Escape in Style: Best Historic Resorts in Hawaii

Hawaii, a paradise on Earth, beckons travelers with its breathtaking landscapes, vibrant culture, and warm Aloha spirit. While modern resorts offer every conceivable amenity, there’s a unique allure to staying in a historic resort, a place where the past comes alive and whispers stories of bygone eras. These grand dames of Hawaiian hospitality offer a glimpse into the islands’ rich history, allowing you to immerse yourself in the traditions, legends, and elegance that shaped this enchanting destination. If you’re seeking a vacation that combines luxury with a touch of history, look no further than Hawaii’s best historic resorts.

Why Choose a Historic Resort in Hawaii?

Before diving into specific recommendations, let’s explore why choosing a historic resort in Hawaii can elevate your vacation experience. These resorts aren’t just places to sleep; they’re living museums, carefully preserved and thoughtfully updated to provide modern comfort without sacrificing their historical integrity.

A Connection to the Past

Staying in a historic resort allows you to connect with Hawaii’s past in a tangible way. You might be walking through the same halls where royalty once strolled, dining in a restaurant that hosted world leaders, or relaxing on a beach that witnessed significant historical events. The architecture, décor, and even the atmosphere of these resorts often reflect the era in which they were built, offering a unique window into the islands’ history.

Unparalleled Elegance and Charm

Historic resorts often boast architectural details and design elements that are rarely seen in modern construction. Think grand ballrooms, sweeping verandas, intricate woodwork, and lush gardens. These resorts exude an elegance and charm that’s hard to replicate, creating a sense of timelessness and sophistication.

Authentic Hawaiian Experiences

Many historic resorts are deeply committed to preserving and promoting Hawaiian culture. They may offer cultural programs, hula lessons, lei-making workshops, and opportunities to learn about the islands’ history, language, and traditions. By staying at a historic resort, you’re not just enjoying a luxurious vacation; you’re also supporting the preservation of Hawaiian heritage.

Prime Locations and Stunning Views

Many of Hawaii’s historic resorts were built in prime locations, often on stunning beaches or with panoramic views of the ocean, mountains, or lush landscapes. These resorts offer unparalleled access to the natural beauty of the islands, allowing you to soak in the scenery and enjoy a truly unforgettable experience.

Personalized Service and Attention to Detail

Historic resorts often pride themselves on providing exceptional service and attention to detail. The staff is often highly trained and dedicated to ensuring that every guest has a memorable and personalized experience. From anticipating your needs to offering insider tips on local attractions, the staff at these resorts goes above and beyond to make you feel welcome and cared for.

The Royal Hawaiian, a Luxury Collection Resort, Waikiki

Known as the “Pink Palace of the Pacific,” The Royal Hawaiian is an iconic landmark on Waikiki Beach, exuding timeless elegance and Hawaiian charm. Opened in 1927, this grand dame has hosted royalty, celebrities, and discerning travelers for nearly a century. Its distinctive pink façade, lush gardens, and oceanfront location make it one of the most recognizable and beloved resorts in Hawaii.

History and Legacy

The Royal Hawaiian was built during a time of great prosperity and optimism, and it quickly became a symbol of luxury and sophistication. Its opening marked a new era for tourism in Hawaii, attracting visitors from around the world who sought the ultimate in relaxation and indulgence. Over the years, the resort has undergone renovations and updates, but it has always remained true to its original spirit and charm.

Accommodations

The Royal Hawaiian offers a variety of luxurious accommodations, from elegantly appointed guest rooms to spacious suites with ocean views. Each room is decorated in a sophisticated style, with touches of Hawaiian flair. Many rooms feature private lanais (balconies) where you can relax and enjoy the stunning scenery.

Dining Experiences

The Royal Hawaiian boasts a range of dining options, from casual beachfront cafes to elegant fine-dining restaurants. Mai Tai Bar is a legendary spot for enjoying handcrafted cocktails and live music, while Azure Restaurant offers exquisite seafood dishes with oceanfront views. The Surf Lanai is a popular choice for breakfast, serving up classic Hawaiian dishes like pancakes and loco moco.

Amenities and Activities

In addition to its luxurious accommodations and dining options, The Royal Hawaiian offers a wide range of amenities and activities. Guests can relax by the pool, indulge in a spa treatment, or take a surfing lesson on Waikiki Beach. The resort also offers cultural programs, including lei-making workshops and hula lessons, allowing guests to learn about Hawaiian traditions.

Why Choose The Royal Hawaiian?

