- 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
You'll savor this generously designed and comfortable two bedroom Windsor Place condominium with ocean vistas! The kitchen features granite countertops and is completely-equipped with everything you'll need for a home cooked meal. Looking out from...
For families travelling to the beach, or fishermen carrying tackle/coolers, a beach cart can be the best purchase of your vacation. These carts feature extra-wide wheels to move across soft sand, even when loaded. Carts are often built for specific...
This attractively refreshed 3 bedroom, first floor corner villa offers striking ocean vistas from every room and was thoughtfully refreshed in 2026. Updates include new furnishings in the living and dining areas, updated floor throughout the main...
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...
Family Friendly | 3 Flat-Screen TVs | Near Kayaking & Biking | Long-Term Stay PricesEndless coastal adventures await when you book this 2-bedroom, 2-bath Hilton Head Island vacation rental! Surf the waves of the Atlantic, embark on a kayaking...
Palmetto Dunes Golf Academy
description: About Doug Weaver, Director of the Palmetto Dunes Golf Academy Golf Digest South Carolina Top-Ten Instructor. Doug Weaver is a former PGA Tour Pro, US Open record holder and recent Lowcountry Golf Hall of Fame member. His weekly TV...
Glow Bikes Hilton Head
description: Experience the breathtaking beauty of the Sunset Tour on our Glowing Bicycles! Duration 35 minutes About Join us for a mesmerizing 35-minute Sunset Tour while riding on glowing bicycles! Witness the enchanting beauty of Hilton...
Lowcountry Watersports
duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 max_age: 99 group_size: 2 people per...
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...
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...
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...
BC2 - Island Head
duration: 2 Hours meeting_point: Board Creek Marina 18 Simmons Rd. description: Smooth sailing, stunning views, and something for everyone. Golden Hour Sail is a luxury sunset experience designed for all kinds of groups—families, friends, couples...
May River Excursions
description: *One of our most popular trips!* ___________________________________ Rates **Adult** - $50.00 **Child** - $40.00 ___________________________________ Duration 1.5 hours ___________________________________ About - See one of...
Outside
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.
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...
duration: 4 Hours meeting_point: 50 Shelter Cove Lane, Hilton Head, SC 29928 min_age: 16 group_size: 4/10 pricing: $198 description: Explore Hilton Head’s storied past on a guided e-bike tour to Mitchelville, the nation’s first freedmen’s...
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...
Anchors Away Sailing Charters
meeting_point: Hilton Head Island, SC description: *Sunset Sail* Come end the perfect day with the perfect evening on the water. Enjoy the beautiful scenery and wildlife while enjoying some often-great sailing. End the evening with a beautiful...
Mayfair Art Studios
Island Life Rentals and Tours
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...
Wateree Marina
description: Canoe Rentals What to Bring - Valid Driver's License - Major Credit Card
South Beach Bike Rentals
description: Enjoy miles and miles of scenic bike paths Duration 1 Day About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals - please select during...
Lowcountry Watersports
Wheelz of Hilton Head
description: Half Day Bike Rental Rates Duration 4 hours 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...
Island Head- Hilton Head Harbor
description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $49 **Tandem Kayak:** $95 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ ...
Flip Flop Charters
description: Explore Calhoun Street! Duration 4 hours About If you’re looking for a picturesque location to raise a glass and toast the happy couple, we’d love to help you celebrate! Waterfront bars are an excellent choice. With a...
Outside
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
About Paddle to one of the Lowcountry's most celebrated hidden gems on this private, unique May River adventure. Departing from Wilson Landing, you'll enjoy a leisurely guided kayak journey through the scenic salt marshes of Palmetto Bluff en...
Black & Blue Charters
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...
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...
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...
Flip Flop Charters
description: Beautiful Scenery Duration - 3 hours - 4 hours About Nestled on the scenic May River is Palmetto Bluff, an idyllic community on 20,000 acres. Within the community is an extensive nature preserve, private residences, a hotel...
Palmetto Dunes Golf Academy
meeting_point: George Fazio Course description: About Clark Sinclair, Director of Golf Clark Sinclair has been a member of the Palmetto Dunes staff since 1983 and has been teaching since 1986. He is a graduate of Presbyterian College. Clark...
Crooked Creek Kayaks
duration: 2 Hours group_size: Maximum 5 people description: Enjoy exclusive, private guided access into Jarvis Creek’s quiet, winding estuarine waterways — reserved solely for your group and led by your own personal guide. This tailored...
Drifter Excursions
meeting_point: Palmetto Bay Marina description: Rate **Three Hour** - $540 **Four Hour** - $630 About The Boomerang 2 is a comfortable 28 foot Parker center console that is powered by two brand new Suzuki outboards. We specialize in fun...
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...
Island Head- Hilton Head Harbor
meeting_point: Hilton Head Harbor description: About Welcome to Hilton Head Island’s first Kayak Club! Imagine going for a paddle anytime you want hassle free– no buying, storing, or transporting – just hop in and go. Our kayak membership is...
Bulldog Fishing Charters
meeting_point: 1 Hudson Rd Hilton Head Island, SC 29926 description: *The Bulldog* ____________________________________________ About - With over 25 years of local Hilton Head Charter Fishing experience, Captain Christiaan is a 2nd generation...
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 Inshore Charters
description: 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!
Jeffery Archery
duration: 1 Hour Range Time description: Curious about archery but don’t own equipment? Our Genesis Compound Tryout Experience includes everything you need — bow, arrows, and range time — with guidance from our knowledgeable staff. It’s the...
Vagabond Cruise
duration: 1.5 Hour meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 accessibility: Stroller and wheelchair accessible on the lower deck of the Vagabond description: 



















































































