When it comes to the latest trends in women's apparel, there's no better place to shop till you drop than Downtown Chucktown. And if you're searching for the finest threads in Hilton Head Island, look no further than Copper Penny - the Lowcountry's go-to shop for anyone that has a passion for fashion.

We have been dressing women in Hilton Head Island for over 34 years and offer upscale designer collections curated with a Southern eye. Here, women from around the United States discover sophisticated, effortless beauty for every season. Whether you're looking for a sassy new dress to impress that special someone or the perfect outfit for your next vacation, your options are endless at Copper Penny.

With easy-to-find locations close to Hilton Head Island's hottest spots, our curated selection of the newest, most popular women's clothing lines reflects the effortless glamour of Hilton Head Island. Whether you're a tidy professional or a fierce trend-setter, our goal is to help you find the perfect look for your own unique style. With designer brands like CK Bradley and Holst & Lee on hand year-round, finding your new look is easy and fun when you visit Copper Penny.

Our clothing lines give ladies a refreshing mix of one-of-a-kind authenticity with real wearability, allowing them to shine with confidence and style all year long. So, go ahead and spoil yourself - you deserve to look like a million bucks!

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Find the Perfect Dress to Impress

Diamonds are pretty and all, but honestly? Dresses are a girl's best friend. Dresses are fun, comfortable, and versatile. At Copper Penny, they're also fashionable and cute. We have a huge selection of women's dresses in Hilton Head Island, SC, from stylistic sheath dresses to drop-waist styles that will make your girlfriends jealous.

We offer several styles and shapes from which you can pick. Not sure what style fits best?

It all starts at the waist:

 Boutique Clothing Hilton Head Island, SC
 Boutique Dresses Hilton Head Island, SC

A-Line Waist

These dresses are made to fit your waist and then gradually flare out towards the hem. A-line dresses are excellent for minimizing thighs, hips, and midsections while pulling the eyes to your bust. This style of dress is a great fit for almost any body type. There's a reason why so many brides settle on A-Line dresses for their big day! With plenty of varieties, this is a kind of dress that you can wear again and again.

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 Cloths Shop Hilton Head Island, SC

Empire Waist

Like the A-Line style, empire dresses are made to fit through your bust. Rather than creating a distinctly angular shape like the A-Line, the Empire style flows from the bust down. This is another kind of dress that fits many body types. From curvy to apple body shapes, the Empire draws focus to your bust and minimizes everything else. For lovely ladies on the shorter side, this style defines your silhouette, especially if you choose a maxi length dress.

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 Cloths For Women Hilton Head Island, SC

Drop Waist

A throwback to the roaring 20's style flapper dresses, Drop Waist dresses look best on lean, athletic bodies that don't have too many curves in the hip area. The key to pulling off a Drop Waist style dress is to ensure that it's not hugging you. This dress is best worn when it is able to hang freely on your body.

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Once you know the kind of waist that fits your body type, it's time to find your shape. A few of our most popular dress shapes include:

Fit & Flare Dresses in Hilton Head Island

Any clothing store for women in Hilton Head Island, SC, worth its salt, will have plenty of fit & flare dresses for you to try. This common-shaped dress is one of the most popular on the market, mainly because they look great on every woman, regardless of age or shape. A timeless choice, fit & flare dresses fit through the bodice and flare out just below your hip. This helps develop a balanced, slimming silhouette for most women. If you want to accentuate your best assets and hide everything else, ask our experienced fashionistas to show you some the most popular fit & flare dresses at Copper Penny.
Time to start doing your happy dance! Fit & flare dresses have very balanced proportions, making them a true winner for every body type. Women with athletic builds love this dress for the extra curves. Women with apple-shaped bodies love how fit & flare dresses define their waistlines. Because this dress already looks like an hourglass on the hanger, it will be a natural fit for ladies with such a figure.
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 Clothing Stores Hilton Head Island, SC
 Fashion Stores Hilton Head Island, SC

