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2026 Hilton Head Activities Guide

2nd floor Condo, pool, hot tub, pickleba...

Island Club 123Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the handsome Hilton Head, SC, this second-floor condo offers gorgeous vistas...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Driessen Beach Park

The postcard-worthy Driessen Beach Park is a little hard to find, and for most Hilton Head Island regulars, that's a very good thing. Seldom crowded, with plenty of parking spaces to go around, this relatively expansive park has plenty of room to...

Relaxing condo with a pool, balcony, pat...

Springwood Villas 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This vacation rental in South Carolina is the quintessential spot for rest and relaxation...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Fort Howell

Visitors who are expecting a grand and perfectly preserved Civil War fort may be disappointed when they make a visit to Fort Howell, but patrons who love a unique bit of history with accompanying earthen remnants, as well as a gorgeous wooded...

Freshly Updated Throughout!

Savor the best of Palmetto Dunes Oceanfront Resort on Hilton Head Island from this roomy 3-bedroom, 2.5-bath vacation rental overlooking the resort’s spectacular 11-mile lagoon system. Set in one of the island’s most sought-after communities...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
3 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 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...

4 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$24.00 - $175.00

duration: 4 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...

Lighthouse Tour

Hilton Head Helicopter Tours

Book online
$369.00

duration: 40 Minutes cancellation_summary: Cancellations are accepted up to 24 hours before the scheduled tour. description: Come see this magnificent fort, beaches and property from the air! - Along the way you will see old lighthouses...

Marriott Vacation Club Dolphin Eco

meeting_point: Hilton Head Island, SC description: Outside Hilton Head’s Dolphin Eco Tour is one of the most popular tours on Hilton Head Island, providing an unforgettable experience for nature lovers, families, and anyone looking for a fun and...

Party Cycleboat Tour

Bluewater Adventure Cycleboat

Book online
$49.95 - $1,250.00

description: Rates **Party of 2-20:** $1250 *Ages 21+* _____ Duration 2 Hours About Join us on the water on Hilton Head's first ever party cycle boat. We provide the coolers, ice, music and fun while our guests sit on cycle seats and enjoy...

2 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$54.00 - $370.00

duration: 2 Weeks cancellation_summary: 24 Hours in advance meeting_point: Hilton Head Island, SC description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book...

Surfboard Rentals

Hilton Head Island Recreation Association

Book online
$25.00 - $140.00

duration: 2-8 Hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 description: Our surfboard rentals have you covered! Whether you're a seasoned surfer or just starting out, we offer a wide range of...

Old Town Bluffton

Hilton Head Helicopter Tours

Book online
$229.00

duration: 40 minutes max_age: 100 description: Experience an exciting aerial tour of Hilton Head and Bluffton, showcasing the area's top landmarks and natural beauty from above. Fly over Pinckney Island in search of Bald Eagles and hawks, then...

Shark Fishing

Reel Native Fishing Charters

Book online
$475.00

description: Let's get out on the water and makes some memories that will last a lifetime! Duration 3 hours About We're committed to providing a stress-free experience to both new and returning clients. More info Minors must...

Fireworks Paddle
Book online
$55.00 - $125.00

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 --- ...

Day Rental

Island Life Rentals and Tours

Book online
$15.00 - $70.00

duration: 1 Day description: *Perfect for your day exploring around Hilton Head!* ___________________________________ Additional Fees - **Basket** - $1.00 - **Helmet** - $5.00 - **Lock** - Free (1 lock per 2 bikes) About - Perfect for a day...

Lowcountry Curated: Haig Point Golf Experience

meeting_point: 1 Shelter Cove Lane, Hilton Head, SC 29928 group_size: 4/4 pricing: $795/per person description: Accessible only by boat, Haig Point on Daufuskie Island offers an exclusive golf experience on one of the country’s most celebrated...

3 Day Rental

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 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...

Sunset Cruise

Reel Native Fishing Charters

Book online
$175.00

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

PVT Sunset Dolphin Cruise 16pk
Book online
$695.00 - $1,350.00

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane description: Looking for a private memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head is the perfect choice. This 90-minute private tour...

2 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$18.00 - $100.00

duration: 2 Days meeting_point: Hilton Head Island, SC description: *Perfect for your day exploring around Hilton Head!* ___________________________________ Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day...

