Although it’s a relatively small state, it can be hard to date cougars in Hawaii.
If gorgeous older women easily catch your attention, then you know what we’re talking about. Many of the recommended places out there for meeting single women only cater to the younger crowd, with barely any cougars around.
Of course, there’s always cougar-watching. Walk through the most popular areas in Haleiwa, and you’ll pass by several cougars. You can even follow them to their regular hangouts, from Open Space Yoga to Down to Earth for their weekly shopping.
But while it’s easy enough to spot cougars, successfully getting them to date you is another matter altogether. You need to be smart when you’re looking out to meet a sexy older woman. Instead of wasting a lot of time hanging out at bars catering only to college gals, it makes more sense to head to the cougar dens.
With all of the cool spots in Hawaii, how do you know which is best?
Because we love Hawaiian cougars too, we went around the state to figure out where they’re often on the prowl. We’ve listed the results below, from a dancing school to cougar bars in Hawaii. Pick your next destination for your cougar hunt and let us know how it goes in the comments section!
Where to Meet Cougars in Hawaii
Hawaii attracts plenty of tourists too, so you have tons of choices. Check out our list below for our recommendations of where to find cougars in Hawaii:
Heat up the dance floor at School of Salsa
@schoolofsalsahawaii
A fun way to get to know Hawaiian cougars is to attend dance classes. Groove it out at the School of Salsa, which offers classes that require no dancing experience. Whatever your skill level or familiarity with salsa, you’ll find a class that’s comfortable for you here. And the classes often have at least a few gorgeous cougars!
The teachers often have a laidback, encouraging style that makes sure you’re enjoying the whole time. Aside from how you’ll be laughing around with your partners, you’ll have more cougar-meeting opportunities in the form of regular socials. During socials, your class goes as a group, but other people are also invited.
What better way to strike up chemistry than to dance the salsa or bachata together? Best of all, the atmosphere is so welcoming that you’ll feel comfortable and natural. This is a great option if you’re the type who freezes up in bars.
You can choose from salsa and bachata classes, usually on Tuesday evenings. Drop-in is $75 per lesson, but a four-class package chalks up to $260.
Want a quick fun with a cougar in Hawaii? Try AFF
While not a lot of people are forward about wanting to get some action, there’s one site where you can be as open-minded as you want. That site is AFF.
We get it. You don’t want a relationship. You prefer casual meetups and friends with benefits because relationships take too much work. A lot of cougars in Hawaii feel the exact same way. Instead of looking for dates, they prefer to look for guys who share their love of carnal pleasures. This is why so many of these mature women use AFF--it’s the best place to find no-strings-attached fun!
We’ve met so many hot and ready cougars on AFF, it’s insane. These ladies prefer to search online instead of hanging out at noisy bars and clubs. They love how easy it is to use the site and we do too!
So if you’re on the lookout for something quick, casual and fun, look no further than AFF.
Drink and flirt by the beach at Mai Tai Bar
royal-hawaiian.com
Mai Tai Bar is the best beachfront bar in Waikiki, hands down which makes it where you should be looking to find cougars nearby. Owned by the flirty and fun Royal Hawaiian Hotel, this will put you in the company of both tourist and local cougars. With the sheer number of people who drop by here, you’re likely to stumble onto someone who catches your eye!
The beachside patio is an absolute gem, so try to get a spot here if you come early. You can sip on a martini or an ice-cold beer while admiring the stunning view of the beach. Amidst the picturesque setting, sit back and wait as cougars start to flood in, looking for a younger guy that they can potentially date.
Once you chat up a cougar, invite her to the bar inside so you can treat her to drinks. The bar’s menu of drinks is authentic and tropical. Of course, their specialties are the Mai Tais, which will take you to a tropical paradise. If you want something to munch on, the Fried Calamari is scrumptiously good.
On most evenings, there’s also live music playing with talented artists and wonderful hula dancers. It’s a great place for hitting it off with an older woman before you start dating.
Using eHarmony to meet a cougar in Hawaii works for us (try it now)
With so many people coming and going from Hawaii, it’s hard to form a relationship that actually lasts. While dating sites can give you some options, you’ll often end up meeting women who aren’t here to stay. Or worse, they’re not looking for anything more serious than a fling. If you’re a guy who wants more than a fling, eHarmony is your best bet.
eHarmony is a site that focuses on bringing people together for relationships. It’s not for one night stands or casual relationships. Instead, it helps singles find more long-lasting matches with people they’re compatible with.
We've tried all the other options out there and had the best results by far meeting cougars here.
The site does this by asking a series of in-depth questions about what you’re into, what you enjoy and what you’re like. These questions help the site find cougars in Hawaii who match your preferences and you’ll likely click with. It’s not a site where people focus only on looks an initial attraction.
Hawaiian cougars looking for relationships love how eHarmony pretty much does all the work for them. It saves them from having to go on a bunch of dates with people they end up not being into. That’s good news for you because it helps these ladies become more responsive when you contact them.
eHarmony has a fantastic track record of bringing together compatible singles. In fact, 75% of marriages that resulted from online dating started with eHarmony!
