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.

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 Octopus 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

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!

Zach D.Zach Dietmeier: Crab cakes and shrimp were soooo good. Great sauces too. Would definitely go back.

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

8.1
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

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

Matthew R.Matthew Rogers: Opa!

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!

Adam S.Adam Smith: This place has outstanding food! I had the Surf and Turf. It had 3 small filets topped with crab meat and a 6 oz. lobster tail. Amy had deep fried shrimp and she said it was outstanding.

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

7. 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

Alexandre M.Alexandre Munhoz: Very nice ambiance and friendly service. Creative kitchen with a short but well thought menu with fresh ingredients. Seafood rice and the steak were very good.

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

The Salty Dog Cafe is one of The 15 Best Places for Octopus 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

Matt M.Matt Moss: Try the Seafood Pot Pie!!! Delicious!!!

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

9. 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

Tess G.Tess Goldberger: Love the healthy plate at lunch. It was fantastic. Salmon was cooked to perfection. Spinach was amazing.

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

8.7
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)

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

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 Octopus in Hilton Head.

12. CQ's Restaurant

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

Delondre P.Delondre Payton: Great food!! Loved the atmosphere. You have to try the Pork Chop. Delish!!!

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.

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

13. Sonesta Resort Hilton Head Island

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

Kristy T.Kristy Tolley: The Eggs Benedict is the bomb! Ask for Winston! Great service.

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 Octopus 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 :)

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!

Tammy S.Tammy Stuck: Great view. Waitstaff loves dogs! Try the fried shrimp!

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