We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Review Highlights
Great hike with an amazing view. A must do!

This is not the easiest hike. While I saw folks doing it in dresses and flip flops, I would... read more

Reviewed 1 week ago
Tampa, Florida
What a view

Easy hike but we needed directions where trail started. There was no official marker. Found trail... read more

Reviewed 2 weeks ago
via mobile
Read all 800 reviews
All photos (885)
Full view
Certificate of Excellence
Traveler Overview
  • Excellent70%
  • Very good23%
  • Average4%
  • Poor2%
  • Terrible1%
Travelers talk about
“great hike”(52 reviews)
“easy hike”(37 reviews)
“pill boxes”(30 reviews)
Local Weather
Powered by Weather Underground
382 Kaelepulu Dr, Aalapapa Drive, Kailua, Oahu, HI 96734-3312
+1 808-261-2727
Improve This Listing
Recommended experiences in and around Kailua
from $300.00
More Info
from $264.00
More Info
from $78.53
More Info
from $103.66
More Info
Reviews (800)
Filter reviews
582 results
Traveler rating
Traveler type
Time of year
More languages
Show reviews that mention
All reviews great hike easy hike pill boxes short hike wear good shoes loose rocks mid pacific sunrise hike bring water flip flops lanikai beach worth the climb take your time ridge line trail head favorite hike awesome views
Updating list...
1 - 10 of 582 reviews
Reviewed 1 week ago

This is not the easiest hike. While I saw folks doing it in dresses and flip flops, I would recommend appropriate attire and hiking shoes at much of it is steep, rocky and not much room for error with large drops and narrow paths. My...More

Date of experience: December 2018
1  Thank GGWD
Reviewed 2 weeks ago via mobile

Easy hike but we needed directions where trail started. There was no official marker. Found trail in Oahu Trailblazer. Too bad so much graffiti on the pillbox but view was sensational

Date of experience: September 2018
2  Thank shane3336
Reviewed 4 weeks ago via mobile

Relatively short hike, the first bit is the hardest. We’re quite fit so it took us only 15 mins to the 2nd pill box. We had read online you could continue along the ridge line and drop down thru residential houses. I would NOT recommend...More

Date of experience: November 2018
1  Thank Cassie-Andy
Reviewed November 8, 2018

It’s a short hike (35m) up the hill so you will get good workout. Take good hiking shoes. When you get to the first Pilar box, continue to the next (10m), different view and so beautiful. I don’t recommend to go after rain because it...More

Date of experience: August 2018
1  Thank DORIT C
Reviewed November 6, 2018 via mobile

Two stars for crowds, eroded trail conditions; poorly built, and overgrown from all the rain. Seriously why do trail runners seem to think they need not slow down or stop on trails with lots of traffic. The views are beautiful but this hike has lost...More

Date of experience: November 2018
Thank Heather H
Reviewed October 30, 2018 via mobile

Beautiful view and amazing place. Was very hot during that hiking but was worth it. Unfortunately we lost our drone there. Which was heartbreaking. If anyone funds it I can pay a lot of money for memory card.

Date of experience: August 2018
Thank annawI5936LJ
Reviewed October 14, 2018 via mobile

The hike is pretty tough, although pretty short. The slope at the beginning is steep, and the drops throughout are huge! Beautiful views. We witnessed a helicopter recuse once we finished and were relaxing on Lanikai Beach. Take your time, be careful and most should...More

Date of experience: October 2018
Thank Chris R
Reviewed October 2, 2018 via mobile

Pillbox Hike is located across the street from a country club and surrounded by what have to be multi-million dollar homes. I recommend coming in the morning to beat the heat and find parking. You can't park in front of the homes or you will...More

Date of experience: October 2018
1  Thank BackPacker324137
Reviewed September 24, 2018 via mobile

Hard to find a parking spot but is a nice walking distance from the beach. I strongly recommend you to wear a pair of shoes that you use for hiking as you will experience a short but nice trail walking (don’t recommend you to go...More

Date of experience: September 2018
Thank kenichik616
Reviewed September 22, 2018 via mobile

This was by far our favorite experience/hike in Oahu. It’s fairly easy but expect to get on on your hands to climb during parts of the hike. People even brought their dogs and the views are insane. The first pillbox has the best views but...More

Date of experience: September 2018
Thank traveler1235
View more reviews
Nearby HotelsSee all 99 nearby hotels
Paradise Bay Resort Hawaii
787 reviews
8.80 miles away
The Kahala Hotel & Resort
3,255 reviews
8.97 miles away
Pagoda Hotel
546 reviews
10.21 miles away
Holiday Surf Hotel
194 reviews
10.23 miles away
Nearby RestaurantsSee all 3,982 nearby restaurants
Island Snow
348 reviews
.85 miles away
Bob's Boston Pizza Kailua
242 reviews
.84 miles away
Kalapawai Market
149 reviews
.82 miles away
Buzz's Original Steak House
1,305 reviews
.58 miles away
Nearby AttractionsSee all 1,821 nearby attractions
Kailua Beach Park
2,712 reviews
.37 miles away
Lanikai Beach
2,746 reviews
.27 miles away
Hawaii Loves Barbie Dolls Museum
6 reviews
.84 miles away
Questions & Answers
Ask a question
Caleb H
July 11, 2018|
AnswerShow all 4 answers
Response from Russel R | Reviewed this property |
Drive there is really good. Parking is the problem. No parking lot and you have to park on the street. Read signs as it is a residential area and parking is limited. It is worth the hike, so be patient in finding a place... More
April 11, 2018|
AnswerShow all 8 answers
Response from jarmwr40 | Reviewed this property |
I don’t believe I read anything about the trail closing. Enjoy!
Carrie S
December 20, 2017|
AnswerShow all 10 answers
Response from Warren P | Reviewed this property |
Yes, that shouldn't be a problem at all.