Eating out on Maui is expensive. Entree’s under $50 are rare in most restaurants with cocktails ranging from $14-19, a nice evening can quickly get outrageously expensive. One of the ways we like to save money when dining out is to hit up the restaurant’s numerous happy hour offerings. These normally offer cheaper wine and beers along with up to half-price cocktails and a selection of Appetisers / Pupus again at up to half price depending on the Menu.
Not only does this save you lots of cash while dining at some of the island’s best restaurants it also allows you to try many new and different foods in small taster portions. In a lot of restaurants, we actually prefer this, rather than dining from the main menu. Read on as we take you through who has the best happy hour, Maui. Things have changed a lot since the pandemic so our list is bang up to date for 2023 after hitting as many as possible in the last few months.
To keep it simple we have broken it down to regions so you can quickly find a great place for dinner in the location you are going to be, Make sure you have transportation sorted as Happy Hours are a fast way to get over the drink-drive limit!
Pupus?
In case you are not aware Pupus are Hawaiian Appetisers or small plates, a bit like Tapas. They are great for trying lots of different things without committing to a $50 Entree!
Happy Hour Menu’s
These menus change often and it’s hard to keep up so to make sure you are getting the latest we include links to both the Main Restaurant page and their happy hour menu. While the details can change the offering is normally similar and the setting and ambiance rarely alter.
Contents
Best Happy Hour West Maui
Best Happy Hour in Napili / Kapalua
Sea House
Stunning views in a beachside bar/restaurant with a sun terrace overlooking Napili Bays’ incredible waters.
- Hours – 2pm – 5pm
- Location – Napili Kai – Napili Bay
- Offer – $11 cocktails / $6 beers and wine / $6-$8 Pupus
- What is good – The Cocktails are great. The Mai Tais are real classics and we love the Seahouse Mule. Pupus offerings are excellent, Poke Nachos, Blue Crab Cakes, BBQ Pork sliders, and a side of Hurricane Fries
There are three things you must do in Napili Bay, Swim with the Turtles, Visit the Gazebo, and Hit the Sea House Happy Hour. Great cocktail and tasty Pupus right by the ocean.
Merriman’s
Merriman’s at Kapalua Bay used to be one of the best Happy Hours in the area. But it has not resurfaced since the Covid Shutdown. We can’t quite bring ourselves to drop it off the list though…hopefully, it’s back soon as the £120 Prie Fixe is not quite the same…
- Hours –
- Location – Kapalua Head
- Offer –
- What is good –
Taverna Maui
Beautiful modern Italian restaurant overlooking the golf course and Kapalua Lowlands and treeline. Really idyllic setting for some great high-quality Italian.
- Hours – 12pm – 4pm (Wed,Thu,Fri,Sat)
- Location – Kapalua Golf Course
- Offer – $10 Select Cocktails, &7 beer and wine. Reduced price lunch specials
- What is good – The cocktail list is limited for happy hour, Margaritas, Mules, and Old Fashioned but these are good cocktails for $10. Food is a lunch-style menu with $16 Pizza, $14 Tagalire (charcuterie board), or $18 Mahi Mahi Sandwich are our picks.
Best Happy Hour in Kahana / Honokōwai
Maui Brewing Co.
The location is a real letdown, literally on a strip mall. But the beers are so good it’s worth hunting out.
- Hours -3:30pm – 5:30pm
- Location – Kahana Gateway Shopping Center
- Offer – $1 off beers and $3 off Cocktails! 50% off Apps and $10 Flatbreads
- What is good – The beer! Maui Brewing is all about craft beers and they have some excellent choices. The Coconut Hiwai and Bikini Blonde are Legendary. Chicharrones & Beer Cheese Dip, Loaded Fries, and Nachcis all at half off make for a great feed at low prices. Cocktails are already pretty low price so you grab a Mai Tai here for $9
Wear a Maui Brewing Co. Logo on Wednesday and get $2 off beers all day!
