Everything You Need to Know About Transitional Sneakers

Whether you’re looking for the best sneakers for day to night outfit transitions, stylish sneakers for work and weekend activities, or just some casual and functional sneakers for versatile wear–we’ve got some great picks to shop and tips for choosing sneakers that go from casual to active.


These days versatility is just as important as quality and style. If you’re constantly on the move and need a pair of sneakers that can keep up with whatever is next on your to-do list, let’s talk transitional sneakers and how to wear them for different activities and occasions.


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Everything You Need to Know About Transitional Sneakers


From the Gym to Out With Friends


Take Moku Pae and Hā‘upu with you to the gym and to meet up with pals afterward. Both effortless and adventurous, these sneakers combine style and practicality. Created to perform both on and off the water, Moku Pae is quick-drying, breathable, and ultra-grippy. Hā‘upu has all the comfort and cushioning you need in a modern sneaker with the old-school style you love. We crafted it with soft, full-grain leather that molds to your foot with every step.


Pair these active kicks with leggings or biker shorts and a tee for seaside hikes, or a windbreaker and khaki shorts for a day on the boat. These fashion-forward sneakers are suitable for workouts, a night on the town, or whatever other seaside activities you have coming up.


Cool by Day, Sophisticated by Night


An unbelievably comfortable sneaker designed to be as easy going as a day in the Islands. We love these nostalgic sneakers reimagined for the beach lifestyle and ready for everyday wear. With out-of-the-box comfort and a casual, cool style, Pehuea Lī and Pūnini are a great choice if you’re searching for sneaker fashion and functionality.


Everything You Need to Know About Transitional Sneakers


Some styling tips for versatile sneakers include choosing a nice tailored pant for a crisp and elevated look, or a light wash baggy denim for a clean and casual look. Dress both these looks up by pairing it with a simple button white button down and accessories, or dress it down with a tee or tank and a cool pair of sunnies.


Best Everyday Transitional Sneakers


OluKai’s best transitional sneakers for everyday wear are Lae'ahi Lī and Pehuea. Lae’ahi Lī offers uncompromised comfort and best-in-class construction with waterproof leather to put a sophisticated spring in your step.


These work for everything from a day at the office to a walk in the park or a day of on your feet adventures. We also love Pehuea for its convenient, casual, and breathable comfort. Crafted with lightweight materials, our signature Drop-In Heel®, and a removable/washable insole, this slip-on sneaker is as vibrant, laid-back, and ready to go wherever next on your list.


For the On the Go Athlete 


Our athletic shoes are ready for anything. Balancing comfort and style, experience the perfect combination of performance, durability, and style with Holo and Kāholo. We love these styles for their breathable design, comfortable bounce underfoot, and peak durability. Throw these on in the morning to energize your day, and feel their support and comfort as you go from activity to activity. Created for the adventurous at heart, these picks are great for creating versatile outfits with transitional sneakers. Pair them with your favorite workout fit for ultimate all day comfort, or dress them up for a day on the golf course or tennis court.


Everything You Need to Know About Transitional Sneakers


Shop Men’s Transitional Sneakers 


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