Used 2021 Toyota Highlander for Sale near Hawaii

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CarGurus Analysis: 2021 Toyota Highlander

7.5
of 10
overall
Look and feel8/10
Technology7/10
Performance6/10
Safety10/10
Form & function7/10
Cost effectiveness7/10
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Summary

  • With 3,213 currently listed for sale and an average price of $30,037.00, 34.1% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars and CarGurus experts gave it a 7.5 / 10.

  • 77.3% of 2021 Highlander models on CarGurus are accident free.

Why it stands out

The 2021 Toyota Highlander stands out as a familiar three-row family SUV that leans heavily on comfort and safety. It already sits near the top of the sales charts for its segment, and the Highlander name carries strong recognition as it enters its 20th year of production. For 2021, Toyota adds additional safety-feature technology as standard equipment, reinforcing the Highlander’s appeal to buyers who want a practical family vehicle with a reassuring feature set.

Behind that straightforward mission, the Highlander’s strengths are easy to understand: it offers a great ride quality, a comfortable cabin, and plenty of space. Those qualities make it especially appealing for families who value everyday usability over flash. At the same time, it is not the most exciting choice in the class. Its styling is uninspired, the base engine is underwhelming, and its technology is described as outdated, so shoppers looking for the latest performance or infotainment polish may find it less compelling than its core virtues suggest.

Owner feedback generally reinforces that picture. Drivers commonly praise the 2021 Toyota Highlander for its comfort, reliability, smooth ride, high-quality interior, spaciousness, and safety features. Some, however, have been disappointed by fuel economy and by limited configurability for certain settings, including the third-row seating and lane assist functions.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,321.00
    • Good/great deal percentage: 34.6%
    • User rating: 5 / 5
    • Total listings: 3,433
  • 2023 Toyota Highlander

    • Average price: $35,671.00
    • Good/great deal percentage: 35.0%
    • User rating: 4.75 / 5
    • Total listings: 4,094
  • 2022 Toyota Highlander

    • Average price: $33,097.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.5 / 5
    • Total listings: 4,514

This analysis is based on CarGurus' proprietary market data from August 10, 2026, CarGurus experts' opinions, and generative AI.

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