Beach House Bar & Grill
This is a pretty budget restaurant to start with and the Happy Hour really makes this one of the cheapest spots in Kahana. Situated by The Sands pool and only steps to the beach it has a nice laid-back vibe and some really great drinks prices.
- Hours – 2pm – 5pm
- Location – Sands of Kahana
- Offer – $8 menu – $3beers $4craft – $1off Wine and Spirits
- What is good – Beef Sliders, Chicken Tacos and Chips, and Dip make a great sharing platter!
Dollies Pub and Cafe
Dollies is a local legend and offer some really good prices on their happy hour drinks special. Pupus are very much American rather than Hawaiian, but their Pizza is really good. It is located in a strip mall a little away from the coast so it’s not an epic sand-in-your-toes locale, but it is a great place to grab some cheap eats. $2 Pizza is almost as good as 99c NYC pizza!
- Hours – 3pm – 6pm – 9pm – close
- Location – Kahana Manor
- Offer – $2 Pizza Slices – $6 Pupus – $2.50 Beers and $1Off Wine
- What is good – Beer and Pizza!
Best Happy Hour in Kaanapali
Pailolo Bar & Grill
The pool bar for this upscale Villa complex might not be an obvious choice, right up at the very top end of Kaanapali Beach. But it’s a super spot to grab a bite after snorkeling on Airport Beach!
- Hours – 2pm – 5pm
- Location – The Westin Ka’anapali Ocean Resort Villas North
- Offer – $2 off Draft beers, $8 Mai Tai, Drink of the Day, and wine – Pupus Menu
- What is good – Amazing $8 Mai Tai, and some great Pupus, German Pretzels, and Food Truck Fries!
Royal Ocean Terrace
Great stop along the Mays Beach boardwalk for excellent cocktails with a stunning view.
- Hours – 2pm – 5pm
- Location – Royal Lahaina
- Offer – Drinks Only – $2 off Beer and Cocktails at the Beach Bar
- What is good – Al the cocktails are excellent, but the hibiscus nectar and Frozen Coconut Mojito are our top picks outside of the obvious Mai Tai.
Huihui
Huihui is a really stunning restaurant situated right on Kaanapali Beach. From 2 pm you will enjoy local talent entertaining the guests. Expect light Hula dancing, ukulele performances, and more. If you stick around the entertainment really ramps up as the sun sets, but the Happy Hour does cut off by 4 pm. A great spot to grab a late lunch after some Black Rock Snorkeling!
- Hours – 2pm – 4pm
- Location – Kaanapali Beach
- Offer – 20% off appetizers and Drink Specials from $6 – BAR ONLY
- What is good – The Happy hour is not the best, but the daily entertainment accompanying it is really welcome. The food is excellent so the 20% off apps is nice.
Monkeypod Kitchen
This is the first of two monkeypod outlets on our list and both are pretty similar in terms of menu and Happy Hour, but the ocean-side location of the Kaanapali Outlet is much superior. It is not quite the toes-in-the-sand experience of Hula Grill next-door, but the ocean view is pretty special.
- Hours – 3:30pm – 5:30pm
- Location – Whalers Village
- Offer – $2 off Beer, $3 off Wine, $4 Off Cocktails – 1/2 off Apps, and $12 Pizza
- What is good – $12 Pizza is always good, expect high-end stonebaked goodness! The Garlic Truffle oil Fries and Pumpkin Patch Ravioli are fantastic at 1/2 off.
The Monkeypod Mai Tai is the self-proclaimed, best Mai Tai on the Island. We disagree, as it’s just too fancy and has other flavors taking away from the true Mai Tai taste, but it’s a damn good cocktail in its own right! The rest of the cocktails, priced at $12 for happy hour are also great choices.
‘Umalu
All the way down the far end of Kaanapali Beach is the Hyatt Regency and its high-end pool restaurant ‘Umalu. This is a bit of a captive audience not many people head this far down the beach unless they are staying in one of the resorts.
