Hilton Head Island, SC

33 Water Oak Drive

3 bedrooms3 beds3.5 baths8 guestsNew

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.

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 17, 2026$373Not Available2
Jul 18, 2026$362Not Available2
Jul 19, 2026$335Not Available2
Jul 20, 2026$335Not Available2
Jul 21, 2026$335Not Available2
Jul 22, 2026$335Not Available2
Jul 23, 2026$339Not Available2
Jul 24, 2026$360Not Available2
Jul 25, 2026$341Available2
Jul 26, 2026$335Available2
Jul 27, 2026$335Available2
Jul 28, 2026$335Not Available2
Jul 29, 2026$335Not Available2
Jul 30, 2026$335Not Available2
Jul 31, 2026$362Not Available2
Aug 1, 2026$433Not Available2
Aug 2, 2026$399Not Available2
Aug 3, 2026$396Not Available2
Aug 4, 2026$390Not Available2
Aug 5, 2026$395Not Available2
Aug 6, 2026$404Not Available2
Aug 7, 2026$425Not Available2
Aug 8, 2026$412Not Available2
Aug 9, 2026$373Not Available2
Aug 10, 2026$348Not Available2
Aug 11, 2026$339Not Available2
Aug 12, 2026$334Not Available2
Aug 13, 2026$362Not Available2
Aug 14, 2026$361Not Available2
Aug 15, 2026$345Not Available2
Aug 16, 2026$334Not Available2
Aug 17, 2026$325Not Available2
Aug 18, 2026$317Not Available2
Aug 19, 2026$318Not Available2
Aug 20, 2026$326Not Available2
Aug 21, 2026$340Not Available2
Aug 22, 2026$323Not Available2
Aug 23, 2026$293Not Available2
Aug 24, 2026$285Not Available2
Aug 25, 2026$286Not Available2
Aug 26, 2026$292Not Available2
Aug 27, 2026$297Not Available2
Aug 28, 2026$315Not Available2
Aug 29, 2026$302Not Available2
Aug 30, 2026$262Not Available2
Aug 31, 2026$268Not Available3
Sep 1, 2026$269Not Available3
Sep 2, 2026$275Not Available3
Sep 3, 2026$313Not Available3
Sep 4, 2026$356Not Available3
Sep 5, 2026$369Not Available3
Sep 6, 2026$336Not Available3
Sep 7, 2026$297Not Available3
Sep 8, 2026$290Not Available3
Sep 9, 2026$272Not Available3
Sep 10, 2026$285Not Available3
Sep 11, 2026$299Not Available3
Sep 12, 2026$301Not Available3
Sep 13, 2026$276Not Available3
Sep 14, 2026$270Not Available3
Sep 15, 2026$282Not Available3
Sep 16, 2026$289Not Available3
Sep 17, 2026$310Not Available3
Sep 18, 2026$331Not Available3
Sep 19, 2026$323Not Available3
Sep 20, 2026$299Not Available3
Sep 21, 2026$293Not Available3
Sep 22, 2026$290Not Available3
Sep 23, 2026$290Not Available3
Sep 24, 2026$309Not Available3
Sep 25, 2026$326Not Available3
Sep 26, 2026$318Not Available3
Sep 27, 2026$285Not Available3
Sep 28, 2026$281Not Available3
Sep 29, 2026$281Not Available3
Sep 30, 2026$284Not Available3
Oct 1, 2026$299Not Available2
Oct 2, 2026$322Not Available2
Oct 3, 2026$331Not Available2
Oct 4, 2026$301Not Available2
Oct 5, 2026$295Not Available2
Oct 6, 2026$296Not Available2
Oct 7, 2026$309Not Available2
Oct 8, 2026$327Not Available2
Oct 9, 2026$359Not Available2
Oct 10, 2026$367Not Available2
Oct 11, 2026$347Not Available2
Oct 12, 2026$329Not Available2
Oct 13, 2026$322Not Available2
Oct 14, 2026$317Not Available2
Oct 15, 2026$327Not Available2

Amenities

Heating
Wifi
Air conditioning
Washer
Dryer
Bed linens
Bath linens
TV

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Where you'll be

Hilton Head Island, SC, 29926, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.