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United States
Hawaiʻi County

Kailua

Easy hikes and walks around Kailua

4.7

(41)

751

hikers

21

hikes

Easy hiking trails around Kailua, located on O'ahu's Windward side, offer diverse landscapes for outdoor activities. The region is characterized by the dramatic Ko'olau bluffs, providing a backdrop to coastal views of the Pacific Ocean and the Mokulua Islands. Inland, trails delve into lush rainforests and significant wetland areas like Kawainui Marsh, which is known for birdwatching. This variety provides options for different hiking experiences, from coastal paths to tranquil marsh trails.

Best easy hiking trails around Kailua

  • The most…

Last updated: May 2, 2026

46

hikers

#1.

Mokuaikaua Church – Kailua-Kona loop from St. Michael the Archangel Parish

6.73km

01:45

50m

50m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Puffin
April 8, 2025, Mokuaikaua Church

Founded in 1820, the church is the oldest church in Hawaii

Translated by Google

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Puffin
April 8, 2025, Huliheʻe Palace

small museum in the former summer residence of the royal family

Translated by Google

2

0

some great fruit and veggies and clothes

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Micky Wartena
March 25, 2025, Kailua Bay

a must see

0

2

Christopher
October 27, 2023, Kailua-Kona

Come see the beaches of Kona and enjoy the renowned coffee, ride the same course as professional triathletes, and kick back at one of the many restaurants available within pedaling distance!

0

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Christopher
October 27, 2023, Huliheʻe Palace

In 1924 this historic building was in ruins and dilapidated. Like much of the low income housing in the midwest, this property could not even be seen from the road. The property was owned by the Daughters of the Territorial Legislature and even after pressure to sell the valuable land the building was on, they held strong and eventually the building was restored many years later. Inside, there are old artifacts and furniture to show Hawai‘i's royal past.

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Ali‘i Garden Marketplace is a great stop on a ride to grab a bite from one of the 20+ vendors available in this open-air market. In addition to food, there is plenty of shopping and free wifi!

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oliviakellis
October 24, 2023, Kailua Bay

This beautiful spot is perhaps best known as the starting point for the grueling swimming portion of the annual IRONMAN World Championship triathlon. When not hosting this iconic sporting event, Kailua Bay dazzles with its postcard-worthy scenery. Whether you're a triathlete or a leisurely runner, you'll enjoy running along this charming bay nestled on the sunny shores of paradise.

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Frequently Asked Questions

How many easy hiking trails are available around Kailua?

There are 14 easy hiking trails around Kailua, offering diverse landscapes from coastal paths to historical town walks. In total, the area features 18 hiking routes for various skill levels.

What kind of terrain can I expect on easy hikes in Kailua?

Easy hikes in Kailua primarily feature gentle paths, often paved or well-maintained, exploring the historic Kailua-Kona area. You can expect coastal views, town strolls, and routes that pass by significant landmarks like Mokuaikaua Church.

Are there any easy loop trails in Kailua?

Yes, many of the easy trails in Kailua are loops. For example, the Kailua-Kona – Mokuaikaua Church loop from St. Michael the Archangel Parish is an easy 3.7-mile (5.9 km) path that explores the Kailua-Kona area. Another option is the Kailua-Kona – Mokuaikaua Church loop from Kailua-Kona, which is a shorter 1.8-mile (2.8 km) loop.

What are some notable landmarks or attractions I can see on an easy hike in Kailua?

Many easy hikes in Kailua pass by significant historical and cultural sites. You can explore the historic Huliheʻe Palace, the charming town of Kailua-Kona, or the beautiful St. Peter's Catholic Church. The Mokuaikaua Church – Kailua Bay loop from Hulihe‘e Palace Museum is a great option to see several of these points of interest.

What do other hikers say about the easy trails in Kailua?

The easy trails in Kailua are highly regarded by the komoot community, holding an average rating of 4.5 stars from over 30 reviews. Hikers often praise the accessibility, the scenic coastal views, and the opportunity to explore the historic town center.

Are there easy hikes with ocean views in Kailua?

Yes, several easy hikes in Kailua offer beautiful ocean views, particularly those that follow the coastline or loop around Kailua Bay. The Mokuaikaua Church – Kailua Bay loop from St. Michael the Archangel Parish is a short, easy trail that provides views of Kailua Bay.

What is the best time of year for easy hikes in Kailua?

Kailua offers pleasant hiking conditions year-round due to its tropical climate. However, the cooler, drier months from April to October are often preferred for outdoor activities, providing comfortable temperatures for easy walks.

Are the easy hiking trails in Kailua suitable for families?

Yes, the easy hiking trails in Kailua are generally very family-friendly. Their gentle elevation gains and shorter distances make them suitable for all ages. Many routes are paved or well-maintained, perfect for a leisurely stroll with children.

Is parking available near the easy hiking trails in Kailua?

Parking availability varies by trailhead. For routes starting from central locations like St. Michael the Archangel Parish or Hulihe‘e Palace Museum, you can often find public parking nearby, though it may be limited during peak times. It's advisable to check local parking regulations.

Can I reach easy hiking trails in Kailua using public transport?

While public transport options exist in Kailua-Kona, direct access to every trailhead might be limited. The Hele-On Bus system serves the Kailua-Kona area. Planning your route in advance and checking bus schedules is recommended if relying on public transport.

What is the typical elevation gain on easy hikes in Kailua?

Easy hikes in Kailua feature minimal elevation gain, making them accessible for most fitness levels. For instance, the Kailua-Kona – Mokuaikaua Church loop from St. Michael the Archangel Parish has a gentle elevation gain of about 147 feet (45 meters) over its 3.7-mile (5.9 km) distance.

Are there any easy hikes that pass by cafes or places to eat in Kailua?

Many easy hikes in Kailua-Kona are urban or coastal strolls that pass directly through or near the town center. This means you'll find numerous cafes, restaurants, and shops conveniently located along or very close to your route, perfect for a refreshment stop.

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