7 Charming Small Towns in Hawaii You Need to Visit

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If you’re thinking about moving to Hawaii, bustling cities like Honolulu might come to mind. However, this state has much more to offer. From quaint downtowns to festivals that bring the community together, Hawaii’s small towns are perfect for anyone looking to experience what life is like in its quieter corners. In this Redfin article, we’ll discuss 7 charming small towns in Hawaii, each with their own unique character and plenty of reasons to call home.

1. Waianae, HI

Median Sale Price: $472,500
Homes for sale in Waianae | Apartments for rent in Waianae

Waianae, located on Oahu’s leeward coast, is known for its beautiful beaches and cultural history. The town is a favorite spot for locals looking to escape the more tourist-heavy areas of the island, with Makaha Beach being a popular destination for surfing and snorkeling. Hiking enthusiasts love the nearby Ka’ena Point Trail, featuring breathtaking views of the coastline and a chance to spot native wildlife.

2. Wailuku, HI

Median Sale Price: $900,000
Homes for sale in Wailuku | Apartments for rent in Wailuku

Wailuku is located at the base of the West Maui Mountains. Known for its lively arts scene, the town’s monthly Wailuku First Friday event brings locals together for live music, food trucks, and art displays. Wailuku is also home to the historic Iao Theater, where visitors can catch local plays and performances. Just a short drive away, you’ll find the Iao Valley State Park, a lush area known for its iconic Iao Needle and scenic hiking trails.

An Oahu beach house

3. Kalaoa, HI

Median Sale Price: $1,065,000
Homes for sale in Kalaoa | Apartments for rent in Kalaoa

Kalaoa, located on the Big Island’s west coast, has sweeping ocean views and a laid-back atmosphere. The town’s proximity to Kona makes it a great home base for exploring the area’s coffee farms. While here, visitors can sample world-famous Kona coffee. Locals often spend weekends snorkeling or kayaking in the nearby calm waters of Kealakekua Bay. This bay is a marine sanctuary with coral reefs and an abundance of sea life. Kalaoa’s peaceful setting and easy access to outdoor activities make it a favorite for those looking to experience the Big Island without the crowds.

4. Makawao, HI

Median Sale Price: $1,120,000
Homes for sale in Makawao | Apartments for rent in Makawao

Makawao is a town that celebrates its paniolo (Hawaiian cowboy) heritage. Each July, the town hosts the Makawao Rodeo, one of Hawaii’s largest rodeos, drawing competitors and spectators from across the islands. Known for its mix of art galleries and boutiques, Makawao’s Baldwin Avenue is the place to find local crafts, jewelry, and artwork. Additionally, the town’s cooler temperatures and lush landscapes make it a perfect spot for exploring nearby attractions like the Makawao Forest Reserve.

5. Lahaina, HI

Median Sale Price: $2,168,000
Homes for sale in Lahaina | Apartments for rent in Lahaina

Lahaina, located on Maui’s western shore, was once the capital of the Hawaiian Kingdom. Today, Front Street serves as the town’s bustling heart, lined with art galleries, restaurants, and shops. One of Lahaina’s most famous landmarks is the enormous banyan tree in the town square, which covers nearly an acre and is a favorite gathering spot for locals. Each year, Lahaina hosts the Halloween Front Street Festival, which transforms the town into a lively celebration with costumes, music, and dancing.

view of oahu in the middle of the island at sunrise_Getty

6. Wahiawa, HI

Median Sale Price: $590,000
Homes for sale in Wahiawa | Apartments for rent in Wahiawa

Wahiawa is a small town surrounded by pineapple fields and home to the Dole Plantation. This is a popular attraction where visitors can tour the pineapple fields and explore the world’s largest maze. The town is known for its laid-back vibe and proximity to Lake Wilson, a favorite spot for fishing and kayaking. Wahiawa is also home to the Wahiawa Botanical Garden, where locals enjoy peaceful strolls among tropical plants and native trees.

7. Waipahu, HI

Median Sale Price: $455,000
Homes for sale in Waipahu | Apartments for rent in Waipahu

Waipahu, once a thriving sugar plantation town, has grown into a community that celebrates its multicultural roots. The Hawaii’s Plantation Village offers visitors a glimpse into the town’s past, with restored homes and exhibits that showcase the lives of workers who shaped Hawaii’s sugar industry. Each summer, Waipahu hosts the Filipino Fiesta, an event that highlights the town’s strong Filipino heritage with traditional food, dance, and crafts. Locals also enjoy nearby Waikele Premium Outlets, a popular destination for shopping and dining.

Methodology: The median home sale price and average monthly rental data is from the Redfin Data Center.