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Kailua

Kailua

The best walks and hikes around Kailua

4.7

(256)

3,733

hikers

hikes

To help you find the best hikes and walks around Kailua, we’ve reviewed our full collection of trails and routes in the region. Browse all of the details of each route below — and explore more of the nature around Kailua.

Last updated: November 7, 2025

4.8

(9)

hikers

1. Lanikai Pillbox 1 – Lanikai Pillbox #2 Viewpoint loop from Kailua

6.77km

01:59

170m

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

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Easy

4.7

(3)

hikers

2. Lanikai Pillbox #2 Viewpoint – Lanikai Pillbox 1 loop from Lanikai

4.35km

01:27

190m

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

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Easy

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3. Rope Scramble on Olomana Trail – Mount Olomana Summit View loop from Enchanted Lake

3.77km

01:43

370m

Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Intermediate

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4. Kailua Beach loop from Kailua

8.41km

02:08

20m

Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Intermediate

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5. Hiking loop from Lanikai

4.77km

01:13

10m

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

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Easy

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The best walks and hikes around Kailua

1. Lanikai Pillbox 1 – Lanikai Pillbox #2 Viewpoint loop from Kailua

2. Lanikai Pillbox #2 Viewpoint – Lanikai Pillbox 1 loop from Lanikai

3. Rope Scramble on Olomana Trail – Mount Olomana Summit View loop from Enchanted Lake

4. Kailua Beach loop from Kailua

5. Hiking loop from Lanikai

Most popular routes around Kailua

Most popular attractions around Kailua

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

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