Jill’s Hilton Head guidebook

Jill
Jill’s Hilton Head guidebook

Hilton Head Casual Restaurants

Here's a few of my favorite restaurants on the island!
Great happy hours, sunset views, and outdoor patio!
48 locals recommend
Skull Creek Dockside
2 Hudson Rd
48 locals recommend
Great happy hours, sunset views, and outdoor patio!
Great happy hours, sunset views, and outdoor patio! Great playground for kids also!
164 locals recommend
Skull Creek Boathouse
397 Squire Pope Rd
164 locals recommend
Great happy hours, sunset views, and outdoor patio! Great playground for kids also!
This place is synonymous with Hilton Head. Great outdoor patio and live music. Try the shrimp toast!
120 locals recommend
The Salty Dog Cafe
232 S Sea Pines Dr
120 locals recommend
This place is synonymous with Hilton Head. Great outdoor patio and live music. Try the shrimp toast!
Some of my favorite food on the island. If you want authentic New Orleans-style food, this is the place. Family-owned and very close to the condo. The Sunday brunch buffet is awesome!
38 locals recommend
Kenny B's French Quarter Cafe
1534 Pope Ave
38 locals recommend
Some of my favorite food on the island. If you want authentic New Orleans-style food, this is the place. Family-owned and very close to the condo. The Sunday brunch buffet is awesome!
Great crab leg special on Tuesday nights! Fun outdoor patio and super-close to condo.
30 locals recommend
Aunt Chiladas Easy Street Cafe
69 Pope Ave
30 locals recommend
Great crab leg special on Tuesday nights! Fun outdoor patio and super-close to condo.
Another great outdoor patio with lots of sports on the TVs. Relaxed vibe, usually has live music, good Irish-pub type food. Also super-close to the condo!
50 locals recommend
Reilley's Grill & Bar
7D Greenwood Dr
50 locals recommend
Another great outdoor patio with lots of sports on the TVs. Relaxed vibe, usually has live music, good Irish-pub type food. Also super-close to the condo!
A go-to spot for happy hour - great food and drink specials on the outside patio.
33 locals recommend
Captain Woody's Bar & Grill
14 Target Rd
33 locals recommend
A go-to spot for happy hour - great food and drink specials on the outside patio.
Another great happy hour spot with great sunset views and fantastic food/drink specials!
183 locals recommend
Hudson's Seafood House On The Docks
1 Hudson Rd
183 locals recommend
Another great happy hour spot with great sunset views and fantastic food/drink specials!
Favorite pizza on the island, and they will also deliver!
7 locals recommend
Dough Boys Pizza
1 New Orleans Rd
7 locals recommend
Favorite pizza on the island, and they will also deliver!
Another great pizza place in HHI, and they are open late (often hard-to-find on the island)
17 locals recommend
Fat Baby's Pizza & Subs
1034 William Hilton Pkwy
17 locals recommend
Another great pizza place in HHI, and they are open late (often hard-to-find on the island)
Really good BBQ, and, for my money, the best burger on the island
71 locals recommend
One Hot Mama's American Grill
1 Greenwood Dr
71 locals recommend
Really good BBQ, and, for my money, the best burger on the island
Nothing fancy here but some of the best fresh seafood you'll find on the island. A local favorite. In the summer, you'll usually find a line out the door.
50 locals recommend
The Sea Shack
6 Executive Park Rd
50 locals recommend
Nothing fancy here but some of the best fresh seafood you'll find on the island. A local favorite. In the summer, you'll usually find a line out the door.
Great ice cream and tons of flavors! In Coligny Plaza
9 locals recommend
The Ice Cream Cone
1 N Forest Beach Dr
9 locals recommend
Great ice cream and tons of flavors! In Coligny Plaza

Hilton Head Upscale Restaurants

If you're looking for something a bit more fancy.....
Don't be fooled by the exterior. Inside is a first-class Italian restaurant! They also offer cooking classes/demonstrations and have an Italian grocery as well.
23 locals recommend
Michael Anthony's Cooking Demostration Class
37 New Orleans Rd
23 locals recommend
Don't be fooled by the exterior. Inside is a first-class Italian restaurant! They also offer cooking classes/demonstrations and have an Italian grocery as well.
Great food and upscale setting
41 locals recommend
Sage Room
75 Pope Ave
41 locals recommend
Great food and upscale setting
Upscale Mexican spot with nice rooftop patio
44 locals recommend
Santa Fe Cafe
807 William Hilton Pkwy
44 locals recommend
Upscale Mexican spot with nice rooftop patio
Very small and hidden away, but great German food and American entrees as well.
9 locals recommend
Alfred's Restaurant
807 William Hilton Pkwy
9 locals recommend
Very small and hidden away, but great German food and American entrees as well.

