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Pailolo Bar & Grill

3.4 (277 reviews)
Closed • 11:00 am - 9:00 pm

Pailolo Bar & Grill Photos

PAILOLO BAR & GRILL ATMOSPHERE

What's the vibe?
Casual
Touristy
Moderate noise
Live music

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Recommended Reviews - Pailolo Bar & Grill

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Margarita on the rocks, strawberry pina colada
Haley S.

Atmosphere and drinks are awesome! Wish we could stay at the Westin longer! Here on a family trip and the pina colada has been a daily drink

Sue S.

IMHO Pailolo is located on our resort property, so very convenient! We enjoyed our first "dinner" of our current visit during their Happy Hour. You can't beat the ambiance at Pailolo. You are right next to the beach amidst swaying palm trees and sometimes enjoying live music. Ahhhhhh. No one was at the host desk, so we planted ourselves at a table. It took a little while to wave a server down to help us, but we were on vacation and chilled. Eventually we chose some delicious cocktails, coconut shrimp, and seasoned fries. My hubby and I had decided that we would try to share most of our Maui meals to save money and not waste food. It worked pretty well for us. I highly recommend it! The service (once we received it) was friendly, and the food was yummy, and just enough! Of course, we'll return!

Bi Bim Bop Tots
Ryan L.

It's been about 10 years coming to Kaanapali. We stopped at Pailolo for lunch. The prices sure have increased over the years. In 2015 the prices of a drink of the day was $6. Now it's $17. But the food is very solid. The drinks are good. They open at 11 and were instantly busy. There were lines of people getting drinks at the bar. It felt a bit understaffed and it took a while for our server to come over, but he was great. No complaints about food or service.

mai tai and pina colada
Alana A.

best drinks for a decent price! staying at the westin and this is the perfect place to walk over to after snorkeling or swimming

Menu
Jonna O.

We love this place. Staff is super friendly and fun. Food is great! We ate here 4 or 5 times in a week!

Lava flow cocktail
Shirley N.

Why so many negative reviews? We're staying next door at the Westin Nanea. We couldn't get a seat at the bar n grill there so we walked over to the sister resort. The landmark is a food truck aptly named Pailolo. Come to realize later that's where the food is made. We spotted several empty tables from the boardwalk so we walked over and sat ourselves. We were soon greeted by a server who brought us water and menus. The three of us all ordered the fish n chips. Battered Ono. Cocktails - hubby had martini, I had a lava flow, and daughter had IPA. Our food came quickly. Small filets but very satisfying. Best battered fish we've had. After asking what's the coating we were told it's pancake batter. So onolicious. The fries were crispy and warm too. Pro tip: live entertainment on T-TH from 5:30p to 8:30pm. Last night (Tuesday) it was a solo guitarist. Both diners and non diners enjoyed the entertainment as the pool loungers are right there. Portion sizes are moderate. Just enough to ease any hunger pains.

Burger!!  Add bacon and avocado
Joseph F.

View is amazing!!! Best sports bar in area! Our group enjoyed the NFL playoff games with many TV's. Our server Zarian was the best server I've had. Food was awesome!!! Will definitely go back. Ask for Zarian's section!!!

Fresh fish burger

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Reviews are mixed. Many highlight the friendly staff and pleasant ambiance, with ocean views and live music. The coconut shrimp is also popular.

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14 days ago

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8 months ago

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2 years ago

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3 months ago

The food was terrific. Atmosphere was fun and relaxing. Live music nearby on one of the evenings that we were there with local songs.

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3 months ago

Standard place, exactly what you want and need at a pool bar restaurant. However, at nighttime they have the live music!

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2 years ago

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6 months ago

Go get Jack N Box. It will be a much cheaper and better tasting meal. This place is horrible and over priced.

