Best shoes
9 best shoes for Hilo in May
highs of 81°F, lows of 64°F, 14 rainy days — here's what to put on your feet.
Why these shoes for Hilo in May
Hilo in May averages highs around 81°F, lows near 64°F, 14 rainy days.
Waterproofing is the deciding factor — expect wet sidewalks and occasional downpours, so anything porous is going to soak through by lunch.
Plan on two pairs — one built for the weather extremes and a lighter backup for evenings and dry stretches.
Our picks focus on packable rain shoes, breathable sneakers, traction sneakers — enough range to cover day-to-day walking without overpacking.
How many pairs?
Pack two pairs
Recommendation: 2 pairs
- Primary: waterproof or water-resistant pair for wet sidewalks.
- Backup: drier/lighter pair for dinners and transit.
Best packable rain shoes for Hilo in May
Charcoal
Charcoal Ultralight Waterproof Slip-On Sneakers
Charcoal ultralight waterproof slip-ons for security lines and sudden storms. Packs nearly flat—ideal as a dedicated rain pair beside dry…
Handles ~14 rainy days
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ForecastStyle pick
Black-and-White Waterproof City Trail Sneakers
Waterproof low sneakers in black and white with city-friendly traction for wet sidewalks and short park trails. Packs flatter than boots …
Handles ~14 rainy days
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ForecastStyle pick
Navy Soft-Knit Walking Shoes
Navy knit walking shoes that flex with every step and slip through security without drama. Soft collar and steady sole for museum marathons.
Handles ~14 rainy days
Shop on Amazon →Best breathable sneakers for Hilo in May
ForecastStyle pick
Grey Quick-Dry Waterproof Low Sneakers
Cool grey waterproof low sneakers designed to dry fast after puddles. Neutral color hides splash marks on multi-day wet-weather itineraries.
Breathable for ~81°F highs
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ForecastStyle pick
White running sneakers
Lightweight performance running shoes in white with a cushioned midsole and breathable mesh upper. Works for runs, gym sessions, or style…
Breathable for ~81°F highs
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ForecastStyle pick
White Ventilated Waterproof Travel Sneakers
White waterproof travel sneakers with side vents for hot rainy cities. Cushioned enough for all-day walking tours.
Breathable for ~81°F highs
Shop on Amazon →Best traction sneakers for Hilo in May
ForecastStyle pick
White cross-training sneakers
Flat-soled training shoes in white with a supportive upper. Handles HIIT classes, pilates, and light outdoor workouts.
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ForecastStyle pick
Black Packable Waterproof Travel Sneakers
Black waterproof travel sneakers with a lightweight, compressible upper for one-bag trips. Quick-dry lining and grippy sole handle surpri…
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Espresso
Espresso Brown City Grip Sneakers
Espresso brown city grip sneakers that dress up better than black trainers. Subtle traction and a leather-look upper for mixed itineraries.
Shop on Amazon →Wear them with these outfits
Climate-matched looks for Hilo in May.
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FAQ
Are waterproof shoes necessary in Hilo in May?
Yes — with roughly 14 rainy days in the month, waterproof or water-resistant shoes are a strong bet.
Do I need boots in Hilo in May?
Not really — average lows near 64°F stay above the boot threshold. A supportive sneaker is enough.
Can I wear sandals in Hilo in May?
Absolutely — with highs around 81°F, sandals are the daily driver.
Can I get by with one pair of shoes in Hilo in May?
Many travelers do fine with one strong walking pair. Add a second only if you need dress shoes or a wet-weather dedicated option.
What about dressy dinners in Hilo?
Most cities accept clean sneakers or light boots for smart-casual dinners. If you have a black-tie night, pack one dress shoe and wear your walking pair on the plane.
Any tips for packing shoes for Hilo?
Wear the bulkiest pair on the plane, stuff socks into the packed pair, and use a shoe bag so damp soles do not ruin clothes. Pack a thin spare pair of socks for rainy days.