8 Perfect Destinations for a Long Weekend in Hawaii
Long weekends are a blessing—a short window when you pause your notifications, disregard your calendar and enjoy the present moment in uninterrupted bliss. Tourists have long touted Hawaii as an ideal tropical destination that naturally promotes unwinding, relaxing, and forgetting the bustle of everyday life. With white- and black-sand beaches that glisten in the sun like diamonds, luxurious resorts, heavenly hikes that lead to breathtaking panoramas, and fascinating historical landmarks, these eight Hawaiian towns are the perfect settings for long weekend getaways to decompress your mind and body.
Hanapepe, Kauai
The art capital of Kauai—commonly known as "Kauai's Biggest Little Town"—Hanapepe offers a delightful mix of local art, history, and natural beauty. The town’s historic plantation-styled buildings have inspired many filmmakers and have now been repurposed into restaurants, shops, and art galleries. Strolling across the Hanapepe Swinging Bridge is an adventure that provides scenic town views. Similarly, Salt Pond Beach Park is a short drive south and one of Kauai's loveliest places. The park is ideal for relaxing, swimming, multi-colored sunsets, and spotting Hawaiian monk seals.
Back in town, the weekly Friday Night Art Walk has operated since 1997. It features local galleries bustling with art lovers and streets lined with performers, musicians, and food and craft vendors. When searching for a place near Hanapepe, tourists should consider the Waimea Plantation Cottages, a 12-minute drive north up the coast. These cottages include kitchens, a laundry room, hammocks and lounge chairs, and perfectly manicured grounds.
Paia, Maui
Paia, Maui is a laid-back surf town offering bohemian vibes and great island hospitality. The colorful buildings, eclectic restaurants, and art galleries make a perfect destination for a long weekend in Hawaii. At the same time, their staff and offerings provide travelers with an authentic experience of Paia’s vibrant community. Baldwin Beach Park, with its soft-white sands, turquoise waters, and relatively hidden setting, is perfect for leisurely walks, sunbathing, beach combing, and boogie boarding. A seafood lovers paradise, Paia Fish Market is a casual spot for locals and visitors to buy fresh, local seafood. Moreover, Mana Foods is a celebrated natural foods store offering unique Hawaiian products and a full bakery and deli. Consider the Paia Inn Hotel on the north shore for your weekend accommodation—combining coastal elegance with proximity to the beach that invites you to unwind and unplug, and small amenities like high-quality coffee and tea, complimentary beach towels, and authentic Hawaiian art all add to the experience.
Volcano Village, Big Island
Images of beaches and resorts often come to mind when planning long weekends. However, don't discount the sometimes more fascinating and worthy sites, like otherworldly volcanic landscapes. If you’ve never seen a volcano, pack your bags and head to Volcano Village on the Big Island. Just five minutes from Hawaii Volcanoes National Park, hidden in the rainforest, is a tranquil town full of adventure. The Hawaii Volcanoes National Park, established in 1916, was designated as a World Heritage Site and is a must-visit place. It is home to two active volcanoes, Kīlauea and Mauna Loa.
In town, Volcano Garden Arts is an old Hawaiian estate that has been turned into this unique gallery where you will find artwork from local artisans, and you can try local food, tea, and coffee at the café. Another hidden gem in Volcano Village is Akatsuka Orchid Gardens. The garden has stunning displays of rare and exotic orchids, which you can buy and bring home as a memory. Since you will be staying for a few days, Volcano Rainforest Retreat offers private cottages immersed in nature for an unforgettable experience.
Lanai City, Lanai
Responsible for 75% of the world’s pineapple production, Lanai Island's only settlement of note is the charming town of Lanai City, offering peaceful vibes and rich Hawaiian culture. The town is famous for its plantation and has several other reasons to attract tourists worldwide. Dole Park, surrounded by quaint shops and eateries, is the heart of the community—locals socialize and have picnics under pine trees on sunny afternoons. Just north of Lanai City is Munro Trail, a 12.8-mile scenic hike with panoramic views of neighboring islands. Through the rainforest full of native plants, the trail takes you to the highest peak of Lanai, where you can simultaneously see all six Hawaiian Islands. Stay at Sensei Lanai, a four-season resort, a wellness-focused retreat for the ultimate rejuvenation. The place offers personalized wellness consultations, spa treatments, exciting activities, and fine dining.