HIlton Head Experiences

Fun things to do!
For my money, this is one of the best deals on the island. Less than $20 for 90 minutes out on the water with cocktails and great sunsets, and I've never been out yet when we haven't seen plenty of dolphins. I take every visitor I have to HHI on this cruise, and still go myself almost every time I'm there. I prefer the ones without live music personally, though they offer them with a live band for a bit more money. 21+ only.
15 locals recommend
Salty Dog Happy Hour Cruise
232 S Sea Pines Dr
15 locals recommend
For my money, this is one of the best deals on the island. Less than $20 for 90 minutes out on the water with cocktails and great sunsets, and I've never been out yet when we haven't seen plenty of dolphins. I take every visitor I have to HHI on this cruise, and still go myself almost every time I'm there. I prefer the ones without live music personally, though they offer them with a live band for a bit more money. 21+ only.
Tons of bike rental places on the island, but this is my go-to and I haven't been able to beat them for price and service. They'll have the bikes waiting for you when you arrive and will pick them up when you depart. Search for coupons online too before you book - you can usually get some good deals
12 locals recommend
Lowsea Bike, Beach and Baby Rental
25 New Orleans Rd
12 locals recommend
Tons of bike rental places on the island, but this is my go-to and I haven't been able to beat them for price and service. They'll have the bikes waiting for you when you arrive and will pick them up when you depart. Search for coupons online too before you book - you can usually get some good deals
Great family-owned theatre & super-close to condo. New reclining seats, and food and adult beverages available as well. Great for a rainy day
39 locals recommend
Park Plaza Cinema
33 Office Park Rd
39 locals recommend
Great family-owned theatre & super-close to condo. New reclining seats, and food and adult beverages available as well. Great for a rainy day
Tuesday Fireworks during the summer! (Also, great shops and restaurants, and beautiful marina views) https://www.sheltercoveharbourfest.com/
44 locals recommend
Shelter Cove
44 locals recommend
Tuesday Fireworks during the summer! (Also, great shops and restaurants, and beautiful marina views) https://www.sheltercoveharbourfest.com/
A family tradition for HHI visitors for over 30 years - take your little ones to sing along with Gregg under the Liberty Oak in Harbourtown Schedule here: https://www.seapines.com/events/Gregg-Russell-Summer-Concerts/May-2022
7 locals recommend
Greg Russell Concerts
Harbortown Club Villas
7 locals recommend
A family tradition for HHI visitors for over 30 years - take your little ones to sing along with Gregg under the Liberty Oak in Harbourtown Schedule here: https://www.seapines.com/events/Gregg-Russell-Summer-Concerts/May-2022
See the lighthouse, great place to watch sunset, check out the beautiful boats and yachts in the marina, cute shops
133 locals recommend
Harbour Town
133 locals recommend
See the lighthouse, great place to watch sunset, check out the beautiful boats and yachts in the marina, cute shops
Great place for a rainy day
101 locals recommend
Coastal Discovery Museum
70 Honey Horn Dr
101 locals recommend
Great place for a rainy day
Old-school Hilton Head - right across from Coligny Beach and home to souvenir shops, restaurants, a movie theater, Rita's Italian Ice, etc.
179 locals recommend
Coligny Plaza Shopping Center
1 N Forest Beach Dr
179 locals recommend
Old-school Hilton Head - right across from Coligny Beach and home to souvenir shops, restaurants, a movie theater, Rita's Italian Ice, etc.
BEST frozen drinks you'll ever have! Pool Bar Jim is a Hilton Head legend!
35 locals recommend
Pool Bar Jim's
10 N Forest Beach Dr
35 locals recommend
BEST frozen drinks you'll ever have! Pool Bar Jim is a Hilton Head legend!

Breakfast

Great diner style breakfast with awesome pancakes!
16 locals recommend
Southern Coney And Breakfast
70 Pope Ave
16 locals recommend
Great diner style breakfast with awesome pancakes!
Good old-school Southern breakfast
26 locals recommend
Plantation Cafe & Deli
81 Pope Ave
26 locals recommend
Good old-school Southern breakfast
Haven't been yet, but heard nothing but great things!
16 locals recommend
Bad Biscuit
1 Dunnagans Alley
16 locals recommend
Haven't been yet, but heard nothing but great things!
Great little bakery with wonderful coffee and breakfast baked goods! Grab and go, or nice sit down options for breakfast as well
40 locals recommend
Watusi Cafe
71 Pope Ave
40 locals recommend
Great little bakery with wonderful coffee and breakfast baked goods! Grab and go, or nice sit down options for breakfast as well
After an early morning walk on the beach, you can hit this place up for coffee and breakfast items. Directly across from the beach in Coligny Plaza!
25 locals recommend
Carolina Coffee & Crumbs
101 Pope Ave
25 locals recommend
After an early morning walk on the beach, you can hit this place up for coffee and breakfast items. Directly across from the beach in Coligny Plaza!

City advice

Book before you go

Look for coupons online for weekly bike rentals!

Most bike rental places deliver and pick up. Look for coupons online for weekly rentals; you can often get a weekly for just a few dollars more than a daily rental and then you can take advantage of the famous Hilton Head bike paths whenever you like!
Customs and culture

Get a Salty Dog Cafe T-shirt!

One of the most famous t-shirts in the South - you see them everywhere! We joke that they won't let you cross the bridge and leave the island until you buy one! :-)