From a list I complied two years ago:
On the Water or With a View
Kaanapali Beach
1. Ocean Pool Bar & Grill (WKORV), Happy Hour daily 3-5. $4 beer, Mai Tai; $7 well drinks on the rocks, Lava Flow & Piña Coladas, $3 zucchini or sweet potato fries. All day: $6 drink of the day
2. Tropica Maui (Westin Maui, free shuttle) Happy Hour 3:30-5. Multiple $5 dishes, easy to make a meal for $10-$15 each. $3 draft beers and $6 cocktails (including Mai Tai).
3. Cliff Dive Bar (Sheraton Maui) has daily sunset (5:45-5:50 in Nov) torch lighting, cliff dive, and music +/- hula, Happy Hour 3-5, $8 tropical drinks, $7 wine, $6 beer, no food specials on website
4a. Dukes Ohia Bar. Kaanapali, can walk along beach path from WKORV, about 0.7 mi. Aloha Hour 3-5 every day. Mai Tais, Dukes Lemonade & Chardonnay $6, beer $4, happy hour heavy pupus $5-$7, soups & salads can easily round to a meal -Or- bar entrees in $14 range.
4b. Dukes Beach House (same location as Ohia Bar). $26 Chefs tasting menu (three course meal), if seated by 5:30. Also moderately priced breakfast.
5a. Hula Grill. In Whalers Village. Chefs Tasting menu 4:45-5:45 in restaurant, all night at Chefs counter. 3 courses, $26.
5b. Hula Grill Barefoot Bar, Happy Hour 3-5. Mai Tais $6, beers $4.25. No food specials listed but bar entrees reg price $14-$18.
6a. Leilani's (Whalers Village- take shuttle). Olala Menu- 5-6pm (sunset time), several $20 entrees.*
6b. Lelani's Beachside Grill. Every day except Tues 3-5pm Happy Hour with $5 Mai Tais, margaritas, Lei's lemonade and draft beers; $4 sliders. Tacos Tuesdays $5 Pacifico & Margaritas, $4 tacos and chips/pico. Live music Wed-Sun.
Lahaina
1. Lahaina Yacht Club $10 lunch specials. Happy Hour 3-5 daily, $6 snacks. Need letter of intro, yacht club members only
2. Aloha Mixed Plate. Inexpensive mixed plates, drinks, on water in Lahaina.
3. Kimos (Lahaina). On water in Lahaina, moderate to expensive for dinner, reasonable for lunch. No happy hour or dinner specials that I can find.
North of Kaanapali
1. Sea House, on beach in Napili Bay. Happy Hour 2-5. Numerous $5 pupus and tropical drinks in $7 range, easy to make meal for two.
2. Gazebo Restaurant at Napili Shores Condos. Good breakfast with a view (and 20-40 min wait).
3. Merrimans Kapalua. Happy Hour drinks, $6 Mai Tais, $3 beer. Pupus but fairly expensive. A little confusing because they have an outdoor terrace (where you want to be) and two bar menus- the Pointe Bar menu, presumably for the terrace (no happy hour mentioned) and the Bar Menu, which lists Happy Hour 3-5 (unclear if there is a separate indoor bar that hosts happy hour).
Upcountry*
1. Kula Lodge, upcountry. Breakfast with a view. Not inexpensive but breakfast seems to be a good deal for the quality of the setting.
No View
Kaanapali Beach
1. CJs Deli and Diner. Walk to from Sheraton Maui. Breakfast and deli sandwiches. Box lunches for picnicking.
Lahaina & Vicinity
1. Star Noodle. Foodie darling, a little inland in Lahaina. Small plates and noodles, moderately priced.
2. Leodas Pie Shop, just south of Lahaina. Pot pies, savory hand pies, sandwiches, sweet pies. Inexpensive to moderate.
3. Cool Cats (Lahaina), burgers and shakes in Lahaina, casual, no view.
North of Kaanapali
1. Honokawai Okazuya & Deli. Takeout 1.5 mi north of WKORV, inexpensive, excellent quality.*
2. Iron Imu BBQ. Napili. Dinner only, no alcohol or view, large meals of excellent BBQ
Upcountry & Paia
1.Komoda Store & Bakery. Makawao. Known for Malasadas and Cream Puffs. Also consider coconut pastries & long johns. Open 7am-5pm, best selection before noon. Closed Wed.
2. Flatbread Company. Highly regarded pizzas. Some salads. No a/c, gets hot in restaurant.
Hana
1. Thai food by Pranee & Nutcharees Authentic Thai food. Hana. Highly regarded food from a shack, served in a tent. Two "restauranteurs" share the shack and it goes by different names different days on the week.
South Maui
1. Monkeypod, Wailea. Happy hour 3-5 and 9-11. $9 pizzas, half price apps, $8 mixology-type cocktails. Dinner moderate to expensive. No view.
Enjoy!
H