Plan the Perfect Trip

Are you dreaming of a sun-soaked getaway? Look no further than Hilton Head Island, the perfect destination for your next vacation. With its pristine beaches, world-class golf courses, and abundant outdoor activities, this charming island in South Carolina offers something for every traveler.

At Island Time, we strive to make trip planning as easy as possible. Our  Luxury Concierge crafted a few itineraries of how you can spend your time on vacation on Hilton Head. Whether you can only spend a weekend or you are looking to bring your entire family on a week-long vacation, our team can help you plan a vacation full of memories and relaxation.

The Romantic Getaway
3-Day Trip

Stay 3 nights at one of our romantic Villa In Shelter Cove

Coffee and French patisserie at the Social Bakery

Explore the shops in Shelter Cove or adventure yourself in Old Bluffton Town

Lunch at Scott's Fish Market

Hit the Beach

Sunset Dolphin Tour

Dinner at Sage Room or WiseGuys

Cocktails at San Miguel's

Listen to live Jazz at the Jazz Corner


The Nature Explorers
5-Day Trip

Stay 5 nights at one of our home in Sea Pines​

Breakfast at Harbour Town Bakery & Cafe​

Bike and Picnic lunch at the Forest Preserve​

Horse Ride on Daufauskie Island​

Dolphin Tour

Alligator Boat Tour​

Walk or bike ride in the Pinckney Island National Wildlife Refuge

Dinner at Skull Creek: Hudson's, Dockside, or Boathouse

The Family Vacation
7-Day Trip

Stay 7 nights at our Homes and Villas in Palmetto Dunes or Coligny

Breakfast at Stacks Pancakes or Skillets Cafe

Explore Lagoons with kayaks and canoes

Lunch at Java Burrito, Sandbar, Tiki Hut or Giuseppi's

Meet Pirates and mermaids on the water

Enjoy an ice cream at Hilton Head Ice Cream

Family Game or Pictures on the Beach

Drive your own two-person skiff boat to see dolphins

Play Mini Golf

Harbour Town Lighthouse

Pony rides and animal farm

Explore the Lowcountry Celebration Park in Coligny

Dinner Smokehouse or Frankie Bones

The Golf Getaway
3-Day Trip

Stay 3-5 nights at one of our Fairway Properties

Catered meals by one of our Chef

Shopping at the PGA Store

Rounds of golf

Pamper yourself with a massage

Stroll around the Old Town Bluffton

Wine event at Rollers

Dinner at Nunzio, Charlies, or Bluffton Room

The Pickleball Getaway
3-5 Day Trip

Stay 3-5 nights at one of our property in South Beach Marina

Breakfast at Links, an American Grill

Lunch at the Salty Dog

Stroll around Harbour Town Shop

Wine event at Rollers

Dinner at the Quarterdeck or Coast

Drinks at The Bank