- 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
Welcome to your ideal hideaway! This gorgeously appointed 1-bedroom, 1.5-bath Hilton Head Island vacation rental offers a serene escape with modern amenities and inviting outdoor spaces.Step into a bright and airy living area featuring classy...
Look at an aerial photo of the southern region of Hilton Head Island, and the Sea Pines Forest Preserve will thick out like a vibrant green thumb. This unique parcel of land, which features sand ridges, maritime forest, long wetlands and ponds, and...
You'll be glad you chose this huge villa with its many updates and simple walk to the beach! Updates include new floor throughout, beach-modern furnishings and paint along with a completely refreshed primary bathroom!The primary bedroom is enormous...
The completely wild and uniquely pre-historic Pinckney Island National Wildlife Refuge is a fascinating natural adventure for cyclists, hikers, nature photographers, and anyone who wants to discover the untamed aspects of this otherwise...
This fourth floor penthouse in Captain's Walk is the ideal setting for your next vacation. Upon entering the unit, guests will appreciate expansive vistas of the Atlantic. The living room has two huge couches, game table, and TV. The dining room has...
Gone Fishing HHI
Fish like a local! Duration & Rates **2 Hour Charter** - *$375* **3 Hour Charter** - *$475* **4 Hour Charter** - *$575* About The two hour trip is great for groups with young kids, beginners, or groups just looking to get out for a short trip...
Catmandoo Sport Fishing
Duration 2-6 Hours Rates **Private Session:** 2 Hour Trip - $395* 3 Hour Trip - $495* 4 Hour Trip - $650* 5 Hour Trip - $850* 6 Hour Trip - $995* *Prices are for up to 4 passengers. We can take up to 6 people on our shorter trips(2hr&3hr...
Lowcountry Watersports
Island Life Rentals and Tours
duration: 12 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...
BC2 - Island Head
duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing
Lowsea Bike, Beach and Baby Rental
duration: 3 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...
Step Back in Time on Daufuskie Island Tucked between Hilton Head and the mainland, and accessible only by boat, Daufuskie Island is often described as “the other side of the river” — a hidden gem where time seems to stand still. This...
Lowsea Bike, Beach and Baby Rental
Everything you need for a fun and comfortable day at the beach! Duration 6 Days About - Free delivery and pickup - Beach gear is delivered the **morning after check-in** and will be picked up the night before check-out no later than 5PM. ...
Island Life Rentals and Tours
duration: 6 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...
Flip Flop Charters
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 horizon than on...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for 7 to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates...
Island Life Rentals and Tours
duration: 1 Week 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...
Captain Jake's Guide Service
duration: 3-8 hours meeting_point: Lake Wylie Boat Ramp-890 Nivens Landing Dr Fort Mill, SC 29708 description: Whether you're looking for an action-packed day of tubing and island hopping or a laid-back cruise to soak in the views, we’ve got you...
Coastal Discovery Museum Hilton Head
Come and join us for the next Coastal Discovery Museum annual Native Plant Sale in October 4th from 10 am - 1 pm. The sale will take place at the Coastal Discovery Museum on the Honey Horn grounds. Over 90 species of native plants will be...
Color Me Greenville
duration: 1.5 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max pricing: Prices start at $375 for parties description: It’s your invite to light up the night and vibe out with your crew! Experience the...
South Beach Bike Rentals
Enjoy miles and miles of scenic bike paths Duration 3 Weeks 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 available ...
Daufuskie Marsh Tacky Society
Groundwork sessions that focus on grooming, basic horse handling, and hand grazing. Duration 30 minutes About Experience therapeutic benefits through the healing power of the horse with groundwork sessions that focus on grooming, an...
Lowcountry Watersports
duration: 1.5 Hours cancellation_summary: Cancellations are allowed 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina - 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: Maximum 48 people description: Experience...
Outside
duration: 4 Hours meeting_point: Shelter Cove Marina (next to Ela's) pricing: $95/person + 20% gratuity description: *Hunt for Treasures of the Sea!* Enjoy a scenic boat ride from Hilton Head to Savannah, where you will step off onto islands to...
Outside
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, tackle, USCG Captain, license, and an iced cooler...
Hilton Head Outfitters - Bike Rental
description: Valid through 2026 calendar year Applies to One Hour Kayak or Canoe Rental, 1.5 Hour Kayak or Canoe Rental, and Two Hour Kayak or Canoe Rental
Hilton Head Outfitters - Bike Rental
Single Kayak Full Day Rental: $175 ________________________________ Double Kayaks Full Day Rental: $250
Forest Beach Surf & Cycle
Rent with us! Duration 60 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments
Out Of The Blue Fishing Charters
Shark fishing is an exhilarating and challenging endeavor that takes anglers on a thrilling journey! Duration 2 to 4 hours About As a captain, I've guided countless shark fishing trips, and each one brings its unique sense of...
