flip-flops

White flip-flops might be controversial, but they're what all the chicest people are opting for at the moment.

Amelea Flip Flop

Marc Fisher LTD

Amelea Flip Flop

I've never been disappointed by the quality of any shoes I've bought from this brand.

Heeled Sandals

Walkable heel height? Check. Secure strap shape? Check. Accessible price point? Check.

Shay in June wearing heeled flip flops

All the most trendsetting fashion people I know are wearing their blue jeans with flip-flops right now, and a pair of heeled sandals makes the combination a touch more elevated.

Hardie Leather Thong Sandals

A.Emery

Hardie Leather Thong Sandals

My love for A.Emery sandals knows no bounds.

Kitten Heel Flip Flop

TOTEME

Kitten Heel Flip Flop

Hailey Bieber's favorite pair.

@martynakarolak wearing heeled flip-flops

My favorite way to style the minimalist sandals is to use them as an accent against an all-cream outfit with just the shoes and another black accessory as the contrasts.

Odessa Sandal

Loeffler Randall

Odessa Sandal

Every outfit will feel far more special with this silver embellishment.

Madewell Tamia Heeled Thong Sandals

Madewell

Tamia Heeled Thong Sandals

Sorry, but how are these not sold out yet?

@kelseymerritt wearing heeled flip-flops

Packing them for vacation is a smart move because they work with everything from casual looks to dinner-ready dresses.

Suede Thong Sandals

Gianvito Rossi

Suede Thong Sandals

Wedge Flip Flop

These would be great for summer weddings—pretty but danceable.

Monikh Dale wearing heeled flip-flops

Even with a smart pantsuit, they'll bring a trend-forward element that will make all your office outfits immediately feel fresher.

Suede Thong Sandals

Toteme

Suede Thong Sandals

I didn't think it was possible for these to look any richer, but the brown suede takes them to anther level.

Tony Bianco Topaz Thong Heels

Tony Bianco

Topaz Thong Heels

Sara Walker wearing heeled flip-flops

The barely there vibe of the sandals makes them a perfect base to a more eye-catching piece like a printed statement dress.

Cable Thong Sandal

Proenza Schouler

Cable Thong Sandal

Proenza Schouler makes some of the most comfortable heeled sandals, in my experience.

Preciosa Sandals

Jeffrey Campbell

Preciosa Sandals

Cass Dimicco wearing heeled thong sandals

Jeans feeling stale? A pair of heeled flip-flops will take any jeans-and-a-tee combo from basic to forward, guaranteed.

Rio Kitten Heel Sandal

Stuart Weitzman

Rio Kitten Heel Sandal

Meet your new everyday pair.

Aeyde Daphne Nappa Leather Port Sandals

Aeyde

Daphne Nappa Leather Port Sandals

I love a good contrast stitching detail.

Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.

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