(Hyatt) (HH 11-12; 4-5) ($8/$9 beer/$14 mai tai)
- Hours – 11am – 12pm and 4pm – 5pm
- Location – Hyatt Regency
- Offer – Drinks Only – $8/$9 beers, $10 wine, and $14 Mai Tai’s and Skinny Liliko’i Pina
- What is good – This may not seem the best happy hour, $14 cocktails are pretty steep still, but it’s a good saving over the regular $19! This is a great spot to have a pre-drink before the Drums of The Pacific Luau.
Best Happy Hour in Lahaina
Mala Ocean Tavern
This small tavern has a rustic wooden shack feel, but an enviable oceanside location. Sipping cocktails on the outdoor deck after snorkeling with sharks on Mala Pier is the sort of Bucketlist attraction that is everyday life in Maui!
- Hours – 2pm – 4pm
- Location – Mala Pier
- Offer – $5 beers – $8 Wines and Well Drinks – $10-$12 Cocktails – Food Specials – Live Music
- What is good – Great cocktails, especially the $10 Mule – Lamb Pitta, Crunchy Calamari, and Coconut Shrimp are the best Apps ($10 each), or try the $13 flatbread
Waikiki Brewing Company
Not to be confused with the Maui Brewing Company! This is a newer and independent company and is part of the surging Craft Brewing industry in Hawaii. The Location is on the wrong side of the front street but has epic views over the water, even if you have to look over the road to get them.
- Hours -2pm – 5pm
- Location – Front Street
- Offer – $5.50 beers and $12 64oz Growler fills! 15% off Apps
- What is good – This is all about the beers. The offer covers the 9 core beers so there is loads of choice. Eeh Pah IPA and the Jalapeno Mouth are our favs.
The Food is really good here outside of Happy Hour and the Billionaire Burger is a thing of real beauty!
Tommy Bahama Marlin Bar
Classy upmarket bar from the original Aloha Fashion designer. Right next door to the Waikiki Brewing Company, offering great views across the street of the ocean and Lanai.
- Hours -2pm – 5pm
- Location – Front Street
- Offer – Drinks Only – $6 beers, $8 Wines, and a great Cocktail Selection $11-$12
- What is good – We love the Martini selection at $12 one of the few places to offer good martinis at good prices on the Island! A nice touch of sophistication!
Fleetwood’s
The iconic front street restaurant is owned by the Fleetwood Mac Legend, Mick Fleetwood. This upscale music bar is a great place to start your evening with a couple of late happy hour drinks before the live music kicks off.
- Hours – 3pm – 5pm
- Location – Front Street
- Offer – Lounge Only – Half-Off all beer and wines and House Cocktails – $7-$8 cocktail specials and discounted food menu.
- What is good – Half-Off beers mean $4 pours on Craft Beet such as Maui Brewing Co. The KOKOMO Happy Hour cocktail is excellent, or try the Mai Tyler at the $8 happy hour price. Lobster Shrimp Roll, Fish Taco’s, and Truffle Fries are the standout Food Specials.
Down the Hatch
Nice upscale Fish restaurant with some decent Happy Hour savings. We would prefer to see some better Appitiizer discounts but the food is really good. The Cocktails are solid and well priced but the landslide offering here is Adult Shave Ice.
- Hours – 2pm – 5pm
- Location – Front Street
- Offer – $6 Beers, $6 Well Cocktails, $7 Hawaiian Cocktails – 15% off Apps – Live Music
- What is good – The Happy hour offerings are pretty average, but the standout here is the $6.50 Adult Shave Ices! Mango Margarita, Mudslide, Mojito, Mai Tai, Pina Colada, and Strawberry Guava Daquari. Alcohol + Shave Ice = very happy customers!
Betty’s Beach Café
Lahaina is not best known for its beaches and Betty’s somehow manages to be located on one of the very few strips of sand in the town, offering well-priced food and drinks all day, including an excellent Brunch on Saturday and Sunday.
