7 Best Happy Hours In South Maui | Where To Find Kihei’s Best Eats & Cocktails Before Sunset

Best Happy Hours Maui
7 Best Happy Hours In South Maui – Where To Find Kihei’s Best Eats & Cocktails Before Sunset

Mmmm… Mai Tai’s, Chi chi’s, Lava Flows, Pina Coladas, Ice Cold Beer… no matter your favorite cocktail or adult beverage to drink while visiting the island paradise that is Maui, you are sure to find some great deals at our local watering hole happy hours.

You’ve been soaking up the sun all day at the beach, tummy is grumbling, it’s not quite dinner but you’re ready for some *pupu’s and a nice adult beverage.  Here’s a list of South Maui’s top happy hours and a few menu samples. We’re featuring 7 top happy hours, one for each day of your 7-day itinerary!

*pupu [poo-poo] noun, From the Hawaiian word pūpū.  Polynesian-Hawaiian Cookery.
1. any hot or cold usually bite-size appetizer, snacks, small bites, often served in a varied assortment.

Showing 7 of our Happy Hour picks – In Blue Martini’s and the

Orange Bed is our condo location.

We’ll start at the top of the map, the northern most watering hole which is;

Maui Brewing Co.

This is a fantastic spot for happy hour, but it’s also great for lunch, dinner and brewery tours! But if happy hour is your thing, check out their Logo Wear Wednesdays where wearing any of their logo shirts or hats will get you $2 off MBC beers all-day-long! Combine that with their happy hour which runs 3:30pm-5:30pm & 9:30pm-11pm Daily and you’ve got yourself a great deal!

They have a great patio and the brewery sits up on a hill so you get a great view toward the ocean and sunset. Happy Hour – $1 Off House Beers, $3 Off Culinary & Classic Cocktails, $10 Pizzas, 50% Off Select Appetizers.

(I love their Panko Calamari with Sriracha mayo, lime & furikake!! Pair this with their Imperial Coconut Porter and OMG!)

Check out our blog post about Maui Brewing Co here!

Menu Link: https://www.mbcrestaurants.com/kihei/

Address: 605 Lipoa Pkwy Kihei, HI 96753

South Shore Tiki Lounge
Gotta love Tiki Kitsch!

Next on our map we scoot over toward the beach where we find South Shore Tiki Lounge.  Recently voted BEST Bar in Hawai’i.

“The young (and young at heart) flock to South Shore Tiki Lounge, where bamboo and kitschy tiki decor complement a full bar, outdoor lanai, great wait staff, surf videos and a menu of sausages, burgers and some of the best pizza on the island.”

   – Maui Time Weekly

All Day Happy Hour 11am-6pm Daily
$4.00 Sauza margaritas, Well drinks from their premium well, Bloody Marys & Pacifico Draft,
$3.00 Primo Draft

Give their TBone’s Famous Sliders a try! A trio of local Maui beef sliders with pickles and a garlic aoili mayo on a Hawaiian sweet roll. 

Menu link: http://southshoretiki.com/menu/

Address: Kihei Kalama Village, 1913-J S. Kihei Rd., Kihei

Three’s Bar & Grill
Serrano Hibiscus-rita at Three’s

Located in what is locally known as the ‘Triangle’ and just a few doors away from South Shore Tiki, we find Three’s Bar & Grill.  Called the Triangle due to the location of several bars within a few meters of one another. Definitely walking distance if you wish to bar hop.

With accolades such as MauiTime Best of Maui 2017: Best Pupus on Maui 2017 and MauiTime Best of Maui 2016: Best Happy Hour on Maui 2016 how can you go wrong with Three’s!

Three’s gets it name from the 3 chefs, surfers and best friends Travis Morrin, Cody Christopher, and Jaron Blosser, owners of not only Three’s but also my favorite healthy noshing joint Fork & Salad (soon to have a 2nd location in Kahului!) and Three’s Food Truck which is generally featured at Kihei 4th Fridays.

Happy hours run 3pm to 6pm and again 9pm-10pm (late night HH in the Surf Lounge only)

Why not give their Coconut crusted fish tacos a try!

Well drinks, draft beer and house margaritas $3.50, top-shelf cocktails $6.50

Menu Link: https://threesbarandgrill.com/

Address: 1945 S Kihei Rd, Kihei, HI 96753

Fred’s Mexican Cafe
Stellar sunsets from this happy hour hot spot!