Shift Dresses in Hilton Head Island

Shift dresses are typically rectangular in shape and tend to be comfy and forgiving since they aren't fitted. Also called a column dress, the shift dress is a great choice for polished professionals needing a conservative, fashionable outfit for work.
These dresses look fabulous on women with athletic, lean shapes and women with an apple-like figure. This kind of dress doesn't work well with a belt, so ladies with an hourglass figure may not be able to show off their curves in a shift. Try pairing this dress with a nice pair of heels for a beautiful new look!
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Wrap Dresses in Hilton Head Island

Wrap dresses are one of the most popular styles on the market, because they give ladies of most shapes and sizes a flattering, fashionable dress option.
If you have an hourglass, apple, or generally curvy body shape, you're going to love wrap dresses. This style of dress offers a natural waist while placing emphasis on your bust. Wrap dresses give you a balanced silhouette and, with a knee-length fit, are great for any type of color or style, both day and nightwear.
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 Fashion Boutique Hilton Head Island, SC

Timeless Tops for Every Style

Unless you're feeling extra sassy, chances are you're wearing a top at this very moment. Tops are garments that cover the top half of your body. At Copper Penny, we have an endless selection of tops in a wide range of styles - from basic tees to blouses and everything in between. If you're looking for the highest quality women's tops in Hilton Head Island, SC, you just hit the jackpot!

With that said, finding the right top for the right occasion is easier said than done. However, at Copper Penny, we make finding the right top fun. Whether you're looking for a top that makes a statement or you need a classic button-down for a subdued style, we've got your back. We only carry the most popular tops from the best brands and designers around the world.

 Ladies Clothing Hilton Head Island, SC

Here are just of our most popular tops:

 Online Boutique Hilton Head Island, SC

Women's Poplin Tops in Hilton Head Island

Sometimes called broadcloth tops, poplins have classic characteristics and are often woven with an over/under weave. This kind of weave gives more substance to your top while also giving you room to breathe. Poplin shirts are typically soft and smooth, and are great for everyday business attire, some formal occasions, and for certain ceremonies. Sweet and feminine, our Bruna poplin eyelet bib top features ruffles at the sleeves and an eyelet lace yoke at the front. Pair your poplin with your favorite pair of shorts or jeans for a contemporary, relaxed look.

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Boutique Hilton Head Island, SC

Women's Wrap Tops in Hilton Head Island

Great for wearing solo or layered over a camisole or tank top, wrap tops are lightweight, versatile, and great for many different occasions. Wrap tops go well with jeans, maxi dresses, and high-waisted jeans or trousers. Our V-Neck Wrap SLV Top by Jayden is uber-popular at Copper Penny and the perfect choice for dressing down or dressing up. The choice is yours!

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 Boutique Clothing Hilton Head Island, SC

Women's Off the Shoulder Tops in Hilton Head Island

For a dose of feminine fashion, be sure you add an off-the-shoulder top to your everyday wardrobe. A casual, sexy choice, off-the-shoulder tops have unique necklines that cut across your upper arms and chest, leaving your shoulders bare. The result is a flirty flash of skin, which elongates your neck and gives a relaxed, "daytime casual" look. Our Nola off-the-shoulder top pairs perfectly with shorts or even a flowy skirt and is hand-woven in Spain using Jacquard fabric.

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 Boutique Dresses Hilton Head Island, SC

Women's Tank Tops in Hilton Head Island

Who doesn't love a good tank top?! Tank tops are lightweight, versatile, and equally great for lounging in the yard or running errands on weekends. Tank tops lend an air of simplicity to your outfit and can be styled in endless ways. Take our Velvet Heart Victory Tank, for instance. This tank is a refreshing update on our classic sleeveless tank top, complete with fray details and a scoop neck. Throw in the fact that it's machine washable, and you have a wardrobe winner.

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Having trouble finding the best top for your size and style? As the most trusted women's clothing boutique in Hilton Head Island, SC, Copper Penny has helped women discover new looks in the Lowcountry for more than two decades. We take pride in providing a personalized, boutique experience for our customers. If you have questions, give us a call or swing by one of our locations. We would be happy to give you our professional opinion.

