- Air Tours
- Bike Rentals
- Biking
- Boat Rentals
- Boat Tours
- Educational Activities
- Fishing
- Fishing Charters
- Hiking Spots
- History
- Jet Ski Rentals
- Kayak Rentals
- Kayak Tours
- Kayaking
- Kid Friendly Activities
- Nature Spots
- Paddleboard Rentals
- Paddleboarding Lessons
- Paddleboarding Tours
- Parasailing
- Picnicking
- Sailing
- Sailing Tours
- Scenic Spots
- Swimming
- Tours
- Wine and Beer Tours
The ideal Hilton Head vacation starts with finding the ideal Hilton Head vacation rental! Consider it done when you book this 4 bedroom, 4 bath bright and sunny home, located in Hilton Head Island’s Shipyard less than a mile from the beach.To the...
Once you have your coastal recreational fishing license in hand, it’s time to start thinking about gear. Anglers will find tons of options when it comes to equipment for casting into the surf, from custom designed rods and reels at local...
Welcome to your dream coastal escape at Windsor Place, one of the most beautiful oceanfront communities in Palmetto Dunes Oceanfront Resort. Totally modernized in 2026, this delightfully refreshed first-floor villa offers a bright, airy interior...
Beach canopies and umbrellas create shade, lower ambient temperatures and block UV rays on hot, sunny Summer days. Sitting under the canopy of a quality beach umbrella can make the difference between comfort and sweltering. When choosing an...
Hilton Head Resort 2301Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel coastal living at its best in this gorgeous third-floor condo in Hilton Head, SC...
BC2 - Island Head
duration: 2-6 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing
Carolina Breeze Charters
duration: 2 and 3 hour options meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Experience the magic of Hilton Head Island at the most breathtaking time of day—sunset—aboard...
Outside
meeting_point: Hilton Head Island, SC description: Family, Fishing, Fun! This 3-hour private Hilton Head Island fishing charter is great for families with kids and beginners! Catch and release only. Our family fishing charters include boat, bait...
Coastal Discovery Museum Hilton Head
description: Come and join in the tie dyeing fun! Twist, twirl, tie, and dye with natural indigo dye. Why indigo dye? In 1739 Eliza Lucas Pinckney’s experiments with the indigo plant resulted in a very profitable cash crop for South Carolina...
Hilton Head Helicopter Tours
description: This helicopter tour follows some of the most beautiful and remote beaches on the East Coast, offering sweeping aerial views of the coastline. Guests will fly Hunting Island lighthouse and old fishing cabins while scanning the waters...
Island Life HH Photography
duration: Up to 60 minutes cancellation_summary: Full refund if unable to reschedule due to weather; otherwise subject to rescheduling. meeting_point: Stoney Baynard Ruins in Sea Pines description: Are you looking for the perfect Hilton Head setting...
duration: 2 Hours meeting_point: Palmetto Bluff, Bluffton pricing: Starting at $70 per Guest description: *Palmetto Bluff is a bicyclists paradise!* Take a bike tour through Palmetto Bluff’s 20,000 acres, which include historic architecture...
description: Saturday, September 6th 8:30-11 am Meets at: Rowing and Sailing Center at Squire Pope Community Park 137 Squire Pope Rd, Hilton Head Island SC 29926 The cruise will include: -Custom Pickney Island circumnavigation on the luxury...
Dolphin Seafari
duration: Approx. 2 hours cancellation_summary: Full refund if canceled 24 hours or more before the tour; call 843-785-2345 for cancellations or changes. group_size: Maximum 20 passengers accessibility: Handicapped accessible; guests should call...
Kennington Family Winery
duration: 2 Hours min_age: 21 group_size: Maximum 8 Guests description: Blending class- test out different blends of 3 of our Italian wines to determine your favorite ratio. Led by our wine maker or owner, this class will take you behind the scenes...
Gone Fishing HHI
description: Fish like a local! Duration 4-5 Hours About Our four hour trip, weather permitting, allows us to fish our inshore creeks, or nearshore wrecks and jetties. Common targets are Red Drum, Black Drum, Trout, Flounder, Sheepshead, and...