If you’re looking for a truly iconic and luxurious experience in Waikiki, The Royal Hawaiian is an excellent choice. Its rich history, stunning location, and exceptional service make it a standout among Hawaiian resorts. Whether you’re celebrating a special occasion or simply seeking a memorable vacation, The Royal Hawaiian will exceed your expectations.

Moana Surfrider, A Westin Resort & Spa, Waikiki Beach

The Moana Surfrider, often referred to as the “First Lady of Waikiki,” is another historic gem located on the famous Waikiki Beach. Opened in 1901, it was the first hotel in Waikiki and played a pivotal role in shaping the area into the world-renowned tourist destination it is today. Its Victorian-era architecture, grand banyan tree, and oceanfront location create a unique and unforgettable atmosphere.

History and Legacy

The Moana Surfrider was built during a time of significant change in Hawaii, as the islands transitioned from a monarchy to a U.S. territory. The hotel quickly became a gathering place for royalty, dignitaries, and travelers from around the world. Its elegant ballrooms hosted lavish parties and dances, and its beachfront location provided the perfect setting for relaxation and recreation. The hotel has been meticulously preserved and updated over the years, ensuring that its historical charm remains intact.

Accommodations

The Moana Surfrider offers a variety of accommodations, from historic Banyan Wing rooms to modern Diamond Wing suites. Each room is elegantly decorated and features comfortable furnishings and modern amenities. Many rooms offer stunning views of the ocean, Diamond Head, or the hotel’s iconic banyan tree.

Dining Experiences

The Moana Surfrider boasts a diverse range of dining options, from casual cafes to fine-dining restaurants. The Beachhouse at the Moana offers a sophisticated dining experience with oceanfront views, while the Veranda is a popular spot for afternoon tea. The Surfrider Cafe is a casual option for breakfast, lunch, or dinner, serving up classic Hawaiian dishes and international favorites.

Amenities and Activities

In addition to its luxurious accommodations and dining options, the Moana Surfrider offers a wide range of amenities and activities. Guests can relax by the pool, indulge in a spa treatment at the Moana Lani Spa, or take a surfing lesson on Waikiki Beach. The hotel also offers cultural programs, including historical tours and lei-making workshops.

Why Choose the Moana Surfrider?

If you’re looking for a historic hotel with a prime location on Waikiki Beach, the Moana Surfrider is an excellent choice. Its Victorian-era architecture, stunning ocean views, and exceptional service make it a standout among Hawaiian resorts. Whether you’re interested in history, relaxation, or adventure, the Moana Surfrider offers something for everyone.

Halekulani Hotel, Honolulu

While not as explicitly “historic” in the same way as The Royal Hawaiian or Moana Surfrider in terms of a single grand building dating back a century, the Halekulani Hotel holds a significant place in Waikiki’s history and embodies a legacy of refined elegance and impeccable service that stretches back over a century. Its story is intertwined with the evolution of Waikiki from a quiet stretch of beach to a world-renowned resort destination.

History and Legacy

The Halekulani’s story begins in the early 20th century with a modest beachfront estate comprised of several houses, owned by Robert Lewers, a prominent businessman. It was a place of gathering and relaxation for family and friends. In 1917, Clifford Kimball purchased the property and transformed it into a hotel, initially called the “Hale Kulani,” meaning “house befitting heaven.” Over the decades, the Halekulani evolved into the luxury hotel it is today, maintaining its commitment to personalized service and Hawaiian hospitality. The hotel’s evolution reflects the changing face of Waikiki itself, growing in sophistication while preserving its unique charm.

Accommodations

The Halekulani offers luxurious accommodations designed to provide guests with the utmost comfort and tranquility. Each room and suite is elegantly furnished and features breathtaking views of the ocean, Diamond Head, or the hotel’s lush gardens. The décor is understated yet sophisticated, with a focus on natural materials and calming colors. The hotel is renowned for its attention to detail, ensuring that every guest feels pampered and cared for.

Dining Experiences

Halekulani is celebrated for its exceptional culinary offerings, with a range of dining options to suit every taste. La Mer, its acclaimed fine-dining restaurant, is known for its exquisite French cuisine and stunning ocean views. Orchids, another signature restaurant, offers a more relaxed atmosphere with a focus on fresh, local ingredients. Lewers Lounge is a sophisticated spot for cocktails and live jazz music, while House Without a Key is a casual beachfront restaurant perfect for enjoying sunset views and Hawaiian entertainment.

Amenities and Activities

The Halekulani boasts a range of amenities and activities designed to enhance the guest experience. Guests can relax by the iconic mosaic-tiled pool, indulge in a spa treatment at SpaHalekulani, or participate in a variety of cultural activities. The hotel’s concierge team is dedicated to providing personalized service and can assist with arranging tours, excursions, and other activities to explore the island.

