Wiseguys is one of The 15 Best Places for Octopus 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 Octopus 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.

Melina B.Melina B.: Excellent everything! Delicious food, great service, live music, beautiful Harbour view. Try the mahi mahi or the grouper (both amazing). Waited a while to sit outside but it was so worth it!

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

3. Pomodori

8.8
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

Deanna B.Deanna Bosselman: An A+ for presentation an E+ because your plate will be empty. Start with marinated olives, & then the gnocchi with meat sauce & the grande finale.... the best tiramisu you will ever taste.

Sea Shack is one of The 15 Best Places for Octopus 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!

Amy C.Amy Coats: Bring your puppy and eat outside

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

5. It's Greek To Me II

8.2
11 Lagoon Rd, Hilton Head Island, SC
Greek Restaurant · 11 tips and reviews

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

Stephanie K.Stephanie Koutrakos: Great Greek food, atmosphere & service. Sit outside & order a bottle of retsina wine and some apps. OPA!!

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

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

6. 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!

Examiner.comExaminer.com: Make sure to dine at sunset, the views are incredible. Read more.

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

7. 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

Corley S.Corley Stone: Delicious frozen drinks are rivaled only by the BEST hushpuppies on the entire island. Great outdoor bar atmosphere and great staff. Indoor option as well.

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

8. Lucky Rooster Kitchen + Bar

7.8
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

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

Chris S.Chris Stephenson: This is perhaps one of the best restaurants on the island. Fresh ingredients, impeccable service...can't fault the place!

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

9. Red Fish

7.7
8 Archer Rd, Hilton Head Island, SC
Seafood Restaurant · 30 tips and reviews

Toria W.Toria Webber: The calamari is perfect

Jeremy M.Jeremy McWebb: Ventured the Red Fish twice since living in SC, best restaurant experience yet. Salmon was perfection...can't wait to visit again.

Scott S.Scott Seymour: Great winelist!

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

10. Fishcamp on Broad Creek

8.9
11 Simmons Rd, Hilton Head Island, SC
Seafood Restaurant · 18 tips and reviews

Alexandre M.Alexandre Munhoz: Little restaurant with unique atmosphere. Stay inside if are with your family and kids. Outside/riverside to enjoy the bar with friends. Good crabs and other traditional seafood southern style.

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

Michael Anthony's Cucina Italiana is one of The 15 Best Places for Octopus 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

Chris K.Chris Katon: Try the Sour Cherry Tart - Puff pastry, raspberry jam with dried sour cherries and almond crust. Featured warm with vanilla gelato @maci_hhi tonight!

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 Octopus in Hilton Head.

12. CQ's Restaurant

8.3
140 Lighthouse Rd, Hilton Head Island, SC
Bar · 13 tips and reviews

Melinda K.Melinda Knisley: Lobster pasta was fabulous. I had the salmon, also very good. We will be back this trip for sure.

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

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.

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

13. Okko

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

Mary W.Mary Walker: Fabulous sushi! Wonderful atmosphere and great Hibachi experience, as well. OKKO has a decidedly West coast edge. Enjoy the energy and a surprisingly sophisticated dining experience.

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 :)

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

14. Sonesta Resort Hilton Head Island

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

Tamia O.Tamia Orelus: Very nice place, staff is super friendly. Great location have access to everything pool, beach, restaurant, golf, tennis, biking. A lot to do not to mention the scenery of nature is beautiful.

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!

Skull Creek Boathouse is one of The 15 Best Places for Octopus in Hilton Head.

15. Skull Creek Boathouse

8.9
405 Squire Pope Rd, Hilton Head Island, SC
Seafood Restaurant · 158 tips and reviews

Den R.Den Rosen: The Ceviche was incredible! Included fish-of-the-day, Albacore Tuna, shrimp, octopus and scallops. So good!

Tracey J.Tracey James: Sit outside - Great Happy Hour. Delicious Food

Chris S.Chris Spargur: Paul is best bartender on the island! Don't judge him by his facial hair!