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Day 1
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1-Day Wailea Itinerary

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Updated
• updatedAug 20, 2025

Wailea in 1 day

If you only have 1 day to spend in Wailea, we’ve narrowed down the top places you should check out to get the best experience of your time here.
Wailea is known for its crescent-shaped, golden-sand beaches and clear, swimmable waters ideal for snorkeling, paddleboarding, and sunset viewing. The area features upscale resorts, golf courses with ocean views, and a scenic coastal walking path that links several beaches. Nearby, you can explore snorkeling spots like Molokini Crater, visit the shops and restaurants at The Shops at Wailea, or use Wailea as a base for day trips around Maui. Its generally drier, sunnier weather compared with other parts of the island also appeals to beach-focused travelers.
With favorites like Monkeypod Kitchen by Merriman - Wailea, Maui, Lineage, and Ruth's Chris Steak House, we’ll make sure you don’t miss out on all the must sees. We even included some of our favorite food spots around the area, like The Market Maui and Ruth's Chris Steak House so you can get the best taste of Wailea while you’re here. To see our full list of food recommendations, check out our best restaurants post. If you're traveling on a budget, you can check out our cheap eats post.
Looking for other day-by-day itineraries in Wailea?
  • 2-Day Wailea Itinerary
  • 3-Day Wailea Itinerary
  • 4-Day Wailea Itinerary
  • 5-Day Wailea Itinerary
Visiting Wailea? See our Wailea Trip Planner.
Feel free to follow our itinerary exactly or tailor it to your own needs — happy wandering!
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Table of contents
  • Wailea in 1 day
  • 1-day itinerary

Day 1

1-day itinerary
With only 1 day to squeeze in as much activities as you can, we strategically grouped the must-sees, Monkeypod Kitchen by Merriman - Wailea, Maui and Lineage with surrounding point of interests to make sure you don’t leave Wailea without getting the most bang for your time. Combining the average time spent at each location and traveling time in between, it should fill up about 8 hours of your day.
1

