The 8 Can't-Miss Towns In Hawaii
Aaah, Hawaii. The tropical paradise. Just saying the name puts you in a state of ease and conjures images of beautiful blue waters, swaying palm trees, and the mellow sounds of a lap steel guitar. Names like Honolulu, Waikiki, Wailea, and Kona often hog the spotlight and are the first places that people tend to think of. And for good reason, as they’re truly spectacular. However, there are a lot more places, a bit off the beaten path, that can entice and enthrall, and arguably give a more authentic Hawaiian experience. Luckily, the islands of Hawaii have a plethora of unique, smaller towns (all well under 50,000) that can give visitors a true sense of Hawaiian spirit (Aloha). These hidden gems are jam-packed with amazing history, both indigenous and plantation, arts and restaurants, and unparalleled natural beauty. These places showcase the lesser-known, and dare I say, real Hawaii that most tourists never encounter. So sit back, grab a tropical drink, and enjoy just a taste of the places you can visit on your next Hawaiian adventure.
Haleʻiwa (Oʻahu)
Hale’iwa is located along the North Shore of the Island of O’ahu (where Honolulu is located). This stretch of land is famous for its beauty and great surfing. Hale’iwa was founded during the plantation era of Hawaii, specifically around the cultivation of sugarcane. Because of this history, Hale’iwa contains unique, vintage architecture that will be in delightful contrast to its modern boutiques, surf shops, and restaurants. The much-photographed Rainbow Bridge bisects the town and is one of the famed landmarks. The town is charming on its own merits; however, nearby beaches and parks really help this North Shore community shine. Hale’iwa Ali’i Beach Park is a popular spot for surfers and non-surfers alike, and Pu’u o Mahuka Heiau temple allows visitors to soak in the views of Waimea Valley and the Pacific. The world-famous Waimea Bay is also very close. After your beach excursions, make your way to Matsumoto Shave Ice. This local institution has been serving up delicious Hawaiian shave ice since 1951. Lastly, check out one of the local boutiques and restaurants to cap off your Hale’iwa adventure.
Kailua (Oʻahu)
Not far from Honolulu lies the residential beach town of Kailua. Located along O’ahu’s windward coast, the town is world famous for Kailua Beach Park. This iconic stretch of pristine white sand is often voted as one of the best beaches on earth. The inviting white sand and turquoise water invite a wide range of activities, including kayaking, paddleboarding, or just plain swimming, to this Hawaiian icon. However, Kailua is a lot more than just a town located on a famous beach. Hikers will rejoice in the nearby Lanikai “pillbox” hike. Hot tip: go at sunrise for breathtaking views of the Mokulua islands for a great photograph. Get to know traditional Hawaiian culture by visiting the Ulupo Haiau State Historic Site. This is an ancient Hawaiian temple from the days before Western contact. A must for any history lover. After your morning hike, swim, or visit to the temple, visit one of the many restaurants or farmers' markets to try what the locals eat. For a good combination of outdoor activities and real Hawaiian culture close to Honolulu, Kailua is an excellent pick.
Hanalei (Kauaʻi)
Next, we go to Kau’i, known as the “Garden Island” because of its lush, green nature. Along the island's north coast is the small town of Hanalei. This picturesque small town is nestled in the mountains and taro fields, and truly encapsulates the green beauty Kaua’i is known for. Anchored on the majestic Hanalei Bay, the town is simply gorgeous. Hanalei Bay is a two-mile curve of beach that features amazing waterfalls and tropical vistas, and is a great spot for swimming, fishing, and sunset gazing. Within this pier lies Hanalei pier, a gem listed on the National Register of Historic Places. Another historic monument, the Hui’ia Church, is nearby. This quant place of worship was built in 1912 and still contains the original green shingles and stained glass windows. This town also has a surprising arts and music scene. Visit one of the art galleries, or treat yourself to a live music performance. Hanalei, like the Kaui’i, is rusty, quiet, and lush. If you want to venture from the typical Waikiki experience, come to Hanelei on the Garden Island of the Hawaiian Islands.
Kōloa (Kauaʻi)
Our next stop on the lovely Kaui’i is Old Koloa town. This small community is nestled on the sunny south shore and is famous for the site of Hawaii’s first sugar plantation, established in 1835. Sugar was an important crop in the early days of Hawaii’s modern development and industrialization. To learn more about this important crop, visitors can visit the “Old Sugar Mill of Koloa,” designated a national historic landmark. Not for people looking to delve even deeper into the history of Koloa, the nearby Koloa Heritage Trail has self-guided walking (or driving) tours. Some of the trails put a spotlight on historical and cultural sites, as well as the beautiful natural scenery. Speaking of beautiful natural scenery, why not take in the majestic Spouting Horn. This rhythmic blowhole will enthrall you with its violent, sometimes rainbow sprays of ocean mist. The town has done a good job of retaining its plantation era architecture. There are cute wooden storefronts with an eclectic mix of restaurants, ice cream parlours, and shops. Koloa is a true history lover's gem not to be missed.
