Rare Triple-Deuce 1957 Oldsmobile Holiday Coupe Restomod Hits the Market

Oldsmobile’s 60th year of car production arrived in 1957, and the Holiday Coupe stood out as one of the division’s flashiest offerings, available across the 88, Super 88 and 98 lines. A restored and lightly customized example has now surfaced for sale in Enid, Oklahoma, carrying an asking price of $81,500. The seller never states which series the car belongs to, so the smart money leans toward a Super 88, the version that accounted for more than 31,000 Holiday Coupes during Oldsmobile’s strong 1957 model year.

Under the hood sits the 371 cubic-inch V8 that came standard in these cars, but this one appears to wear the coveted J-2 induction setup — three two-barrel carburetors feeding the engine. That package lifted factory output from 277 to 312 horsepower, and the tri-carb arrangement was reportedly built around NASCAR-inspired tuning. The drivetrain has been modernized with a recent 700R-4 automatic transmission in place of the original gearbox, while vintage-style air conditioning was added to keep the cabin comfortable.

The build is said to have been completed within the last 15,000 miles, and the seller describes the car as a show winner. Its white-over-red paint is matched by a white interior fitted with bucket seats, a departure from the bench seating these cars left the factory with. The engine bay has been dressed up considerably, and a matching car hauler is available separately at an undisclosed price — leaving buyers to wonder what the full package would actually cost.

That lack of detail is a recurring theme. For a car commanding more than $80,000, the listing offers surprisingly few photographs and a thin description, which does the hardware no favors. What can be seen suggests a high-quality restoration, but enthusiasts have already noted that the heavy customization — particularly the bucket seats and center console — moves the car away from factory correctness, and that the hood fit could be sharper. Purists point out that period bench seats were among the most comfortable in the industry, and that the original Jetaway automatic had its own character.

Still, for a buyer hunting a 1957 Oldsmobile from the brand’s diamond anniversary year, few examples are likely to present as sharply as this one. The question is whether a restomod with modern conveniences justifies the premium — or whether the money is better spent chasing a factory-correct restoration that preserves the charm of the original.