Trips & Routes

Small Towns

Trips & Routes
Small Towns

This Little-Known Waterfront Town Is One of the Most Charming in Hawai’i

From historic storefronts and friendly local shops to sweeping views of sea cliffs and misty green valleys, this charming Big Island town offers a nostalgic slice of Hawaiʻi that feels both peaceful and timeless.

by Kate Orlando
on Apr 22
Classic Hawaiian sunset on the Big Island.
Trips & Routes

Why Travelers Are Falling for This Small Historic Town in Hawai’i

by Kate Orlando
on Mar 21
An old vehicle sits in front of the Sugar Mill Plantation on the island of Kauai, Hawaii.
Trips & Routes

The Hawaiian Beach Town Locals Hope Stays off Tourists’ Radar

by Charlie Boyle
on Mar 15
A few buildings sit spread out over wide swathes of greenery with palm trees interspersed between and one road leading down to the ocean.
Trips & Routes

This Hawaiian Bohemian Town Feels Like Ibiza in the Fall and It’s an Absolute Vibe

by Kate Orlando
on Oct 21
Turquoise water crashes onto a beautiful beach on a sunny Hawaiian day.
Trips & Routes

Escape to This Charming Mountain Town in Hawai’i Before Fall Ends

by Kate Orlando
on Sep 22
Waimea Mountains with a rainbow and waterfall in the background.

Latest Small Towns

Trips & Routes
Small Towns

The Remote Town in Hawaii We Simply Can’t Get Enough Of

This remote town on Kauai has it all—natural beauty, history, community, and countless activities.

by Courtnie Erickson
on Apr 14
An aerial view of fields, mountains, and homes near Hanalei, Hawaii.
Trips & Routes
Small Towns

Why Holualoa, Hawaii, the Gateway of Kona Coffee Country, Is Worth a Visit in Its Own Right

There is so much to love about this village on the Big Island.

by Courtnie Erickson
on Jun 30
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Trips & Routes
Small Towns

Hawaii’s Rising Star: This Underrated City Is Ideal for Any Traveler

Hanapepe is a rising star that delivers a wonderful experience for travelers seeking something special.

by Megan McDonald
on Dec 18
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Trips & Routes
Small Towns

The Most Remote Small Town In Hawaii Is The Perfect Place To Get Away From It All

by Megan McDonald
on Oct 16
Colorful storefronts line a street, with clothing displayed outside and a clear blue sky above.
Trips & Routes
Small Towns

Enjoy The Simple Life When You Visit This Tiny Rural Community In Hawaii

by Megan McDonald
on Sep 4
A scenic view of a coastal village surrounded by greenery and fields, with a blue sky and distant ocean.
Trips & Routes
Small Towns

These 13 Towns In Hawaii Have Some Pretty Odd Names

Highlights interesting and unusual town names in Hawaii, providing brief descriptions and pronunciation tips.

by Megan Shute
on Jul 7
Green highway sign indicating directions to Volcano (40 miles) and Kona (50 miles) with arrows pointing left and right.
Trips & Routes
Small Towns

13​ ​Rural​ ​Towns​ ​In​ ​Hawaii​ ​So​ ​Charming​ ​You’ll​ ​Want​ ​To​ ​Move​ ​There​ ​Immediately

Explore 13 charming small towns in rural Hawaii, each with unique history and attractions.

by Megan Shute
on Jul 8
Aerial view of lush green mountains meeting a sandy beach and turquoise ocean under a cloudy sky.
Trips & Routes
Small Towns

You’d Be Surprised To Learn That Kapa’a, Hawaii Is One Of The Country’s Best Coastal Towns

by Megan McDonald
on Jun 5
Silhouetted palm trees against a vibrant sunset sky with shades of orange, pink, and purple.
Trips & Routes
Small Towns

You Could Spend Forever Exploring This Hawaii Small Town, But We’ll Settle For A Weekend

Waimānalo, Hawaii, offers a perfect weekend escape with pristine beaches, outdoor adventures, and authentic Hawaiian culture.

by Megan McDonald
on Apr 24
A scenic beach with turquoise water, sandy shore, and lush green mountains under a bright blue sky.
Trips & Routes
Small Towns

The Quiet Fishing Town In Hawaii That Seems Frozen In Time

Miloli'i is a traditional Hawaiian fishing village known for its stunning beaches, snorkeling opportunities, and sustainable living practices.

by Megan Shute
on Mar 28
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Trips & Routes
Small Towns

Here’s Hawaii’s Most Underrated Town… And You’ll Want To Visit

Wahiawa, a small inland town on Oahu, offers unique attractions, delicious food, and a break from the tourist crowds.

by Megan Shute
on Mar 19
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Trips & Routes
Small Towns

Everyone In Hawaii Needs To Visit This One Small Town This Summer

Kailua-Kona, a historic seaside village on Hawaii Island, offers a mix of natural beauty, royal history, and charming attractions.

by Megan Shute
on Mar 19
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Trips & Routes
Small Towns

The Small Town In Hawaii You’ve Never Heard Of But Will Fall In Love With

Maunaloa, a tiny town on Molokai, offers a remote and charming escape with outdoor activities and unique attractions.

by Megan Shute
on Mar 23
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Trips & Routes
Small Towns

The Most Criminally Overlooked Town In Hawaii And Why You Need To Visit

Discover the top 11 places to visit and things to do in the charming and historic town of Captain Cook, Hawaii.

by Megan Shute
on Mar 20
A rocky coastline with lush green hills under a cloudy sky, reflecting in calm blue waters.
Trips & Routes
Small Towns

You Can Visit The Small Town In Hawaii That Inspired The Disney Movie “Lilo And Stitch”

Hanapepe, a charming small town in Kauai, inspired the fictional town in Disney's Lilo and Stitch and offers historic buildings, art galleries, and unique attractions.

by Megan Shute
on Mar 20
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