Until then, here's a quick guide you can follow to help you find the right fit for your women's top in Hilton Head Island:

How to Find the Right Fit for Your Women's Top

When choosing a women's top for your outfit, you have to consider how comfortable, confident, and beautiful you will feel. The best way to feel your best in an outfit is to make sure it fits correctly. To get started, you'll want to take your measurements. For most women's tops, the best areas to focus on are your hips, waist, and chest.

  • Hip Measurements: Measuring your hips is fairly easy. Take your measuring tape and use it to wrap around the widest area of your hips.
  • Waist Measurements: Take your measuring tape and place it at the very top of your hip bone. Wrap it all the way around your body. Try to keep your measuring tape in line with your belly button. For the most accurate measurements, stand up straight and breathe normally.
  • Chest Measurements: For an accurate chest measurement, take the end of your measuring tape and place it on the fullest area of your bust. From there, wrap the tape around your body, under your armpits, and around the blades of your shoulders. Then, wrap the tape tightly from the back of your body to the front, where you started.
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 Cloths Shop Hilton Head Island, SC

Need help measuring? Swing by Copper Penny and ask one of our friendly sales associates to help you out! While you're there, don't forget to check out our huge selection of women's tops in Hilton Head Island, SC.

Contact Us

Looking to take your style to the next level? You can also get in touch with a personal stylist directly from our website. With a personal stylist by your side, you can find stunning looks for specific occasions, using comfortable clothing in your favorite colors and cuts. Copper Penny is your one-stop-shop for fashionable, fun, fabulous designer clothing in Hilton Head Island. But don't take our word for it – come see for yourself!

Latest News in Hilton Head Island, SC

Potential next problem storm for SC? Florida looks to send Hilton Head its troubles

Three weeks have passed since Idalia swiped the Lowcountry as a tropical storm and since then, the area has dodged other threats swirling in the Atlantic. But on Wednesday, meteorologists were watching two systems, one of which that will unequivocally impact South Carolina’s coast, a local weather official said.While Hurricane Nigel will come “nowhere near” the state, Severe Weather Liaison Frank Strait said, ocean swells from the storm could kick up the surf and increase the risk of rip currents beginning Thursday....

Three weeks have passed since Idalia swiped the Lowcountry as a tropical storm and since then, the area has dodged other threats swirling in the Atlantic. But on Wednesday, meteorologists were watching two systems, one of which that will unequivocally impact South Carolina’s coast, a local weather official said.

While Hurricane Nigel will come “nowhere near” the state, Severe Weather Liaison Frank Strait said, ocean swells from the storm could kick up the surf and increase the risk of rip currents beginning Thursday.

A tropical wave located off the west coast of Africa has environmental conditions that look as though it could form into a tropical depression late this week as it moves westward across the eastern and central tropical Atlantic between 10 and 15 mph, according to the National Weather Service’s Charleston Office. The chance of formation within the next week is 70%.

“Models seem to agree on eventual development of this feature but not on where it goes,” Strait said. “The longer it takes to get its act together, the further west it gets. It seems more likely to develop and move north out of the tropics early like Nigel did, but we’ll watch it.”

However, a stationary front near Florida is the one to watch.

Meteorologists predict a storm will form east of Florida on Thursday and move north. While the brewing system “looks to be” non-tropical, Strait said it may become semi or fully tropical as it spins over waters that are 3 to 4 degrees warmer than normal.

“Whether it’s a non-tropical gale or a tropical storm, it will affect SC,” Strait wrote on X, formerly known as Twitter.

While it’s unclear how strong or how far inland the storm will become, the state’s coast will “at minimum” get dangerous surf, high rip current risks and hazardous marine conditions, Frank said Wednesday.

The NWS Charleston Office said those impacts could be seen for portions of the Southeast and Mid-Atlantic United States late this week and into this weekend. On Wednesday, formation chance of the system was 30% within the next seven days.

Strait shared one silver lining among the looming uncertainties: astronomical tides are going to be low this weekend.

