For enhanced safety, the front and second-row seat shoulder belts of the Toyota Highlander have pretensioners to tighten the seatbelts and eliminate dangerous slack in the event of a collision and force limiters to limit the pressure the belts will exert on the passengers. The Jeep Grand Cherokee L doesn’t offer pretensioners for its second-row seat belts.
With its standard Pre-Collision System with Pedestrian Detection, the Toyota Highlander is better at preventing collisions with pedestrians than the Jeep Grand Cherokee L, according to the Insurance Institute for Highway Safety:
| 
 | Highlander | Grand Cherokee L | 
| Overall Evaluation | GOOD | ACCEPTABLE | 
| 
 | Crossing Child - DAY | |
| 12 MPH | AVOIDED | AVOIDED | 
| 25 MPH | -22 MPH | -11 MPH | 
| 
 | Crossing Adult - NIGHT | |
| 12 MPH Brights | AVOIDED | AVOIDED | 
| 12 MPH Low beams | AVOIDED | AVOIDED | 
| 25 MPH Brights | AVOIDED | AVOIDED | 
| 25 MPH Low beams | AVOIDED | AVOIDED | 
| 
 | Parallel Adult - NIGHT | |
| 25 MPH Brights | AVOIDED | AVOIDED | 
| 25 MPH Low beams | AVOIDED | AVOIDED | 
| Warning Issued-Low beams | 2 sec | 1.6 sec | 
The Highlander has a standard Secondary Collision Brake, which automatically applies the brakes in the event of a crash to help prevent secondary collisions and prevent further injuries. The Grand Cherokee L doesn’t offer a post collision braking system: in the event of a collision that triggers the airbags, more collisions are possible without the protection of airbags that may have already deployed.
To provide maximum traction and stability on all roads, All-Wheel Drive is standard on the Highlander. But it costs extra on the Grand Cherokee L.
To deliver safety and visibility under dusty conditions the Toyota Highlander’s backup monitor has a standard rear washer to keep the view clear. A camera washer system costs extra on the Jeep Grand Cherokee L.
Both the Highlander and Grand Cherokee L have rear cross-traffic warning, but the Highlander Limited/Platinum has Parking Support Brake (automatically applies the brakes) to better prevent a collision when backing near traffic. The Grand Cherokee L’s Rear Cross Path Detection doesn’t automatically brake.
Both the Highlander and the Grand Cherokee L have standard driver and passenger frontal airbags, front side-impact airbags, driver knee airbags, side-impact head airbags, height adjustable front shoulder belts, plastic fuel tanks, four-wheel antilock brakes, traction control, electronic stability systems to prevent skidding, crash mitigating brakes, daytime running lights, lane departure warning systems, blind spot warning systems, rearview cameras, rear cross-path warning and available around view monitors.
The National Highway Traffic Safety Administration does side impact tests on new vehicles. In this test, which crashes the vehicle into a flat barrier at 38.5 MPH and into a post at 20 MPH, results indicate that the Toyota Highlander is safer than the Jeep Grand Cherokee L:
| 
 | Highlander | Grand Cherokee L | 
| 
 | Front Seat | |
| STARS | 5 Stars | 5 Stars | 
| HIC | 55 | 89 | 
| Chest Movement | .3 inches | .8 inches | 
| Abdominal Force | 79 lbs. | 147 lbs. | 
| 
 | Rear Seat | |
| STARS | 5 Stars | 5 Stars | 
| Hip Force | 152 lbs. | 375 lbs. | 
| 
 | Into Pole | |
| STARS | 5 Stars | 5 Stars | 
| HIC | 366 | 376 | 
New test not comparable to pre-2011 test results. More stars = Better. Lower test results = Better.
Side impacts caused 23% of all road fatalities in 2018, down from 29% in 2003, when the Insurance Institute for Highway Safety introduced its side barrier test. In order to continue improving vehicle safety, the IIHS has started using a more severe side impact test: 37 MPH (up from 31 MPH), with a 4180-pound barrier (up from 3300 pounds). The results of this newly developed test demonstrates that the Toyota Highlander is safer than the Grand Cherokee L:
| 
 | Highlander | Grand Cherokee L | 
| Overall Evaluation | GOOD | GOOD | 
| Structure | GOOD | GOOD | 
| 
 | Driver Injury Measures | |
| Head/Neck | GOOD | GOOD | 
| Head Injury Criterion | 71 | 163 | 
| Neck Tension | 156 lbs. | 312 lbs. | 
| Torso | GOOD | ACCEPTABLE | 
| Shoulder Deflection | .51 in | 1.06 in | 
| Torso Max Deflection | 1.26 in | 1.3 in | 
| Torso Deflection Rate | 6 MPH | 7 MPH | 
| Head Protection | GOOD | GOOD | 
| 
 | Passenger Injury Measures | |
| Head/Neck | GOOD | GOOD | 
| Neck Compression | 112 lbs. | 134 lbs. | 
| Torso | GOOD | ACCEPTABLE | 
| Shoulder Deflection | 1.06 in | 1.38 in | 
| Torso Max Deflection | 1.1 in | 1.69 in | 
| Torso Deflection Rate | 6 MPH | 11 MPH | 
| Pelvis | GOOD | ACCEPTABLE | 
| Pelvis Force | 201 lbs. | 915 lbs. | 
| Head Protection | GOOD | GOOD | 
Instrumented handling tests conducted by the National Highway Traffic Safety Administration and analysis of its dimensions indicate that the Highlander is 1.6% to 2.1% less likely to roll over than the Grand Cherokee L.