H2O Sports
duration: 1 hour tour cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for up to 10 passengers description: Book a luxurious morning charter aboard Harbour Town's Solaris now! **Our private charters accommodate seven to ten passengers...
Wateree Marina
description: Canoe Rentals What to Bring - Valid Driver's License - Major Credit Card
Port Royal Sound Foundation
duration: 2 Hours description: Join a PRSF Naturalist for a 2-hour guided kayak tour of the Chechessee River departing from the Maritime Center. Children ages 5-12 must be on a tandem kayak with an adult (18+). Designed for all experience...
The Bike Doctor
duration: 14 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...
The Bike Doctor
duration: 21 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...
Island Life Rentals and Tours
duration: 2 Weeks description: Delivery Procedures Upon delivery our driver will send an email or text message confirming your delivery is complete. In that communication they will include your lock combination. Please keep your bicycles locked at...
Dolphin Discoveries Hilton Head
duration: 2 - 4 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...
Island Life Rentals and Tours
duration: 12 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After...
Coastal Discovery Museum Hilton Head
Hilton Head Bicycle Company
description: Electric Bike Rental Duration 10 Days About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2-6'6. The Standard Step-Thru makes it easier to get on and get going -- all...
South Beach Bike Rentals
description: Enjoy miles and miles of scenic bike paths Duration 5 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also...
The Bike Doctor
duration: 7 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...
Lowcountry Watersports
Daufuskie Difference
description: Weekend 10:30 am to 6:15 pm- Golf Cart Rental *Must have valid Driver's License to rent a cart.*
Lowcountry Watersports
duration: 2 Hour, 3 Hour, 4 Hour or 6 Hour cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: **Maximum of 10...
Palmetto Dunes Golf Academy
description: Duration & Rates - 2 hours - Price varies. Please call to get pricing. About Play with the Pro & learn as you go. Videos, photos & instruction notes are included. - When: Seasonal - by appointment only & course availability ...
Vagabond Cruise
duration: 2 Hours meeting_point: Palmetto Bluff group_size: Private Charter for up to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates 1-6...
Nature Adventures Outfitters
duration: 2 Hours cancellation_summary: Can Cancel up to 24 hours in advance for a full refund, Within 24 hours of the event there will be a $20 rebooking fee on any rescheduled tours. Tours cancelled by Nature Adventures Outfitters due to weather...
Flip Flop Charters
description: See dolphins in their natural habitat! Duration 2 hours About The Lowcountry is home to several pods of Atlantic Bottlenose Dolphins. Join us for a 2 hour cruise to see them in their natural habitat and take in the beauty...
Coastal Discovery Museum Hilton Head
duration: 2 meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 description: Join us for a colorful and creative Face Painting experience! From fierce sharks to magical butterflies, our talented artist will bring Lowcountry critter...
Lowcountry Watersports
Outside
description: *Few experiences are more memorable than watching fireworks from the seat of a kayak.* --- > Rates >- **Adults Single Kayak:** $55 >- **Adult & Child Double Kayak:** $90 >- **Two Adult Double Kayak:** $110 --- ...
Black & Blue Charters
description: Black & Blue Snapper Fishing Trips Duration & Rates **Seven Hour Fishing Charter** - $1,600.00 *Be ready for a full day at sea* **Eight Hour Snapper Fishing Trip** - $1,750.00 About *Be ready for a full day at sea* Black & Blue...
meeting_point: PICK UP AND DROP OFF AT RENTAL ADDRESS ONLY description: About 48 volt electric golf cart with 2026 Lithium Battery. Equipped with seat belts, extended top, LED headlights (high and low beam), turn signals, horn, and digital...
Coastal Discovery Museum Hilton Head
description: There is a magical world full of fascinating creatures under the sea! Join knowledgeable Museum staff and volunteers in the Discovery Lab to explore, touch, create, play, and learn more about ocean life. Who lives in those shells? What...
Mayfair Art Studios
May River Excursions
meeting_point: Hudson's Seafood Restaurant description: Rate - $135 per person includes boat excursion as well as a meal and one beverage __________ Duration - 2 Hour Boat Excursion with meal afterwards at Hudson's ____________ About ...