Unlike the clash between the supermoon and Tropical Storm Idalia that made tides rise even higher and exacerbated flooding in the Lowcountry.

Earlier this week Strait reminded that September’s weather pattern is particularly precarious and is “ripe for sneak attacks” from tropical cyclones.

“The weather pattern for the rest of September will feature cold fronts pushing through the southeastern states and becoming stationary over the warm waters of the Gulf of Mexico and southwestern Atlantic Ocean,” Strait said Monday. “Also, we’re coming to the time of year when weak low-pressure areas forming over Central America can spawn tropical cyclones; those can also spin up fast because waters are always very warm over the western Caribbean Sea.”

If the systems formed, the next two storm names on the list are Ophelia and Philippe.

This story was originally published September 20, 2023, 10:44 AM.

A wolf moon will howl over SC soon. Here’s when and what to know about it

The first full moon and overall moon phase of the new year is set to take place Thursday evening over South Carolina skies.January’s full moon, called the wolf moon, will occur at 12:25 p.m. on Thursday. At this time, the moon will be entirely illuminated by the sun’s rays, so be sure to look for it to rise from the northeastern horizon around sunset in the evening.This month’s full moon is the last moon phase in January.January’s full moon is widely known as the wolf moon, as wolves were more lik...

The first full moon and overall moon phase of the new year is set to take place Thursday evening over South Carolina skies.

January’s full moon, called the wolf moon, will occur at 12:25 p.m. on Thursday. At this time, the moon will be entirely illuminated by the sun’s rays, so be sure to look for it to rise from the northeastern horizon around sunset in the evening.

This month’s full moon is the last moon phase in January.

January’s full moon is widely known as the wolf moon, as wolves were more likely to be heard howling at this time of year, according to the Old Farmer’s Almanac.

Other known names of January’s full moon include the center moon, as it refers to the idea that this month’s moon roughly marks the middle of the cold season, and other names that seem to emphasize the coldness of the season, which include the cold moon, frost exploding moon, freeze up moon, and severe moon.

Those living in coastal regions of South Carolina can expect to experience spring tides due to this month’s full moon.

With the onset of an upcoming full moon, local tides will be impacted and will act as spring tides.

A spring tide is “a tide just after a new or full moon, when there is the greatest difference between high and low water,” as detailed by the Oxford Dictionary.

Tide height comparisons for January showing their relation to the moon’s phase can be found at Tidetime.org for three coastal South Carolina locations at the following hyperlinks:

Here is a list of all the full moons that will take place this year and their peak illumination times in the Eastern Time Zone, according to timeanddate.com.

Jan. 25: This full moon will occur at 12:54 p.m. It’s called the wolf moon.

Feb. 24: This full moon will occur at 7:30 a.m. It’s called the snow moon.

March 25: This full moon will occur at 3:00 a.m. It’s called the worm moon.

April 23: This full moon will occur at 7:48 p.m. It’s called the pink moon.

May 23: This full moon will occur at 9:53 a.m. It’s called the flower moon.

June 21: This full moon will occur at 9:07 p.m. It’s called the strawberry moon.

July 21: This full moon will occur at 6:17 a.m. It’s called the buck moon.

Aug. 19: This full moon will occur at 2:25 p.m. It’s called the sturgeon moon.

Sept. 17: This moon will occur at 10:34 p.m. It’s called the corn/harvest moon.

Oct. 17: This moon will occur at 7:26 a.m. It’s called the hunter’s moon.

Nov. 15: This full moon will occur at 4:28 p.m. It’s called the beaver moon.

Dec. 15: This full moon will occur at 4:01 a.m. It’s called the cold moon.

Rep. Mace calls on NIH for transparency on testing of monkeys at Morgan Island, SC

U.S. Rep. Nancy Mace has renewed her “deep concerns” about a federal research program that uses monkeys from a sea island in Beaufort County.In a news release issued Wednesday, Mace said she recently sent a letter to Dr. Monica Bertagnolli, director of the National Institutes of Health, expressing concerns about the federal agency’s funding for the monkey colony on Morgan Island and subsequent experiments...