Private Food Tour

Food Tours Hilton Head

Book online
$695.00

description: Customize Your Tour! Duration 3 hours What's Included: - A private luxury SVU pickup for 6 - A knowledgeable tour guide About This tour is made especially for you. After you book the tour, our tour guide will contact you...

Marriott Vacation Club Daufuskie Tour

meeting_point: Hilton Head Island, SC description: Tucked between Hilton Head and Savannah, and only accessible by boat, Daufuskie is a must-see in the Lowcountry!

Sunset Beach Photography

Island Life HH Photography

Book online
$195.00 - $745.00

duration: Up to 60 minutes cancellation_summary: Weather cancellations may be rescheduled or fully refunded if no suitable time is found meeting_point: 64 Bradley Beach Road, Hilton Head Island, SC 29928 description: Want to commemorate a special...

28 Day Rental

Island Life Rentals and Tours

Book online
$96.00 - $740.00

duration: 28 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...

Shelter Cove Marina Kayak & Stand Up Paddleboard Rental

description: *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...

Black & Blue Fishing Charters

Black & Blue Charters

Book online
$425.00 - $1,700.00

description: Black & Blue Duration & Rates **Three Hour Fishing Charter** - $625.00 *Will catch mostly sharks* **Four Hour Fishing Charter** - $750.00 *Most popular for families* **Five Hour Fishing Charter** - $900.00 *Catch your...

Dolphin Eco Tour

Captain Moto Adventures

Book online
$325.00

description: Duration 2 Hours About Not just your everyday dolphin tour. This is a private tour for the family. Learn about the local ego system and see dolphins. What to bring - BYOB - Sunglass - Sunscreen *No spray lotion* ...

9 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$39.00 - $275.00

duration: 9 Days cancellation_summary: 24 Hours in advance meeting_point: Hilton Head Island, SC description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It...

Private Fireworks Paddle
Book online
$55.00 - $110.00

Tubing and Dolphin - 16 max

meeting_point: Hilton Head Island description: This 3 hour excursion starts with our most popular Eco trip on pristine Broad Creek. From here We will cross the Calibogue sound into one of our beautiful tidal rivers. Once here we will inflate the...

Discovery Flight

Hilton Head Helicopter Tours

Book online
$400.00

duration: 1 Hour (30 minutes flight time and 30 minutes ground) meeting_point: 38 Gateway cirle HHI,SC 29926 min_age: 16 description: Get ready for the adventure of a lifetime with a Discovery Flight! This hands-on experience gives you the...

Outside DMC Partner Outing - Hilton Head Departure

description: *MUSIC | FOOD | FUN | & MORE* Outside DMC invites our partners to showcase Outside's OHANA & PAGE ISLAND! Join us for music, food, games, and more, and learn about the ultimate destination experience for your clients! Check-in will...

2 Week Rental

Island Life Rentals and Tours

Book online
$54.00 - $370.00

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...

Sunset Cruise

Captain Moto Adventures

Book online
$350.00

description: Join us for a sunset on the water! Duration 2 Hours About Join us for a beautiful sunset cruise. The boat confortable seats 6. All ages and families welcomed on this private charter. What to...

Tubing and Dolphin - 6 max

meeting_point: Hilton Head Island, SC description: Family Fun With Nature, Tubing and Exploring! --- Join us for a boating and tubing tour through the Lowcountry waters! Watch for birds and dolphin through the salt marsh ecosystem and get behind...

SCM Private SUP Yoga
Book online
$45.00 - $325.00

duration: 1.5 Hours meeting_point: 1 Shelter Cove Lane, Hilton Head Island min_age: 12 group_size: 10 pricing: $225 for up to first 3 people $60 each additional person description: Find your flow where the river meets the sky...

12 Day Rental

Island Life Rentals and Tours

Book online
$48.00 - $335.00

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...

CCHH Kayak Tour

Outside

Book online
$35.00

meeting_point: Hilton Head Island, SC description: *Explore Hilton Head's waterways by kayak with an interpretive naturalist guide* --- Description Discover the Hilton Head tidal marsh by kayak… Bring the family kayaking through the tidal...

Donuts with Dolphins Aboard Dolphin Seafari

description: Rates - Adult - $45 - Children -$26 (12 & under) $10 Infants (2 and under) ___________________________________ Duration - 1 hour and 30 minutes ___________________________________ About When you're on vacation, you want...