We’ve reviewed so many cougar dating sites and apps in the past. In our experience, eHarmony brought us the best results. But don’t take our word for it. Give the eHarmony trial a shot and you could soon go on a date with a cougar in Hawaii!
Step into a cougar den at Haus Supper Club
haussupperclub.com
Haus Supper Club is a well-known cougar destination. Not only does it have several rooms, but it’s also dark, cave-like and decadent. You don’t even have to hunt for a cougar yourself—chances are, they might approach you first!
Equipped with velvet seating, a stage for music and tons of tables, the main room makes a strong impression right away. During evenings, the dim lighting and warm-toned décor does a good job of setting the mood. There’s a bar on the left side as well as a large-screen TV.
Walk deeper into the place, and you’ll notice a telephone-booth entrance that leads to an Asian-style speakeasy. Quiet and intimate, it serves Japanese drinks complete with a sushi bar featuring an omakase menu.
Whether you’re in the main room or in the speakeasy, a good time to drop by is during happy hour, from 4:30 to 7:30 p.m. daily. Martinis and cocktails are only $5 then. The entire place transforms into a nightclub after 10 p.m. on Wednesdays to Saturdays because of the live music. Prepare to mingle with cougars and have an amazing night!
Dive into the party scene at The Dragon Upstairs
wheretraveler.com
Although it’s known as a lounge, Honolulu’s The Dragon Upstairs is a little rowdier than that. It can get a little loud in here, but if you’re looking for Hawaiian cougars, this is a great option.
There are plenty of couches to sit and talk to the cougars. And even though the ambience is high-energy, you’ll have plenty of space for an intimate conversation.
They also offer live music--perfect entertainment for you and that sexy older woman, especially since you can do some dancing while you’re there. Show off your moves and slide closer to the sexy mature woman on the dance floor. A little dancing and a few drinks might get her in the right mood!
Cougars in Hawaii love letting loose at Duke’s Waikiki
dukeswaikiki.com
If you’re a fan of people-watching, you’ll definitely want to head to Duke’s Waikiki. This bar and restaurant has all the entertainment you could hope to find, including tons of cougars on the prowl for younger guys. It’s a little bit of a tourist bar, so you might not run into many locals. But you’ll still be able to find plenty of cougars here.
The best nights to stop by are Friday, Saturday and Sunday. Make sure you visit when there’s live music! It makes the night that much more entertaining.
Apps Dating Coaches Actually Recommend To Meet Cougars in Hawaii
One of the best things you can do to meet older women is to go online. Yes, these days, older women enjoy the occasional dating app for meeting younger men. If you’ve found that meeting cougars when you’re out feels like a challenge, let these dating apps make things easier for you.
Site Our Experience Our Rating Free Trial Link 
Experience Highlights Try AFF For Free 
Experience Highlights Try eHarmony 
Experience Highlights Try Passion
Take a chance to find romance at Kelley O’Neils
dukeswaikiki.com
It might seem odd to hunt for cougars at an Irish pub. But trust us: cougars love a change of pace as much as the next woman, which is why Kelley O’Neils in Honolulu is worth a visit. They have a full bar with all kinds of beer and drinks. There’s also live music if you’re looking for extra entertainment.
The crowd varies a bit depending on when you visit. Sometimes it’s nothing but cougars in Hawaii, other times it’s the college crowd. But if you get there are the right time, you’re sure to have a blast!
Catch the game and some Hawaiian cougars at Side Street Inn
@sidestreetinnog
If you’re looking for a place to watch the game while you hunt for cougars, look no further. Side Street Inn in Honolulu has you covered. Not only is this place an excellent sports bar, but it’s also packed with cougars. There’s a full bar along with lots of great food options. But trust us: you’ll be there for the action you’re sure to find from sexy older women.
It can get crowded here, so be sure to arrive early and grab a seat at the bar. The best nights to visit are Thursday, Friday, and Saturday.
Hunt for cultured Hawaiian cougars at Art After Dark
@honolulumuseum
There’s nothing wrong with adding a little culture to your hunt for cougars. Art After Dark is a perfect option to do both. This art gallery/bar is awesome for meeting cougars. The artwork themselves are a perfect way to kick off a conversation.
It’s a trendy place, so make sure you dress to impress. You’ll want to stop by on Friday nights for the full effect too.
Try your luck at the Oahu Farmers Market
hawaiiliving.com
Sometimes you can find cougars in unexpected places. Whether it’s the gym, the grocery store, or somewhere else, it’s good to look outside of the bar scene. We’ve found that farmers’ markets are a great option--cougars in Hawaii love to hang out there. Because it’s an unexpected place, you won’t have to compete with a ton of guys all looking for attention from the same older woman.
So the next time you have a free afternoon, give these outdoor markets a try. You might find your day trip lasting all night long.
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