Table of Contents

Route: Oahu to Maui to Big Island and Back (via Inter-Island Flights and Drives)
Highlights: Waikiki, North Shore, Road to Hana, Haleakala, Hawaii Volcanoes National Park, Hamakua Coast, Windward Coast
Theme: Island Escapes

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Introduction

The Hawaiian Islands are a paradise of natural beauty, where emerald mountains meet turquoise waters, and the spirit of aloha is woven into every aspect of life. This "Island Escapes" road trip guide takes you on an unforgettable journey across three of Hawaii's most iconic islands - Oahu, Maui, and the Big Island - each offering its own unique blend of landscapes, culture, and adventure. From the bustling energy of Honolulu to the serene beauty of Maui's Hana Highway, and the volcanic majesty of the Big Island, this trip is designed to immerse you in the diverse wonders of Hawaii. With two days on each island, you'll have the perfect balance of exploration and relaxation, capped off with a final day back on Oahu, making it easy to return home with memories that will last a lifetime.

Personal Insights from William Stanek:
"Exploring the Hawaiian Islands is like stepping into a dream - each island offers its own distinct character and charm, from the lush valleys and towering waterfalls of Maui to the rugged volcanic landscapes of the Big Island. Hui Cha and I have always been drawn to the natural beauty of Hawaii, where the landscapes are as diverse as the cultures that inhabit them. This road trip is about more than just seeing the sights - it's about connecting with the spirit of these islands, feeling the warmth of the sun on your skin, and the cool ocean breeze in your hair. We hope this guide helps you experience the true essence of Hawaii, whether you're hiking to the top of Diamond Head, driving the winding Road to Hana, or standing on the edge of a volcanic crater."

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Day 1: Arrival in Oahu and Exploring Honolulu

Morning: Arrival in Honolulu

• Overview: Begin your Hawaiian adventure by flying into Honolulu, the vibrant capital of Oahu and the gateway to the Hawaiian Islands. After arriving at Daniel K. Inouye International Airport, pick up your rental car and head to your hotel to drop off your bags and freshen up.
• Tips from William: "Honolulu is a city that offers the perfect blend of urban excitement and natural beauty. Start your journey by exploring some of the city's key landmarks, and take a moment to soak in the view of Waikiki Beach - there's nothing quite like seeing the iconic Diamond Head in the distance."

Mid-Morning: Explore Diamond Head

• Overview: Start your exploration of Oahu with a visit to Diamond Head State Monument, one of Hawaii's most famous landmarks. The hike to the summit offers panoramic views of the coastline, Waikiki Beach, and Honolulu.
• Distance: 1.6 miles (2.6 km) round trip
• Elevation Gain: 560 feet (170 meters)
• Difficulty: Moderate
• Photography Tips: "The view from the top of Diamond Head is spectacular - capture the contrast between the turquoise ocean and the rugged volcanic crater. The hike is best done early in the morning to avoid the heat and the crowds."

Lunch Stop: Waikiki

• Lunch Recommendations:
  1. Duke's Waikiki: A beachfront restaurant offering fresh seafood, Hawaiian favorites, and a lively atmosphere.
  2. Marukame Udon: A popular spot known for its fresh, handmade udon noodles and tempura.
  3. The Beachhouse at the Moana: Offering oceanfront dining with a menu of contemporary island cuisine.

Afternoon: Explore Honolulu and Waikiki Beach

• Overview: Spend the afternoon exploring more of Honolulu, including a visit to the historic Iolani Palace, the only royal palace in the United States, and the beautiful grounds of the Foster Botanical Garden. Finish your day with a relaxing walk along Waikiki Beach, where you can enjoy the sunset over the Pacific Ocean.
• Recommended Scenic Stops: Iolani Palace (a historic site offering guided tours), Waikiki Beach (a famous beach known for its soft sands and gentle waves), and the Honolulu Museum of Art (featuring a diverse collection of art from Asia, Hawaii, and beyond).
• Photography Tips: "Capture the beauty of Waikiki Beach as the sun sets - look for the silhouettes of palm trees against the vibrant colors of the sky, and take advantage of the golden hour light for stunning beach shots."