Eco Tour

Hilton Head Helicopter Tours

Book online
$269.00

This amazing flight follows some the most beautiful and remote beaches on the east coast Duration - **30 minutes** About - Along the way you will see shipwrecks, a deserted lighthouse, and old fishing cabins. - This tour also provides a...

Luxury Pontoon Rental
Book online
$315.00 - $815.00

meeting_point: Shelter Cove Marina description: This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Can accommodate up to 12 passengers. Includes: -Cooler -Bluetooth Radio

Sunset Fireworks Sail

Salt Marsh Sailing

Book online
$479.00 - $599.00

description: *Watch the show from the boat!* ___________________________________ Rates **Private Charter (Up to 6 People):** $479 ___________________________________ Duration 2.5 hours ___________________________________ About It’s a...

3 Hour Evening Shark Trip

Black & Blue Charters

Book online
$625.00

description: *3 Hour Evening Shark Trip* Duration 3 Hours About Evening shark fishing in calm waters. Great trip for kids.

2 Day Rental

Island Life Rentals and Tours

Book online
$18.00 - $100.00

duration: 2 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...

Surf and Sail Camp

Hilton Head Island Recreation Association

Book online
$275.00

duration: 4 days • 3.5 hours per Day meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 min_age: 7 max_age: 15 group_size: Up to 20 Campers description: Join us for an exhilarating 4-day camp combining the thrill...

8 Day Rental

Island Life Rentals and Tours

Book online
$36.00 - $255.00

duration: 8 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...

13 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$51.00 - $355.00

duration: 13 Days 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 self pick up and drop off available...

A Taste of Daufuskie Island
Book online
$595.00 - $1,175.00

duration: 4 meeting_point: 1 Shelter Cove Lane, Hilton Head SC 29928 group_size: up to 6 pricing: $595/up to 6 guests description: Embark on an unforgettable Lowcountry adventure as you journey through the Carolina saltmarsh ecoststem to the...

Daufuskie Island History & Artisans Excursion

meeting_point: Hilton Head Island, SC description: *Catch a glimpse into Lowcountry history!* --- Description This 4.5-hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of...

7 HR Ult Day

Outside

Book online
$87.50 - $1,095.00

meeting_point: Hilton Head Island, SC description: *Full day customized adventures are the best way to see and explore the Lowcountry!* --- Description Your Day, Your Way! Outside’s signature program! The Ultimate Lowcountry Day is just...

Electric Bike Hourly Rental (Walk Up)

Island Life Rentals and Tours

Book online
$50.00 - $60.00

duration: 1-6 Hours description: *Perfect for your day exploring around Hilton Head!* Additional Rates - **Basket** - $1.00 - **Helmet** - $5.00 - **Lock** - Free - **Pick Up** - Free *All rentals must be returned within designated rental...

6 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$30.00 - $215.00

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...

Learn to Sail - Hobie Beach Catamarans

Hilton Head Island Recreation Association

Book online
$350.00

duration: 2 hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: Up to 10 people description: This two-hour instructional course offers a one-of-a-kind experience and an adventure to remember...

Dolphin & Nature Cruise

Coastal Discovery Museum Hilton Head

Book online
$5.00 - $35.00

meeting_point: Broad Creek Marina description: *Opportunity to see bottlenose dolphins, river otters and special species of birds! March through October.* ___________________________________ Duration 1.5...

Family Ski Day

Outside

Book online
$135.00 - $1,065.00

meeting_point: Hilton Head Island, SC description: Get behind a boat with Outside Hilton Head for some high-intensity fun! --- Description Hilton Head’s waterways are perfect for getting all ages out on tubes, skis, wakeboards, and...

4 Day Rental

Island Life Rentals and Tours

Book online
$24.00 - $175.00

duration: 4 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...

Private Beach Sail On Hobie Catamarans

Hilton Head Island Recreation Association

Book online
$275.00

duration: 1.5 hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: Up to 4 people description: 1.5 hour, up to 4 participants. Take a ride on our 17’ Hobie Getaway with one of our US Sailing...

Dolphin Day Sail

Salt Marsh Sailing

Book online
$359.00

description: *Be on the lookout for Dolphins and other wildlife!* ___________________________________ Rates - **Private Charter (Up to 6 People):** $359 ___________________________________ Duration 2...

6 Day Rental

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 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...

10 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$42.00 - $295.00

duration: 10 Days 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 self pick up and drop off available...