Why Choose the Halekulani?

The Halekulani offers a unique blend of history, luxury, and Hawaiian hospitality. While not a historic building in the strictest sense, its legacy of exceptional service and commitment to preserving Hawaiian culture make it a truly special place to stay. If you’re looking for a sophisticated and relaxing vacation in Waikiki, the Halekulani is an excellent choice.

Grand Wailea, A Waldorf Astoria Resort, Maui

While the Grand Wailea isn’t a “historic” resort in the same vein as the previous examples boasting early 20th-century architecture, it possesses a significant history related to art, design, and a grand vision of Hawaiian luxury that has made it an iconic destination since its opening in 1991. Its creation and evolution represent a modern chapter in the story of Hawaiian resorts, blending opulence with Hawaiian culture and natural beauty.

History and Legacy

The Grand Wailea was conceived as a grand, art-filled resort unlike anything Maui had seen before. Developer Takeshi Sekiguchi envisioned a destination that would celebrate art and Hawaiian culture while providing an unparalleled luxury experience. Upon opening, the resort quickly became renowned for its impressive art collection, elaborate pools, and stunning beachfront location. The Grand Wailea has continued to evolve over the years, adding new amenities and experiences while maintaining its commitment to providing exceptional service and a memorable vacation experience.

Accommodations

The Grand Wailea offers a wide range of luxurious accommodations, from spacious guest rooms to opulent suites. Each room is elegantly decorated and features modern amenities, including private lanais with ocean or garden views. The Napua Club rooms and suites offer enhanced amenities and personalized service, including access to a private lounge with complimentary food and beverages.

Dining Experiences

The Grand Wailea boasts a diverse range of dining options, from casual beachfront cafes to award-winning fine-dining restaurants. Humuhumunukunukuapua’a (often shortened to Humuhumu) is the resort’s signature restaurant, offering Polynesian-inspired cuisine in a stunning over-water setting. Alan Wong’s Amasia features a fusion of Hawaiian and Asian flavors, while Bistro Molokini is a casual spot for lunch or dinner with ocean views. The resort also offers several bars and lounges, perfect for enjoying cocktails and live music.

Amenities and Activities

The Grand Wailea is known for its elaborate pools and water features, including a 2,000-foot-long action river, multiple slides, and a water elevator. Guests can also relax by the Hibiscus Pool, a serene adults-only pool. The resort’s Spa Grande is one of the largest spas in Hawaii, offering a wide range of treatments and therapies. The Grand Wailea also offers a variety of activities, including golf, tennis, and water sports.

Why Choose the Grand Wailea?

If you’re looking for a luxurious and art-filled vacation experience on Maui, the Grand Wailea is an excellent choice. Its stunning location, elaborate pools, exceptional dining options, and impressive art collection make it a standout among Hawaiian resorts. While not “historic” in the traditional sense, its legacy of grand design and luxury makes it an important part of Hawaii’s resort history. Whether you’re traveling with family, friends, or as a couple, the Grand Wailea offers something for everyone.

Hotel Hana-Maui, a Destination by Hyatt Residence, Maui

Hotel Hana-Maui, located in the remote and unspoiled town of Hana on Maui’s eastern coast, offers a different kind of historical experience. While the current buildings are not ancient, the hotel’s history is intertwined with the story of Hana itself, a place steeped in Hawaiian tradition and natural beauty. Staying at Hotel Hana-Maui is about connecting with a rich cultural heritage and the unspoiled landscape of old Hawaii.

History and Legacy

The history of Hotel Hana-Maui is rooted in the history of the Hana Ranch, which dates back to the late 19th century. The ranch played a significant role in the development of the Hana region, providing employment and shaping the local community. In the mid-20th century, the ranch transitioned into a resort, initially a smaller and more rustic operation. Over the years, the resort has evolved into the luxurious Hotel Hana-Maui, while still maintaining its connection to the land and its commitment to preserving Hawaiian culture.

Accommodations

Hotel Hana-Maui offers a range of charming accommodations, from oceanfront bungalows to garden view suites. Each room is designed to blend seamlessly with the natural surroundings, featuring comfortable furnishings and Hawaiian-inspired décor. Many rooms offer private lanais with stunning views of the ocean or lush gardens. The hotel’s accommodations are designed to provide a tranquil and relaxing escape from the hustle and bustle of modern life.

Dining Experiences

Hotel Hana-Maui offers a variety of dining options, showcasing fresh, local ingredients and Hawaiian flavors. The Preserve Kitchen + Bar offers farm-to-table cuisine with a focus on sustainable practices. The Hana Ranch Restaurant is a casual spot for breakfast, lunch, or dinner, serving up classic Hawaiian dishes and international favorites. The hotel also offers private dining experiences, allowing guests to enjoy a romantic meal in a secluded setting.

