Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearKihei, HI
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 63,185
- Stock #:
- A1077
- VIN:
- 3GCPDCEK7PG128692


Sponsored by Clearway Chevrolet GMC
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,185 mi
$35,494
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 117,147
- Stock #:
- S980
- VIN:
- 1GCPYCEF8KZ245357

Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,147 mi
$24,999
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,790
- Stock #:
- U1918
- VIN:
- 3GCUKCE84SG134259

Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,790 mi
$44,989
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,866
- Stock #:
- H5275
- VIN:
- 3GCUKCED1SG337915

2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,866 mi
$43,734
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,064
- Stock #:
- RG314970AP
- VIN:
- 3GCPDCEK4RG314970

2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,064 mi
$41,285
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Brown (Beige)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,086
- Stock #:
- 29455
- VIN:
- 3GCPDCEK4NG667476

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,086 mi
$37,210
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 154,125
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103

2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
154,125 mi
$19,299
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,454
- Stock #:
- 4958UZ
- VIN:
- 3GCPDCEK7RG274433

-$3,500
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,454 mi
$43,875
$40,375
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,506
- Stock #:
- P1822
- VIN:
- 3GCPKCEK0SG333141

-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,506 mi
$44,488
$43,488
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,961
- Stock #:
- LZ140134
- VIN:
- 1GCPYCEF9LZ140134

2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,961 mi
$28,966
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 59,133
- Stock #:
- A385276
- VIN:
- 3GCPYCEL5MG385276

-$1,250
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,133 mi
$34,080
$32,830
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,249
- Stock #:
- COF260754A
- VIN:
- 3GCPDCEK5PG312349

2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,249 mi
$36,692
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,389
- Stock #:
- NZ134843
- VIN:
- 1GCPYCEK8NZ134843

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,389 mi
$29,543
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,211
- Stock #:
- C263580A
- VIN:
- 3GCUKCED7SG212305

-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,211 mi
$45,288
$44,288
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,968
- Stock #:
- G197915T
- VIN:
- 3GCUDCE82RG197915

2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,968 mi
$43,821
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,235
- Stock #:
- C263223A
- VIN:
- 3GCUKCED9SG292772

-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,235 mi
$45,288
$44,288
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,873
- Stock #:
- P7102
- VIN:
- 3GCPDCEK8RG167374

2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,873 mi
$37,639
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,138
- Stock #:
- G6729A
- VIN:
- 3GCPDCED0NG690982

-$1,699
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,138 mi
$38,694
$37,694
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,032
- Stock #:
- A356009
- VIN:
- 3GCPKCEK5SG356009

2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,032 mi
$37,758
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 114,150
- Stock #:
- 35232A
- VIN:
- 3GCPYCEK9NG173070
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,150 mi
$26,900
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,365
- Stock #:
- P1208
- VIN:
- 1GCPYCEF9MZ293789

2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,365 mi
$35,599
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076

2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
$27,679
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 67,433
- Stock #:
- 26162A
- VIN:
- 3GCPDCED4NG532676

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,433 mi
$34,475
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 15,459
- Stock #:
- 26NJ0074A
- VIN:
- 3GCUKCE85SG352596

Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,459 mi
$46,690
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