Island Life Rentals and Tours
duration: 13 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...
Island Head - Broad Creek
duration: 2 or 3 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC group_size: Up to 34 Passengers description: Enjoy the Sunset...
BC2 - Island Head
duration: 1-10 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 35 People description: Bonjour – Hilton Head’s Premier Charter Boat Step aboard Bonjour, Hilton Head’s newest and most luxurious charter boat, built...
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...
Lowcountry Watersports
duration: 2 Hours • Drivers 21 years old+ • Fun Included! 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 min_age...
Hilton Head Outfitters - Bike Rental
9 Day Rental Rates: - 16” Kids Beach Bike: $75.99 - 20” Kids Beach Bike $75.99 - 24” Youth Beach Bike: $75.99 - 26” Bike w/ Child Seat: $90.99 - 26” Mens Beach Bike: $75.99 - 26” Unisex Beach Bike: $75.99 - 12" Balance Bike: $75.99 ...
Island Life Rentals and Tours
duration: 1 Week 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...
H2O Sports
duration: 1 hour tour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...
Lowcountry Watersports
duration: 1.5 Hours cancellation_summary: Cancellations are allowed 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: 48 description: Start your morning...
Hilton Head Outfitters - Bike Rental
All Terrain Beach Wheelchair is designed to allow easier access to the beach. It is especially helpful for the individuals with lower extremity or mobility disabilities or spinal cord injury.
BC2 - Island Head
duration: 1 Hour meeting_point: Broad Creek Marina description: An exclusive one-day event hosted by HHI Pilates Club, led by @trainwithlexi. Enjoy a 60-minute pilates session on the water aboard Bonjour. what_is_included: Mats will be provided.
Lowsea Bike, Beach and Baby Rental
Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 7 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...
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...
Forest Beach Surf & Cycle
Rent with us! Duration 21 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments
South Beach Bike Rentals
Enjoy miles and miles of scenic bike paths Duration 3 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 available ...
Hilton Head Outfitters - Bike Rental
These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miled of bikes paths.
Coastal Discovery Museum Hilton Head
Duration 2 Hours About Book a tour with our partners Gullah Heritage Trail Tours and take a bus trip around the island to learn about their cultural heritage. The tour guides are all Native Islanders whose families have lived here for...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: For 7 to 10 passengers description: Book the Hilton Head summer time favorite Fireworks Cruise aboard the all new Solaris! **Our private charters accommodate up to 10 passengers...
Hilton Head Inshore Charters
Let's Adventure! About Inshore and nearshore fishing trips. Fun for the whole family. Targeting redfish, speckled trout, jack crevalle, tarpon, cobia, sharks, and more!
Lowsea Bike, Beach and Baby Rental
duration: 2 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...
Forest Beach Surf & Cycle
Rent with us! Duration 1 day, 3 day, or 1 week About Forest beach surf & cycle is your source for Hilton Head Island surf rentals!
Lowcountry Watersports
duration: 1.5 Hours 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 48 people description: Hop on a...
Anchors Away Sailing Charters
duration: 2–2.5 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 6 people accessibility: Limited Handicap accessibility, Please call us to ensure...
Hilton Head Bicycle Company
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 without...
Hilton Head Distillery
Step into an adventure at Hilton Head Island's first and only distillery, where the thrill of discovery meets the world of craft spirits. Our immersive 1-hour tour invites you to uncover the secrets behind our small-batch spirits in an experience...
Island Head- Hilton Head Harbor
Come enjoy a day on the water with Island Head! About Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard...
*Get on the water with one of our custom kayak tours & classes* About If you can dream it, we can do it! Outside Palmetto Bluff private kayak tours and instruction programs are designed around your groups goals and desires. Using our network of...
Palmetto Dunes Golf Academy
Learn something new every day! Duration 50 minutes About The Academy presents a daily golf clinic at the Arthur Hills Golf Course, featuring special instruction on the stroke of the day. With a student-instructor ratio of 5:1, you can be sure...
Outside
Fishing Fun for the Whole Family! _____________ This trip includes everything you need: Bait and tackle U.S. Coast Guard licensed captain and fishing guide Licensing Iced cooler ___ This trip accommodates up to 10 passengers. Bring the family...
Wateree Marina
Half or Full Day Jet Ski Rentals Know Before You Go - All jet skis may accommodate two passengers total. - All renter's/driver's must be 21 years or older. - All passengers must be 16 years or older. What to Bring - Valid Driver's License ...
The Bike Doctor
duration: 3 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...
