Historic Hawaii Bed and Breakfast Inns

Captain Cook

1 Affordable Hawaii At Pomaika'L

— Captain Cook, HI 1932
Farmhouse is one of the oldest in area (1932). Read More


2 Shipman House Bed & Breakfast Inn

— Hilo, HI 1899
Built in 1899, it reflects a lifestyle and architecture that no longer exists, complete with original furnishings and plantings. Read More
3 D&S Bed and Breakfast

— Hilo, HI 1906
4 Maureen's Bed & Breakfast

— Hilo, HI 1932
5 Hilltop Legacy Vacation Rental

— Hilo, HI 1934


6 The Manoa Valley Inn

— Honolulu, HI 1912
The Honolulu Art Academy, founded by an early missionary, features a unique architectural mix of Polynesian design and missionary style. The Iolani Place was built by King David Kalakaua and was the... Read More


7 Rosewood

— Kapaa, HI 1900


8 Lahaina Inn

— Lahaina, HI 1938
A walking tour of this charming Hawaiian town includes such sites as the Baldwin House, Government Market, a courthouse, fort and canal. The Hauola Stone, a stop of the tour, was believed to have... Read More


9 Hale Ho'okipa Inn

— Makawao, HI 1924
10 Banyan Tree House

— Makawao, HI 1929


11 Poipu Plantation Resort

— Poipu, HI 1938


12 Hale Ohia Cottages

— Volcano, HI 1030
The inn is one of the few-known residential projects of the master landscape architects Kanichi & Fujino Nakamoto who also landscaped Liliuokalani Gardens in Hilo, the largest Japanese garden... Read More
13 Aloha Junction Bed & Breakfast

— Volcano, HI 1927
There were formally 4 houses along this side road- all built around 1927 by different sugar mill plants for their "skilled" labor. It's really a big, summer vacation house. Read More


14 Old Wailuku Inn

— Wailuku, HI 1924