- Hours – 2pm – 5pm
- Location – Front Street
- Offer – $4 Margaritas, $5 Mai-tais, $6 Mojitos $6, Beer $5 – $5-10 Food Specials
- What is good – House Nachos and Sweet Potato Fries are great, but it’s all about the Dinks Special here. $4 Margs are NEVER a bad thing!
Right Next Door to Feast at Lele, perfect for some pre-drinks!
Best Happy Hours South Maui
If you are staying in the South Maui resort areas, fear not, we have plenty of Happy Hours for you too! Some of these are “repeats” of the West Maui locations as the restaurants have second locations and some are totally independent restaurants.
Best Happy Hour in Kihei
Three’s Bar & Grill
Low Key restaurant, easy to miss, but with an excellent upstairs deck overlooking the ocean at Kamala Park, albeit at a distance. Offers a nice fusion-style menu with some great sushi at excellent prices during happy hour. This is also one of the latest happy hours available running all the way until 6 pm
- Hours – 3pm – 6pm
- Location – Kihei Road
- Offer – Beers, Well, Mai Tai’s, and Margs all $5.75 – Food Specials – Cut Price Sushi
- What is good – The Apps selection is really good but we come for the Sushi, however, the Crispy Pork Belly cannot be ignored.
Maui Brewing Co.
We love the Lanaina outlet of the Maui Brewing Company, but the location is a let down, the Kihei version is much better rnad is situated at the actual Brewery. High up on the Kihei hillside overlooking the town it’s a much nicer place to grab some of the best beer on the island. You can even tour the brewery or buy a keg!
- Hours -3:30pm – 5:30pm
- Location – Maui Brewing Company
- Offer – $1 off beers and $3 off Cocktails! 50% off Apps and $10 Flatbreads
- What is good – The beer! Maui Brewing is all about craft beers and they have some excellent choices. The Coconut Hiwai and Bikini Blonde are Legendary. Chicharrones & Beer Cheese Dip, Loaded Fries, and Nachcis all at half off make for a great feed at low prices. Cocktails are already pretty low price so you grab a Mai Tai here for $9
Wear a Maui Brewing Co. Logo on Wednesday and get $2 off beers all day!
Nalu’s South Shore Grill
Not the finest location, but Nalu’s is a bit of a hidden gem, offering stunning breakfasts, with one of the best Loco Mocos on the island, and fantastic all-day Chicken And Waffles! Lunch and dinner are Island fare with great burgers and some wonderful fresh catch specials!
- Hours – 3pm – 6pm
- Location – Kihei
- Offer – Live Music and Drinks Specials
- What is good – They do not publish a happy hour menu but drinks specials are available daily. Nalu’s offers a mean hand-crafted Mai Tai that rivals anything on the island for $7.50.
Moose McGillycuddy’s
Moose’s is a South Kihei icon. Great atmosphere, good food, and plenty of drinks. Across the road from Kameole II Beach, The happy hour is great but they also have nightly specials and an amazing Taco Tuesday with $6 double margaritas and $3.50-5.50 Tacos.
- Hours – 4pm – 7pm
- Location – Kihei
- Offer – $6 draft beers, $6 wines, and well, $7 Cocktails.
- What is good – The cocktail selection here is great for happy hour, with Mai Tai, Lava Flows, CAdalc MArtininis, Moscow Mule, and Lahaina Lemonade to name just a few. The food here is pretty cheap so while the happy hour does not cover the food you can grab a cheap bite here regardless.
Check out Fred’s next door, a Mexican Cantin owned by the same people, great food and atmosphere, with the same killer Taco Tuesday Menu, the 2-hour time limit shows how popular this is!
Best Happy Hour in Wailea
Wailea is a really upmarket resort location and some restaurants here are eyewateringly expensive. So it’s great to see some happy hours helping drive down the costs. Many of these, but not all, are inside the fancy hotels but you are still perfectly welcome to head on in a try them out.
Humble Market Kitchin
A nice upmarket farm-to-fork style restaurant with beautiful views of the ocean in the gorgeous setting of the Wailea Beach Resort.
