3 bedrooms
•
3 beds
•
3.5 bathrooms
•
8 guests
•
New
•
3113 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
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Hilton Head Island, SC 29926, US
Hilton Head Island, SC, USGiuseppi'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.
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.
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]
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 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 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.
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.
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.
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]
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.
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]
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.
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]
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]
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 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.
Free cancellation up to 14 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 7, 2026 | $423 | Not Available |
| Jul 8, 2026 | $410 | Available |
| Jul 9, 2026 | $428 | Available |
| Jul 10, 2026 | $457 | Available |
| Jul 11, 2026 | $496 | Not Available |
| Jul 12, 2026 | $436 | Not Available |
| Jul 13, 2026 | $418 | Not Available |
| Jul 14, 2026 | $431 | Not Available |
| Jul 15, 2026 | $439 | Not Available |
| Jul 16, 2026 | $468 | Not Available |
| Jul 17, 2026 | $517 | Not Available |
| Jul 18, 2026 | $481 | Not Available |
| Jul 19, 2026 | $427 | Not Available |
| Jul 20, 2026 | $413 | Not Available |
| Jul 21, 2026 | $434 | Not Available |
| Jul 22, 2026 | $443 | Not Available |
| Jul 23, 2026 | $480 | Not Available |
| Jul 24, 2026 | $508 | Not Available |
| Jul 25, 2026 | $490 | Available |
| Jul 26, 2026 | $429 | Available |
| Jul 27, 2026 | $420 | Available |
| Jul 28, 2026 | $427 | Not Available |
| Jul 29, 2026 | $429 | Not Available |
| Jul 30, 2026 | $443 | Not Available |
| Jul 31, 2026 | $474 | Not Available |
| Aug 1, 2026 | $460 | Not Available |
| Aug 2, 2026 | $411 | Not Available |
| Aug 3, 2026 | $401 | Not Available |
| Aug 4, 2026 | $392 | Not Available |
| Aug 5, 2026 | $400 | Not Available |
| Aug 6, 2026 | $425 | Not Available |
| Aug 7, 2026 | $457 | Not Available |
| Aug 8, 2026 | $443 | Not Available |
| Aug 9, 2026 | $388 | Not Available |
| Aug 10, 2026 | $367 | Not Available |
| Aug 11, 2026 | $363 | Not Available |
| Aug 12, 2026 | $372 | Not Available |
| Aug 13, 2026 | $386 | Not Available |
| Aug 14, 2026 | $432 | Not Available |
| Aug 15, 2026 | $388 | Not Available |
| Aug 16, 2026 | $340 | Not Available |
| Aug 17, 2026 | $331 | Not Available |
| Aug 18, 2026 | $324 | Not Available |
| Aug 19, 2026 | $328 | Not Available |
| Aug 20, 2026 | $334 | Not Available |
| Aug 21, 2026 | $390 | Not Available |
| Aug 22, 2026 | $368 | Not Available |
| Aug 23, 2026 | $325 | Not Available |
| Aug 24, 2026 | $310 | Not Available |
| Aug 25, 2026 | $305 | Not Available |
| Aug 26, 2026 | $299 | Not Available |
| Aug 27, 2026 | $313 | Not Available |
| Aug 28, 2026 | $337 | Not Available |
| Aug 29, 2026 | $326 | Not Available |
| Aug 30, 2026 | $287 | Not Available |
| Aug 31, 2026 | $275 | Not Available |
| Sep 1, 2026 | $273 | Not Available |
| Sep 2, 2026 | $281 | Not Available |
| Sep 3, 2026 | $319 | Not Available |
| Sep 4, 2026 | $356 | Not Available |
| Sep 5, 2026 | $390 | Not Available |
| Sep 6, 2026 | $353 | Not Available |
| Sep 7, 2026 | $325 | Not Available |
| Sep 8, 2026 | $314 | Not Available |
| Sep 9, 2026 | $287 | Not Available |
| Sep 10, 2026 | $304 | Not Available |
| Sep 11, 2026 | $327 | Not Available |
| Sep 12, 2026 | $329 | Not Available |
| Sep 13, 2026 | $292 | Not Available |
| Sep 14, 2026 | $282 | Not Available |
| Sep 15, 2026 | $279 | Not Available |
| Sep 16, 2026 | $285 | Not Available |
| Sep 17, 2026 | $298 | Not Available |
| Sep 18, 2026 | $337 | Not Available |
| Sep 19, 2026 | $333 | Not Available |
| Sep 20, 2026 | $286 | Not Available |
| Sep 21, 2026 | $279 | Not Available |
| Sep 22, 2026 | $276 | Not Available |
| Sep 23, 2026 | $282 | Not Available |
| Sep 24, 2026 | $306 | Not Available |
| Sep 25, 2026 | $334 | Not Available |
| Sep 26, 2026 | $325 | Not Available |
| Sep 27, 2026 | $285 | Not Available |
| Sep 28, 2026 | $277 | Not Available |
| Sep 29, 2026 | $276 | Not Available |
| Sep 30, 2026 | $279 | Not Available |
| Oct 1, 2026 | $292 | Not Available |
| Oct 2, 2026 | $328 | Not Available |
| Oct 3, 2026 | $340 | Not Available |
| Oct 4, 2026 | $296 | Not Available |
| Oct 5, 2026 | $289 | Not Available |