The Road to Hana: Journey along the wet side of the island with all the waterfalls, it is wonderful. Stop at Keane peninsula and bring a picnic lunch for Waianapanapa State Park. Then go past Hana at 7 pools (O’heo Gulch)—spectacular.
Lahaina: Lahaina is charming, has good food, and quaint shops. Go early. It gets hot and crowded later in the day. Leave the condo at 8:30 or so and head up the coast, it takes about 40 minutes.
Ka’anapali: There are many fabulous resorts; most have been updated in the past few years. Sometimes it is fun to go to Whaler’s Village and/or go to the hotels and just walk around. Park at the Marriot, and just cruise the strip, which must include the Hyatt Regency.
Haleakala Crater: Watch the sunrise from the highest mountain on Maui. If you are not an early bird, you can see the crater from the front door of the condo, if it is clear go for it. Haleakala is 10,000 feet high, so it is cold. Wear warm clothes. Total trip is about 4 hours.
Pa’ia and Up Country: Pa’ia hosts some nice art galleries, get out of the car and take a stroll. Upcountry you’ll find Panaole’s (Cowboys) and very different countryside including cactus, horses and some very charming small Hawaiian towns.
Wailea/Makena: We are 2 blocks from Wailea. The Shops of Wailea has some really upscale shops, and free parking. The beaches in this area are really great. Big Beach, Makena and Keawakapu are worth checking out.
Whale Watch: We take Pacific Whale Foundation Whale Watch trip out of Lahaina or Ma'alea Harbor. Whale season runs from mid December through April so if you are lucky enough to go on this outing, do it. They also do a dolphin adventure to Lanai’I which we do in the summer.