$0
for 2 nights

Home in Hilton Head Island, SC

3 bedrooms

3 beds

3.5 bathrooms

8 guests

New

3113 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Surrounded by towering oaks and peaceful lagoon views in the heart of Sea Pines Resort, 33 Water Oak Drive invites you to experience Hilton Head Island at a slower, more relaxed pace. Thoughtfully designed for gathering with family and friends, this spacious coastal retreat blends classic Lowcountry charm with modern comfort, creating the perfect setting for everything from summer vacations to golf weekends and holiday getaways.

Inside, the home feels bright, welcoming, and effortlessly comfortable, with multiple living spaces designed for connection after long beach days and island adventures. Large windows bring in natural light and tranquil water views, while the open-concept layout makes it easy to cook, dine, and spend time together without ever feeling crowded. Whether you're enjoying morning coffee overlooking the lagoon, sharing dinner around the table, or unwinding for movie night after a day in the sun, every space was created to feel warm and inviting.

The home comfortably accommodates larger groups with spacious bedrooms thoughtfully spread throughout the property, offering both privacy and flexibility for families or multi-generational stays. Comfortable furnishings, hotel-quality linens, and updated finishes throughout create an elevated but approachable atmosphere that instantly feels like vacation.

Step outside and discover one of the home's most memorable features — the peaceful outdoor living experience. Surrounded by lush greenery and calm lagoon views, the private pool and expansive outdoor spaces create the perfect backdrop for slow afternoons, evening cocktails, and relaxed dinners under the trees. It's the kind of setting that encourages everyone to unplug, settle in, and truly enjoy island time together.

Located within Sea Pines Resort, guests have easy access to some of Hilton Head Island's most iconic experiences. Spend your days biking shaded leisure trails, relaxing on nearby beaches, exploring Harbour Town, dining waterfront, or teeing off at world-renowned golf courses just minutes away. The location offers the ideal balance of quiet privacy and close proximity to everything that makes the island special.

From the peaceful natural surroundings to the thoughtfully designed gathering spaces, 33 Water Oak Drive delivers the kind of stay guests remember long after vacation ends — relaxed mornings, effortless beach days, and meaningful time spent together in one of Hilton Head Island's most beautiful settings.

Other Things To Know:
✓ Beach towels are provided.
✓ This house has parking for 3 vehicles.
✓ Please park in designated parking areas only. Please do not park off-site on the street, grass, or on pine straw.
✓ This property is in the gated community of Sea Pines, and a car pass is required for every vehicle.
✓ One paid car pass is included with your reservation.
✓ Please contact your Host before arrival to purchase additional car passes for $20 per week.
✓ PET POLICY: 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs.
✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.
✓ The pool does not have safety equipment. All activities are at your own risk.
✓ The minimum age requirement for renting this property is 25.
✓ The Town of Hilton Head Island has planned a beach renourishment project for 2025, with the beach area next to the home expected to be impacted for a short period of time some time from November 2025 through May 2026.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 twin bed, 1 full bed

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 twin bed, 1 full bed

Amenities

Common Amenities

  • Free parking
  • Balcony
  • Forest view
  • Club Access
  • Beach access
  • Game Room
  • Hangers
  • Outdoor dining area
  • Ceiling fan
  • Books
  • Dining table
  • Pool table
  • Outdoor pool
  • Patio
  • BBQ Area
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Hot water

Living room

  • Air conditioning
  • Heating
  • TV

Kitchen

  • Dishes
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Stove
  • Toaster
  • Coffee maker

Game room

  • TV

Bedroom 1

  • Bed linens

Ensuite Bathroom 1

  • Bath linens

Bedroom 2

  • Bed linens

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens

Ensuite Bathroom 3

  • Bath linens

Half Bath

  • Bath linens

Common area

  • Wifi

Laundry room

  • Dryer
  • Washer

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Where you’ll be

Hilton Head Island, SC 29926, US

Hilton Head Island, SC, US
32.1500505-80.7830921
Timezone: America/New_York

Restaurants

The Crazy Crab Jarvis Creek

The Crazy Crab Jarvis Creek offers spectacular waterfront dining with award-winning Alaskan Snow Crab Legs and classic Lowcountry cuisine, all while enjoying views of beautiful Jarvis Creek. This family-friendly seafood destination features live music, an impressive saltwater aquarium, and a nautical atmosphere that has made it a local favorite for over 30 years.