Monkeypod Kitchen by Merriman - Wailea, Maui

4.5
(7076)
•
4.4
(6886)
$$$$affordable
Hawaiian restaurant
Bar
Restaurant
Monkeypod Kitchen by Merriman in Wailea, Maui is a farm-to-table restaurant and bar that offers Hawaiian cuisine, beer, and cocktails in a laid-back setting. It's a hit with both tourists and locals, especially the Whalers Village location which is always bustling. The signature Monkeypod Mai Tai made with two types of rum, lime, macadamia nut orgeat, orange curacao, and honey-lilikoi foam is not to be missed.
We had a great experience here recently. The place was busy, but even as a party of 6 we were seated quickly. Most of us indulged in their famous Mai Tais, delicious. The gluten-free options are limited, but our server was knowledgeable about gluten and said the kitchen could support a variety of options. We got the roast chicken wings and fish tacos. Both were very good. While we didn't indulge in cream pie for dessert, our gluten eating friends had slices of the banana and strawberry cream pies. They said they were delicious.
Chris B — Google review
We dined here on our honeymoon and we loved the experience! The ambiance of the restaurant was really fun and it was cool to see all the various cocktails and things on the menu. We got truffle fries and some type of ravioli to start… loved the fries but would not recommend the ravioli. It was a weird texture and overpoweringly cheesy. The drinks and margaritas pizza were great, too! We came for happy hour and our waiter was great! We did feel a little forgotten about at the end of our meal, but it was starting to pick up a ton by that time as it transitioned to dinner time.
Danielle S — Google review
A beautiful restaurant with delicious locally themed dishes and a staff that is efficient, friendly, and attentive. The restaurant is comfortably decorated in a modern tropical theme. Tables and booths are available and are spaced so that you're not on top of other visitors. A large bar offers comfortable counter service. Tables are also available on an outside patio. We have never needed to make reservations. However, during busier times of the year and for large groups it would probably be smart to make arrangements. A free parking lot is available adjacent to the restaurant.
Roy A — Google review
Awesome! The food and drinks were very very good. Sydney was our bartender and she couldn't have been more friendly and helpful. The drinks were great and unique, including a house made vanilla cream on the espresso martini. Food was outstanding and the unexpected amazing corn bread. Must try if you are in this area or within striking distance.
Jack C — Google review
My husband and I were in Maui last week for our honeymoon and we came to Monkeypod twice during our stay. The first night I got the famous mai tai and it was delicious. I’m not even really a fan of sour/sweet cocktails, but the foam on this one really made it special and more decadent. We tried several items, but we especially loved the sashimi tacos, beef bulgogi tacos, and the gyoza. All were exceptional! If we are ever back in Maui we will definitely come back again!
Kelsey P — Google review
Overall a good experience. The major negative was the kitchen service fee. Is that your credit card fee? Enforced kitchen staff tip? What gives? At these prices, that's just a money grab. Shame on you. Anyway, kiddo had fish & chips. He's not discerning and ate it all. Husband had the chicken. No complaints but nothing spectacular. I had the mahi mahi. It was good but not great. Fancy Mai Tai was very good but I have now had a better one at another restaurant in town. Service was great. So that matched the prices. It was okay but you can get the same food and drinks elsewhere for less.
Ewa C — Google review
Great foodie spot in Maui for anyone wanting a solid, flavor packed meal! I had many fiends recommend trying Monkeypod on top of the local reputation this place carries. I highly encourage everyone to make a reservation as this place gets booked up very quickly, even on a weekday. For those without a reservation, I heard the hostess tell someone it would be over an hour before getting seated. (Just a heads up!) The food was very good, overall! The entrees in particular. I had the bulgogi beef tacos and my partner ordered the gnocchi. Both were exceptional! The tacos were drizzled in a chile aioli, a fresh chile, and some crunchy veg. Truly one of the best tacos I’ve had in a really long time. At first I thought the dish was small for the price, but they’re packed and I left very full. My mouth still waters thinking about this meal! My partner who orders the gnocchi feels the same way. His dish was rich, filling, and balanced by the addition of veg. He said to me “oh, so this is how gnocchi are supposed to taste!” Once you’ve had these light, fluffy pillows you can’t go back to the rubbery version most restaurants serve. My partner also remarked he enjoyed this dish so much he’d be hard pressed to order or try anything else! However, we both felt the same about the tortilla soup - it was underwhelming. It was too spicy and not balanced by anything. It wasn’t super hot when severed and I’d not order it again. Given how great the entrees were this appetizer should be reconsidered or removed from the menu. The atmosphere is laid back, feels casual, and very loud. The evening we dined inside it was packed and I could barely hear my partner talk. If this bothers you then you walk may want to ask about outdoor dining. Also, due to how busy the night was, the staff tried turning tables over very quickly which lead to small missteps in service. For example, the guys busing the tables wiped food onto the seats and left it there for the next diner to clean or possibly sit on. On a brighter note, when I used the restroom I did witness a staff member wash their hands for a full minute and avoid touching the door handle upon exit! 🎉👏 Love seeing good hygiene practices! The service was great the entire evening. Our server was very knowledgeable about the menu, described the dishes in great detail, which was very helpful in making our menu selections. Overall, I’d highly recommend making a reservation and making Monkeypod part of your Maui visit! It was easily one of my favorite meals during the whole trip and I’d absolutely go back!
Justin M — Google review
We dined at Monkeypod three times during our 7 nights in Wailea, and each visit was incredible! The food is absolutely outstanding, but what made our experience unforgettable was the service—especially from our server, Ryan. We had him the first night we visited and again before heading to the airport, and he is simply amazing. The way he describes the food and drinks, his warmth and professionalism—it’s service like we’ve never experienced before. Our last meal at Monkeypod was the perfect send-off from Maui. Thank you, Ryan, for the exceptional hospitality—we hope to see you again in the future!
Emily B — Google review
10 Wailea Gateway Pl B-201, Kihei, HI 96753, USA•http://www.monkeypodkitchen.com/•(808) 891-2322•Tips and more reviews for Monkeypod Kitchen by Merriman - Wailea, Maui
15 min · 0.76 mi
2