Evening: Enjoy a relaxing evening in Honolulu, dining at one of the city's top restaurants and perhaps taking in some live music or a traditional Hawaiian hula show.

• Dining Recommendations:
  1. Roy's Waikiki: A fine dining restaurant offering a fusion of Hawaiian and international flavors.
  2. MW Restaurant: Known for its contemporary take on Hawaiian cuisine, using local ingredients.
  3. Alan Wong's Honolulu: Offering a menu of innovative dishes that highlight the best of Hawaii's farm-to-table cuisine.
• Accommodation Options:
  1. The Royal Hawaiian: A historic beachfront resort offering luxurious accommodations and stunning ocean views.
  2. Halekulani: A five-star hotel known for its elegant rooms and excellent service, located on Waikiki Beach.
  3. The Modern Honolulu: A stylish, contemporary hotel offering a chic atmosphere and easy access to the city's attractions.

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Day 2: Oahu's North Shore and Pearl Harbor

Morning: Visit Pearl Harbor

• Overview: Begin your day with a visit to Pearl Harbor, one of the most important historical sites in the United States. The Pearl Harbor National Memorial includes the USS Arizona Memorial, the Battleship Missouri Memorial, and the Pacific Aviation Museum.
• Tips from Hui Cha: "Pearl Harbor is a place of deep reflection and remembrance. Take your time to explore the memorials and museums, and learn about the events of December 7, 1941. It's a moving experience that offers insight into a pivotal moment in American history."

What to Expect:

• The USS Arizona Memorial is accessed by a short boat ride and includes a visit to the shrine room, where the names of the fallen are inscribed.
• The Battleship Missouri offers guided tours, allowing you to explore the deck and interior of the historic ship where World War II officially ended.

Lunch Stop: Haleiwa (North Shore)

• Lunch Recommendations:
  1. Haleiwa Joe's: A popular spot offering fresh seafood and Hawaiian dishes in a laid-back, beachfront setting.
  2. Giovanni's Shrimp Truck: A famous food truck known for its garlic shrimp plates.
  3. Kono's Northshore: A local favorite offering breakfast burritos, sandwiches, and smoothies.

Afternoon: Explore Oahu's North Shore

• Overview: Spend the afternoon exploring the North Shore, a world-famous destination known for its legendary surf spots, beautiful beaches, and laid-back atmosphere. Visit Waimea Bay, Sunset Beach, and the Banzai Pipeline, where you can watch surfers tackle some of the biggest waves in the world (especially in winter).
• Recommended Scenic Stops: Waimea Valley (a lush botanical garden and cultural site with a waterfall), Laniakea Beach (also known as Turtle Beach, where you can often see sea turtles basking on the shore), and the town of Haleiwa (a charming surf town with shops, galleries, and cafes).
• Photography Tips: "The North Shore is a paradise for photographers - capture the power of the ocean as it crashes against the shore, the vibrant colors of the surfers, and the serene beauty of Waimea Valley. The golden hour light just before sunset is perfect for beach shots."

Evening: Return to Honolulu for your final evening on Oahu, where you can enjoy dinner and perhaps take a stroll along Waikiki Beach one last time.

• Dining Recommendations:
  1. House Without a Key: A beachfront restaurant offering live Hawaiian music and hula performances.
  2. Nico's Pier 38: A casual spot known for its fresh seafood and harbor views.
  3. Orchids: Offering elegant dining with a focus on fresh, local ingredients and stunning ocean views.

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Day 3: Fly to Maui and Explore the Road to Hana

Morning: Fly to Maui and Pick Up Rental Car

• Overview: Catch an early morning flight from Oahu to Maui. Upon arrival at Kahului Airport, pick up your rental car and begin your exploration of the island.
• Tips from William: "Maui is known as the Valley Isle, and it's a place where you can experience everything from lush rainforests to volcanic landscapes. The Road to Hana is one of the most scenic drives in the world, and it's the perfect way to start your Maui adventure."