U.S. Rep. Nancy Mace has renewed her “deep concerns” about a federal research program that uses monkeys from a sea island in Beaufort County.

In a news release issued Wednesday, Mace said she recently sent a letter to Dr. Monica Bertagnolli, director of the National Institutes of Health, expressing concerns about the federal agency’s funding for the monkey colony on Morgan Island and subsequent experiments run by Rocky Mountain Laboratories. The laboratories are part of the NIH Intramural Research Program in Montana.

Mace’s news release called for “transparency and accountability” from the NIH about the monkey breeding colony on Morgan Island.

Her key inquiries largely focused on the impact to taxpayers to conduct research on the primates.

They included:

▪ The number of monkeys on the island

▪ Taxpayer expenses to maintain the colony

▪ The number of monkeys transferred to the Montana laboratories and other federal labs

▪ An account of experiments on the monkeys, project details, costs, and U.S. Department of Agriculture pain categories that classify animal pain or distress in research facilities. The Animal Welfare Act requires research facilities to report on procedures that involve “pain, distress and/or the use of pain-relieving drugs,” according to the Agriculture Department.

▪ Extent of Morgan Island monkeys used in gain-in-function research

The Island Packet and Beaufort Gazette have reached out to the NIH for comment.

Mace has been a strong critic of research conducted on monkeys at the 4,489-acre Morgan Island. In 2021, she called on the federal government to shut down its testing program, calling it “barbaric.”

“It’s disgusting,” Mace said in 2021. The 1st District congresswoman said at the time that she learned many of the experiments involve infecting the primates with debilitating and painful diseases and withholding pain relief, according to previous Island Packet reporting.

“We want this practice to end,” she said.

The research is conducted by the National Institute of Allergy and Infectious Diseases, which is part of the NIH.

Since 1979, Morgan Island has been home to a breeding colony of about 3,500 free-ranging rhesus macaque monkeys, that are a source for federal government laboratories, the allergy and disease institute wrote in a 2021 statement to the Island Packet. The monkeys on the island are descendants of a Puerto Rican colony that originated in India, the institute said.

Every year, government researchers work with between 400 and 600 rhesus macaques “for research that helps develop life-saving prevention tools and treatments for diseases affecting public health,” according to previous reporting. No research is conducted on Morgan Island, the institute said.

The institute added that all animal study proposals are reviewed by the Institutional Animal Care and Use Committee comprised of veterinarians, community members and scientists.

In a Nov. 30, 2021, letter, Mace wrote to now-former NIAID Director Dr. Anthony Fauci calling for a full accounting of involvement in operating Morgan Island by NIAID. She asked for the number of monkeys taken from the island and the experiments performed since Jan. 1, 2020, and how much taxpayer funding was used, according to previous Island Packet reporting.

Fauci’s February 2022 response to Mace noted that 500 monkeys from Morgan Island were shipped to the NIH’s Rocky Mountain Laboratories, according to the congresswoman.

In Mace’s most recent letter to Bertagnolli on Jan. 31, she said she’d “become aware of disturbing, photographs and other documents” that a nonprofit obtained using the Freedom of Information Act.

“Records show that in many cases, these animals are subjected to pain and distress and pain relief is intentionally withheld,” Mace wrote to Bertagnolli.

This story was originally published January 31, 2024, 2:29 PM.

‘Nothing too crazy:’ Hilton Head Island residents grateful for low impacts from Idalia

HITLON HEAD ISLAND, Sc. (WTOC) - Idalia is now hours clear of our area, but WTOC has been on Hilton Head since noon Wednesday tracking the conditions.“This one appears to be the storm that just wasn’t,” said Hilton Head resident Robert Harris.Idalia huffed and puffed testing every ounce of strength in all kinds of objects.But with all said and done, residents here are thankful it wasn’t worse.“A lot of wind a lot of rain. Nothing too crazy like what we really expected,” said Hil...

HITLON HEAD ISLAND, Sc. (WTOC) - Idalia is now hours clear of our area, but WTOC has been on Hilton Head since noon Wednesday tracking the conditions.

