With nearly two-thirds of the Hawaiian population residing in Honolulu and the surrounding areas, it can feel as though the entire island of Oahu is one huge city. Luckily, it’s not - technically. Whenever you want to escape the hustle and bustle of Honolulu, you can head to any of the island’s charming small towns. These small Oahu towns are full of old-world Hawaiian charm, history, adorable shops, and positively breathtaking views. Let's explore the best towns in Oahu!

From coastal communities to inland cities, this epic Oahu road trip measures in at 76 miles, just under two hours of driving time, and stops in eight of the island’s most charming and picturesque small towns - from Wahiawa to Hawaii Kai.

1. Wahiawa

Home to more than 16,000 residents, Wahiawa is located between the island’s two volcanic mountain ranges on Route 99, the road most commonly taken by those traveling to the North Shore from Honolulu. But if you were to stop in town and take a look around, you would see that there is more than meets the eye in this small inland city.

2. Waialua

Located on Oahu’s north shore, past Haleiwa is the small community of Waialua. With a population of 3,800, this rural community has little more to offer than gorgeous beaches, charming farms and the always delightful Waialua Sugar Mill.

3. Haleiwa

Voted as the state’s favorite small town by HAWAII Magazine, Haleiwa seems like a world away from bustling Waikiki. This sleepy surfer town on Oahu’s north shore has a laid-back vibe and charming aesthetic, but also luxuries like killer beaches, mouthwatering restaurants, art galleries galore, adorable shops, and stellar vacation rentals.

4. Laie

This small town on the northeast shore of Oahu is home to two major institutions: the Polynesian Cultural Center, and Brigham Young University’s Hawaii campus. Other than that, you’ll find basic necessities, beautiful beaches, and a retreat from the bustling capital city of Honolulu – even though it’s just an hour’s drive away.

5. Kaneohe

Located on Oahu’s breathtaking windward coast, the picturesque seaside city of Kaneohe experienced an increase in popularity of 324 percent on Airbnb, but the lush oasis is home to some breathtaking beaches, truly incredible hiking, and several hidden gems – both natural and man-made. Must-visit stops include the Byodo-In Temple and the Ho’omaluhia Botanical Garden.

6. Kailua

Located on Oahu’s windward shore is the breathtaking – and award-winning – Kailua Beach and historic Kailua Town. The beach is a haven for water sports enthusiasts, and an influx of residents and visitors alike have caused real estate prices to skyrocket. But there’s still a sort of charm in this bustling community – and the adjacent beach’s crystal turquoise waters and white sand.

7. Waimanalo

World-renowned for the amazing Waimanalo Beach, this census-designated place is as about as country as it gets on Oahu. The community is so small that the public library is actually housed inside of the local school.

8. Hawaii Kai

This residential community on the island’s eastern tip is not only one of the most upscale areas on Oahu, but is home to endless natural beauty, including the stunning Ko’olau mountains, a picturesque marina, and Koko Head. Home to nearly 30,000 Hawaii residents, there is a ton to explore in this magnificent "town."

Is there anything better than a good road trip? Perhaps a budget road trip around Oahu, or an Oahu waterfalls road trip?