Mid-Morning: Drive the Road to Hana

• Overview: Begin your journey along the legendary Road to Hana, a winding coastal road that offers breathtaking views, cascading waterfalls, and tropical rainforests. The drive is about 52 miles (83 km) from Kahului to Hana but can take several hours due to the narrow, winding road and numerous stops along the way.
• Recommended Scenic Stops: Twin Falls (a popular stop for a short hike and a refreshing swim), Waianapanapa State Park (known for its black sand beach and sea caves), and Wailua Falls (a picturesque waterfall near the end of the drive).
• Photography Tips: "The Road to Hana offers endless opportunities for photography - capture the lush greenery, the dramatic cliffs, and the waterfalls that line the route. Be sure to have your camera ready as you navigate the many curves and switchbacks."

Lunch Stop: Hana

• Lunch Recommendations:
  1. Hana Ranch Restaurant: Offering farm-to-table Hawaiian cuisine with a focus on fresh, local ingredients.
  2. The Clay Oven: A food truck known for its wood-fired pizzas, made with local ingredients.
  3. Braddah Hutts BBQ Grill: A popular spot for Hawaiian-style BBQ, served from a food truck.

Afternoon: Explore Hana and Surroundings

• Overview: After arriving in Hana, spend the afternoon exploring the area's natural beauty. Visit the famous Hamoa Beach, a pristine crescent-shaped beach, or hike the Pipiwai Trail in Haleakala National Park, which leads to the 400-foot Waimoku Falls and through a stunning bamboo forest.
• Recommended Scenic Stops: Hamoa Beach (a secluded, white-sand beach perfect for swimming and relaxing), Pipiwai Trail (a 4-mile round trip hike with waterfalls, bamboo groves, and breathtaking views), and Oheo Gulch (Seven Sacred Pools) (a series of cascading waterfalls and pools).
• Photography Tips: "The bamboo forest on the Pipiwai Trail is a magical place - capture the towering bamboo stalks and the light filtering through the dense canopy. The falls along the trail make for stunning long exposure shots."

Evening: Stay overnight in Hana or return to Paia, where you can enjoy a quiet evening and a delicious meal.

• Dining Recommendations:
  1. Hana Maui Resort Restaurant: Offering farm-to-table dining with stunning ocean views.
  2. Mama's Fish House (Paia): A world-renowned restaurant offering fresh seafood and a beautiful beachfront setting.
  3. Ka'uiki Dining Room: Offering Hawaiian-inspired cuisine in an elegant, open-air setting.
• Accommodation Options:
  1. Hana-Maui Resort: A luxurious, secluded resort offering elegant accommodations and stunning ocean views in Hana.
  2. Travaasa Hana (Hana-Maui Resort): A luxury resort known for its peaceful setting and focus on Hawaiian culture and wellness.
  3. Paia Inn (Paia): A charming boutique hotel offering stylish accommodations and easy access to Maui's North Shore.

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Day 4: Explore Haleakala National Park and Upcountry Maui

Morning: Visit Haleakala National Park

• Overview: Start your day with a visit to Haleakala National Park, home to the dormant Haleakala Volcano. Watching the sunrise from the summit is a once-in-a-lifetime experience, as the first light of day casts a golden glow over the volcanic landscape. If you prefer not to wake up so early, visiting later in the morning is also rewarding.
• Distance: 0.5 miles (0.8 km) round trip to the summit viewing area
• Elevation Gain: Minimal (the hike is short but at high elevation)
• Difficulty: Easy
• Tips from William: "Haleakala is known as the 'House of the Sun,' and it's easy to see why when you're standing on the summit, watching the sun rise over the clouds. It's a spiritual experience that's worth the early wake-up call."

What to Expect:

• The summit of Haleakala sits at over 10,000 feet (3,050 meters) above sea level, offering panoramic views of the surrounding islands and the vast volcanic crater.
• The park also offers several hiking trails, including the Sliding Sands Trail, which descends into the crater.

Photography Tips:

• The colors of the sunrise over Haleakala are truly magical - capture the changing hues of the sky and the rugged landscape of the crater. Be prepared for the cold temperatures at the summit, even in summer.

Lunch Stop: Upcountry Maui

• Lunch Recommendations:
  1. Kula Lodge & Restaurant: Offering stunning views of the island from its hillside location, with a menu of Hawaiian-inspired dishes.
  2. La Provence: A charming French bakery and cafe offering crepes, quiches, and pastries in a peaceful garden setting.
  3. Maui Lavender Farm cafe: Offering light meals and lavender-themed treats in a serene setting overlooking the island.