Kayak Hilton Head
description: Kayaking Tour and Shelter Cove Fireworks Display! Duration 2.5 Hours *Please arrive 30 minutes prior to your scheduled tour time* On Tuesday evenings in the summer months our regular 2 hour evening sunset tour is followed by the...
Wheelz of Hilton Head
description: Six Day Bike Rental Rates Duration 6 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect getting...
Dolphin Discoveries Hilton Head
duration: 3 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked. If rain or weather does not allow us to get out, we reschedule or refund(up to you). meeting_point: Broad Creek Marina - Hilton Head, SC | Meet at the end of the...
meeting_point: Palmetto Bluff description: *Catch a glimpse into a fascinating chapter of Lowcountry history* _____________ About Tucked between Hilton Head Island and the mainland - accessible only by boat – the island on ‘the other side...
Outside
description: Description We offer a variety of fishing charters including inshore & near-shore. Our USCG licensed Captains will customize the trip for families and experienced anglers. Our fleet will take you to local hot-spots targeting a variety...
Hilton Head Outfitters - Bike Rental
meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All eBike rentals include 1 lock for every bike.** Our e-bikes are a fun and easy...
Palmetto Lagoon Charters
description: Try some of the best fishing on Hilton Head Island - all while in the flat, calm waters of the Palmetto Dunes Resort lagoon system. A nursery to a variety of saltwater fish species, this lagoon system holds giant redfish, trout...
Island Life Rentals and Tours
duration: 5 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours...
Otter Sailing Adventures LLC
duration: 3.5 hours or more group_size: maximum of 6 description: Duration 3.5 hours About Experience the thrill of learning to sail on our Catalina 275 Sport, the perfect boat for learning keel boat sailing for the first time or honing your...
Hilton Head Outfitters - Bike Rental
description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...
Hilton Head Outfitters - Bike Rental
description: Single Kayak Full Day Rental: $99.99 ________________________________ Double Kayaks Full Day Rental: $125.99 _____ Duration 8 Hours (Boats must be back by 4pm each day)
Salt Shaker Charter LLC
duration: 4 Hours meeting_point: 1 Shelter Cove Ln, Hilton Head Island, SC 29928 group_size: Maximum 12 people description: An Evening Aboard Salt Shaker: Gourmet Dining Meets Sunset Serenity! Aboard Salt Shaker, every moment is...
Jeffery Archery
duration: 1 Hour Range Time description: Practice your shot in our climate-controlled 12-lane indoor archery range, featuring distances from 5 to 20 yards. Perfect for beginners sharpening their skills or experienced archers dialing in their...
Color Me Greenville
duration: 1.5 hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max description: It’s your invite to light up the night and vibe out with your crew! Experience the thrill of our glow-in-the-dark parties...
meeting_point: 41 Boathouse Street, Bluffton SC 29910 description: Join us for a complimentary round-trip cruise aboard the Ohana on Monday, June 1, for Music with Friends on the Bluff. Guests will meet and check in at the Outside Palmetto Bluff...
Saluda Lake Landing
duration: 2 hrs, 4 hrs, or Full Day cancellation_summary: Cancellations made 48 hours or less before your rental time are non-refundable. We appreciate your understanding and look forward to seeing you on the water! meeting_point: 605 Motor Boat...
Historic Mitchelville Freedom Park
pricing: $15 description: Juneteenth Limited Edition T-Shirts
Lowcountry Watersports
Sweet Pea Fishing
max_age: 99 group_size: For up to 6 guests description: Fish the productive waters around Hilton Head Island with Captain John aboard the Sweet Pea, a fully equipped 29 ft. World Cat. Depending on the season, your trip may target cobia, bull...
Dolphin Seafari
duration: 1.5 hours cancellation_summary: Full refund with 24 hours notice; call 843-785-2345 for cancellations or guest changes. group_size: Holds up to 20 people accessibility: Handicapped accessible pricing: * Adult - $45 * Child (12 and under) ...
Lowcountry Watersports
duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 1 max_age: 99 group_size: Maximum 48...
