Is there anything more quintessential to island life than the charm of a tiny island town? We think not! So we rounded up some of the best small towns in Hawaii that you’ll need to visit on your next weekend getaway. With beautiful views, quirky, fun galleries and gift shops, and plenty of great food, these small towns are the perfect destination for a memorable day trip!
- Haleiwa, Oahu, Hawaii
Mia von Steinkirch via iStock / Getty Images Plus Just an hour’s drive outside of Waikiki lies the small and charming town of Haleiwa, a surfer’s paradise. Filled with laid-back charm, and plenty of great food, boutiques, and style, this small town is a great place to kick back, relax, and enjoy the social and artistic hub of the North Shore.
- Hanalei, Kauai, Hawaii
Caracas1830 / Wikimedia Located right on the water, and surrounded by beautiful green mountains, Hanalei is considered one of the most beautiful small towns in Hawaii. Spend the day surfing, and your night cruising the small restaurants, boutiques, and art galleries in the center of Hanalei Town. And you can’t beat the proximity to Nā Pali Coast.
- Lahaina, Maui, Hawaii
Peter Unger via Stone Collection / Getty Images One of the larger small towns on the list, Lahaina has around 11,000 residents, but also a gorgeous walkable downtown. The buildings are historic, and the town used to be the capital of the Hawaiian Kingdom in the early 19th century. Now you can find art galleries, boutiques, surf shops, and more, all within walking distance of fabulous restaurants. Spend the day exploring this beautiful town!
- Maunaloa, Molokai, Hawaii
R. Lee Donaldson / Google Maps On the visually stunning West End of Molokai, there’s not much in the area besides breathtaking views, and the tiny plantation town of Maunaloa. There are two popular beaches nearby, Papohaku Beach and Kapukahehu Beach, and plenty of vacation rentals if you’d like to stay awhile. Downtown is home to the famous Big Wind Kite Factory, maker of everything from windsocks to professional wind kites. Spend a day strolling and exploring this stunning small town on Molokai!
- Hawi, Big Island, Hawaii
Robert Linsdell / Flickr Hawi is a tiny town on the very Big Island of Hawaii and one of the island’s best-kept secrets. This gorgeous spot is most well-known as being the Ironman’s bicycle turnaround spot, but the small town is a colorful spot filled with delightful art galleries, restaurants, jewelers, and gift shops. Stroll along the brightly-painted building-lined streets and soak in the charming vibes from this small town.
- Hilo, Big Island, Hawaii
MIXA Co. Ltd. via Getty Images Another small town with a huge personality on the Big Island, Hilo is wonderful little spot with a fun, walkable downtown. The architecture boasts a plantation-style filled with historic storefronts. Downtown Hilo is built around a crescent bay, and is filled with museums, art galleries, restaurants, and beautiful shops. This spot is a gorgeous place to spend your time exploring.
- Pa’ia, Maui, Hawaii
Peter Unger via Stone Gallery / Getty Images And who could forget Pa’ia, the Windsurfing Capital of the World? This incredible small town is funky, fun, and filled with great artwork and an even greater surf scene. Watch as windsurfers from all over the world descend on this small town and take to the ocean. Downtown is filled with places to shop, dine, and relax with other people that have come to enjoy this historic town on the North Shore of Maui.
Have you visited any of the best small towns in Hawaii? Which one is your favorite? Any that you haven’t been to, but would like to visit? Let us know in the comments below!
Mia von Steinkirch via iStock / Getty Images Plus
Just an hour’s drive outside of Waikiki lies the small and charming town of Haleiwa, a surfer’s paradise. Filled with laid-back charm, and plenty of great food, boutiques, and style, this small town is a great place to kick back, relax, and enjoy the social and artistic hub of the North Shore.
Caracas1830 / Wikimedia
Located right on the water, and surrounded by beautiful green mountains, Hanalei is considered one of the most beautiful small towns in Hawaii. Spend the day surfing, and your night cruising the small restaurants, boutiques, and art galleries in the center of Hanalei Town. And you can’t beat the proximity to Nā Pali Coast.
Peter Unger via Stone Collection / Getty Images
One of the larger small towns on the list, Lahaina has around 11,000 residents, but also a gorgeous walkable downtown. The buildings are historic, and the town used to be the capital of the Hawaiian Kingdom in the early 19th century. Now you can find art galleries, boutiques, surf shops, and more, all within walking distance of fabulous restaurants. Spend the day exploring this beautiful town!
R. Lee Donaldson / Google Maps
On the visually stunning West End of Molokai, there’s not much in the area besides breathtaking views, and the tiny plantation town of Maunaloa. There are two popular beaches nearby, Papohaku Beach and Kapukahehu Beach, and plenty of vacation rentals if you’d like to stay awhile. Downtown is home to the famous Big Wind Kite Factory, maker of everything from windsocks to professional wind kites. Spend a day strolling and exploring this stunning small town on Molokai!
Robert Linsdell / Flickr
Hawi is a tiny town on the very Big Island of Hawaii and one of the island’s best-kept secrets. This gorgeous spot is most well-known as being the Ironman’s bicycle turnaround spot, but the small town is a colorful spot filled with delightful art galleries, restaurants, jewelers, and gift shops. Stroll along the brightly-painted building-lined streets and soak in the charming vibes from this small town.
MIXA Co. Ltd. via Getty Images
Another small town with a huge personality on the Big Island, Hilo is wonderful little spot with a fun, walkable downtown. The architecture boasts a plantation-style filled with historic storefronts. Downtown Hilo is built around a crescent bay, and is filled with museums, art galleries, restaurants, and beautiful shops. This spot is a gorgeous place to spend your time exploring.
Peter Unger via Stone Gallery / Getty Images
And who could forget Pa’ia, the Windsurfing Capital of the World? This incredible small town is funky, fun, and filled with great artwork and an even greater surf scene. Watch as windsurfers from all over the world descend on this small town and take to the ocean. Downtown is filled with places to shop, dine, and relax with other people that have come to enjoy this historic town on the North Shore of Maui.
Looking to visit more small towns? These 11 Charming Waterfront Towns In Hawaii Are Perfect For A Day Trip!
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Address: Haleiwa, HI 96712, USA
