TGIF y’all! Today I am breaking down our latest family vacay to Hilton Head Island. I’m sharing everything from where we stayed, our favorite places to eat, where to drink, where to shop & things to do on the island!
Every summer we travel with Tyler’s family to Hilton Head. It’s our happy place and we look forward to it every year. We jump started our trip early this year with a few days in Charleston. (Did y’all catch my travel guide for Charleston last week?!) We had the best weather in Charleston, but sadly when we made it to HHI our weather wasn’t the best. It prevented us from doing our normal activities, but that didn’t slow us down 😉
Keep reading to see a full breakdown of our trip!
Where to stay
Let me preface this by saying that Tyler’s parents have a timeshare through Marriott, and each year we stay at a Marriott property on the island.
Marriott Barony Beach
We love Barony! We’ve stayed here 3 of the years I’ve been with them, and it’s our favorite. The rooms are renovated and the pool is awesome. We got massages one rainy morning and I was really impressed with the spa too!
Marriott Grand Ocean
Okay, so I said Barony is our favorite, and it probably is, but you can’t beat Grand Ocean’s location. You’re located right by Sea Pines & Coligny Plaza, which makes bike riding so convenient 😊
Embroidered Top / Denim Shorts / similar Wedges / similar Tassel Crossbody / Tassel Earrings c/o
Bag c/o / Sweater / Tank / Lace Shorts / Sunnies / Monogram Necklace
Where to Eat
My favorite restaurant on the whole island! It’s on the top of my list when we visit! Their rooftop is so cute and their chimichanga is SO DANG GOOD y’all!
We tried this restaurant for the first time this year, and I was super impressed! It doesn’t have your typical beach eats, and I was glad. They have some healthy options too, which was refreshing after a week of gluttony.
Y’all, this might be one of the best Italian restaurant I’ve ever been to. The space is really quaint, and the tables are limited so make sure you make a reservation.
If you’re looking for a diner type breakfast, this is the place for you. My father in law loves this little joint, and we find ourselves there every year.
Okay, so we’ve never had a meal here, just appetizers that aren’t that great if I’m being honest, but who really goes here for the food?! If you enjoy a fun frozen cocktail, get yourself a “frosty frog”! My favorite is the Fruit Loop 😊
A pizza night is almost guaranteed for us at the beach, and Giuseppi’s has some of the best on the island!
Located in newer part of Shelter Cove, this is a great place for families. It’s a little more commercialized and feels like a chain restaurant, but the atmosphere is nice & the food is pretty good!
If you’re looking for a good spot for breakfast or lunch, try Watusi! We didn’t make it there this year, but I do highly recommend!
Okay, y’all know I love Mexican food. They have a bigger and more classic Mexican menu than Santa Fe Cafe. I still prefer Santa Fe Cafe over Holy Tequila, but I think the drinks at Holy Tequila are better!
Who doesn’t love donuts?! At Duck Donuts you get to customize your own– any glaze, toppings, etc! My favorite was the ‘cinnamon roll’!
We grabbed breakfast here one dreary morning and loved it! Their pastries were delicious & Tyler’s omelet was MASSIVE.
This might be my new favorite spot for really good food on the island! It was by far my favorite $$$ meal of the trip (’18). Their scallops were incredible y’all!
I cannot even tell you how many people recommended this little joint, so I cannot take credit for this find! It is like a yummier (nicer) chipotle meets local coffee joint. The whole fam popped in for breakfast one morning & it was delicious! Their breakfast tacos & avocado toast were so good, and their coffee was the best! We went back several times for a coffee stop.
I will say, we typically steer clear of coligny plaza when looking for spots to eat, but we gave this little spot a go and loved it! The atmosphere & live music was great and the fish tacos were delicious!
Sunnies / Bikini Top / Bikini Bottom / Cover Up / Hat / Sandals
Bikini Top / Bottoms / Sunnies
Where to Play:
Rent Bikes!
This is one of my favorite things to do in Hilton Head! Sadly the crummy weather we had prevented us from doing it this year, and we were so bummed. Last year we rented them and rode all through Sea Pines. It’s the perfect spot to ride through. You can check out all of the pretty homes, stop and grab a snack in Harbor Town Bakery & Cafe or keep of riding to The Salty Dog for a cocktail! Stop and see the lighthouse while you’re at it.
Frosty Frog
Okay, these next two spots are our two favorite places to grab a drink on the island. You can never go wrong with a Frosty Frog!
Sea Pines Beach Club
Hands down the prettiest spot to grab a drink & watch the sunset. We’ve never eaten here, so we can’t vouch for the food, but we always make sure to make a trip to watch the sunset from their Ocean Lounge!
Stripe Romper / similar Jacket / Gucci Crossbody / Monogram Necklace
Blue Bikini Bottom / Blue Bikini Top / Sunnies / similar Earrings / Green & Pink Bikini Top / Green & Pink Bikini Bottoms / The Woman in Cabin 10
Where to Shop:
I’ll be honest y’all, the shopping in Hilton Head isn’t the best, but it’s not bad! Here are a few of our go to spots–
Shelter Cove Towne Center
Tanger Outlets
Coligny Plaza
similar Stripe One Piece / Sandals / Hat / Sunnies / Into the Water
similar Denim Jacket / Grey Tee / Printed Shorts / Gucci Marmont
Bikini Top / Cover Up / Bag c/o / Monogram Necklace
Laura Leigh says
This travel guide is so good gal! I definitely want to make my way to HHI soon.
xo Laura Leigh
http://www.louellareese.com
Katherine - Engineering In Style says
I had never heard of Hilton Head, but it looks like a great place to vacation!!
– Katherine
Engineering In Style
Susanne - Bag at you says
This looks so much fun and beautiful! I would love to go here some day! Xx Susanne – http://bagatyou.com
Liz says
This on my bucket list! Saving your post!
Liz
http://Www.lizzieinlace.com
Amanda says
Your trip sounds like it was so much fun- love all your pretty swim suits! Charleston is one of my fave cities, I haven’t been to Hilton Head yet though.
Kim says
Such a great travel guide! It definitely makes me want to head to Hilton Head like tomorrow!
xoxo,
Kim
Melissa says
I have been to Hilton Head in over a decade! Looks like you had a blast!
http://www.MelissaTakesFashion.com
J says
Been dying to go to this fab summer place!
Morgan says
Love all your laid back and colorful outfits for this trip! I love North and South Carolina beaches!
-Morgan
How 2 Wear It [] http://how2wearit.com
Maggie says
I love Hilton Head! Frosty Frogs is the best!!
The Southern Thing says
It sounds like there’s a lot to do there! I need to visit!
Tayler Malott says
Such a fun trip and great guide! Want to visit soon with the hubby.
XO
http://www.taylermalott.com