“This one appears to be the storm that just wasn’t,” said Hilton Head resident Robert Harris.

Idalia huffed and puffed testing every ounce of strength in all kinds of objects.

But with all said and done, residents here are thankful it wasn’t worse.

“A lot of wind a lot of rain. Nothing too crazy like what we really expected,” said Hilton Head resident Alex Harris.

We saw conditions worsen as the storm approached, but the town’s mayor says the only thing damaged is property.

“We’re at 28-30 trees that have fallen whether over roadways, cars or houses,” said Mayor Alan Perry.

With zero injuries reported on Hilton Head Island at this time, efforts to take care of those few dozen trees are already taking priority.

”We’ve got crews out there already that are working on some of the trees. The fire department responded to that and got them cut off and moved away and then tomorrow they’ll go through and get them picked up but come the weekend it’ll be back to business back to normal.”

He expects Labor Day tourism business to go off like Idalia never even happened... another storm to be looked back on as nothing more than a stress test.

“It’s also a good time to run your programs to make certain you’re prepared for the big one.”

Some of the other concerns emergency management had coming into this storm were flooding and storm surge. As far as flooding goes, the mayor says they’ll assess Thursday morning with daylight.

Although he says around the island, there was more rain Tuesday and Wednesday morning than Wednesday afternoon. As far as storm surge goes, he says the tide never got as high as they were worried it could, and the storm moving through when it did helped mitigate any impacts they might’ve seen from that.

Copyright 2023 WTOC. All rights reserved.

Here are 10 of the best bar scenes + happy hours to visit on Hilton Head Island SC

Are you a night owl who doesn’t know many places open on Head Head Island after dark or someone looking to find their new favorite adult beverage?Contrary to what many might believe, there are several bars on Hilton Head Island for both locals and tourists to enjoy.If you’re looking to explore different bar locales on the island, here is a list of the 10 best bars on Hilton Head, according to ...

Are you a night owl who doesn’t know many places open on Head Head Island after dark or someone looking to find their new favorite adult beverage?

Contrary to what many might believe, there are several bars on Hilton Head Island for both locals and tourists to enjoy.

If you’re looking to explore different bar locales on the island, here is a list of the 10 best bars on Hilton Head, according to Sunset Rentals, a vacation rental company serving Hilton Head Island.

10. The Sandbar

The Sandbar Beach Eats, also known as The Sandbar, can be found in the Coligny Plaza Shopping Center at 101 Pope Avenue near Coligny Beach, offering guests both indoor and outdoor seating. This locale is open daily from 11:30 a.m. until close at 10 p.m. and promises hospitality as a “key ingredient” to a memorable food and drink experience as well as live music from 6-9 p.m. every evening.

Happy Hour at The Sandbar occurs every day from 4-6 p.m. and features $4 house margaritas, $4 well liqueurs, $2 off all wine, $3 Landshark and Bud Light 16oz pints, select $3 and $4 shots and $2 off all beach snacks.

9. Poseidon

Poseidon offers guests several seafood items, a raw bar and, of course, an extensive drink menu. Drinks can be found at any of the three bars at the establishment, including their own rooftop bar, and includes an extensive happy hour menu.

Poseidon is located mid-island in Shelter Cove Towne Center and can be found at 38 Shelter Cove Lane, Suite 121, Hilton Head Island, SC 29928. The establishment is open daily for varying hours of operation with seasonal live music.

8. The Dunes House

The Dunes House is an oceanfront restaurant located at 14 Dune House Lane within Palmetto Dunes that offers guests the opportunity to enjoy their meal and drinks just steps away from the beach. The only catch is that the establishment parking lot is only accessible by vehicle to guests staying in Palmetto Dunes and Palmetto Dunes property owners, although guests often walk up from the beach to grab lunch and a drink or listen to live music through the beach access point.

The beachside locale is open daily for lunch and dinner (seasonal hours) and features seasonal live music, an entirely outdoor kitchen as well as a variety of drinks including beer, wine and signature frozen drinks.