Coastal Discovery Museum
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Wheelz of Hilton Head
Golf Cart Rentals! Duration 3 days Please Note * Golf Cart Rentals CANNOT be delivered * Must be picked up at our location * Golf Carts need to stay within a 4 mile radius of our location. * Golf Carts cannot be booked online due to South...
Hilton Head Island Recreation Association
duration: 3 hours meeting_point: Rowing and Sailing Center group_size: Up to 25 people description: Island Rec Center is proud to partner with the Hilton Head Island Seafood Festival to bring you a unique kayak and brunch experience! Join us for a...
Lowcountry Watersports
duration: 2 Hours cancellation_summary: Cancellations are allowed 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: Maximum 48 people accessibility: There...
The South Carolina Railroad Museum
duration: +/- 2.5 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: This event is held select Saturdays, April-September. Guests enjoy a narrated 5-mile trip through the Fairfield County countryside to our...
South Beach Bike Rentals
Enjoy miles and miles of scenic bike paths Duration 9 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 available ...
Lowcountry Cowboy Fishing Charters
Duration 8 Hours ___________________________________ About Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide & Weather) *This Charter can...
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...
Wheelz of Hilton Head
Five Day Bike Rental Rates Duration 5 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 around...
Island Life Rentals and Tours
duration: 3 Hours group_size: 12 - 14 Max description: Our Three-Hour Beach Combing Expedition to "Vanishing Island™" starts at The Old Oyster Factory docks near the top of Broad Creek. As we glide through the Lowcountry Salt Marsh, you'll watch...
Hilton Head Island Recreation Association
duration: 4 Weeks • 1 Day Per Week meeting_point: Rowing and Sailing Center min_age: 12 max_age: 18 group_size: Up to 12 Campers description: Learn the basics of rowing. We use 1-4 person shells (boats) and will teach participants basic sculling...
Island Head - Broad Creek
duration: 1 - 8 Hour Options cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC group_size: Up to 14 Passengers description: Enjoy a...
Brice Herndon Draft Horse and Carriage Company
A Fairytale Valentine's Day: Take Your Sweetheart on a Magical Carriage Ride. We will start from the north side of Union Point Park . Each ride is approximately 18 to 20 minutes long. The carriage will comfortably hold 4 adults and 2 small...
*Want to explore the Lowcountry waters on your own? We have paddleboards and kayaks you can rent!* --- Description Outside Hilton Head has a fleet of safe and comfortable boards & kayaks that you can rent to enjoy the area's waters on your...
Cross Island Cruises
duration: 90-105 minutes meeting_point: 68 Helmsman Way group_size: Maximum 6 people pricing: $269 total, for up to 6 passengers per boat. No hidden fees! description: On a private dolphin tour, guests can expect a personalized and up-close...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Book a luxurious charter aboard Solaris today! **Our private charters accommodate up to 6 passengers, ensuring an intimate and personalized experience for...
Coastal Discovery Museum Hilton Head
duration: Hour description: The Coastal Discovery Museum, a Smithsonian Affiliate, opens a retrospective exhibition, “It's Thursday! Artists of the Round Table,” on November 12, celebrating 15 prominent local artists who gathered weekly at The...
Anchors Away Sailing Charters
duration: 4 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 6 people accessibility: Limited Handicap accessibility, Please call us to ensure we can...
Beaufort Dolphin Adventures
duration: 2 Hours cancellation_summary: Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund or credit in case of operator cancellation due to weather or other unforeseen circumstances...
Lowsea Bike, Beach and Baby Rental
Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 4 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 80 passengers description: Join us for an extraordinary experience aboard the exquisite Spirit Of Harbour Town, as we embark on a captivating journey this year. Indulge in the...
The South Carolina Railroad Museum
duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: This event is held the two Saturdays before Halloween each year. Riders will board the train for a 3-mile trip to the Pumpkin Patch. We will stop...
BackCountry Light Tackle & Fly
Duration 6 Hours About Light Tackle and/or Fly Fishing Experience Explore more localized waters from the Departure Boat Ramp! 375 lbs maximum (all passengers): - 2 Adults - 1 Child, 1 Adult - 1 Adult
Captain Kidd
Join us for a Sport Crabbing Adventure! Duration 1 hour 45 minutes Tour About Our Sport Crabbing Adventure aboard the Captain Kidd just might be the most exciting, exhilarating, and entertaining thing you do on vacation! Well … maybe not...
Hilton Head Outfitters - Bike Rental
Our e-bikes are a fun and easy way to get explore heavenly Hilton Head, South Carolina, providing a battery-powered "assist" that comes from pedaling. When you push its pedals, a small motor engages and gives you a boost, so you can zip through...





















































