- Hours – 5pm – 6:30pm
- Location – Wailea Beach Resort
- Offer – $6 Draft Beers, $7 Well Drinks, $8 Wine by the Glass, $10 Cocktails – $10 Select Pupus
- What is good – While the food is limited, it’s really good, Chilli Peppa Wings and Crispy calamari really help soak up the $10 Magnum P.I’s and Lilioki Mai Tais.
Tommy Bahama
Tommy Bahama is a Hawaain icon, but it’s fair to say his fashion has become a bit Cliche. However, his range of dining locations across the islands are still really classy and worth a visit. This outlet is situated at the bottom of the Wailea Shops in a pretty setting that does not feel like you are in a shopping center.
- Hours – 2pm – 5pm
- Location – Shops At Wailea
- Offer -$11-$12 Cocktails, $8-10 Wine By The Glass, $12 Pupus
- What is good – We love sipping a nice Classic Vodka Martini or Lemon Drop, in this refined and classy eatery. Mahi Mahi Tacos, Coconut Shrimp, and Beef Sliders are all fantastic.
Pint & Cork
This Sports bar could really be anywhere in the states but it has a great atmosphere and a huge drinks menu with some great discounts and fantastic food. One of the cheapest places to grab a drink and some food in Wailea.
- Hours – 12pm – 5pm
- Location – Shop at Wailea
- Offer – $5 Draft Beers, $7 Well, 30% off Wine, $4 off Signature Cocktails, and $7 Margs and Mules – $5 Pork and Beef Slider, $7-12 Pupus
- What is good – Dinks wise the selection of beers and wine is huge, there is also a fantastic cocktail menu and $4 off gets you these for $10! Soak this up with the Bargain Sliders, Fried Wings, and Mac and Cheese.
Waikiki Brewing Company
This is Waikiki Brewing Companies’ latest location and offers a similar experience to the Lahaina location, which is no bad thing! Offers some nice views out towards the ocean this is not what you expect from a shopping center outlet. And we mean that in a good way.
- Hours -2pm – 5pm
- Location – Shops at Wailea
- Offer – $5.50 beers and $12 64oz Growler fills! 15% off Apps
- What is good – This is all about the beers. The offer covers the 9 core beers so there is loads of choice. Eeh Pah IPA and the Jalapeno Mouth are our favs.
Monkeypod Kitchen
The Original Monkey Pod Kitchen is situated high up in Wailea’s Maui Meadows, at the Wailes Gateway Center. There are great views out over the Wailea Coastline, but these are hidden once situated at the bar of this refined yet relaxed bar and restaurant.
- Hours – 3:30pm – 5pm
- Location – Wailes Gateway Center
- Offer -$2 off Beer, $3 off Wine, $4 Off Cocktails – 1/2 off Apps, and $12 Pizza
- What is good – $12 Pizza is always good, expect high-end stonebaked goodness! The Garlic Truffle oil Fries and Pumpkin Patch Ravioli are fantastic at 1/2 off.
The Monkeypod Mai Tai is the self-proclaimed, best Mai Tai on the Island. We disagree, as it’s just too fancy and has other flavors taking away from the true Mai Tai taste, but it’s a damn good cocktail in its own right! The rest of the cocktails, priced at $12 for happy hour are also great choices.
Ama Bar & Grill
Set in the heart of the stunningly beautiful Fairmont Resort, AMA Bar And Grill is set on a terrace overlooking the pools and offering stunning Ocean Views. This an expensive upmarket location so the prices are high even when taking happy hour into account.
- Hours – 3pm – 4pm
- Location – Fairmont Kea Lani Resort
- Offer – 30% off drinks and select food items
- What is good – Narla Sushi (complex sushi roll) and Polo Beach wings go well with a side of Tsunami Fries (Soy Glazed Fries with Chilli Aioli) – The Lilikoʻi Margarita 13 and Kea Lani Mai Tai for $13 taste really good overlooking the ocean.
