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Home in Hilton Head Island, SC

33 Water Oak Drive

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

  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit

Pool

  • Outdoor pool

Deck

  • BBQ Area

Living room

  • Air conditioning
  • Heating
  • TV

Dining room

  • Dining table

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

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
Sep 20, 2026$201Not Available
Sep 21, 2026$193Not Available
Sep 22, 2026$191Not Available
Sep 23, 2026$195Not Available
Sep 24, 2026$209Not Available
Sep 25, 2026$228Not Available
Sep 26, 2026$219Not Available
Sep 27, 2026$191Not Available
Sep 28, 2026$182Not Available
Sep 29, 2026$179Not Available
Sep 30, 2026$181Not Available
Oct 1, 2026$226Not Available
Oct 2, 2026$251Not Available
Oct 3, 2026$255Not Available
Oct 4, 2026$235Not Available
Oct 5, 2026$245Not Available
Oct 6, 2026$243Not Available
Oct 7, 2026$246Not Available
Oct 8, 2026$264Not Available
Oct 9, 2026$290Not Available
Oct 10, 2026$297Not Available
Oct 11, 2026$275Not Available
Oct 12, 2026$267Not Available
Oct 13, 2026$254Not Available
Oct 14, 2026$254Not Available
Oct 15, 2026$261Not Available
Oct 16, 2026$275Not Available
Oct 17, 2026$257Not Available
Oct 18, 2026$226Not Available
Oct 19, 2026$216Not Available
Oct 20, 2026$213Not Available
Oct 21, 2026$228Not Available
Oct 22, 2026$239Not Available
Oct 23, 2026$258Not Available
Oct 24, 2026$245Not Available
Oct 25, 2026$214Not Available
Oct 26, 2026$202Not Available
Oct 27, 2026$198Not Available
Oct 28, 2026$200Not Available
Oct 29, 2026$202Not Available
Oct 30, 2026$222Not Available
Oct 31, 2026$211Not Available
Nov 1, 2026$185Not Available
Nov 2, 2026$177Not Available
Nov 3, 2026$175Not Available
Nov 4, 2026$181Not Available
Nov 5, 2026$206Not Available
Nov 6, 2026$230Not Available
Nov 7, 2026$227Not Available
Nov 8, 2026$193Not Available
Nov 9, 2026$183Not Available
Nov 10, 2026$191Not Available
Nov 11, 2026$192Not Available
Nov 12, 2026$204Not Available
Nov 13, 2026$233Not Available
Nov 14, 2026$226Not Available
Nov 15, 2026$191Not Available
Nov 16, 2026$182Not Available
Nov 17, 2026$183Not Available
Nov 18, 2026$186Not Available
Nov 19, 2026$199Not Available
Nov 20, 2026$243Not Available
Nov 21, 2026$277Not Available
Nov 22, 2026$275Not Available
Nov 23, 2026$288Not Available
Nov 24, 2026$360Not Available
Nov 25, 2026$396Not Available
Nov 26, 2026$413Not Available
Nov 27, 2026$423Not Available
Nov 28, 2026$343Not Available
Nov 29, 2026$233Not Available
Nov 30, 2026$195Not Available
Dec 1, 2026$191Not Available
Dec 2, 2026$190Not Available
Dec 3, 2026$205Not Available
Dec 4, 2026$218Not Available
Dec 5, 2026$215Not Available
Dec 6, 2026$183Not Available
Dec 7, 2026$183Not Available
Dec 8, 2026$183Not Available
Dec 9, 2026$183Not Available
Dec 10, 2026$194Not Available
Dec 11, 2026$214Not Available
Dec 12, 2026$213Not Available
Dec 13, 2026$182Not Available
Dec 14, 2026$183Not Available
Dec 15, 2026$183Not Available
Dec 16, 2026$183Not Available
Dec 17, 2026$199Not Available
Dec 18, 2026$216Not Available
Dec 19, 2026$222Not Available