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.
Last updated: May 2, 2026
46
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(3)
28
hikers
2.69km
00:42
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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13
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
13
hikers
1.25km
00:19
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
17
hikers
2.45km
00:38
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Founded in 1820, the church is the oldest church in Hawaii
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small museum in the former summer residence of the royal family
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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!
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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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