Lineage

4.6
(718)
•
4.5
(210)
$$$$affordable
Restaurant
Lineage is a casual and modern restaurant that offers a blend of Filipino and Hawaiian family recipes, along with a traveling dim-sum cart. Located in the upscale Shops at Wailea, Lineage stands out for its authentic food and inviting atmosphere. The menu has evolved to include Korean and Chinese flavors, featuring shareable dishes like Korean fried chicken, garlic Szechuan noodles, and wagyu kalbi short rib with roasted bone marrow.
This was one of our first meals in Maui and it was pretty tasty. We got lucky with making same day reservations and got seated rather quickly as they opened. The drinks are tasty here, I went with the Neko, but I think my friends pandan cocktail was really good. The fried chicken and the kimchi clam dip was delicious. The lobster noodles also tasted fantastic.
Tony T — Google review
High hopes met with a big let down! Mediocre food experience in Wailea met with a clumsy night of service. Service: My partner and I had one of the only open reservations at Lineage which was at the bar. I was greeted outside with a friendly face and promptly shown to my seat after being checked in. At the beginning of service a server dropped a glass at the end of the bar. In trying to clean up the shattered glass he dropped a second glass that shattered everywhere. A different server (bartender) dropped our porcelain soup spoon which shattered on the floor as well. This time, I watched the bartender rinse her hand for all of two seconds before making drinks again. I mean, it’s really quite simple - if you touch the dirty floor then wash your hands with soap and warm/hot water for at minimum 30 seconds. It helps prevent customers from getting sick. This did not happen!! During one of the courses my partner was given a clean plate and set of silverware, but this did not happen for any of the other courses. A manager was helping clear a table where a young family with many small kids dropped napkins, and food, all over the floor. The manager put floor napkins onto the table top. One word: gross. A server, yes, did wipe the table down, but used all of a whisper of sanitizer. Why take the risk of transferring germs onto the table and possibly get people sick? Poor practices that are aimed at quick table turnover and do not prioritize safe practices. Upon leaving, you have to exit near the kitchen and a server bustling out of the kitchen nearly crashed into me trying to leave. Whoever designed the restaurant made a mistake by putting the entrance and exit door right by the kitchen. This is a disaster waiting to happen! The hosts said goodbye to me but when my partner came out separately he was totally ignored. Overall, what I’m aiming to point out is the service was clumsy and ensconced with poor health practices. Atmosphere: The indoor dining area is rather intimate. Dim lights, sleek surfaces warmed with a lot of wood tones. The chairs at the bar were comfortable. Keep in mind, the night of my dinner there were several families with small kids, but I found the restaurant to be quite loud. Listening to kids scream and cry throughout service took away from enjoying the venue and dinner. I quickly strolled through one of the art galleries that was still open after my meal. When making my way back I passed by the restaurant to see the host sitting down smoking a vape pen. There’s a lot of little details that just went wrong during my visit. These details make cheapen the experience and feel of the restaurant. Food: I ordered three courses: the ox tail soup, garlic noodles, and fried cauliflower. The food did not resonate