Let KAYAK do the searching
Based on KAYAK hotel searches, the most popular destination is Port Antonio (95% of total searches to Portland). The next most popular destinations are Long Bay (3%) and Buff Bay (2%). Searches for hotels in Hope Bay (1%) are also popular.
KAYAK users have found double rooms in Portland for as cheap as $30 (Port Antonio) in the last 3 days. The average price is $163.