| | | |
| September 27, 2008 | Honolulu Sharks 8 at Waikiki BeachBoys 4 | Final |
| September 27, 2008 | North Shore Honu 3 at West Oahu CaneFires 12 | Final |
| September 28, 2008 | Honolulu Sharks 7 at Waikiki BeachBoys 2 | Final |
| September 28, 2008 | North Shore Honu 3 at West Oahu CaneFires 6 | Final |
| September 30, 2008 | Honolulu Sharks 10 at North Shore Honu 11 | Final |
| September 30, 2008 | West Oahu CaneFires 12 at Waikiki BeachBoys 3 | Final |
| October 1, 2008 | Honolulu Sharks 6 at North Shore Honu 6 | Final |
| October 1, 2008 | West Oahu CaneFires 9 at Waikiki BeachBoys 6 | Final |
| October 2, 2008 | Honolulu Sharks 6 at North Shore Honu 2 | Final |
| October 2, 2008 | West Oahu CaneFires 2 at Waikiki BeachBoys 11 | Final |
| October 3, 2008 | West Oahu CaneFires 1 at Honolulu Sharks 9 | Final |
| October 3, 2008 | Waikiki BeachBoys 3 at North Shore Honu 1 | Final |
| October 4, 2008 | West Oahu CaneFires 8 at Honolulu Sharks 1 | Final |
| October 4, 2008 | Waikiki BeachBoys 6 at North Shore Honu 7 | Final |
| October 5, 2008 | West Oahu CaneFires 3 at Honolulu Sharks 7 | Final |
| October 5, 2008 | Waikiki BeachBoys 6 at North Shore Honu 4 | Final |
| October 7, 2008 | Waikiki BeachBoys 8 at Honolulu Sharks 4 | Final |
| October 7, 2008 | West Oahu CaneFires 7 at North Shore Honu 6 | Final |
| October 8, 2008 | Waikiki BeachBoys 1 at Honolulu Sharks 3 | Final |
| October 8, 2008 | West Oahu CaneFires 6 at North Shore Honu 13 | Final |
| October 9, 2008 | Waikiki BeachBoys 0 at Honolulu Sharks 4 | Final |
| October 9, 2008 | West Oahu CaneFires 4 at North Shore Honu 5 | Final |
| October 10, 2008 | North Shore Honu 4 at Honolulu Sharks 10 | Final |
| October 10, 2008 | Waikiki BeachBoys 2 at West Oahu CaneFires 1 | Final |
| October 11, 2008 | North Shore Honu 0 at Honolulu Sharks 5 | Final |
| October 11, 2008 | Waikiki BeachBoys 13 at West Oahu CaneFires 3 | Final |
| October 12, 2008 | North Shore Honu 3 at Honolulu Sharks 6 | Final |
| October 12, 2008 | Waikiki BeachBoys 1 at West Oahu CaneFires 1 | Final |
| October 14, 2008 | North Shore Honu 14 at Waikiki BeachBoys 5 | Final |
| October 14, 2008 | Honolulu Sharks at West Oahu CaneFires | Ppd. |
| October 15, 2008 | Honolulu Sharks 2 at West Oahu CaneFires 7 | Final |
| October 15, 2008 | North Shore Honu at Waikiki BeachBoys | Ppd. |
| October 16, 2008 | North Shore Honu 7 at Waikiki BeachBoys 4 | Final |
| October 16, 2008 | Honolulu Sharks 4 at West Oahu CaneFires 2 | Final |
| October 17, 2008 | Honolulu Sharks 1 at Waikiki BeachBoys 8 | Final |
| October 17, 2008 | North Shore Honu 5 at West Oahu CaneFires 6 | Final |
| October 18, 2008 | Honolulu Sharks 7 at Waikiki BeachBoys 2 | Final |
| October 18, 2008 | North Shore Honu 6 at West Oahu CaneFires 7 | Final |
| October 19, 2008 | Honolulu Sharks 2 at Waikiki BeachBoys 0 | Final |
| October 19, 2008 | North Shore Honu 5 at West Oahu CaneFires 7 | Final |
| October 21, 2008 | Honolulu Sharks 2 at North Shore Honu 3 | Final |
| October 21, 2008 | West Oahu CaneFires 5 at Waikiki BeachBoys 8 | Final |