with me. I found the presentation of the soup to be wonderful, but lacking balance. The bread was served on a wooden dish that served as a lid for the soup. The broth was incredibly sweet and could have been balanced with some heat. There was a lot of free floating fat in the dish which I did not enjoy with each bite of the oxtail. I did find the meat to be very tender! I feel there was a missed opportunity for a reveal. You have a lid that gets taken off at the table, so it might be a wow moment if the soup was lightly smoked - serving more of an aromatic versus flavor for the soup. The garlic noodles were definitely oozing with garlic flavor, but were rather dry. The tiny bit of sprouts on the top were undetectable once mixed in and added next to nothing to the dish. Again, I feel this course was lacking balance. Garlic without the balance of salt, heat, acid, or fat is one note and boring. The cauliflower was tempura fried on the florets, covered in a curry sauce and topped with what they call a peanut salsa. The tempura batter was everything you’d want it to be - light and crisp. But the rest of the dish fell short. The curry was a mediocre red curry you could find at any average Thai restaurant. Sadly, I would not recommend this restaurant if you’re looking for an upscale meal.
Justin M — Google review
This was our favorite meal on Maui. The crispy cauliflower was incredible- I'd come back and just have this as my entree. It was so crispy and so nice with the melty onions and sauce. A close runner up was the Bird's Nest. I wouldn't have chosen this on my own but my friend ordered it and again, the textures and flavors were memorable. Also on order were the liangban salad, and garlic noodles. Both solid dishes to accompany the aforementioned two. Lineage definitely makes the return visit list.
L — Google review
The food is very good, the freshness of the ingredients elevates the flavor! The crispy cauliflower had a nice crunch and sauce. The oyster mushrooms and vegetables birds nest was amazing, with all the fresh veggies and the curried sauce. The garlic noodles had great flavor. The pandan bread pudding was very rich, and the key lime ice cream was a nice accompaniment which helped cut through the buttery richness of the pudding.
FoodandTravel — Google review
Outstanding I definitely give them 10 thumbs up. Great experience excellent customer service. Food was phenomenal. Everything was so good. Our host was the best. (Please forgive me I forgot his name) Definitely a must go!!!! So please stop by and show them some love!!!!!
Elayne R — Google review
The best restaurant we went to in Maui! The fried chicken (no glaze) was incredible, as well as the garlic noodles. Also the pickles were really well crafted. Would definitely go back!
Megan W — Google review
this is our second time here and both experiences have been absolutely phenomenal. The food is incredible and the cocktails are out of this world. A huge shout out to our server, Drew! He was so helpful and knowledgeable and just sincerely one of the best servers we’ve ever had.
Gabrielle T — Google review
What a great experience. We sat at the bar and the bartender Elmer was incredibly attentive and a great host. Definitely try a couple of the cocktails. The lobster noodles were insane and so was the cauliflower. 10 out of 10 will be back next time!
Paul O — Google review
3750 Wailea Alanui Dr, Wailea, HI 96753, USA•https://www.lineagemaui.com/•(808) 879-8800•Tips and more reviews for Lineage
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Rooms and guests
Rooms
1
Adults
2
Children
0
Travelers
2
1 min · 300 ft
3

