San Francisco, From $108 a Night
This festive hotel package is valid over the holidays and includes ice-skating at Union Square.
42. Pillows in Paradise (336 Awakea Rd., Kailua, HI 96734; 808/262-8540, pillowsinparadise.com) is another establishment on the windward coast, offering three rooms with mini-kitchenettes and private entrances overlooking a pleasant pool and deck surrounded by palm trees. Rooms start at $75.
Kauai
43. Anuenue Plantation Bed and Breakfast (P.O. Box 226, Kapaa, HI 96746; 888/371-7716, anuenue.com) is perched on a hillside with 360-degree views of mountains and ocean, with three guest rooms in a huge, two-story house (and one guest cottage) on five acres. The B&B often hosts health and human-growth seminars. Rooms start at $70.
44. Hale Ho'o Maha (P.O. Box 422, Kilauea, HI 96754; 800/851-0291, aloha.net/~hoomaha) is on the island's fertile north shore on five landscaped acres with a pond and stream, and a waterfall is just across the street. The B&B's four suites are brightly decorated in tropical motifs. Rooms start at $65.
45. Hale Lani Bed and Breakfast (283 Aina Lani Pl., Kapaa, HI 96746; 808/823-6434, halelani.com) is situated in a lush valley behind the mythical Sleeping Giant Mountain. It rents three rooms, each with their own private outdoor spa. Rooms start at $90.
46. Kakalina's Bed and Breakfast (6781 Kawaihau Rd., Kapaa, HI 96746; 800-662-4330, kexotix.com/kakalina.html) has two large units with kitchenettes on a three-acre, working tropical-flower farm located in the foothills of Mount Waialeale (one of the wettest spots on earth), with views of the ocean and a lake below its hillside roost. Rooms start at $80.
47. Mahina's Women's Guest House (4433 Panihi Rd., Kapaa, HI 96746; 808/823-9364, purpleroofs.com/mahinas-hi.html) is a four-room, women-only guesthouse right near the beach, with shared living and dining areas, and a kitchen where you can prepare your own meals. Rooms start at $55.
48. Mohala Ke Ola (5663 Ohelo Rd., Kapaa, HI 96746, 888/465-2824, waterfallbnb.com) is a large, tranquil home with pool and Jacuzzi, four comfortable suites, and an owner who is a practitioner in Hawaiian lomilomi massage, reiki healing, and acupuncture. Rooms start at $85.
49. Old Waimea Landing Bed and Breakfast (P.O. Box 1113, Waimea, HI 96796; 808/338-1451, bbonline.com/hi/waimea) is in the quiet town of Waimea on the island's southwestern shore, a short walk from a black-sand beach and the Russian Fort Elizabeth ruins. Two homey suites and a cabin include a wiki wiki (quick) continental breakfast tray. Rooms start at $89.
50. Poipu Bed and Breakfast (1792 Pe'e Rd., Koloa, HI 96756; 808/742-6757, poipubeach.com/bedandbreakfast.htm) has four rooms (with high ceilings and two with private lanais) in a plantation-style home with hot tub and barbecue, all just a short walk from the ocean. Rooms start at $95.