Up next we head just a little further south down the beach to Fred’s Mexican Cafe. Fred’s is our Tuesday watering hole. Fred’s is also the next door neighbors to our condo complex and a quick 3 minute walk from our door to theirs. On Tuesdays during the busy season, you’ll find a line out the door for their Tuesday Taco happy hour special.  Fish-bowl sized house margaritas (great with shot of Cuervo on the side!) and plate of fish tacos make up their Tuesday special. But any day is a great day for happy hour because Fred’s has a great lanai that sits over South Kihei road, directly across from ‘our ‘ beach Kamaole II, where you can catch sunset just after happy hour if you time it just right.

Menu Link: Fred’s

Address: 2511 S Kihei Rd, Kihei, HI 96753

5 Palms Restaurant
Can’t beat their ocean view + umbrella drinks!

If you’re not too tipsy by now, we’ll waddle over to 5 Palms Restaurant & Bar. 5 Palms is located just about a mile south of our condo and Fred’s and sits on the north end of Keawakapu Beach. If you don’t want to walk from our condo why not hitch a ride with our favorite $3 Turtle Tracks shuttle! Perfect for when you want to drink and not drive!

5 Palms is fantastic for it’s location, stellar views of the beach and sunset. Their happy hour is immensely popular so make sure to get there early enough to grab a seat. It’s not overly crowded, but it’s a more intimate restaurant with limited seating.

You can count on tropical cocktails with an umbrella and a garnish of pineapple! Their mai tai’s are good but hold out for our next up happy hour spot, their mai tais are my favorite. This place is all about ambiance. Tiki torches, tropical drinks right over the beach, sunset. Doesn’t get much better!

Happy Hours run 7 days a week from 3-5pm with Late night happy hour from 9-10pm.

Happy hour specials include 50% off Happy Hour Sushi & Pupus with a one drink minimum per person.  Select draught and bottle beer $6, wine $8 on up to house cocktails for $8.95

Menu link: http://www.5palmsrestaurant.com/happy-hour-food-bistro/

Address: 2960 S Kihei Rd, Kihei, HI 96753

Monkeypod Kitchen

If mai tais are on your bucket list, then look no further. We’ve posted about Monkeypod’s mai tais before – they’re that delish! Crafted from old lahaina silver rum, old lahaina dark rum, lime, house-made macadamia nut orgeat, orange curacao, honey-lilikoi foam – they’re a departure from the very traditional but we think you’ll love it!

This is a hopping-busy restaurant so plan accordingly. Happy hour is popular as is dinner (reservations recommended)

Two happy hours each day, I recommend the earlier to catch sunset if you time it just right. Happy Hours run from 3pm-5:30pm and 9pm-11pm.

$4.75 for beers originally $9 and under, $7 for beers $9-$11, $10 for beers $12 and over.

Ocean Vodka cocktails $6, White and red wines by the glass $6, Culinary cocktails $8

50% off All Appetizers
with the exception of the raw bar mixed plate and poke tacos. Pizzas $9

Menu Link: https://www.monkeypodkitchen.com/dine_wailea

Address: 10 Wailea Gateway Place, Kihei, HI 96753

Mulligan’s On The Blue
Sunset view from Mulligan’s lanai

Last up on our Happy Hour train is Mulligan’s! Come experience our “Irish Aloha” on the south coast of Maui! Maui’s only Irish Pub! Mulligan’s is a happening pub well known for their daily live entertainment and pub grub!

Located in Wailea, just a hop, skip and a jump from our condo, at the Wailea Blue [Golf] Course’s 19th hole. Mulligan’s is well known for their nightly entertainment.

Head over for a pint, cocktail or Whisky and some pub grinds and hang out for the entertainment. Don’t expect three asparagus spears with a twig of thyme here, you will find decent pub fare, the food is good, filling and the beer and whisky menu will impress!

