🌺 Aloha Escape: Island-Hopping Through Hawai‘i

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🌺 Aloha Escape: Island-Hopping Through Hawai‘i
A moment of aloha: soft light, volcanic cliffs, and endless ocean views. Island-hop your way across paradise in this week’s Hawai‘i escape. 📸 Jet Set Weekly – May 28, 2025 Edition

After exploring the dramatic stillness of Norway’s fjords, we now cross the Pacific to embrace a different kind of wonder — one filled with tropical air, black-sand beaches, and sunsets that seem hand-painted.

This week, Jet Set Weekly touches down in Hawai‘i, where island-hopping isn’t just encouraged — it’s essential. Each island offers a distinct personality, from Oʻahu’s urban surf scene to the Big Island’s volcanic terrain, Maui’s golden beaches, and Kauaʻi’s wild cliffs and waterfalls. And in late May, before the summer crowds arrive, Hawai‘i is yours to explore in peace and style.


🌊 Oʻahu: Where City Meets Surf

Begin your journey in Honolulu, home to Waikīkī Beach, Diamond Head, and an ever-growing scene of luxury resorts and rooftop bars.

Explore local design boutiques in Kakaʻako, dine at award-winning restaurants like Senia or MW, and take a private surf lesson in the same waves once ridden by Hawaiian royalty.


🏖️ Maui: Beach Bliss & Waterfall Roads

Fly next to Maui, where relaxation and romance rule. Lounge at Wailea’s five-star resorts, book a helicopter tour over Molokini Crater, or drive the legendary Road to Hāna for waterfalls, bamboo forests, and banana bread at every turn.


🌋 Big Island: Lava Landscapes & Stargazing

The Island of Hawai‘i is the boldest and biggest of them all. Hike through Hawai‘i Volcanoes National Park, walk across solidified lava fields, or take a boat out to watch molten earth spill into the sea.

By night, stargaze from the summit of Mauna Kea, where the Milky Way shines clearer than anywhere else in the U.S.


🌿 Kauaʻi: Nature Untamed

For the ultimate unplugged finale, head to Kauaʻi, the “Garden Isle.” Hike the Nā Pali Coast, kayak the Wailua River, and snorkel in the crystal waters of Tunnels Beach. This is where Jurassic Park was filmed — and the landscapes feel just as epic in real life.


✈️ What to Know, Pack & Plan

  • Best for luxury stays: Four Seasons Resort Hualalai (Big Island), Hotel Wailea (Maui), Halekulani (Oʻahu), 1 Hotel Hanalei Bay (Kauaʻi)

  • Don’t miss: Fresh poke, shave ice, and traditional Hawaiian lūʻaus with local hula and slack key guitar

  • Pro tip: Use inter-island flights with Hawaiian Airlines for easy 30–40 minute hops between islands


🌴 Your Island, Your Pace

In Hawai‘i, you don’t need to choose between adventure and relaxation — you simply choose which island offers the rhythm you need. Whether you’re chasing waterfalls, lava flows, or the perfect mai tai, you’ll find it all here.

Just remember: “Aloha” means hello. And goodbye. But in this case… mostly “hello.”


🧳 Catch Jet Set Weekly every Wednesday in GTA Weekly — and follow us on social media for more travel escapes, trendsetting destinations, and global lifestyle guides.
#JetSetWeekly #GTAWeekly #TravelWednesday ✈️🌍

About Tiana 40 Articles
Tiana Squire is a multi-talented contributor to GTA Weekly, where she leads coverage of leisure, tourism, and food culture across the Greater Toronto Area and beyond. She is the author of several weekly series including Jet Set Weekly, GTA Eats, and Weekend Vibes, offering readers curated guides to festivals, local dining, global destinations, and family-friendly fun. With a passion for storytelling and a flair for finding the best experiences near and far, Tiana brings a fresh, vibrant voice to the pages of GTA Weekly. She can be reached at tiana.squire@gtaweekly.ca.

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