Gannon’s
Gannon’s is the go-to restaurant for a romantic or special meal. Set in a sublime location, away from the coast but with stunning panoramic views over the Wailea coastline. It is one of the most beautiful places n the island. The regular menu is understandably expensive, so this happy hour makes perfect sense!
- Hours – 3pm – 5pm
- Location – Wailea Golf Club
- Offer – $9 Cocktails and wine, $5 Draft Beers – Food specials $8-$16
- What is good – Great Mai Tias and really good wine by the glass selection. Short Rib Sliders and Bev’s Crab Dip are excellent with a side of Garlic Parmesan Fries.
Other Happy Hours
As we head out of the Tourist areas the options narrow slightly but there are still great Happy Hour out there! This is your chance to eat as the locals do!
Best Happy Hour in Kahului
Kahului Ale House
Classic Sports bar in the downtown area of Kahului. Big Beers cheap eats and a lively atmosphere.
- Hours – 3pm – 6pm
- Location – Kamehameha Ave
- Offer – $1off Beer $6 Wines – Pupus $4.50 -$6.75 – $11.75 Pizza
- What is good – Sliders, Nachos and Onion Rings
Best Happy Hour in Paia
Milagros
Low Key relaxed Tex-Mex hangout in the Hippy paradise of Paia. Yes, you are on a busy main road with little to no views but these prices are fantastic.
- Hours – 3pm – 6pm
- Location – Paia, Baldwin Av
- Offer – $4 Beers, $5 wines, $5 Mai Tai’s and Margs – $6 Daily Food Specials
- What is good – $5 Mai Tais and Margs is always a winner, the food specials change daily, but expect homely Tex-Mex food with loads of flavor. Chili Lime Chicken Enchilada Bowl, Fish and Chips, and Smoked Pulled Pork Sliders on Hawaiian Sweetbread are just a few of the recent $6 specials.
Best Happy Hour in Haiku
Colleen’s at the Cannery
Ok this one is right out the way, Haiki is the last town on the road to Hana before getting onto the wilds. You need to head up Haiku road, which is a blink nd ou will is it turn off, and head up in the sleepy little village. Colleens is part of the old converted cannery.
- Hours – 3:30pm – 5:30pm
- Location – xxx
- Offer – Tap beers are $3.95 and a beer and a slice of pizza is $6.50. During Happy Hour we also serve burgers and fish burgers, fish & chips, and salads
- What is good – Beers for under $4 is always a winner and the Fish Burgers are also great using fresh local fish.
Best Happy Hour in Wailuku
Cafe O’Lei at the Mill House
A real hidden gem, set in a tropical plantation at the foot of the West Maui Mountains. This stunning location holds an outlet of one of Maui’s top restraints Cafe O’Lei. Jump on the Plantation tour and then head to the CAfe after for a basic but solid happy hour drink in a real hidden paradise.
- Hours – 3pm – 5pm
- Location – The Millhouse
- Offer – $5 Beers, $6 Daily Coctial, $5 Wines – $12-$18 Pupus
- What is good – The $5 wine pours go down really well here, and the Pau Hana Coctail is always good. The Flatbread are really good too.
Make sure you check out the Farm Store for some top freash local farm produce
Best Happy Hour in Hana
Food options are really limited in Hana, and the best choices are the various food trucks in the area. We figured this would make it really hard to find a Hana Happy Hour…and we were right!
EveryHour is Happy in Hana though, and most of the food options pretty cheap considering you are in paradise, so just soak up the moment and enjoy this wonderful little corner of nowhere!
Have Your Say
Have you been to any great Happy Hours on the Island recently? Drop us a comment and we can look into getting them added. Maybe you had a great experience at one of our listed locations, maybe you had a poor experience? Whatever you have to say, just let us know in the comments.
Are you a Business that thinks it should be featured here? Drop us a Mail at Steve@Yourusacityguide.com and we will get you added. We are 100% independent and expect nothing in return!