7. Hurricane Bar

The Hurricane Bar is adjoined to The Black Marlin at the Palmetto Bay Marina, located at 86 Helmsman Way on Hilton Head Island. This pet-friendly bar is open Monday through Friday from 4 p.m. until 10 p.m. and from noon until 10 p.m. on the weekend, featuring seasonal live music as well as indoor and outdoor seating.

The bar’s signature drink, The Black Marlin Hurricane, is a “must have” combination of passion fruit rum, amaretto, and exotic juices in a take-home souvenir glass, according to the rental company.

Happy hour is daily from 4-7 p.m. and offers $2 off of all house wines, liquor drinks and appetizers as well as $1 off all beer.

6. Main Street Island Pub

The Main Street Island Pub on the north end of the island in Main Street Village, located at 1411 Main Street, offers both a cafe and a pub in a family-friendly atmosphere.

Guests can enjoy Southern-inspired American cuisine as well as drinks like beer, wine and cocktails in both an indoor and outdoor environment, either inside or on the outdoor patio. Main Street Island Pub is open on weekdays from 11:30 a.m. until 8 p.m. with happy hour from 4-8 p.m. and the best deals during the “happiest hour” from 5-6 p.m. with prices including $2 bottled domestic beer, $3 well drinks and wine and $5 craft and imported bottles.

5. Callahan’s Sports Bar

Callahan’s Sports Bar And Deluxe Grill is a popular sports bar on Hilton Head Island that offers guests with food, drinks, billiards, darts and ample opportunities to watch your favorite sports live. The establishment has 27 televisions on the property, including a 10-foot big screen TV, and says to have been voted as the #1 sports bar on the island.

Callahans can be found toward the south end of the island at 49 New Orleans Road and is open daily from 11:30 a.m. until 1 a.m.

4. Reilley’s Grill & Bar

Reilley’s Grill & Bar is an upscale pub with indoor and outdoor seating, including a mahogany bar mimicking a classic Boston pub, seasonal live music and an extensive drinks menu.

The establishment, “voted Hilton Head Island’s Best Bar,” is open daily with varying hours of operation, closing between midnight and 1:30 a.m. on differing nights and can be found at 7D Greenwood Drive on the south end of Hilton Head Island adjacent to the Sea Pines Circle.

3. Tiki Hut

The Tiki Hut is a beachside, “barefoot bar” that offers guests sand volleyball, beach lounge chairs & live music. The beach bar, open since 1977, can be found alongside one of Hilton Head’s beaches at 1 S Forest Beach Drive and is open from 11 a.m. until 10 p.m. daily.

Featuring a tropical, tiki-like atmosphere, the locale is described as a “go-to” for good times and has live entertainment daily. The locale’s drink menu features frozen beverages, hand-crafted cocktails, Tiki Hut favorites, beers and cans, specialty margaritas and floaters to add to any drink.

2. Quarterdeck

The Quarterdeck is a favorite staple for many who frequently visit Sea Pines on Hilton Head Island. The destination restaurant can be found in Harbour Town at 160 Lighthouse Lane next to the iconic Harbour Town Lighthouse and offers waterfront dining, sunset views, restaurant first floor bar and dining area as well as a rooftop oyster bar with 270-degree views of Harbour Town and Calibogue Sound.

Quarterdeck is open daily from 11:30 a.m. until 9 p.m. with bar service from 11:30 a.m. to 10 p.m. Live entertainment is seasonal from 4-7 p.m. Reservations are recommended.

1. Pool Bar Jims

Pool Bar Jim’s is a beachside, open-air bar that offers guests a variety of tropical cocktails. Located at 10 N Forest Beach Drive at the Seacrest Oceanfront Resort, Pool Bar Jim’s is open daily from 11 a.m. until 8 p.m.

The locale is “a favorite amongst locals and visitors alike due to its laidback island vibe, aesthetic atmosphere, and delicious frozen cocktails,” detailed the rental company.

The bar has released two different books depicting a plethora of tropical cocktail recipes for guests to try if they find themselves away from the bar.

This story was originally published September 27, 2023, 6:00 AM.

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