Giuseppi’s Pizza & Pasta House Shelter Cove

Giuseppi's Pizza & Pasta House is a family-friendly Italian eatery in Shelter Cove offering award-winning pizza, fresh pastas, and sandwiches in a fun, welcoming atmosphere. With over 40 years of experience, it's known for generous portions, reasonable prices, and attentive service.

Quarterdeck

Quarterdeck in Fort Lauderdale serves up American comfort food, fresh seafood, and sushi in a lively sports bar vibe, perfect for neighborhood hangs with waterfront views and daily specials like half-price starters from 4-7pm. Catch the game with craft cocktails and local brews, indoors or out.[1][2]

Sea Pines Beach Club

Coast at the Sea Pines Beach Club serves fresh local seafood with stunning oceanfront views, offering a relaxed yet refined coastal dining experience perfect for sunset cocktails and beachfront gatherings. Recently named one of the South's Top 10 Beach Bars, it combines vibrant Caribbean-inspired flavors with Lowcountry charm in an inviting beachside atmosphere.

Nectar

Nectar is a vibrant gastronomic haven blending French and Asian cuisines with creative, refined dishes served in a stylish, art deco setting that feels both relaxed and elevated, complete with inventive cocktails and live music on select evenings.

One Hot Mama's BBQ

One Hot Mama's is a family-friendly barbecue restaurant led by Food Network Star Chef Orchid, serving authentic Southern pit-smoked ribs, award-winning wings, and classic comfort food with a twist at locations in Hilton Head and Bluffton, South Carolina.

Poseidon

Nestled oceanfront in Del Mar, Poseidon captivates with stunning Pacific views from its shaded beachside patio and executive chef Mourad Jamal's modern seafood masterpieces, from sashimi-grade tuna to classic cioppino and beurre blanc-drizzled catches. This Southern California gem blends casual refinement with fresh, flavorful sea fare.

Fishcamp on Broad Creek

Fishcamp on Broad Creek is a waterfront dining gem housed in a restored historic fishing camp, serving fresh Lowcountry seafood and classic American fare with stunning creek views, live music, and a warm, family-friendly atmosphere that celebrates the region's coastal heritage.

Attractions

Legendary Golf

Tee off at Legendary Oaks Golf Course, an 18-hole Texas gem stretching 7,061 yards with challenging par 3s, water hazards, and scenic countryside views amid mature oaks. Long hitters and accuracy seekers will love this par-72 test just an hour from Houston.[1][4][7]

The Sandbox Children's Museum

The Sandbox Children's Museum is an interactive hands-on space where children ages 1-12 explore creativity through imaginative play, from piloting a jet simulator and captaining a shrimp boat to creating art in the maker space. Families seeking a structured yet playful learning environment with exhibits designed to spark curiosity and discovery will find it an unforgettable destination.

Driessen Beach Park

Discover Driessen Beach Park, a serene Hilton Head gem with a scenic boardwalk through marshes, wheelchair-accessible beach matting, playgrounds, and gentle waves perfect for family fun and shell hunting. Families, kids, and anyone seeking a less-crowded coastal escape will love its relaxing vibe and amenities.[1][3][5]

Stoney Baynard Ruins

Discover the haunting Stoney Baynard Ruins, evocative remnants of a Revolutionary War hero's tabby plantation lost in a poker game, raided by Union troops, and now whispered to be haunted—all on Hilton Head's highest point. History buffs and ghost enthusiasts will love this atmospheric slice of Lowcountry lore.

Harbour Town Lighthouse

Climb the 114 steps of Harbour Town's iconic red-and-white lighthouse for a stunning 360-degree panorama of Hilton Head's shimmering Calibogue Sound, dolphins, and golf links, while uncovering Lowcountry history through captivating exhibits. History buffs, families, and view-seekers will love this unforgettable ascent.[1][2][3][4]

Coligny Beach Park

Discover Coligny Beach Park's splash pads, pirate playgrounds, and wheelchair-friendly paths blending beach bliss with family fun on Hilton Head's stunning shores. Perfect for kids, parents, and sun-seekers craving accessible adventure and relaxation.[1][2][3][4]

Coastal Discovery Museum

Discover the Coastal Discovery Museum's 70-acre Lowcountry paradise, where hands-on encounters with dolphins, horseshoe crabs, and marsh wildlife blend seamlessly with tales of Hilton Head's rich history—all for free. Nature enthusiasts, families, and history buffs will love its immersive tours and endless surprises.[1][2][5][6]

Sea Pines Forest Preserve

Sea Pines Forest Preserve offers over 8 miles of scenic trails through maritime forests and wetlands, plus guided boat tours, horseback riding, and wildlife viewing opportunities featuring alligators, deer, and diverse bird species. Nature lovers and families will appreciate this 605-acre natural treasure with its 4,000-year-old shell ring and peaceful boardwalks through pristine ecosystems.