The Shops at Wailea

4.5
(3081)
•
4.0
(619)
$$$$very expensive
Shopping mall
Shopping
The Shops at Wailea is a top shopping and dining destination on Maui's South Side, offering over 70 boutiques, shops, restaurants, and art galleries. Visitors can explore luxury brands like Gucci and Louis Vuitton as well as island-style fashion and jewelry stores. The mall also hosts regular evening entertainment for a lively atmosphere.
Nice small upscale mall in Wailea. Lot of clothing and Furniture stores. Nice restaurants too. Parking is free. Lots of small events such as a Hula performance.
An P — Google review
The Shops of Wailea is a stylish luxury mall within walking distance of major resorts. Located on 2 levels, with elevators and ramps fully handicap accessible. Plenty of free parking in the surrounding lot. A modern complex of high-end stores of major international and famous brands - mainly jewelry and watches, apparel, art, furniture. A few restaurants like Maui Brewing Co., Wolfgang's Steakhouse, Ruth Chris Steakhouse, Aurum, and others. Live music and performances in the central courtyard during afternoons.
Walter P — Google review
If you’re visiting Maui, this place is a must! 🌺 A beautiful mix of local boutiques and high-end favorites like Gucci, Prada, Louis Vuitton, and Tiffany & Co — all surrounded by palm trees, open-air walkways, and that signature island breeze. 🌴 There are plenty of great spots to eat and drink, and don’t forget to check out the happy hour 🍹 the perfect way to unwind after a little retail therapy! Plus, there’s lots of parking, so no stress getting in and out. 🚗✨ And if you’re thinking about buying, selling, or renting property in Maui, stop by and see my friend Scarlett Marten from Coldwell Banker, she’s right in the mall and knows the island market like no one else. 🏝️🏡
William J — Google review
Great mix of upscale and ‘standard’ shops. Plus a few places to grab a meal, a bite, or even just a drink. Beautiful two-story outdoor mall. Stage in the center of it all for hula shows and other performances. That weekend they also had a wood carving artist. Incredible wood statues of turtles and other oceanic idols. My fav joints: Waikiki Brewing Company for Pima coladas and Mai Tais (of course Waikiki is on Oahu not Maui), Honolulu Cookie Company (also based on Oahu), and Soha Living for cool home decor items. Go upstairs for more upscale: Prada, St Laurent, LV, and Gucci. They also have a lulu which is somewhere between uplift and standard.
G L — Google review
We loved coming here on our honeymoon! There’s a great variety of shops & restaurants from casual to higher-end. We loved Waikiki brewing co, Arum, Maui Matcha, and the vintage tshirt store!!!
Danielle S — Google review
Just spent ten days in Maui. Three of those days I stopped by The Shops at Wailea. An open air mall like none other that I have explored, kept me coming back for more. My wife and I first stopped by for some hamburgers at the Waikiki Brewing Company. Then we visited a world famous Tiki carving store. I also had the opportunity to stop by the Tiffany Store and learned about the diamond trade, and admire some rings that sparkled like the stars on a clear night. The sorbet at the Lapperts shop was delicious. The Mall also has art galleries that we enjoyed looking over. I purchased a book about the great Hawaiian, Duke from the SoHa store. There is something for everyone here and it is a joy finding it.
Alan H — Google review
If you get bored of overspending at Whalers Village and want to overspend somewhere else then let me introduce you to The Shops at Wailea! In all seriousness, this does feel very similar to Whalers Village, especially since the shopping experience feels catered more to the nearby hotel guests than anything. There’s some variety in the shops in terms of content and price point and parking is good so it’s accessible. The grounds itself are very pretty and clean and the stores were well kept and staffed. There are some restaurant/food options but less so than Whalers Village. A big plus is that they do have an ABC store here which boosts the utility of the shopping center. Another big plus is that they do have performances here at certain times and when we walked through there was an artist who had his carvings out on display, he may have even been the owner of the gallery on the top floor, but we’re unsure. The whole place is nice and a good shopping option so if you’re nearby and want to go window (or real) shopping then this is a solid spot.
Amber L — Google review
I visited The Shops at Wailea while vacationing in Maui from the mainland. I was looking to do a little shopping and explore some local spots, and this place popped up a lot in travel guides and recommendations. It’s definitely a beautiful shopping center—nicely landscaped, clean, and with that open-air tropical vibe that makes strolling around feel relaxing. That said, once I got there, it felt more like a tourist trap than an authentic shopping destination. The main draw seems to be the high-end designer stores like Gucci, Louis Vuitton, and Prada, which are fine if you’re looking to splurge. But if you’re just casually browsing or hoping to pick up something unique or more local, the options are limited. There are a few art galleries and souvenir shops, but many of them are also super pricey. I was honestly a little surprised by how expensive everything was across the board—even the casual shops and cafes were charging premium prices. I get that it’s Maui and in a resort area, but it still felt like a bit much. It’s clearly geared toward tourists staying in nearby luxury resorts. That said, it’s still a nice place to kill some time. Parking was free and easy when I went, and it’s a comfortable spot to walk around, window shop, or grab a coffee. The location is great, and you’re close to a lot of beautiful beaches and resorts, so it’s convenient to swing by if you’re in the area. Just don’t expect any great deals or a huge variety of shops. Overall, I’d say it’s worth visiting once if you’re nearby, especially if you’re into high-end brands or want to check out the scene—but be ready for sticker shock.
Life R — Google review
3750 Wailea Alanui Dr, Wailea, HI 96753, USA•http://www.theshopsatwailea.com/•(808) 891-6770•Tips and more reviews for The Shops at Wailea
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Where to eat

When you need a food break from visiting all the attractions today, these fan favorite restaurants are about a 1-minute walk away from Monkeypod Kitchen by Merriman - Wailea, Maui.

