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Three Unforgettable Hawai’i Itineraries for Every Type of Traveler

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Around Kauai
A colorful map highlights the Hawaiian Islands: Kaua'i, O'ahu, Moloka'i, and Hawai'i (Big Island), showcasing activities and landscapes.

Your journey across the Hawaiian Islands begins with toes in the sand at Ko’a Kea Resort on Poipu Beach. Whether you’re traveling with kids, reconnecting as a couple, or discovering Hawai‘i on your own, this guide offers three thoughtfully crafted island-hopping itineraries tailored to your style - complete with local culture, adventure, and the most Instagrammable spots along the way.

Enhance Your Island Journey with Tesla

For travelers seeking both sustainability and style, Ko’a Kea has partnered with Tesla to offer on-site luxury electric vehicle rentals. Whether you’re exploring the scenic coastlines of Kaua‘i or venturing inland to hidden cultural sites, the Tesla rental program provides a seamless, eco-conscious way to experience the island at your own pace. Vehicles can be reserved directly through the resort for daily adventures or as part of your full island itinerary. Learn more and plan ahead with this rental guide.

FOR FAMILIES: CULTURE, CURIOSITY & PLAY

Kaua’i ➝ O‘ahu ➝ Big Island (7–10 Days)

Day 1–3: Ko’a Kea Resort, Kaua’i

Catamaran tour of the Nā Pali Coast (dolphin spotting guaranteed!)

Explore Waimea Canyon with a stop at the family-friendly Kalalau Lookout

Visit Kaua‘i Coffee Company for a kid-friendly tour and treats

Instagram Moment: Snap family selfies at the Spouting Horn blowhole

Cultural Tip: Visit Grove Farm Museum to learn about Kaua‘i’s plantation history

Day 4–6: O‘ahu

Fly to Honolulu (40 minutes)

Visit the Honolulu Zoo or Waikīkī Aquarium

Climb Diamond Head for sweeping views and family bragging rights

Splash around at Wet’n’Wild Hawai‘i waterpark

Instagram Moment: Group photo in front of the massive Banyan Tree in Waikiki

Cultural Tip: Attend a hula show at Kuhio Beach (free performances several evenings per week)

Day 7–10: Big Island

Fly into Hilo or Kona (approx. 50–60 minutes)

Night snorkel with manta rays (for ages 8+)

Explore the black sand beaches of Punalu‘u and picnic near the sea turtles

Instagram Moment: Capture the glow of lava tubes in Volcanoes National Park

Cultural Tip: Tour Puʻuhonua o Hōnaunau National Historical Park — a sacred place of refuge

FOR COUPLES: ROMANCE, SECLUSION & SHARED DISCOVERY

Kaua’i ➝ Maui ➝ Lana‘i (6–9 Days)

Day 1–3: Ko’a Kea Resort, Kaua’i

Indulge in a beachfront couples massage at The Spa at Ko’a Kea

Toast with signature cocktails at Red Salt during golden hour

Hike the coastal Maha‘ulepu Heritage Trail

Instagram Moment: Helicopter shots over the lush Waimea Canyon or Nā Pali Coast

Cultural Tip: Join a lei-making workshop or Hawaiian salt tasting at a local artisan market

Day 4–6: Maui

Fly to Kahului (45 minutes)

Sunset sail from Lāhainā with champagne toasts

Enjoy lavender lattes at Ali‘i Kula Lavender Farm

Instagram Moment: Waterfall kisses along the Road to Hāna (don’t miss Twin Falls)

Cultural Tip: Stop at Kahanu Garden — home to Pi‘ilanihale Heiau, the largest ancient temple in Polynesia

Day 7–9: Lana‘i

Ferry ride from Maui

Private snorkeling excursion in Hulopo‘e Bay

Off-road adventures in a 4x4 Jeep, ending in sunset stargazing

Instagram Moment: Clifftop views from Keahiakawelo (Garden of the Gods)

Cultural Tip: Explore Lana‘i’s plantation town history in Lāna‘i City

FOR SOLO TRAVELERS: FREEDOM, WELLNESS & CONNECTION

Kaua’i ➝ Moloka’i ➝ O‘ahu (7–8 Days)

Day 1–3: Ko’a Kea Resort, Kaua’i

Solo yoga or paddleboard session in the calm morning waters

Hike Kōkeʻe State Park trails for solitude and panoramic views

Stroll Hanapēpē Art Night for local vibes and artisan finds

Instagram Moment: Sunset over Poipu Beach with a journal in hand

Cultural Tip: Attend a slack key guitar concert or local talk-story session

Day 4–5: Moloka’i

Fly from Līhuʻe (via O‘ahu connection)

Explore Kalaupapa Peninsula (permit and guide required)

Disconnect from digital life and rediscover stillness

Instagram Moment: Halawa Valley waterfalls framed by ancient taro terraces

Cultural Tip: Join a guided hike with a local Hawaiian cultural practitioner

Day 6–8: O‘ahu

Explore Honolulu’s Chinatown for street eats and vintage shopping

Enjoy a beach picnic solo on the North Shore

Instagram Moment: Sunrise hike at Lanikai Pillboxes

Cultural Tip: Visit Iolani Palace — the only royal palace in the U.S.

Planning Tips

Island flights: Book early through Hawaiian Airlines or Southwest for the best inter-island fares

What to pack: Reef-safe sunscreen, sandals, light layers, a reusable water bottle, and your camera

Best travel windows: April–June and September–October for fewer crowds and milder weather

Your Island Story Starts Here

Ko’a Kea Resort on Poipu Beach is more than a stay - it’s your gateway to the diverse beauty of Hawai’i. From breathtaking coastlines and vibrant cultural traditions to culinary discoveries and soulful moments, every island offers a new perspective. Where will you go next?

Book your journey, build your story, and let Ko’a Kea be the beginning.

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