WAHHI Intro to Standup Paddleboarding

meeting_point: Hilton Head Island, SC description: *Stand-Up Paddleboarding is easy to learn, a fantastic workout, and lots of fun!* --- Description Launch your Stand-Up Paddle Boarding career with this intro to SUP lesson in Hilton Head...

2 Hour Guided Kayak Nature Tour
Book online
$45.00 - $105.00

duration: 2 hours meeting_point: Hilton Head Island, SC pricing: Single Kayak - starting at $45 Adult & Child Double Kayak - starting at $70 Two Adults Double Kayak - starting at $90 Adult & Two Children Double Kayak - starting at $105 description: ...

13 Day Rental

Island Life Rentals and Tours

Book online
$51.00 - $355.00

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...

Happy Hour Cruise

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane pricing: $75 per adult (adults only) description: Happy Hour Cruise aboard Ohana ???? Unwind on the water with our adults-only Happy Hour Cruise in Hilton Head...

8 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$36.00 - $255.00

duration: 8 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...

Private Inshore Charter Fishing aboard Hobo

duration: 3 hours cancellation_summary: 48 hours meeting_point: Palmetto Bay Marina, 86 Helmsman Way. Please proceed down to the first dosk on the right side of the marina. group_size: Licensed for up to 16 passengers; rate includes 6...

11 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$45.00 - $315.00

duration: 11 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...

Surf Party

Hilton Head Island Recreation Association

Book online
$40.00 - $500.00

duration: 2 Hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: 11 description: Let us host your own Surf Party for an unforgettable experience on the beautiful, warm waves of Hilton Head Island...

28 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$96.00 - $740.00

duration: 28 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...

Private Surf Instruction

Hilton Head Island Recreation Association

Book online
$60.00 - $175.00

duration: 1 hour & 15 minutes meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: up to 2 people description: Have a Private Learn to Surf experience in the safe and warm waters of Hilton Head Island! Our...

Monkey Safari

Hilton Head Helicopter Tours

Book online
$369.00

Come see this magnificent fort, beaches and property from the air! Duration - **45 minutes** About - Along the way you will see old lighthouses, breath-taking coastal views of the Low Country, and small remote islands only few have ever...

Private Guided Dolphin Kayak Tour - Just you and your family!

description: Private Dolphin Kayak Tour Duration 2 hours About Explore the beautiful salt marshes of Hilton Head Island with your group only! Private Tours are for smaller groups of 2 to 12 people that want a private guide to be with your...

WAHHI Vanishing Island Beachcombing Cruise

meeting_point: Hilton Head Island, SC description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise...

Fireworks Cruise Aboard Dolphin Seafari
Book online
$35.00 - $50.00

description: Fireworks Cruise Fireworks Tour begins at 7:30 Sharp! We our on our 30' covered pontoon boat, with a restroom on board!! Coolers are welcomed!! We will enjoy a dolphin/nature tour till the sunsets and than while still on the water...

1 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$33.00 - $235.00

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...

SCM PVT Dolphin Eco 12p

description: *Our Most Popular Boat Trip!* --- Description Explore the marsh and search for the infamous Atlantic Bottlenose Dolphin... Join us for a tour on Broad Creek watching for birds and dolphins in the salt marsh ecosystem. Explore...

12 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$48.00 - $335.00

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...

Dolphin Tour Aboard Dolphin Seafari
Book online
$10.00 - $670.00

description: Rates - Adult - $40 - Children -$20 (12 & under) - Infants -$10 (2 & under) ___________________________________ Duration - 1 hour and 30 minutes ___________________________________ About We have been voted the Best...

5 Day Rental

Island Life Rentals and Tours

Book online
$27.00 - $195.00

duration: 5 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...

11 Day Rental

Island Life Rentals and Tours

Book online
$45.00 - $315.00

duration: 11 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...

Sunset Dolphin Cruise
Book online
$45.00 - $55.00

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane pricing: $45 for children 12 and younger $55 for 13 and over description: Looking for a memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head...

Hilton Head Seafood Festival Daufuskie Island History Experience

description: 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...

Dolphin Sunset Sail

Salt Marsh Sailing

Book online
$399.00

description: *Finish the day the most relaxing way possible* ___________________________________ Rates - **Private Charter (Up to 6 People):** $399 ___________________________________ Duration 2 hours and 30...