The Market Maui

4.5
(135)
•
4.0
(100)
Permanently Closed
$$$$affordable
Cafe
Nestled in the Wailea Gateway Plaza, The Market Maui offers a selection of gourmet sandwiches, smoothies, and coffee at reasonable prices. The menu features items like the Kumu Kale smoothie and sourdough topped with cured meats, olives, and horseradish. This cozy spot also offers a variety of charcuterie board elements along with fresh produce and chilled drinks. Visitors can also find imported wine and other picnic essentials here.
First off, The Market has both moved locations and changed its name to the Spoon and Key Market. See the photo of the notice on their old door. This market is wonderful! Great food, staff and ambiance. Breakfast all day. House cured meats. Vegetarian and gluten free options. Gelato. An affordable keiki (kids) menu at $2 per item. Worth the visit.
Ethan S — Google review
The Market is one of my go to places in Wailea for breakfast and lunch.Tara and her team are always so friendly and nice. Rebecca always has a great smile and greetings.Todd holding down the kitchen and creating great food. I appreciate starting my day off with good vibes at The Market.
Dano T — Google review
We ran into this place looking for breakfast , it was pretty empty and we decided to give it a go. It has a lot lot of other things you can buy apart from the food itself. We did a sw and coffee, the sandwich was really really good! Very filling and tasty. The reason I gave this place a 4 and not 5 star is the wait time. We waited for a pretty good time before the sw came. It was fairly empty and expected a prompt service.
Akash M — Google review
We tried coffee and breakfast here. Well, I'm not sure! I had to let go of half of the portion. Tasty strawberries but I think it should have been sit in the egg for longer or paired with cream. It was not the French toast I would eat again. The egg and sourdough toast with potato.. were a bit better but not far better. The potato were not well cooked and seasonings were put on just surface. Perhaps I should've ordered sandwich or wrap. The coffee drinks are average.
JaeHee C — Google review
Good coffee, ordered the mash special, 15min spicy wrap, cute kid menu mini hot dog for 2$! Service was a bit long but otherwise was tasty!
Celine H — Google review
After 2 weeks spent in Maui, this was the best sandwich and coffee spot we could find on the island! Extremely fresh, QUALITY ingredients, and prices very fair. Maui is sleeping on this spot! Very good imported wine and charcuterie to go as well that you won’t find anywhere else in Maui!! A very legit spot. Come here for breaky or lunch, grab a couple sandwiches with your loved one and enjoy the walk through Wailea.
Nolan V — Google review
The service here was wonderful. The woman at the counter, Rebecca, was very helpful and the food was great. They have just one vegan option, a wrap, and they put a lot of delicious avo in it. Limited seating options, only one table inside and a few outside.
Heather P — Google review
Hands-down absolutely the best sandwiches this side of Haleakala. The main problem I've found with eating at The Market is that it becomes hard to eat anywhere else! Top picks include the "Proper" BLT, Rob's Avocado-Turkey Wrap, and the Banh Mi pork sandwich (if you're feeling a little adventurous).
Eric L — Google review
10 Wailea Gateway Pl B-106, Kihei, HI 96753, USA•http://themarketmaui.com/•(808) 879-2433•Tips and more reviews for The Market Maui