Amenities and Activities

Hotel Hana-Maui offers a wide range of activities designed to connect guests with the natural beauty and cultural heritage of Hana. Guests can explore the surrounding rainforests, hike to waterfalls, or relax on the black sand beaches. The hotel also offers cultural programs, including hula lessons, lei-making workshops, and guided tours of the Hana region. The hotel’s concierge team can assist with arranging excursions, such as the famous Road to Hana drive.

Why Choose Hotel Hana-Maui?

If you’re looking for a secluded and authentic Hawaiian experience, Hotel Hana-Maui is an excellent choice. Its remote location, charming accommodations, and commitment to preserving Hawaiian culture make it a truly special place to stay. While not a “historic” building in the traditional sense, its legacy of connection to the land and its embrace of Hawaiian traditions make it a unique and valuable part of Hawaii’s resort history. Whether you’re seeking relaxation, adventure, or cultural immersion, Hotel Hana-Maui offers an unforgettable escape.

Considerations When Choosing a Historic Resort

When selecting a historic resort in Hawaii, there are several factors to consider to ensure that you choose the perfect property for your needs and preferences.

Budget

Historic resorts often come with a higher price tag due to their unique features, prime locations, and exceptional service. Be sure to factor in your budget when making your decision. Consider the cost of accommodations, dining, activities, and other expenses.

Location

Hawaii offers a diverse range of islands, each with its own unique character and attractions. Consider which island best suits your interests. Oahu is known for its bustling city life and iconic beaches, while Maui offers stunning scenery and world-class resorts. Kauai is known for its dramatic landscapes and outdoor adventures, while the Big Island offers volcanic landscapes and diverse ecosystems.

Amenities and Activities

Different historic resorts offer different amenities and activities. Consider what’s important to you. Do you want a resort with a luxurious spa, multiple pools, or a variety of dining options? Are you interested in cultural programs, water sports, or outdoor adventures?

Historical Significance

The level of “historical significance” can vary. Some resorts, like The Royal Hawaiian and Moana Surfrider, are deeply rooted in early 20th-century history, with grand architecture to match. Others, like Halekulani or Hotel Hana-Maui, connect to Hawaiian history through their legacy of hospitality, cultural preservation, or connection to the land. Consider which aspect of history appeals most to you.

Reviews and Recommendations

Before making your decision, read reviews and recommendations from other travelers. This can provide valuable insights into the resort’s strengths and weaknesses. Look for reviews that address the quality of service, the cleanliness of the accommodations, and the overall guest experience.

Tips for Enhancing Your Historic Resort Experience

Once you’ve chosen your historic resort, here are some tips for enhancing your experience and making the most of your vacation.

Learn About the Resort’s History

Take some time to learn about the resort’s history. This will give you a deeper appreciation for its unique features and significance. Many resorts offer historical tours or have information available on their website or in their lobby.

Participate in Cultural Programs

Take advantage of any cultural programs offered by the resort. This is a great way to learn about Hawaiian traditions, language, and history. You might participate in hula lessons, lei-making workshops, or guided tours of historical sites.

Explore the Local Area

Don’t just stay within the confines of the resort. Explore the local area and discover the hidden gems of Hawaii. Visit historical sites, museums, and cultural centers. Sample local cuisine and interact with the local community.

Dress Appropriately

While Hawaii is a casual destination, consider dressing appropriately for certain occasions, such as fine-dining restaurants or cultural events. Resort wear is generally acceptable, but avoid wearing swimwear or overly casual clothing in formal settings.

Respect Hawaiian Culture

Be respectful of Hawaiian culture and traditions. Learn a few basic Hawaiian phrases, such as “Aloha” (hello/goodbye) and “Mahalo” (thank you). Be mindful of local customs and practices, and avoid engaging in disrespectful behavior.

Conclusion

A vacation at a historic resort in Hawaii is more than just a luxurious getaway; it’s an opportunity to connect with the islands’ rich history, culture, and natural beauty. From the iconic Pink Palace of the Pacific to the secluded beauty of Hotel Hana-Maui, these grand dames of Hawaiian hospitality offer a unique and unforgettable experience. By choosing a historic resort, you’re not just enjoying a comfortable and convenient place to stay; you’re also supporting the preservation of Hawaiian heritage and contributing to the ongoing story of these remarkable destinations. So, escape in style and discover the magic of Hawaii’s best historic resorts – a journey back in time awaits.