Visit These 12 Incredible Charming Small Towns in Hawaii, One for Each Month of the Year

The Hawaiian islands have several beautiful, charming places to visit. But these small towns in Hawaii have something a little extra special. So if you’re just about ready to start packing for Hawaii, add some of these incredible small towns in Hawaii to your list of things you must see while on the islands!

January: Hana, Kauai, Hawaii

Located in the eastern part of Maui, Hana is a place built for nature lovers. Take the famous "Road to Hana," which winds its way around the curvy mountainside, and pull over for some epic views, including countless waterfalls. The drive is 10-12 hours long, but it’s worth it. Make it a weekend trip and soak in the lush Waianapanapa State Park, and sandy beaches of Hamoa Beach, and drop by Hana Cultural Center and Museum while you’re there! As for a place to stay, you can't go wrong with the adorable Ohana Cottage.

February: Hanalei, Kauai, Hawaii

Views of this tiny town in northern Kauai bring to mind everything you think of when you think of "Hawaii." Lush, tropical jungle forest reminiscent of Jurassic Park touches the white sand beaches and turquoise oceans. Hanalei is a dream to visit and not as busy as Kauai’s tourist-heavy southern shore. Book a trip to and tour this gorgeous place as soon as possible! It also happens to be one of the most historic towns in Hawaii.

March: Naalehu, Big Island, Hawaii

Who wouldn't want to see the Big Island's famous Green Sand Beach up close? Well if you visit the tiny town of Naalehu, you'll have the chance! The entire world only has four of these unique green sand beaches, and Papakolea Green Sand Beach is one of them! If you tire of the Green Sand Beach, head on over to Punaluu Black Sand Beach where you can snorkel with some sea turtles. Naalehu is home to some of the Big Island's most amazing natural beauty! If you're keen on spending a few nights or even a week on the island, book a stay at the Hawaii Island Resort.

April: Haleiwa, Oahu, Hawaii

This incredible small town on the island of Oahu is one of the most famous surfing spots in Hawaii. A true gem right on the North Shore, Haleiwa is an easy 30-40 minute drive from Honolulu, which makes it pretty accessible. The vibe is laid back, even when a competition is in town. And beginners are welcome! Take lessons, take a tour, hit the food trucks, and enjoy the scenery in this charming small town in Hawaii.

May: Lahaina, Maui, Hawaii

Editor's Note: Due to devastating wildfires that occurred in August 2023, much of the town of Lahaina was destroyed or damaged. Stay up-to-date with rebuilding efforts on the Lahaina website.

Kick back and relax in Lahaina, a historic small town in Maui. Lahaina was actually the capital of the Hawaiian kingdom and is home to many wonderful cultural and natural attractions. Visit the world's oldest banyan tree and Hale Paahao (or the Lahaina Prison), or enjoy a meal at one of the many amazing beachfront restaurants.

June: Koloa, Kauai, Hawaii

The charming small town of Koloa is home to Brennecke's Beach, a local beach located next to Poipu Beach Park. It's the perfect small spot to take in some good boogie boarding before heading out to eat after. Koloa has a ton to recommend, including being in a prime location for exploring Kauai's gorgeous state parks. If you love to get out and hike, we love the Koloa Heritage Trail, or maybe a ride on the Koloa Zipline would be the thrilling adventure you're looking for.

July: Pa'ia, Maui, Hawaii

Who wouldn't fall in love with Pa'ia? This charming small town in Hawaii is located on the North Shore of Maui and is the place to go if you love art, great restaurants, and a laid-back, bohemian vibe. The culture of the town is eclectic and fun, and there is a lot to recommend it. Make Pa'ia a stop on your Maui adventure, book a stay at the Paia Inn, and you won't regret it! This is one of the best towns to visit in Hawaii.

August: He'eia, Oahu, Hawaii

Put He'eia on your list because you won't want to miss one of the most charming towns in Hawaii; it's a census-designated place outside Honolulu, and located nearby to the stunning He'eia State Park. Nestled between the mountains and the ocean, the spot is peaceful and relaxing. Make sure you visit Heʻeia Fishpond, the largest remaining fishpond on Oʻahu while you're in the area. And stay at the Paradise Bay Resort located close to He'eia State Park.

September: Hāwī, Big Island, Hawaii

This small town makes its mark as the bicycle turnaround spot on the annual Ironman World Championship races each year, but it has so much to offer! Hāwī is a quaint little Hawaiian town with charm and is home to art galleries, award-winning restaurants, charming vacation rentals, and the northeastern coastline. Drive to the Pololū Valley Overlook to take in the view, or spend your day checking out all of the boutiques and stock up on handmade fudge and beautiful jewelry.

October: Kaunakakai, Molokai, Hawaii

This small paniolo (Hawaiian cowboy) town on the less touristy island of Molokai is a must-see. The town feels stuck in the 1900s and offers a place to enjoy a slower, more peaceful pace. Known for its pier at Kaunakakai Harbor, and the largest one in the state, start your day early enjoying the sunrise before hitting Kanemitsu's Bakery. You'll line up with locals and visitors alike as you wait for their world-famous bread! If you prefer the slower pace of life here, spend a few nights at Hotel Moloka'i and explore all the town has to offer.

November: Honokaa, Big Island, Hawaii

Located on the North shore of the Big Island, Honokaa is the gateway to Hamakua Coast. In one of the island's most iconic images, you can see this bright green valley meet a deep blue Pacific Ocean. The small town of Honokaa has much to offer, including Hiilawe Falls, a lively downtown, vacation homes, and plenty of delicious restaurants to dine in.

December: Holualoa, Big Island, Hawaii

Holulaoa is right in the heart of Kona Coffee Country in Hawaii! This small town should be at the top of your bucket list if you love coffee in any shape or form. This mountain town offers coffee orchards and mills to visit, as well as the Pu'uhonua O Honaunau National Historical Park. Come for the coffee and stock up on the black liquid Kona gold before you go!

Have you ever visited any of these small towns in Hawaii? Did your favorite make your list? If we missed it, tell us about it through our nomination form.

If you love small Hawaiian towns, go off the grid at Paia Town, a charming spot on the water.