Aloha Adventure: Exploring Oahu & Kaua'i

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Advisor - Emilee Heard
Curated By

Emilee Heard

  • Hawai'i

  • Kaua'i

  • Oahu

  • Arts & Culture

  • Beaches

  • Couples Travel

  • Local Culture

  • Island

  • Outdoors

Aerial view of Island with ocean and buildings.
Curator’s statement

Kaua'i and Oahu, two jewels in the Pacific, lure travelers with their distinct yet equally enchanting charms. Kaua'i, the "Garden Isle," captivates with its emerald landscapes, cascading waterfalls and pristine beaches. Meanwhile, Oahu, the bustling heart of Hawai'i, seamlessly blends urban energy with natural wonders, boasting iconic landmarks like Diamond Head and historic Pearl Harbor. What makes these islands truly special is the ease of exploration – a tropical paradise accessible without a passport for U.S. travelers. From lush hiking trails to vibrant cityscapes, Kaua'i and Oahu beckon with a harmonious symphony of beauty and culture.

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Where to stay in Kauai and Oahu

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Things to do in Kauai and Oahu

Mountain with ocean during daytime.

Kaua'i

  • Waimea State Park: Wandering through the enchanting trails of Waimea State Park is like stepping into a fantasy realm where emerald green meets fiery red cliffs. The diverse landscapes offer everything from lush valleys to jaw-dropping canyon views. Whether you're tackling the challenging Kalalau Trail for a dose of adrenaline or taking it easy with a stroll to the Waimea Canyon Lookout, every step in Kauai feels like discovering a hidden paradise.

  • Na Pali Coast: Embarking on a Na Pali Coast adventure is an absolute must when in Hawaii, and it's no wonder Hollywood has been captivated by its cinematic beauty. The lush, untamed landscapes and towering cliffs create an otherworldly panorama that's both mesmerizing and unforgettable. Elevating the experience, you're spoiled for choice with three incredible ways to immerse yourself in this natural masterpiece: whether you opt for the romance of a sunset sail, the thrill of a zodiac boat ride, or the awe-inspiring perspective of a helicopter tour, each path promises a journey where nature's grandeur takes center stage.

  • Whale Watching: From December to April, these gentle giants migrate to Hawaiian waters, creating an unforgettable spectacle for those lucky enough to catch a glimpse. Whether from the comfort of a boat tour or a seaside vantage point, the sheer grace and enormity of these magnificent creatures make whale watching in Kauai an extraordinary sight.

  • Kayaking: Kayaking in Kauai is a paddler's paradise, offering a unique perspective of the island's diverse landscapes and secluded wonders. Navigate through the tranquil waters of the Wailua River, where lush jungle surroundings and hidden waterfalls create a serene backdrop. With Hanalei Bay and the Huleia River also on the list of must-explore spots, kayaking in Kauai promises an immersive and unforgettable aquatic adventure.

Oahu

  • Surf Lessons: The iconic Waikiki Beach offers a welcoming environment for surf enthusiasts of all levels. Elevating the experience, the Royal Hawaiian Hotel offers both private and group surf lessons, allowing you to ride the waves under the expert guidance of seasoned instructors

  • Snorkeling/Boat Tour: Embarking on a snorkeling boat tour in Waikiki promises an unforgettable aquatic adventure amidst the azure waters of the Pacific. Companies like Hanauma Bay Tours and Living Ocean Tours offer immersive experiences, guiding snorkelers to vibrant coral reefs teeming with marine life. Glide through the clear ocean currents, encountering colorful fish and perhaps even Hawaiian green sea turtles.

  • Hiking: Hiking in and around Waikiki offers a surprising escape into nature. One iconic trail not to be missed is the Diamond Head Summit Trail, where a moderate hike rewards you with breathtaking panoramic views of Waikiki, the Pacific Ocean, and the Honolulu skyline. Be advised you will need to book a time and parking spot when planning your visit.

  • Pearl Harbor: Visiting Pearl Harbor is a poignant journey through history, offering a range of museums and memorials that honor the events of December 7, 1941. The USS Arizona Memorial provides a solemn tribute, while the USS Bowfin Submarine Museum and the Pacific Aviation Museum showcase different facets of the wartime experience. Each ticket to these attractions is sold independently, allowing visitors to tailor their experience, or alternatively, opt for an all-day tour package for comprehensive access to all the significant sites.

Day Trips

North Shore: Venturing to the North Shore of Oahu is a must for those seeking a taste of Hawaii's raw and natural beauty. A scenic drive from Waikiki, about 40 miles, unveils a treasure trove of experiences. Stop by the iconic Dole Plantation, where pineapple fields stretch as far as the eye can see, offering a sweet taste of Hawaii's agricultural heritage. Laniakea Beach provides a chance encounter with gentle giants, as sea turtles lazily bask in the sun along the shoreline. Further along, the world-famous Pipeline offers a mesmerizing spectacle of massive waves, attracting daring surfers seeking the ultimate challenge. As the day winds down, watching the sunset at Sunset Beach becomes a serene finale, casting hues of pink and orange over the North Shore's iconic coastline.

Places to eat & drink in Kauai and Oahu

Breakfast cereal with yogurt, blueberries and strawberries.

Kaua'i

Breakfast:

  • Hanalei Bread Company: Hanalei Bread Company is a delightful culinary haven, known for its artisanal bread, delectable pastries, and locally-inspired breakfast and lunch offerings.

  • Nourish: With a commitment to mindful eating and a serene ambiance, Nourish provides a rejuvenating dining experience in the heart of Kauai's picturesque Hanalei Bay.

Lunch:

  • Hanalei Gourmet: With a diverse menu featuring fresh, locally-sourced ingredients, Hanalei Gourmet offers a casual yet sophisticated dining experience.

Dinner:

  • AMA: Nestled in the heart of Hanalei Bay, AMA invites diners to savor a culinary symphony of Pacific-inspired flavors.

Dole Whip:

  • Aloha Juice Bar: Indulging in a Dole Whip in Hawaii is a must, as the tropical setting enhances the experience.

Oahu

Breakfast:

  • Barefoot Beach Cafe: This beachfront eatery offers a laid-back seaside dining experience, where patrons can savor delicious meals with their toes in the sand.

Dinner:

  • House without a Key: Renowned for its classic Hawaiian ambiance and live music, this legendary restaurant is the perfect place to enjoy swaying palm trees, panoramic ocean views, and breathtaking sunsets.

  • Livestock Tavern: In the heart of Honolulu Livestock Tavern offers modern American comfort food in a chic industrial setting.

Drinks:

  • Skull & Crown Trading Co: Step into this intimate space adorned with island-inspired decor, and indulge in expertly crafted tiki cocktails, transporting patrons to a realm of Polynesian delight amidst Honolulu's eclectic scene.

  • Mai Tai Bar: The Mai Tai Bar at The Royal Hawaiian holds the crown as my absolute go-to for Mai Tais on the island – their handcrafted concoctions are nothing short of liquid magic. Picture this: the White Wash Mai Tai, a dreamy elixir crowned with coco-loco foam.

Need to know

Hawai'i's vibrant landscapes are not only adorned with lush greenery and turquoise waters but also sprinkled with a unique feature – a population of free-roaming chickens. These colorful and feathery residents now roam freely across the islands, adding a touch of charm to the Hawai'ian scenery.

Advisor - Emilee Heard

Travel Advisor

Emilee Heard

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Looking for more travel inspiration? Check out my itinerary, 5 Day Itinerary of Washington’s Wonders

This guide is part of our ongoing series on travel to Hawai'i.