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Coco Deck - Happy Hour daily 2-5pm

Coco Deck

4.4(399 reviews)
3.6 mi
•$$
Sports on TV
Outdoor seating

Went to CoCo Deck on the recommendation of our daughter (she and her husband went there 3 times…read morewhile on vacation last month) and it did NOT disappoint! We were there for happy hour, and had the following: Sweet potato taco - I've never had one in my 69 years, and it won't be my last. The texture of the purple chunks of sweet potato was different, but wonderful. Fish taco - the fish and slaw filling was superb Birria taco - my favorite, with moist birria meat that filled the tortilla Southwest salad - made with romaine (and not organic greens) was excellent. Order a side of dressing, and chicken to make it a full meal. The tacos are street-size but filling, and the beer is cold! Out the door (with tip) for $50, which is a real bargain in Maui. The server (Dan) was friendly, and quick to point out the 3 levels of heat with the hot sauce...the mango habanero should only be used by the adventurous... You're across the street from the water,but ask to be sat outside on the patio - a cool vibe

Fish tacos were standard with delicious pineapple slaw…read more Fried Brussels Caesar barely had any Brussels. Coconut crusted mahi.... I really wanted to like it but couldn't understand why this would be so popular? Needed more coconut? Got the toast for dessert, not bad! Overall, this place isn't phenomenal as to reviews mention. They must have really delicious drinks, we just had water. Service felt cringey and wanted to upsell us. Kids loved having the keiko room! Our kids had a blast looking for toys.

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Coco Deck
Coco Deck
Coco Deck - View from the front deck

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View from the front deck

Maui Brewing - Pineapple Burger

Maui Brewing

3.7(509 reviews)
1.1 mi
•$$

Maui brewing is phenomenal!…read more We came on a couple weekdays and a weekend when we were visiting and loved it each time! It's busy, and weekends there can be a wait for the dining area, but usually there's room to sit at the bar. The ahi salad is phenomenal. It's so balanced and filling, and healthy! Also love the cheese they included on it, it was so smooth. Also for drinks, you can't go wrong with beers or a cocktail. My husband loved the beer, and I loved the guava mule. Great experience overall. I would love to come back here if we're staying in the area again. The rest of the menu looked amazing.

Maui Brewing in Lahaina is most definitely in a most beautiful location on Kaanapali Beach. The…read moreviews are spectacular with perfect sightlines to the cliff jumpers at Black Rock. Inside is massive with plenty of seating in the dining room, a large bar area with a lot of four-tops and a large horseshoe bar. The outdoor patio is sizable also. There was no room at the bar, so the hostess led the four of us us to a four-top in the bar area. TVs were everywhere and we happened to be there for Monday Night Football, so the place was hoppin'! We only ordered beers and seltzers, we did not try any of the food offerings. Prices were a bit on the high side. Service was friendly but inconsistent. It took a bit of time to get additional rounds. We never saw the same server twice at our table. The place was hopping busy though. For sure I'd recommend even just for a drink. Soak up some suds and soak up some awesome scenery.

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Maui Brewing - Bar seating area

Bar seating area

Maui Brewing - Guava BBQ Ribs

Guava BBQ Ribs

Maui Brewing - Mango Sticky Rice

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Captain Jack's Island Grill - New breakfast menu, Country Fried Steak, Huevos Rancheros and Banana Mac Nut French Toast

Captain Jack's Island Grill

4.1(1.3k reviews)
2.3 mi
•$$
Free parking
Family-owned & operated

Ask for Eric. Seriously. We're coming back just for him!…read more We had a fantastic experience at Captain Jack's in Maui, and our waiter, Eric, was a huge part of why. Eric is originally from Kansas, and he has the most spectacular curled mustache you have ever seen in your entire life. Perfectly curled, absolutely magnificent. You will not forget this man! His recommendations were wonderful, his timing was perfect, and his personality made the whole meal memorable. You can tell when someone genuinely enjoys what they do, and Eric absolutely has that gift. Captain Jack's, if you're reading this, Eric is a treasure. Take care of this man! Great food is one thing, but service like his is what turns a good restaurant visit into an experience you talk about afterward. We will absolutely be back, and honestly, we're coming back just to see Eric again. The mustache alone deserves five stars. The service makes those five stars a no-brainer. Mahalo, Eric! Kansas clearly sent Maui one of its finest

First off the food is amazing!! It comes out fast and the service is friendly! You get a beautiful…read moreview of the ocean . This was one of my favorite places to eat while in Maui We had a party of 13 of us and at captain jack's they made us feel welcome with no problem. Unlike a lot Of other places here that made us feel like an issue or flat out refused to help us . Even when we tried to make reservations!