Afternoon: Explore Upcountry Maui

• Overview: After visiting Haleakala, spend the afternoon exploring Upcountry Maui, an area known for its rolling hills, farms, and charming small towns. Visit the Ali'i Kula Lavender Farm, the Surfing Goat Dairy, or the MauiWine winery to sample some local flavors and enjoy the peaceful countryside.
• Recommended Scenic Stops: Ali'i Kula Lavender Farm (offering beautiful gardens and lavender products), Surfing Goat Dairy (a working dairy farm offering tours and tastings), and MauiWine (a historic winery offering tastings of locally produced wines).
• Photography Tips: "Upcountry Maui offers a different perspective of the island - capture the rolling hills, the neatly arranged rows of crops, and the peaceful rural scenes that contrast with the dramatic coastline and mountains."

Evening: Return to your accommodation in Paia or Hana for a relaxing evening. Enjoy dinner at a local restaurant, savoring the flavors of Maui's farm-to-table cuisine.

• Dining Recommendations:
  1. Mama's Fish House (Paia)
  2. Hali'imaile General Store: A renowned restaurant offering Hawaiian regional cuisine in a historic plantation store setting.
  3. Kula Bistro: A casual spot offering Italian-inspired dishes with a Hawaiian twist.

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Day 5: Fly to the Big Island and Explore Hawaii Volcanoes National Park

Morning: Fly to the Big Island and Pick Up Rental Car

• Overview: Catch an early morning flight from Maui to the Big Island. Upon arrival at Hilo International Airport, pick up your rental car and head to Hawaii Volcanoes National Park, one of the most geologically active places on Earth.
• Tips from William: "The Big Island is a land of contrasts - from the lush rainforests of Hilo to the stark, otherworldly landscapes of Hawaii Volcanoes National Park. This island offers some of the most unique experiences in Hawaii, including the chance to witness an active volcano."

Mid-Morning: Explore Hawaii Volcanoes National Park

• Overview: Spend the day exploring Hawaii Volcanoes National Park, home to two of the world's most active volcanoes - Kilauea and Mauna Loa. The park offers a variety of hiking trails, scenic drives, and viewpoints where you can witness the power of the Earth's forces.
• Recommended Scenic Stops: Crater Rim Drive (a scenic drive that circles the summit of Kilauea), Thurston Lava Tube (a massive, walkable lava tube formed by flowing lava), and the Jaggar Museum and Overlook (offering views of the active Halema'uma'u Crater).
• Photography Tips: "Hawaii Volcanoes National Park is a photographer's dream - capture the stark contrast between the black lava fields and the lush greenery that surrounds them. The glow from the lava lake at Halema'uma'u Crater is especially dramatic at dawn or dusk."

Lunch Stop: Volcano Village

• Lunch Recommendations:
  1. Volcano House Restaurant: Offering panoramic views of the Kilauea caldera with a menu of Hawaiian-inspired dishes.
  2. Tuk-Tuk Thai Food Truck: A popular spot offering delicious Thai food in a casual, outdoor setting.
  3. Kilauea Lodge & Restaurant: A historic lodge offering hearty meals in a cozy, rustic setting.

Afternoon: Continue Exploring Hawaii Volcanoes National Park

• Overview: In the afternoon, continue your exploration of the park. Consider hiking the Kilauea Iki Trail, which descends into a crater that was once filled with a lava lake, or driving down Chain of Craters Road, which leads to the coast and offers views of recent lava flows.
• Recommended Scenic Stops: Kilauea Iki Trail (a 4-mile loop trail with dramatic views of the crater and surrounding rainforest), Chain of Craters Road (a scenic drive that ends at the coast, where lava flows have entered the ocean), and the Pu'u Loa Petroglyphs (an ancient Hawaiian site with hundreds of rock carvings).
• Photography Tips: "The Kilauea Iki Trail offers some of the most dramatic landscapes on the island - capture the contrast between the barren crater floor and the lush rainforest that surrounds it. The petroglyphs are a unique cultural site, offering a glimpse into the history of the Hawaiian people."