Happy Hour Beverages – Jameson, Powers & Tullamore Dew $7, Imported Bottled Beer $5, Well Drinks and House Wines $6, Domestic Draft Beer $4, Mai Tai’s & Mojitos $7, Domestic Bottled Beer $4

Mulligans’ Happy Hour runs 2pm-5pm & 10pm-Midnight, Daily.  33% Off Food Items / Beverages as listed on their menu

Menu link: http://mulligansontheblue.com/menu/

Address: 100 Kaukahi St, Kihei, HI 96753

(UPDATE: Our friends at Mulligans have let us know the following;

“A few changes have been made to the Happy Hour menu at Mulligan’s on the Blue with daily specials now offered from 2pm to 6pm. $5 drink specials and a menu of 8-10 items all at just $8!!! Items include Fish Tacos (3), a Cheeseburger with fries, Mini Fish and Chips, Jumbo chicken wings, Coconut shrimp, Chicken or Veggie quesadillas, Parmesan and Panko Macaroni and Cheese, and more!!!!”

Prices and menus are accurate at the time of this blog posting but are subject to change.  Let us know if you find something that needs updating!

Have a favorite Maui Happy Hour? Let us know in the comments below and we’ll give them a try, uh…um… for research purposes of course!

Looking for more Maui vacation ideas? Lots of things to see and do,

come on over and visit our Local Maui Guide or Maui Events Calendar!

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Wine Tasting At MauiWine – Maui’s Upcountry Winery & Ulupalakua Vineyards

Wine Tasting MauiWine Winery Vineyards
Wine Tasting At MauiWine – Maui’s Upcountry Winery And Ulupalakua Vineyards

I’ll be the first to admit that we’re just a little bit wine snobby. Our primary home is in the Napa Valley and most of our friends are involved one way or another in the wine industry. In fact Jeff’s family has a long history in this valley (7 generations!) and our son continues the tradition and works in wine sales (and of course we love to drink good wine, who doesn’t?)  What’s very interesting to us, and fun little fact that a wine grower from our town here in Napa Valley has been involved with MauiWine since it’s wine-making inception! We love that Napa Valley-Maui connection!

Wine Tasting MauiWine Winery Vineyards

When you think of Maui, wine country isn’t the first thing that comes to mind but MauiWine & Ulupalakua Vineyards are putting out some very lovely wines.  Located on the hillside of Haleakala in the upcountry area of Maui known as Kula, MauiWine is producing some delicious varietals!  The cooler upcountry temperatures combined with the unique terroir allow for some amazing and complex tastings!

Wine Tasting MauiWine Winery Vineyards

Wine grapes are not the only basis for their wines, they produce their famous pineapple wines and sparkling wine as well as a raspberry dessert wine.

Wine Tasting MauiWine Winery Vineyards

What started out as a temporary wine making exercise soon flourished into a signature wine. While waiting for the grapes to mature, MauiWine began making wine from local pineapples. It’s popularity earned it a permanent spot on their wine list!

Wine Tasting MauiWine Winery Vineyards

Their signature pineapple wine ‘Maui Splash’ is crisp, sweet and slightly acidic with rich pineapple overtones. Perfect for afternoon wine coolers on a tropical island!

Wine Tasting MauiWine Winery Vineyards

MauiWine and surrounding estate and vineyards has a rich and varied history and heritage dating back to 1841. It’s well worth a visit to learn about this rich history.

Wine Tasting MauiWine Winery Vineyards

The Estate wine list includes a Grenache with tasting notes of “roasted nuts. cherry fig. orange rind. cactus. wet fire wood. olive. dusty. plumb. progression. vagrant. wood cabin. curious.” Very interesting tasting notes, wouldn’t you say? I know they had me at ‘cherry fig, orange rind’.  But I doubt I’d turn down sips of the Malbec either how does ‘belgium chocolate. dark cherry. blueberry cream. sweet mint. figgy. pistachios. gushy‘ sound?

Spending an afternoon wine-tasting upcountry is a lovely experience.  We love to sit on their veranda and sip while nibbling on a nicely laid out charcuterie plate. There is a large checker-board for an impromptu game or head over to the lawn for a little game of corn hole.

Wine Tasting MauiWine Winery Vineyards

The well manicured tropical landscape is inviting and makes us think back to a quieter time when upcountry Maui was Paniolo country.

Wine Tasting MauiWine Winery Vineyards

Visiting the winery is easy, just head to Kula along highway 37 – travel through Maui Beef company territory and enjoy the expansive views. You’ll come upon the winery on the left with the Ulupalakua Ranch Store and deli on the right.  I recommend having lunch at the Ulupalakua Ranch Store and wine-tasting in one afternoon. We’ll add a blog post soon about the Ulupalakua Ranch Store and Deli soon!