Things to know

Cancellation policy

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Jul 28, 2026$335Not Available
Jul 29, 2026$335Not Available
Jul 30, 2026$335Not Available
Jul 31, 2026$338Not Available
Aug 1, 2026$410Not Available
Aug 2, 2026$374Not Available
Aug 3, 2026$368Not Available
Aug 4, 2026$367Not Available
Aug 5, 2026$371Not Available
Aug 6, 2026$380Not Available
Aug 7, 2026$400Not Available
Aug 8, 2026$383Not Available
Aug 9, 2026$348Not Available
Aug 10, 2026$327Not Available
Aug 11, 2026$335Not Available
Aug 12, 2026$334Not Available
Aug 13, 2026$362Not Available
Aug 14, 2026$357Not Available
Aug 15, 2026$344Not Available
Aug 16, 2026$315Not Available
Aug 17, 2026$304Not Available
Aug 18, 2026$300Not Available
Aug 19, 2026$300Not Available
Aug 20, 2026$307Not Available
Aug 21, 2026$317Not Available
Aug 22, 2026$301Not Available
Aug 23, 2026$271Not Available
Aug 24, 2026$266Not Available
Aug 25, 2026$266Not Available
Aug 26, 2026$269Not Available
Aug 27, 2026$295Not Available
Aug 28, 2026$314Not Available
Aug 29, 2026$300Not Available
Aug 30, 2026$262Not Available
Aug 31, 2026$252Not Available
Sep 1, 2026$252Not Available
Sep 2, 2026$259Not Available
Sep 3, 2026$340Not Available
Sep 4, 2026$390Not Available
Sep 5, 2026$407Not Available
Sep 6, 2026$369Not Available
Sep 7, 2026$320Not Available
Sep 8, 2026$270Not Available
Sep 9, 2026$254Not Available
Sep 10, 2026$265Not Available
Sep 11, 2026$296Not Available
Sep 12, 2026$299Not Available
Sep 13, 2026$276Not Available
Sep 14, 2026$271Not Available
Sep 15, 2026$267Not Available
Sep 16, 2026$274Not Available
Sep 17, 2026$294Not Available
Sep 18, 2026$314Not Available
Sep 19, 2026$308Not Available
Sep 20, 2026$283Not Available
Sep 21, 2026$283Not Available
Sep 22, 2026$278Not Available
Sep 23, 2026$280Not Available
Sep 24, 2026$293Not Available
Sep 25, 2026$311Not Available
Sep 26, 2026$315Not Available
Sep 27, 2026$282Not Available
Sep 28, 2026$278Not Available
Sep 29, 2026$280Not Available
Sep 30, 2026$282Not Available
Oct 1, 2026$297Not Available
Oct 2, 2026$319Not Available
Oct 3, 2026$328Not Available
Oct 4, 2026$300Not Available
Oct 5, 2026$294Not Available
Oct 6, 2026$295Not Available
Oct 7, 2026$311Not Available
Oct 8, 2026$327Not Available
Oct 9, 2026$358Not Available
Oct 10, 2026$366Not Available
Oct 11, 2026$341Not Available
Oct 12, 2026$325Not Available
Oct 13, 2026$316Not Available
Oct 14, 2026$310Not Available
Oct 15, 2026$321Not Available
Oct 16, 2026$332Not Available
Oct 17, 2026$317Not Available
Oct 18, 2026$284Not Available
Oct 19, 2026$276Not Available
Oct 20, 2026$272Not Available
Oct 21, 2026$269Not Available
Oct 22, 2026$288Not Available
Oct 23, 2026$306Not Available
Oct 24, 2026$283Not Available
Oct 25, 2026$250Not Available
Oct 26, 2026$240Not Available