| October 22, 2008 | Honolulu Sharks 0 at North Shore Honu 7 | Final |
| October 22, 2008 | West Oahu CaneFires 8 at Waikiki BeachBoys 9 | Final |
| October 24, 2008 | West Oahu CaneFires 8 at Honolulu Sharks 2 | Final |
| October 24, 2008 | Waikiki BeachBoys 10 at North Shore Honu 3 | Final |
| October 25, 2008 | West Oahu CaneFires at Honolulu Sharks | Ppd. |
| October 25, 2008 | Waikiki BeachBoys at North Shore Honu | Ppd. |
| October 26, 2008 | West Oahu CaneFires at Honolulu Sharks | Ppd. |
| October 26, 2008 | Waikiki BeachBoys at North Shore Honu | Ppd. |
| October 28, 2008 | Waikiki BeachBoys 12 at Honolulu Sharks 9 | Final |
| October 28, 2008 | West Oahu CaneFires 8 at North Shore Honu 2 | Final |
| October 29, 2008 | Waikiki BeachBoys 9 at Honolulu Sharks 0 | Final |
| October 29, 2008 | West Oahu CaneFires 3 at North Shore Honu 7 | Final |
| October 30, 2008 | Waikiki BeachBoys 5 at Honolulu Sharks 2 | Final |
| October 30, 2008 | West Oahu CaneFires 3 at North Shore Honu 6 | Final |
| October 31, 2008 | North Shore Honu 5 at Honolulu Sharks 1 | Final |
| October 31, 2008 | Waikiki BeachBoys 3 at West Oahu CaneFires 2 | Final |
| November 1, 2008 | North Shore Honu 1 at Honolulu Sharks 2 | Final |
| November 1, 2008 | Waikiki BeachBoys 8 at West Oahu CaneFires 13 | Final |
| November 2, 2008 | North Shore Honu 3 at Honolulu Sharks 1 | Final |
| November 2, 2008 | Waikiki BeachBoys 6 at West Oahu CaneFires 5 | Final |
| November 4, 2008 | North Shore Honu 6 at Waikiki BeachBoys 8 | Final |
| November 4, 2008 | Honolulu Sharks 5 at West Oahu CaneFires 13 | Final |
| November 5, 2008 | North Shore Honu 11 at Waikiki BeachBoys 1 | Final |
| November 5, 2008 | Honolulu Sharks 0 at West Oahu CaneFires 0 | Final |
| November 7, 2008 | Honolulu Sharks 0 at Waikiki BeachBoys 2 | Final |
| November 7, 2008 | North Shore Honu 1 at West Oahu CaneFires 4 | Final |
| November 8, 2008 | Honolulu Sharks 4 at Waikiki BeachBoys 1 | Final |
| November 8, 2008 | North Shore Honu 3 at West Oahu CaneFires 13 | Final |
| November 9, 2008 | Honolulu Sharks 4 at Waikiki BeachBoys 1 | Final |
| November 9, 2008 | North Shore Honu 6 at West Oahu CaneFires 6 | Final |
| November 11, 2008 | Honolulu Sharks 4 at North Shore Honu 5 | Final |
| November 11, 2008 | West Oahu CaneFires 6 at Waikiki BeachBoys 3 | Final |
| November 12, 2008 | North Shore Honu 2 at Waikiki BeachBoys 3 | Final |
| November 12, 2008 | Honolulu Sharks 1 at West Oahu CaneFires 5 | Final |
| November 13, 2008 | West Oahu CaneFires at Honolulu Sharks | Susp. |
| November 13, 2008 | Waikiki BeachBoys at North Shore Honu | Susp. |
| November 14, 2008 | Waikiki BeachBoys 1 at Honolulu Sharks 4 | Final |
| November 14, 2008 | West Oahu CaneFires 6 at North Shore Honu 5 | Final |
| November 15, 2008 | West Oahu CaneFires at North Shore Honu | Cancelled |
| November 15, 2008 | Waikiki BeachBoys 5 at Honolulu Sharks 4 | Final |
| November 16, 2008 | Waikiki BeachBoys 5 at West Oahu CaneFires 1 (Championship) | Final |
Hawaii Winter Baseball 2 Schedule