Hawi, Big Island
A long weekend is not enough to completely absorb the beauty of this picturesque town situated on the northern Kohala Coast. Known for its lush surroundings and warm residents, Hawi is one of the perfect destinations for a long weekend in Hawaii. The town has a rich history, which is reflected in its architecture. Among the places that grab attention is the nearby statue of King Kamehameha I—erected by the courthouse to honor the great Hawaiian king.
Just to the southwest and minutes from Hawi is Pololu Valley Lookout, which offers a breathtaking view of the valley. Plan an early morning visit to see the valley's sky, water, and deep green vegetation, creating a symphony of colors. A hiking trail leads to a secluded black-sand beach, and you can see some waterfalls along the way. After a long hike, stop to refuel at Kohala Coffee Mill, a local café and gift shop. To experience transformational luxury, spend the nights at Hawaii Island Retreat, which offers eco-luxury accommodations.
Koloa, Kauai
The sugarcane plantation hub of Hawaii, Koloa, is a historic south shore town. The sugar boom attracted many immigrants and became a home to multicultural populations. Koloa Heritage Trail is a great place to explore historic landmarks via a self-guided tour. The trail covers 14 cultural, historical, and geological sites, breathtaking scenery, and a chance to see sea turtles on the shoreline. The highlight of the visit is Spouting Horn Park, a natural ocean blowhole that shoots nearly 50 feet of water in the air, creating dramatic water sprays. After sightseeing, visit the old Koloa town, stroll through boutique shops, and enjoy local cuisine. Ko’a Kea Hotel & Resort, with its waterfront accommodation, hospitable staff, and fine dining, is an unmatched luxury for this staycation.
Hana, Maui
If you’re looking for a peaceful getaway surrounded by nature, Hana, Maui, is one of the perfect destinations for a long weekend in Hawaii. This idyllic coastal town at the end of the iconic Hana Highway feels like a place from the past. Visit Waiʻanapanapa State Park to see a unique black-sand beach and explore nearby sea caves. Learn about the town’s history at the Hana Cultural Center & Museum. For a relaxing day, head to Hamoa Beach, where soft sand and clear blue water create a perfect paradise. When it’s time to rest, the Hana-Maui Resort by Hyatt offers cozy luxury with beautiful ocean views. Hana is a place where you can unwind and enjoy the beauty of Maui.
Kailua, Oahu
Last on most lists of perfect long weekend getaways in Hawaii is Kailua. This charming coastal town on Oahu is simply irresistible. Known for its vibrant shops, cozy cafés, and one of Hawaii’s most stunning beaches, Kailua has something for everyone. Kailua Beach Park is a must-visit, with its turquoise waters perfect for kayaking or just soaking up the sun. For adventure seekers, the Lanikai Pillbox Trail offers impressive views of the coastline that are well worth the climb. Back in town, don’t miss the Kalapawai Market, a historic café and deli serving locals since 1932. To complete your stay, the Steps to the Beach Guesthouse offers a cozy and convenient spot near the beach to relax after exploring. Kailua is the perfect way to end your Hawaiian adventure.
Wrapping Up
This carefully curated list of destinations features some of Hawaii’s most inviting and unforgettable towns, each with unique charm and allure. Whether you visit for breathtaking natural scenery, rich history, or the perfect blend of relaxation and adventure, these spots have it all. From tranquil beaches to vibrant cultural experiences, these towns offer a refreshing escape from the everyday grind. They are more than just places to visit—they’re experiences that leave lasting impressions, ensuring your long weekend is as memorable as it is rejuvenating. Plan your getaway and let these Hawaiian havens captivate your heart and soul.