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Captain Jack's Island Grill - Located by the pool at The Sands of Kahana Resort!

Located by the pool at The Sands of Kahana Resort!

Captain Jack's Island Grill - Sunsets cant be beat

Sunsets cant be beat

Captain Jack's Island Grill - Storefront

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Storefront

Monkeypod Kitchen - Fresh Caught Fish Tacos

Monkeypod Kitchen

4.1(3.8k reviews)
1.2 mi
•$$

Their different locations seem to operate rather independently. For example the beer selection can…read morebe different. The fish they use in the fish and chips can be different. On that note be sure to ask if they're using Mahi Mahi because that's the best for fish and chips. Ambiance and service are always great. This time I tried the Gnocchi. It was pretty good. You have to be in the mood for a bit of a tarty dish based on the various things they include in this dish. My wife got a custom pizza with pepperoni, onion, same red sauce. The pizza was great as it always is at Monkeypod. See my review for the Kapolei, Oahu location for more dishes.

Let's start off with the obvious: the ambiance is amazing. Live music, beachfront dining, and…read morebeautiful views. You can't get much better than that! Unfortunately, like many tourist traps, the food was average at best. The pizza was nothing to brag about. It arrived lukewarm and lacked flavor. The undercarriage (look it up, kids) was doughy. It should be able to support the toppings without struggling. Speaking of toppings, they definitely skimped on the pineapple and fresh jalapeños. I asked for more, but apparently that request went into witness protection because I didn't see my waiter for another 30 minutes after he delivered our food. We easily would have ordered more drinks, but he was nowhere to be found. When I finally spotted him, I literally had to flag him down just to get the check. The table across from us even asked if the pizza was worth ordering. I just gave her the look (insert crying emoji) Maybe some of the other beachfront restaurants are better, but I'd probably come back here for drinks and the atmosphere. That's about it!

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Monkeypod Kitchen - The atmosphere here!

The atmosphere here!

Monkeypod Kitchen - Seared Ahi Steak

Seared Ahi Steak

Monkeypod Kitchen - Ube Rey

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Leilani's On The Beach

Leilani's On The Beach

4.0(3.8k reviews)
1.3 mi
•$$$

With a $75 credit burning a hole in my wallet I approached Leilani's, first at their second floor…read morerestaurant (Leilani's On The Beach) before heading down to the ground floor (Leilani's Beach Bar). I had a hunch which I'd prefer and followed my intuition. The more casual Beach Bar was the vibe I was feeling and its menu set the right tone. If you've wandered over after a day at the beach and want to keep things simple choose Leilani's Beach Bar. Arrive before sunset and get a seat close to where the live music will be played. As I left I was surprised to note how far other diners were from the music. Some folks prefer this but I wanted to be wrapped up in it; a seat right in front of the 3-piece band was perfect. Also perfect? The sunset view. Yes, it's probably more lovely from their upstairs counterpart, but not so different that I regretted the trade-off. Keeping things simple is a good idea here. To accompany the beer and wine at my table an order of onion rings (excellent) was shared. I enjoyed their version of a Cobb Salad and their hyped Fish Tacos ("Voted Maui's Best" supposedly) were said to be good as well. Drinks, appetizer, salad, tacos, music, sunset... That's the way I'd recommend you do Leilani's Beach Bar. There's plenty of similar places nearby (possibly from the same ownership group) and I've been to Hawaii often enough to have garnered the feeling that they're all a bit similar. In this regard, I say keep it simple and casual. Leilani's Beach Bar (no reservations accepted) does just that. I left happy that I'd chosen right.

Ambiance - outdoor restaurant with overhead coverage, live music, great for small to large parties,…read morerecommend making a reservation Service - exceptional, our server was super nice & food came out quickly Food - filet mignon was slightly more cooked than our request, taro chips was extra crispy with the poke, don't skip on the hula pie (definitely meant to be shared)

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Leilani's On The Beach
Leilani's On The Beach
Leilani's On The Beach

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Pailolo Bar & Grill - sportsbars - Updated October 2026

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