Evening: Stay overnight in Volcano or Hilo, where you can enjoy a quiet evening surrounded by the lush greenery of the Big Island.

• Dining Recommendations:
  1. Kilauea Lodge & Restaurant (Volcano)
  2. Pineapple's Island Fresh Cuisine (Hilo): Offering a menu of fresh, locally sourced dishes in a lively, open-air setting.
  3. Cafe Pesto (Hilo): A popular spot offering Italian-inspired dishes with a Hawaiian twist, located in a historic building.
• Accommodation Options:
  1. Volcano House: A historic hotel located within Hawaii Volcanoes National Park, offering stunning views of the Kilauea caldera.
  2. Kilauea Lodge: A charming, rustic lodge offering cozy accommodations and easy access to the park.
  3. Hilo Hawaiian Hotel: A comfortable hotel offering oceanfront accommodations in Hilo, with easy access to the island's attractions.

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Day 6: Explore Waipio Valley and the Hamakua Coast

Morning: Visit Waipio Valley

• Overview: Start your day with a visit to Waipio Valley, one of the most beautiful and sacred places on the Big Island. Known as the "Valley of the Kings," Waipio Valley is a lush, fertile valley surrounded by steep cliffs and home to towering waterfalls and a black sand beach.
• Tips from Hui Cha: "Waipio Valley is a place of deep cultural and historical significance to the Hawaiian people. The valley is incredibly beautiful, but it's also remote and can be challenging to access. If you're up for an adventure, the hike down to the valley floor is unforgettable."

What to Expect:

• The hike down to the valley floor is steep and challenging, but the reward is a secluded black sand beach and views of the 1,200-foot Hi'ilawe Falls.
• Alternatively, you can take a guided tour of the valley, which includes a visit to the taro fields and an opportunity to learn about the history and culture of the area.

Lunch Stop: Waimea

• Lunch Recommendations:
  1. Merriman's Waimea: A farm-to-table restaurant offering a menu of fresh, local dishes in a casual, elegant setting.
  2. Hawaiian Style Cafe: A popular spot offering generous portions of traditional Hawaiian comfort food.
  3. Red Water Cafe: Offering a fusion of Asian, Hawaiian, and American flavors in a relaxed, contemporary setting.

Afternoon: Explore the Hamakua Coast

• Overview: After visiting Waipio Valley, spend the afternoon exploring the scenic Hamakua Coast, a stretch of rugged coastline known for its dramatic cliffs, waterfalls, and lush rainforests. Drive along the Hawaii Belt Road, stopping at key points of interest along the way.
• Recommended Scenic Stops: Akaka Falls State Park (home to the stunning 442-foot Akaka Falls), Laupahoehoe Point (a scenic spot with ocean views and a historic monument), and the Hawaii Tropical Botanical Garden (a beautiful garden filled with exotic plants and flowers).
• Photography Tips: "The Hamakua Coast is one of the most photogenic areas on the Big Island - capture the power and beauty of Akaka Falls, the vibrant colors of the botanical garden, and the rugged coastline that stretches out into the Pacific."

Evening: Return to your accommodation in Hilo or Volcano for a final evening on the Big Island. Enjoy dinner at a local restaurant, reflecting on the day's adventures.

• Dining Recommendations:
  1. Cafe Pesto (Hilo)
  2. Moon & Turtle (Hilo): A trendy spot offering a menu of creative, locally sourced dishes with an Asian twist.
  3. The Rim (Volcano House): Offering fine dining with stunning views of the Kilauea caldera.
• Accommodation Options:
  1. Volcano House: A historic hotel located within Hawaii Volcanoes National Park, offering stunning views of the Kilauea caldera.
  2. Kilauea Lodge: A charming, rustic lodge offering cozy accommodations and easy access to the park.
  3. Hilo Hawaiian Hotel: A comfortable hotel offering oceanfront accommodations in Hilo, with easy access to the island's attractions.

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Day 7: Return to Oahu and Final Day of Exploration

Morning: Fly Back to Oahu

• Overview: Catch a morning flight from the Big Island back to Oahu for your final day in Hawaii. After arriving in Honolulu, you'll have the rest of the day to explore more of Oahu or revisit your favorite spots before heading home.
• Tips from William: "Returning to Oahu for your final day gives you the chance to revisit any favorite spots, do some last-minute shopping, or simply relax and enjoy the island's beauty before heading home. Take it easy today, and savor your final moments in paradise."