Makawao (Maui)
Next, we depart for the beloved island of Maui. Maui is known to have a little bit of everything in a small island package. Known for its iconic beaches, this tropical paradise is truly a treasure. Venture a little beyond the beaches, however, and you will find the scenic upcountry of Maui. Makawao embodies the spirit of upcountry and will not fail to delight. A unique mix of cowboys and artists, this gem of a settlement is unlike any other on the islands. If you go to Makawao in (find date of the rodeo) you can even see the annual rodeo. This sporting event and parade is a celebration of the unique Paniolo (Hawaiian Cowboy). As mentioned earlier, the town is also a local hub for arts and crafts. Visit the Hui No’eau Visual Arts Center for exhibitions and workshops on a historic estate. For wilderness lovers, the nearby Makawao Forest Reserve is a sanctuary for hikers and mountain bikers. The lush canopy and healing eucalyptus trees give a refreshing break from the tropical heat and beach lifestyle. Besides, it’s an art gallery. The town also has some great stores and cafes. Be sure to check out T. Komoda Store for a cream puff or malasada (Portuguese doughnut). Also, visit one of the boutiques for some unique souvenirs. Makawao, with its unusual yet perfect melding of cowboy and artist, along with its pristine forests and climate, makes for an experience not to be missed.
Pāʻia (Maui)
Staying on Maui, the next stop is the quaint village of Pa’ia. Located on the island's north shore, the town only has a population of 3,000 people. Known for its hippy culture and laid-back surfer lifestyle, the spirit of flower power still lives on here. The town is also known by the moniker “the windsurfing capital of the world.” Ho’okipa Beach Park is the most famous attraction in Pa’ia, known for its massive winter waves and year-round trade winds. This helped earn esteem in the windsurfing and kiteboarding circles around the globe. On the shore, sea turtles often sunbathe, creating an ideal place to sit, relax, and watch nature and daredevils practice their craft. For a slightly more tame beach experience, head to Baldwin Beach Park. Though no slouch for good surf, the golden sand beach is popular with joggers and families looking to enjoy the ocean. Pa’ia is often seen as the unofficial gateway to the renowned Hana Highway, and serves as a great place to fuel up and get provisions before embarking on the scenic route. In town, be sure to visit one of the bohemian vibe cafes or surf shops to really soak in the Aloha spirit. If you love surf and hippy culture, Pa’ia is a can't-miss destination on Maui.
Hilo (Hawaiʻi Island)
Next, we move to the so-called Big Island of Hawaii, also (rather confusingly) called Hawaii. Nearly every climate or biome, from rainforests to deserts to alpine, can be found in this dynamic preserve of nature. On the rainy leeward side of the island lies the small city of Hilo. The city is a stark contrast to the sun-drenched resorts of Kona (also on the Big Island); this green oasis is home to numerous gardens and waterfalls year-round. Speaking of waterfalls, a must-see is Rainbow Falls, so named for its rainbows often created in the morning light. Another gem of this scenic city is the Lil’uokalani Park and Gardens, which employs a Zen-like Japanese style that will leave you feeling serene. If you like local culture and artisans, be sure to check out the famous Hilo Farmers' Market. This market sells local fruits, foods, and crafts that showcase the remarkable agriculture and artistry of Hawaii. Another gem for the whole family is the Pana’ewa Rainforest Zoo. This special complex happens to be the only rainforest zoo in the United States. Lastly (but certainly not least), take time to stroll Hilo’s unique downtown. In particular, be sure to visit the Pacific Tsunami Museum, a harrowing exposé on Hilo’s front-line role in facing Pacific storms and earthquakes. With its larger size relative to others on this list, and its rainy beauty, Hilo is a Hawaiian experience you won't soon forget.
Lānaʻi City (Lānaʻi)
Finally, we get to Lana’i, often called the pineapple island, but could equally be known as the forgotten island. Dominated historically by the American multinational fruit company Dole Pineapples, the island today is so much more than plantations. Lana’i City is the hub of this smaller island, though it would be more accurate to call it a town with just over 3,000 people. The center of this town is Dole Park, a grassy square with pine trees. Around this central hub, various cafes and shops can be found. A must-see for the history lover is the Lana’i Culture and Heritage Center, which succinctly tells the unique story of the island’s plantation past. From there, adventure seekers can embark on the Munro Trail. This scenic ridgeline trail offers breathtaking vistas of Lana’i and the other islands of Hawaii. After catching your breath from the hike, head to Keahiakawelo, also known as the Garden of the Gods. This red volcanic rock formation is truly Martian in appearance, shaped by millennia of natural erosion to create unforgettable shapes. Though Lana’i is one of the least-visited islands, it has a distinct character that makes it unique from the others. This history, largely shaped by Dole Pineapple, will feel like a quieter refuge and will make an excellent day trip for the whole family.
Hawaii is so much more than a few well-known tourist destinations. The islands' less-visited, smaller towns arguably offer something deeper: a glimpse at the culture, history, and daily life of ordinary Hawaiians. From surfing Meccas of Hale’iwa and Pa’ia, the historic plantations of Koloa and Lana’i, the small city vibes of Hilo or Kailua, or the rugged beauty of Makawao or Hanalei, all these places have something great to offer visitors. You’ll truly be spoiled for choice with things to do in these towns. Whether you’re into the great outdoors, surfing, an avid shopper, an artist, or a foodie, you will leave satisfied. These rich cultural experiences are close enough to larger settlements that they can easily fit into a day trip itinerary. These truly are can’t-miss towns. So what are you waiting for? Pack your bags and see for yourself.
