In the mid 1960s there were about 22 000 single-family leasehold homes
in Honolulu. Dissatisfaction with leasehold led to reform legislation
in 1967, allowing lessees to buy leased land, By 1991 less than 5000
lessees remained. This paper examines why landowners elected to lease
rather than sell land and attributes the rise of leasehold to legal co
nstraints on land sales by large estates, duties of estate trustees an
d the federal tax code, Ideological forces initiated land reform in 19
67, but rent-seeking forces captured the process in the mid 1970s. It
is concluded that Hawaii's experiment with leasehold was a failure due
to the difficulties associated with specifying and enforcing long-ter
m contracts in residential land.