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Island Jobs

Bali Hai from Tunnels Beach, Kauai, Hawaii

There’s a certain sense of peaceful disconnection that one gets from spending time on an island. The surrounding water feels like a protective barrier from the hustle and bustle of mainland life. If the idea of getting away from it all sounds like a dream scenario for you, consider a season living the island life!

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Displaying 16 items
The Island House Logo
The Island House

Resort

Michigan

Live, Work and play on the water! Many opportunities - Historic Hotel, five restaurants, retail shops and a coffee house.
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Sautè Chef

El Quenepo

Puerto Rico

Sautè Chef- Owner/Operated Fine Dining - Vieques, Puerto Rico.

Job start date
Oct 13, 2026

Head Baker

Fine Mess Bakery

Lopez Island, Washington

Lead the bake on a beautiful Pacific Northwest island

Job start date
Oct 01, 2026
Roche Harbor Resort Logo
Roche Harbor Resort

Resort

Washington

At Roche Harbor we work together, live together and play together. Come experience the San Juan Islands with us!
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Displaying 16 items
About CoolWorks

Since 1995, CoolWorks has connected adventure-seekers with job opportunities in amazing places—from national parks to ski resorts, summer camps to dude ranches. We help people trade screen time for real time—meaningful experiences that spark connection and growth. Your next great adventure is waiting. More About CoolWorks

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