more stats
256 ft
Distance
-48 ft
Descent
00:00:31
Avg time
-48 ft
Altitude change
571 ft
Altitude min
618 ft
Altitude max
618 ft
Altitude start
571 ft
Altitude end
-18.6%
Grade
-23.2%
Grade max
-16.7%
Grade min
256 ft
Distance down
00:00:31
Avg time

Upper Desperado Details

  • Activities
    • Mountain Bike
    • E-Bike
  • Riding Area
    Olomana Trails
    Kailua, Hawaii
  • Difficulty Rating
    Blue Rate
  • Local Popularity
    20 in Mountain Biking [+]
    • 30 in E-Biking
  • Global Ranking
    #33537 in Mountain Biking [+]
    • #92583 in E-Biking
  • State Ranking
    #20 in Mountain Biking · Hawaii [+]
    • #24 in E-Biking
  • Trail Type
    Singletrack
  • Bike Type
    DH
  • Physical Rating
    Moderate
  • Trail Visibility
    Always easy to follow
  • eBike Allowed
    Yes up to Class 1
  • TTFs on Trail
    Drop, Ladder Bridge, Roller Coaster, Wallride

A halfpipe-rollercoaster thrill ride that starts with a large rock roll-off to a sturdy wood ramp. The three halfpipe descents require you to trust yourself and your bike and just let go of the brakes in order to make it up the other side of the halfpipe. Finishes with a very fast intro into Lower Desperado.

Tags
DropsRollersSkinniesWallride

Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 0 rides
  •  
All
  • 8 rides
  • Last: Aug 26, 2026
update trails status or condition

Upper Desperado Trail Reports

statusdatedescription
Nov 22, 2025 @ 9:08am (Pacific/Honolulu)
Nov 22, 2025
Jul 10, 2024 @ 5:21pm
Jul 10, 2024
Mar 26, 2024 @ 2:53pm
Mar 26, 2024
more »
Status:
on Nov 22, 2025
Ideal
Avg: 4.24 (2 votes)
Your vote: 0

view (132)
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      Directions to upper-desperado trailhead (21.352150, -157.745940)
      View on Discover Map

      Photos

      3 more »
      mtb
      75 |
      Nov 8, 2023 @ 9:40am
      Nov 8, 2023
      mtb
      92 |
      Nov 8, 2023 @ 9:39am
      Nov 8, 2023
      mtb
      64 |
      Nov 8, 2023 @ 9:39am
      Nov 8, 2023

      Videos

      1 more »
      Upper Desperado
      mtb
      0:21 | 120 | Nov 8, 2023 , Kailua

      Technical Trail Features (TTF)

      5.0 ★★★★★
      2 Ratings
      5 ★ 100%
      4 ★
      3 ★
      2 ★
      1 ★

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      Nearby Trails

      Olomana Trails

      • By MountainGoat-Waimanalo & contributors
      • #700368 - 495 views

      Frequently Asked Questions

      ▼ Where is Upper Desperado located?
      Upper Desperado is located in Olomana Trails, Kailua, Hawaii, United States. It is part of the Olomana Trails trail network. The trailhead is located at coordinates 21.35215, -157.74594.
      ▼ How hard is Upper Desperado?
      Upper Desperado is rated as Blue difficulty. The physical rating is Moderate. The average grade is 18.6%.
      ▼ What is the elevation gain for Upper Desperado?
      The trail has 48 ft of elevation descent. The elevation ranges from 571 ft to 618 ft.
      ▼ How long is Upper Desperado?
      Upper Desperado is 256 ft long. The trail type is singletrack.
      ▼ Are dogs allowed on Upper Desperado?
      There is no information about dogs being allowed on Upper Desperado. Check with local trail managers or the trail page for the latest access rules.
      ▼ How do I access Upper Desperado? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Upper Desperado are: View all parking locations in the area.
      ▼ How long does it take to ride Upper Desperado?
      Based on recorded activities, it takes an average of 1 minute to ride Upper Desperado. The trail is 256 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Upper Desperado?
      Upper Desperado is a less popular trail with lighter traffic. There have been 130 recorded activities on this trail. The trail has received 132 check-ins. View recent activity on this trail.

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