Wiseguys is one of The 15 Best Places for Calamari in Hilton Head.

1. Wiseguys

8.3
1513 Main St (at I-278), Hilton Head Island, SC
Lounge · 42 tips and reviews

Chef Russell K.Chef Russell Keane: If you have not tried the Shrimp and Calamari with a glass of champagne you are missing out!!

TheDigitel BeaufortTheDigitel Beaufort: Great atmosphere. The chicken and waffles and calamari are must tries.

Steve D.Steve Delahunty: Try one of the wine flights, great options. The calamari and shrimp appetizer small plate is great.

Ela's Blu Water Grille is one of The 15 Best Places for Calamari in Hilton Head.

2. Ela's Blu Water Grille

8.8
1 Shelter Cove Ln, Hilton Head Island, SC
American Restaurant · 17 tips and reviews

mrhammrham: The calamari, crab cakes, and grouper are delicious. Very friendly staff. Great environment. Live music. Generally, just a solid place for dinner.

Andy S.Andy Strickland: The calamari may the be the best I've had. Great staff, so nice. Make reservations though.

CindyCindy: Great find! Wonderful location, great view, fabulous food! Well worth the trip, a new island favorite.

Pomodori is one of The 15 Best Places for Calamari in Hilton Head.

3. Pomodori

8.9
1 New Orleans Rd Ste G, Hilton Head Island, SC
Italian Restaurant · 15 tips and reviews

John B.John Belen: Both the zucchini and the calamari appetizers are out of this world!!

John P.John Palsa: Not the Calamari... Linguine & Clam Sauce good but small portion

Blanche T. S.Blanche T. Sullivan: Amanda's homemade gnocchi are amazing, especially with bolognese!

Sea Shack is one of The 15 Best Places for Calamari in Hilton Head.

4. Sea Shack

8.3
6B Executive Park Rd, Hilton Head Island, SC
Seafood Restaurant · 62 tips and reviews

Alex C.Alex Carrasquillo: Best seafood I've ever had at a place that offers it for low prices. Very affordable. Can't go wrong with calamari & all the sides are great. It's the definition of a great hole-in-the-wall place.

Clintyn N.Clintyn Newcombe: This is the diamond in the rough in Hilton Head. The best seafood you will find here, I had a platter with calamari, alligator, and conch, blackened, and it was surreal, great spice!

Sharon H.Sharon Hall: The sweet potato cornbread is soooooo good!

The Crazy Crab is one of The 15 Best Places for Calamari in Hilton Head.

5. The Crazy Crab

7.6
149 Lighthouse Rd, Hilton Head Island, SC
Seafood Restaurant · 100 tips and reviews

Terry P.Terry Payne: The Calamari appetizer is great. Also, the Caprese salad rivals any Italian restaurant I've been to!

Kate G.Kate Gordon: Eat the hushpuppies and calamari! They're amazing!

Kathryn N.Kathryn Neidhardt: Best fried shrimp I've had - anywhere. Keep coming back for over 15 years.

Lucky Rooster Kitchen + Bar is one of The 15 Best Places for Calamari in Hilton Head.

6. Lucky Rooster Kitchen + Bar

7.7
841 William Hilton Pkwy (South Island Square), Hilton Head Island, SC
Southern Food Restaurant · 25 tips and reviews

Vincent B.Vincent Bienish: Try the calamari and shrimp app. The best. I have dined at the best restaurants and worked with the best chefs. And I am a chef. This place is in my top 5. Great great food and service

Teri M.Teri Monroe: Best shrimp and grits I have ever had!

Yajhayra M.Yajhayra M: First visit and it sure won't be my last. I started with the Clams & Ham. They were great and the Sauce was the star, dipping Bread worthy. Shrimp & Grits were next. This plate was Amazing. DELICIOUS

Red Fish is one of The 15 Best Places for Calamari in Hilton Head.

7. Red Fish

7.8
8 Archer Rd, Hilton Head Island, SC
Seafood Restaurant · 30 tips and reviews

Toria W.Toria Webber: The calamari is perfect

Pamela C.Pamela Cleaver: Atmosphere is great! Awesome wine selection and outstanding food. The blue crab dip and shrimp & grits was prefect!!

Scott S.Scott Seymour: Great winelist!

The Salty Dog Cafe is one of The 15 Best Places for Calamari in Hilton Head.

8. The Salty Dog Cafe

8.1
232 S Sea Pines Dr, Hilton Head Island, SC
American Restaurant · 121 tips and reviews

Derek F.Derek Fromson: Start with calamari, but ask for the very spicy sauce on the side. Crab cake sandwich or catch of the day are good entree options. Several choices on the kids menu. Try shrimp or fish nuggets.

Jess K.Jess Keathley: Food is average for the price, what you really pay for is atmosphere. Lowcountry boil was sub-par with rubbery unflavored shrimp. Calamari was good. I recommend getting appetizers and just hanging out

Kelly G.Kelly Gerding: Best hush puppies anywhere!!