May River Excursions
description: *Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* Rates are per private charter **2 Hours** - $350.00 **3 Hours** - $450.00 **4 Hours** - $550.00 **5 Hours** - $650.00 Each additional...
description: Fireworks Pontoon Party Boat Rental and private VIP box for Harbourfest Fireworks Show! Captain your own adventure as you head out on a 2-hour self-guided cruise on a luxurious Bentley pontoon boat. Return to Shelter Cove Marina no...
Vagabond Cruise
duration: 60 Minutes cancellation_summary: 48 hours in advance meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 max_age: 99 accessibility: Not Wheelchair Accessible description: **Donuts with Santa Cruise** Experience the joy of the...
Island Life Rentals and Tours
duration: 9 Days description: Delivery Procedures Upon delivery our driver will send an email or text message confirming your delivery is complete. In that communication they will include your lock combination. Please keep your bicycles locked at...
Reel Native Fishing Charters
description: Enjoy the Sunset on the Water! Duration 2 hours About We're committed to providing a stress-free experience to both new and returning clients. More info Minors must be accompanied by adults
Anchors Away Sailing Charters
meeting_point: Hilton Head Island, SC description: *Multi-Day sail to a destination of your choosing* Stay onboard the boat overnight at the dock Duration Up to you!
Victoria Valley Vineyards at Table Rock
duration: Up to 2 Hours group_size: Max 4 People description: Join us for a tour of our vineyard and learn more about our small business! The vineyard tour consists of a 1- to 1.5-hour tour of the vines on our 47 acre property, where you’ll...
Daufuskie Difference
meeting_point: Hilton Head description: Now Offering Private Boat Charters for Hilton Head Island. Get outside and enjoy a Dolphin Nature Cruise, Brunch or Lunch, or any of our other great Charter Options.
Vagabond Cruise
duration: 1.5 Hour meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 accessibility: Not wheelchair accessible description:  Book Online and Skip the...
Forest Beach Surf & Cycle
duration: 2 days cancellation_summary: No refunds or rainchecks. meeting_point: your address min_age: 1 max_age: 99 description: Forest Beach Surf & Cycle offers two-day bike rentals on Hilton Head Island with options for kids and adults across a...
Best Of Hilton Head LLC
description: Join us for the ONLY Brews Cruise on the Island! Duration 4.5 Hours Every Tuesday and Thursday. About We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at...
Lowcountry Watersports
duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 21 max_age: 99 accessibility: Boat is...
Hilton Head Helicopter Tours
duration: 20 miles description: This helicopter tour follows Hilton Head’s most active stretch of beaches to Coligny Beach, the island’s popular beach park. Pilots keep the flight low along the shoreline for close-up views of surf and potential...
Kennington Family Winery
duration: 2 Hours min_age: 21 group_size: Maximum 30 Guests description: **Join us for an evening of wine, the Synergy Twins and the stars!** *Dates for this event are: 9/4 and 9/18, event starts at 7pm.* We hope to see you...
The South Carolina Railroad Museum
duration: 1.5 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Guests enjoy a narrated 90-minute trip through Fairfield County countryside. Seating on the train is on board an open-air car, allowing easy viewing as...
Hilton Head Helicopter Tours
cancellation_summary: Cancellations accepted up to 24 hours before the scheduled tour. description: See a magnificent fort, lighthouses, beaches and private coastal property from the air on a scenic helicopter flight. Enjoy sweeping Low Country...
Hilton Head Outfitters - Bike Rental
description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** These strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.
Island Head- Hilton Head Harbor
meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: This special sunrise kayak tour is only available in the summer season May through August. Come and paddle as the sunrises in the low country. This is the calmest part of...
Flip Flop Charters
description: Breathtaking sunsets! Duration 2 hours About Join us for a 2 hour cruise through the intracoastal to take in Hilton Head’s breathtaking sunsets. There’s no better place to take in the beauty of the sun setting over the...
The Bike Doctor
duration: up to 7 Hours meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to...




















































