Mid-Morning: Explore Oahu's Windward Coast

• Overview: Spend your final day exploring the Windward Coast of Oahu, known for its stunning beaches, lush valleys, and dramatic cliffs. Visit Lanikai Beach, often ranked among the most beautiful beaches in the world, or hike the Lanikai Pillbox Trail for panoramic views of the coastline.
• Recommended Scenic Stops: Lanikai Beach (a pristine, white-sand beach with calm, turquoise waters), Kailua Beach Park (another beautiful beach with plenty of space for swimming and picnicking), and the Lanikai Pillbox Trail (a short, steep hike that offers incredible views of the Windward Coast).
• Photography Tips: "The Windward Coast is one of the most beautiful areas on Oahu - capture the contrast between the vibrant blues of the ocean and the lush green of the mountains. The view from the top of the Lanikai Pillbox Trail is especially stunning, with the Mokulua Islands in the distance."

Lunch Stop: Kailua

• Lunch Recommendations:
  1. Kono's Kailua: A popular spot offering breakfast burritos, sandwiches, and smoothies in a laid-back setting.
  2. Cinnamon's Restaurant: Known for its creative pancakes, including guava chiffon and red velvet varieties.
  3. Kalapawai Cafe & Deli: A local favorite offering fresh, healthy dishes and a cozy, community-focused atmosphere.

Afternoon: Final Exploration or Relaxation

• Overview: After lunch, you can choose to explore more of Oahu or simply relax on the beach. Consider visiting the Byodo-In Temple, a beautiful replica of a 950-year-old Japanese temple, or take a leisurely drive along the Pali Highway, stopping at the Pali Lookout for breathtaking views of the Windward Coast.
• Recommended Scenic Stops: Byodo-In Temple (a serene temple set against the backdrop of the Ko'olau Mountains), Nu'uanu Pali Lookout (offering panoramic views of the Windward Coast and the Ko'olau Mountains), and Makapu'u Point (a scenic spot known for its lighthouse and whale watching in winter).
• Photography Tips: "The Byodo-In Temple is a peaceful, photogenic site - capture the temple's reflection in the pond, framed by the lush green mountains. The Pali Lookout offers one of the best panoramic views on the island, especially at sunrise or sunset."

Evening: Final Dinner and Departure

• Overview: Conclude your Hawaiian adventure with a final dinner in Honolulu, where you can reflect on the incredible experiences and memories you've made over the past week. After dinner, head to the airport for your flight home, filled with the spirit of aloha.
• Dining Recommendations:
  1. Roy's Waikiki: A fine dining restaurant offering a fusion of Hawaiian and international flavors.
  2. MW Restaurant: Known for its contemporary take on Hawaiian cuisine, using local ingredients.
  3. Alan Wong's Honolulu: Offering a menu of innovative dishes that highlight the best of Hawaii's farm-to-table cuisine.
• Accommodation Options:
  1. The Royal Hawaiian: A historic beachfront resort offering luxurious accommodations and stunning ocean views.
  2. Halekulani: A five-star hotel known for its elegant rooms and excellent service, located on Waikiki Beach.
  3. The Modern Honolulu: A stylish, contemporary hotel offering a chic atmosphere and easy access to the city's attractions.

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Conclusion

Reflections from Hui Cha Stanek:
"The Hawaiian Islands are a place where the natural world feels truly alive, where the land, sea, and sky come together in a perfect harmony of colors, sounds, and textures. This journey through Oahu, Maui, and the Big Island has been a celebration of that beauty, a chance to explore the diverse landscapes, rich cultures, and deep history that make Hawaii so special. As William and I returned to Oahu for our final day, we couldn't help but feel a deep sense of gratitude for the experiences we've had and the memories we've made. Hawaii is more than just a destination - it's a place that touches your heart and stays with you long after you've left its shores. We hope this guide inspires you to discover your own island escapes, to find peace and joy in the natural wonders of Hawaii, and to carry the spirit of aloha with you wherever you go."