Fishcamp on Broad Creek is one of The 15 Best Places for Calamari in Hilton Head.

9. Fishcamp on Broad Creek

8.7
11 Simmons Rd, Hilton Head Island, SC
Seafood Restaurant · 19 tips and reviews

Meghan B.Meghan Bingle: Beers, delicious oysters and seafood. Fun games outside (Cornhole, giant connect four, etc) also a great fire pit.

Courtney D.Courtney Desh: Food is alright, but the view is pretty especially at sunset

Andrew F.Andrew F: Cornhole, Jenga, and giant Connect Four games outside for the kids to play while you wait (or if the kids finish early)

It's Greek To Me II is one of The 15 Best Places for Calamari in Hilton Head.

10. It's Greek To Me II

8.1
11 Lagoon Rd, Hilton Head Island, SC
Greek Restaurant · 11 tips and reviews

Lee C.Lee Coursey: Be sure to order a Greek wine. The Santorini pasta is fantastic - my wife gets it every time we visit this restaurant. The Gyro Platter is also very good.

Kathy G.Kathy Gaudette: I have to be iodine free, gluten free & dairy free. So far so good. It was pretty easy to order... We'll see

Tess G.Tess Goldberger: Best Greek I have had outside of Greece. Grilled octopus is amazing. They do come in chunks though just a heads up. We have been going here for over 15 years. Always a favorite. Try the rice pudding

Michael Anthony's Cucina Italiana is one of The 15 Best Places for Calamari in Hilton Head.

11. Michael Anthony's Cucina Italiana

8.8
37 New Orleans Rd, Hilton Head Island, SC
Italian Restaurant · 22 tips and reviews

G T.G T: Amazing place. Love it all. Get the molten lava cake.

Chris K.Chris Katon: Try the Braised Pork Belly - served with truffle bean purée, fried leaks and pork jus $11

Chris K.Chris Katon: Visit the Market! Open 10 - 4 / Mon - Sat. Featuring authentic meats, cheeses, homemade sauces + specialty items!

CQ's Restaurant is one of The 15 Best Places for Calamari in Hilton Head.

12. CQ's Restaurant

8.4
140 Lighthouse Rd, Hilton Head Island, SC
Bar · 13 tips and reviews

Derek F.Derek Fromson: Sesame crusted tuna with edamame hummus, vegetable slaw, pickled ginger and ponzu is absolutely spectacular. CQ Chowder (cream-based), including lobster, shrimp, clams and local catch is tasty too.

Felicia V.Felicia Vairo: The speciality cocktails are made with care and worth the money. Try the Sidecar - Perfect!

Alicia K.Alicia Kinton: Seared sesame ahi tuna with edamame hummus is amazing

Sonesta Resort Hilton Head Island is one of The 15 Best Places for Calamari in Hilton Head.

13. Sonesta Resort Hilton Head Island

8.6
130 Shipyard Dr, Hilton Head Island, SC
Resort · 21 tips and reviews

Eric S.Eric Stewart: Restaurant is amazing. Beautiful grounds! You must not overlook the beautiful, long, wide beach!

Kelly B.Kelly Berko: Friday and Saturday night's Seafood Buffet is excellent!!! Great all you can eat crab legs, plus so much more!!!!

Tonya H.Tonya Hayes: Happy Hour Monday thru Friday 4-7pm! Glass of Merlot is $3! Nice atmosphere too!

Okko is one of The 15 Best Places for Calamari in Hilton Head.

14. Okko

8.9
95 Mathews Dr, Hilton Head Island, SC
Asian Restaurant · 34 tips and reviews

Jacob R.Jacob R: If you want great food and entertainment, this is the place to go! The only negative is the wait for food, but it's most definitely worth it!

Rj W.Rj Wilkie: Great place.Good food,good atmosphere,good service.Must have the Gyoza and Chicken Satay.

Lorrie L.Lorrie Lancaster: Food was delish as usual! Enjoyed the bar for the first time and now have a new favorite drink (Thanks Steve ;) ), their refreshing Pear Saketini :)

Hinoki is one of The 15 Best Places for Calamari in Hilton Head.

15. Hinoki

8.0
37 New Orleans Rd (HWY 278), Hilton Head Island, SC
Japanese Restaurant · 14 tips and reviews

Janet C.Janet Cully: have the hinoki roll! ichi roll is similar and good as well. baked mussels are good. Chi-Chi (at the suchi bar) is always a great help with suggestions as well.

Janet C.Janet Cully: Best sushi on the island! I always order the hinoki roll, ichi roll, and spicy tuna. Ask Suzuki or Chi-Chi for suggestions, they can help find the perfect sushi for you!

Kyle J.Kyle Jones: The spider rolls are to die for along with the seared scallops appetizer.