Ruth's Chris Steak House

4.6
(719)
•
4.0
(896)
$$$$very expensive
Steak house
Ruth's Chris Steak House is a premier destination for steak lovers, boasting two stunning locations at The Shops at Wailea and Lahaina's Front Street. This upscale chain has earned its reputation over the years by serving sizzling, butter-topped steaks in an elegant atmosphere that’s perfect for special occasions. Diners can indulge in their favorite cuts like the Filet, complemented by delectable sides such as Crab Stuffed Mushrooms and Potatoes au Gratin.
Great customer service, enjoyed the stuffed mushroom and calamari for happy hour. ribeye steak cooked to perfection. Gumbo was interesting, definitely not authentic but edible and seasoned like soup.
Briella — Google review
A high end steakhouse, slightly more casual than other Ruth's Chris on the mainland. Intimate atmosphere. The professional and friendly staff are excellent. The steaks are delicious. Various cuts are prepared to order on extremely hot plates. Aged appropriately and meticulously prepared, they're the best. Side dishes are a large carte. Each are the perfect accompaniment to the entrees. If you're not sure what you'd like, ask your server for suggestions. A full bar area is available. There is plenty of free parking adjacent to the restaurant.
Roy A — Google review
From start to finish, the experience was nothing short of exceptional. The food was absolutely amazing — perfectly seasoned, tender, and full of flavor. The drinks were right on point and balanced beautifully, and the desserts were the perfect ending to an unforgettable meal. The location itself is excellent — elegant, comfortable, and set in a beautiful part of Wailea. But what truly stood out was the service. Huge shoutout to Manager Mary-Lynn and Waiter Patrick for their warm hospitality and top-tier professionalism. They made us feel genuinely welcome and ensured every detail was perfect. If you’re in Maui and looking for a memorable dining experience, Ruth’s Chris in Wailea is a must. 🔥🥩🍸🍰
William J — Google review
My experience is good because they have a really good service!!! My server was Brian and he is a really good server, no complaints!!!! Fish was good but the steak wasn’t cooked right! Good experience just maybe bad luck with the steak!!!!
Apple G — Google review
This place is expensive, but definitely worth it! It's the best place I've gone to for steak here on Maui. Until my dad and I ate here tonight, I thought I knew a good steak. Thank you for making me realize I've been eating steak wrong for 40+ years. 😂😂😂 The service is excellent, the atmosphere is calm and quiet. It's a dining experience definitely worth the cost! Oh, and a word of advice; when they tell you a side dish/dessert is big, take their word for it. I barely finished my apple pie a la mode! Anyway, go check them out at the Shops At Wailea!
David P — Google review
Came here to celebrate my honeymoon and im going to be completely honest. The service was in point, my server was very nice and professional,however the food wasn’t.. i didnt like my steak at all, it literally tasted like the steak from Chilis. I was gonna go to Spago’s at the Four seasons but i didn’t feel like catching an uber out there so ended up here.. they really need to make their food better because they claim to be prime meat but i dont think so. The day before i went to DUO and their steak was excellent. I asked for my steak to be medium rare but they didn’t really know how to cook it. I spent $250 dls and left feeling disappointed because I didn’t think the food was going to be that bad.
Oli C — Google review
At first, this restaurant seemed like a top-tier steakhouse, but it didn’t live up to expectations. Our server, Blaine, was friendly and did his best, but he was clearly overworked, resulting in long wait times and inconsistent service. The appetizers and sides, especially the lamb chops, were excellent. However, the main courses were disappointing. We ordered three medium-well New York strip steaks—all arrived undercooked. Even after sending them back, two were still not right. We ended up cooking them ourselves on the 500-degree plates, but by then, we were already full. To top it off, it took a long time to receive the check. This was our first time leaving a premium steakhouse feeling frustrated and like we overpaid.
Anthony A — Google review
NY strip was very flavorable and delicious. Our waiter Aaron took a great care of us.
S K — Google review
3750 Wailea Alanui Dr, Wailea, HI 96753, USA•https://www.ruthschris.com/locations/hi/wailea/wailea/7360?cmpid…•(808) 874-8880•Tips and more reviews for Ruth's Chris Steak House
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The Pint & Cork

