Sea Pines
33 Water Oak Drive
3 bedrooms
3 bathrooms
1 Half Bathroom
8 guests
Why We Love It
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.
DESCRIPTION
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.
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.
Room Details
Primary King Suite
Beds
King
Baths
Toilet |
Combo Tub Shower |
Comments
Primary suite with 1 King bed, multiple arm chairs, sofa, Smart TV, en-suite with double sinks and tub/shower combo
Queen Room
Beds
Queen
Baths
Toilet |
Combo Tub Shower |
Comments
1 Queen bed, Smart TV, en-suite with double sinks and tub/shower combo
Full & Twin room
Beds
Twin Single |
Full Bed |
Baths
Toilet |
Combo Tub Shower |
Comments
1 Full bed & 1 Twin bed, Smart TV, en-suite bath with tub/shower combo
Availability
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
Amenities
Changeover/Arrival Day
24Hr Check-In
Cleanliness
Enhanced Cleaning Practices
Cleaning Disinfection
All towels and bedding washed in hot water that's at least 60ºC
High-touch surfaces cleaned with disinfectant
Safety Features
Carbon Monoxide Detector
First Aid Kit
Fire Extinguisher
Smoke Detector
Deadbolt Lock
Outdoor Lighting
Emergency
Emergency Medical Contact
Emergency Police Contact
Emergency Fire Contact
Dog Friendly
Dog Friendly
Suitability
Children Welcome
Smoking Not Allowed
Minimum Age Limit
Free Parking
Ceiling fans
Central heating
Air Conditioning
Hot Water
Private Living Room
Pets allowed
Private Pools
Private Pool
Entertainment
Television
Games
Pool Table
Books
Laptop Friendly
Pool/Spa
Private Pool
Unheated outdoor pool
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
BBQ
Fridge
Freezer
Cooking Basics
Wine glasses
Baking sheet
Dining table
Kitchen island
Amenities
Internet
Air Conditioning
Free Wifi
Heating
Washer
Dryer
Linens
Towels
Hangers
Internet Access
TV
Linens provided
Outdoor
Grill
Deck Patio Uncovered
Private yard
Outdoor seating
Sun loungers
Sports and Adventure
Cycling
Deepsea Fishing
Fishing
Golf
Jet Skiing
Sailing
Tennis
Kayaking
Watersports nearby
Golf course on site or within 15 min walk
Car
Recommended
Reviews
Check-in is 4 p.m. EST, and check-out is 10 a.m. EST. The early and late fees are $75 (subject to change)
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.
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.
Changeover/Arrival Day
24Hr Check-In
Cleanliness
Enhanced Cleaning Practices
Cleaning Disinfection
All towels and bedding washed in hot water that's at least 60ºC
High-touch surfaces cleaned with disinfectant
Safety Features
Carbon Monoxide Detector
First Aid Kit
Fire Extinguisher
Smoke Detector
Deadbolt Lock
Outdoor Lighting
Emergency
Emergency Medical Contact
Emergency Police Contact
Emergency Fire Contact
Dog Friendly
Dog Friendly
Suitability
Children Welcome
Smoking Not Allowed
Minimum Age Limit
Free Parking
Ceiling fans
Central heating
Air Conditioning
Hot Water
Private Living Room
Pets allowed
Private Pools
Private Pool
Entertainment
Television
Games
Pool Table
Books
Laptop Friendly
Pool/Spa
Private Pool
Unheated outdoor pool
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
BBQ
Fridge
Freezer
Cooking Basics
Wine glasses
Baking sheet
Dining table
Kitchen island
Amenities
Internet
Air Conditioning
Free Wifi
Heating
Washer
Dryer
Linens
Towels
Hangers
Internet Access
TV
Linens provided
Outdoor
Grill
Deck Patio Uncovered
Private yard
Outdoor seating
Sun loungers
Sports and Adventure
Cycling
Deepsea Fishing
Fishing
Golf
Jet Skiing
Sailing
Tennis
Kayaking
Watersports nearby
Golf course on site or within 15 min walk
Car
Recommended
- Checkin Available
- Checkout Available
- Not Available
- Available
- Checkin Available
- Checkout Available
- Not Available
Guest Review
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Room Details
Primary King Suite
Beds
King
Baths
Toilet |
Combo Tub Shower |
Comments
Primary suite with 1 King bed, multiple arm chairs, sofa, Smart TV, en-suite with double sinks and tub/shower combo
Queen Room
Beds
Queen
Baths
Toilet |
Combo Tub Shower |
Comments
1 Queen bed, Smart TV, en-suite with double sinks and tub/shower combo
Full & Twin room
Beds
Twin Single |
Full Bed |
Baths
Toilet |
Combo Tub Shower |
Comments
1 Full bed & 1 Twin bed, Smart TV, en-suite bath with tub/shower combo
33 Water Oak Drive Split Cost Calculator
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