Wine Tasting MauiWine Winery Vineyards

We found that we really liked one of the wines they produce so we joined the wine club so that we can get it back home as well as provide for our guests. One of our favorites is Kula,  a crisp white wine at a very ‘weekday wine‘ price point – and with tasting notes of; ‘ginger, peach skin, tangerine oil, apricot, honeysuckle. pomelo. asian pear. jacaranda, nectar flower, sweet basil root‘, it is indeed a yummy wine!

The wine club is well worth checking out (make sure they can ship to your state.) Jeff and Casey, our son, really like the 2015 Syrah. With tasting notes of “kiawe smoke. dill. plumb. rhubarb. morels. wet forest. dates. tobacco. darkness. new leather. thought provoking. masculine. fig. green tea” it doesn’t take much convincing to sip this luscious wine!

Wine Tasting MauiWine Winery Vineyards

Visiting the Winery – From their website:


Wine Tasting MauiWine Winery Vineyards

“Starting at the King’s Cottage, we invite you to engage your senses with a tasting at our 18-foot bar, crafted from a single piece of solid mango wood. Take a step back in time with us and enjoy the rich culture of this historic location.

Originally constructed in the 1870s, the King’s Cottage was built for the visits of King Kalākaua, the last reigning king of Hawai’i, who would come to the slopes of ‘Ulupalakua to relax, entertain, and enjoy a little royal vacation time.

Here, it is our privilege to continue this rich tradition of home-grown hospitality as we offer a taste of our handcrafted wines. Whether you plan to visit our historic winery in a group or as a romantic outing for two, you can experience all of our unique wines here, including our popular pineapple wines, Traditional Methode sparkling wines, and our small production estate wines.

Tastings are offered here every day from 10 a.m. to 5:00 p.m., and guided tours of the historic estate, production area, and wine cellar depart the King’s Cottage lanai at 10:30 a.m. & 1:30 p.m.”

Tasting: 10am-5:00pm
Tours: 10:30am & 1:30pm, 30 minutes

No reservations required for groups of less than 10

Tasting: $10-$15 Fee (flight of 5 wines)
Tours: Complimentary

Wine Tasting MauiWine Winery Vineyards

Private tastings are also available:

“For our most exclusive MauiWine experience, it is our pleasure to offer a personalized tour with one of our knowledgeable wine consultants. Stroll through the beautiful historic estate, view our production area, and enjoy a one-on-one wine tasting in one of the many historic buildings on the estate. A great way to make memories with friends, family, and those you love at MauiWine—all part of this unforgettable private experience.

Time: variable, unavailable for same day booking

Starting at $400, inquire for pricing

Wine Tasting MauiWine Winery Vineyards

A Rare Vineyard Experience

A visit to our vineyard is not only a memorable adventure for the wine enthusiast, but a chance to experience the beauty of the island in an unparalleled way. Stroll between the rows of grapes and run your fingers through the rich volcanic soils that sustain our vines and give each of our varietals their distinctive character. In our 23-acre vineyard, you get away from it all and escape to a little slice of island paradise that is made available to few. At sunset, this experience offers an unbelievable perspective of the island that can’t quite be put into words. Join us outside, in the center of one of the most unique vineyards in the world. Experience a tasting of our estate wines that is designed to be as exclusive as the ground you stand on… where the flavors and aromas of our unique wines blend with the fresh mountain air and the warm glow of the majestic Maui sun disappearing behind the horizon.

*Booking requests must be received at least 7 days in advance and within 45 days of requested date.

Availability Seasonal & Extremely Limited

$850.00 Minimum – Advanced Booking Required

*See Vineyard Experiences for information on private tours and tastings in the vineyards.”

Head on up country and enjoy the spectacular views, laid back style of a bygone era and sip some delicious wines.

Wine Tasting MauiWine Winery Vineyards

Looking for more Maui vacation ideas? Lots of things to see and do,

come on over and visit our Local Maui Guide or Maui Events Calendar!

Subscribe To Our Newsletter

Subscribe to our Maui Travel Guide to receive the latest travel tips, special events and to find out what's happening in our Island Paradise! * Your privacy is paramount to us. We will never share or sell your information! *
Wine Tasting MauiWine Winery Vineyards

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