4.4
(1115)
•
4.2
(491)
$$$$affordable
Bar
The Pint & Cork is a convivial tavern located in the Shops at Wailea, Maui. It offers elevated pub eats, craft brews, and cocktails, making it a popular spot for both residents and visitors to relax and enjoy innovative comfort food with seriously tasty craft cocktails. The tavern features multiple TVs for sports fans to catch their favorite games while sipping on local beer or refreshing cocktails. Additionally, it's an ideal location for sports watching in South Maui with easy parking available.
Great find! My 9 year old said it was the best food of our trip and asked to come back before we leave. Good variety on the kids menu. Pretzel bites were bomb. The Grilled Cheese was hearty. Several beer options. Most of the cocktails were whisky or bourbon based. Not my style but if it’s yours, it’ll be fun. We were in on a slow night or slow time of day so atmosphere was lacking slightly but overall enjoyed the food and conversations
Erica V — Google review
You’re never a stranger once! Stumbled upon this awesome place on accident after a disappointing visit to another reservation and we were hooked the first night! Dominic is awesome! As fellow bartenders who have quite a bit of experience in this industry, we were very impressed! He really made the experience for us (enough to go back every night for the remainder of his shifts) and also made some delicious drinks! We also loved the sesame crusted tuna, all of their food was delicious. Mahalo for the amazing hospitality!!
Kara H — Google review
ATMOSPHERE: P&C is located in the Shops At Wailea in a former sushi restaurant. The look is city eatery; a long dining room with high ceilings, big bar, regular tables & high tops, a second level loft with additional seating or for private parties, and a few outdoor seats in the back of the restaurant but with no view. PARKING: Free. MENU: Craft cocktails, Maui Brewing Company beer, salads, American apps, burgers, sliders, sandwiches, chicken/pork/meat/seafood entrees. FOOD: Garlic Parmesan Fries The hand-cut fries were thin like potato sticks, piled high and dusted with finely shaved parmesan, lots of minced garlic and parsley. It was big enough for the four of us to share. Great flavor. Deviled Eggs The presentation looked a little messy on the plate but tasted really good as they did a twist to the traditional recipe with the addition of a bearnaise sauce poured over the four halves. A little parmesan cheese and bacon bits finished the dish with fresh spinach to the side. Fried Chicken Wings I'll never understand why chicken wings are so pricey. Here, you get 7 wingettes and drummettes for a whopping $22. Was it worth the price? Yes, only because of the amazing flavor! Despite the description stating vinegar, my part Filipino friends insisted they could taste patis (fish sauce). Turns out they were right as we chatted with the chef towards the end of the night. It was a bit spicy, about a 3 on a 5 heat scale, but so delish. Highly recommended for the wing fan. SERVICE: It's a seat yourself kind of place, so I don't think reservations are taken. We were greeted by several staff members as we walked in, and scored a high top table at 7pm on a Friday night. We were given menus within 5 minutes, with our server appearing soon after. She was pretty much on top of everything, knowledgeable, and did a good job checking on us. OVERALL: Small but nice menu, great flavors, nice ambiance. A definite return.
Maui T — Google review
Near the end of our little getaway I was feeling an itch for a pint of Guinness. Didn’t think a brilliant pint was going to be found in Maui but I did a little search anyway and found The Pint & Cork on a Guinness forum. So happy I came in for a visit. The pint was truly wonderful, really well poured for American standard. Really smooth, not overly cold, near 0 bitter factor. Yum yum. Aside from the pints the people here really make this place shine. Our bartender was Dominic, he was absolutely lovely to talk to, wish I had more time, would’ve been awesome to have an even longer chat. He introduced us to Preston whom grew up near where we currently live and that was a true mind blowing moment. This world is much smaller than we anticipate hahaha. My wife has never liked the idea of sitting at the bar but Dominic helped changer her perspective on that with such great service and chat. We shared a burger as well, very tasty but was an after thought compared to the service and pints. Planning to make a few more visits during our next visit. Cheers!
Chris C — Google review
Great dinner spot and worth a visit after an evening of shopping in the mall or a beach day in Wailea. Had the tuna-curry and fish and chips and they don't disappoint! Lots of flavors. Good atmosphere. Would prefer inside. Special thanks to Aaron for the customer service.
LB S — Google review
Came in for a late afternoon dessert and drinks. Desserts were delicious. Drinks as well. Did have deviled eggs and those were interesting, in a very good way. Caught a photo of the last one ;-)
Ewa C — Google review
Having tried all the Mai Tais in the neighbourhood, this place has the best (who would expect that of an Irish theme pub?). If you like Mai Tais made in the Trader Vic style, you'll like their take on it. The people complaining here about the Mai Tais are probably the people who put pineapple juice and Malibu Rum in theirs like at the nearby hotels (make it how you like it, thats fine, there are no laws on this). But these are more true to the Trader Vic style, and they are a great take on it.
Chris T — Google review
This place was great! It was super simple and the food was really good! We went for happy hour and the happy hour menu was perfect! We had the cheeseburger sliders, the Mac and cheese, garlic parm fries, and deviled eggs. I would order everything again! Our waitress was so nice, the drinks hit the spot, and the atmosphere was very lowkey! Would definitely recommend to anyone in the area!
Christina J — Google review
3750 Wailea Alanui Dr, Kihei, HI 96753, USA•http://thepintandcork.com/•(808) 727-2038•Tips and more reviews for The Pint & Cork
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  • Wailea
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  • Holualoa
  • Paauilo
  • Keauhou
  • Honalo
  • Kealakekua

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Wailea throughout the year

  • Wailea in January
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Check out our other curated itineraries that are also filled with jam-packed days:

  • 2-Day Wailea Itinerary
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Day itineraries for nearby cities

  • 1-Day Kailua-Kona Itinerary
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