Hilton Head Island, SC

33 Water Oak Drive

3 bedrooms 3 beds 4 baths 8 guests New

About the property

HOST & HOME presents… 33 Water Oak Drive! Welcome to this inviting PET FRIENDLY 3 bedroom retreat, where comfort meets entertainment both indoors and out. With a beautifully crafted wood pool table, sparkling rectangular outdoor pool surrounded by a spacious deck with lounge chairs, and a shaded dining area, this home is perfect for all. Just a short walk to the Sea Pines Forest Preserve to explore bike paths that weave through lagoons and wildlife habitats! Learn more below... ☆☆ HIGHLIGHTS ☆☆ ✹ Outdoor Oasis: Relax by the private pool (not heated) with an outdoor dining area for 4, plus 2 sun loungers! Prepare a delicious meal on the side deck with a BBQ grill! ✹ Modern Comfort: Accommodates up to 8 guests with 3 bedrooms, including a Primary King suite with back deck access ✹ Fully equipped kitchen, perfect for hosting the whole family! ✹ Multiple Living Areas: Spacious Main Living Room with Smart TV, plus a Billiard Room with views overlooking the private pool ✹ Pet Friendly: Bring your furry dog! 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. ✹ Resort Amenities: Access to Golf Courses, Tennis, Harbour Town dining & shopping, plus a complimentary Sea Pines trolley to the Beach Club. ☆☆ LIVING AREA ☆☆ This retreat provides two living spaces for the whole group. In the main living area, a cozy sectional and Smart TV is the perfect place to relax after a day on the island. Challenge one another to some friendly competition in the Billiard Room. Here, multiple sofas, a Smart TV, and spectacular views overlooking the Private Pool await! ✓ Main living area has a cozy sectional, armchair, and views of the pool deck ✓ Billiard Room has multiple comfy sofas, vaulted ceilings, and views overlooking the private pool ✓ A Smart TV perfect for movie nights and endless entertainment! ☆☆ KITCHEN AND DINING ☆☆ Whip up a feast in our stunning chef's kitchen, featuring stainless steel appliances, all the pots and pans you need for gourmet cooking! The open layout seamlessly overlooks the dining area with seating for six, offering multiple seating arrangements perfect for shared meals and gatherings. ✓ Fully equipped kitchen with modern appliances ✓ Formal dining area with seating for 6 overlooking the side deck, plus room for 3 at the kitchen island ✓ Keurig coffee maker to start your mornings right ☆☆ BEDROOMS & BATHROOMS ☆☆ Every bedroom is thoughtfully designed for relaxation, featuring plush bedding, Smart TVs, ample storage, and calming views. 1st Floor: ✓ Bedroom 1: Primary suite with 1 King bed, multiple arm chairs, sofa, Smart TV, en-suite with double sinks and tub/shower combo ✓ Half bath on the first floor 2nd Floor: ✓ Bedroom 2: 1 Queen bed, Smart TV, en-suite with double sinks and tub/shower combo ✓ Bedroom 3: 1 Full bed & 1 Twin bed, Smart TV, en-suite bath with tub/shower combo ★☆ OUTDOOR PRIVATE OASIS ☆★ Relax by the calming pool, perfect for cooling off on warm afternoons. The unique mural wall adds a touch of coastal charm, bringing a beachside feel right to your backyard. Whether you're sunbathing, enjoying an alfresco meal, or taking a refreshing swim, this space is designed for ultimate enjoyment. ✓ Private pool (not heated) with beach mural ✓ Convenient outdoor shower ✓ Dining space for four, plus additional seating in sun loungers around the pool ✓ Side deck equipped with a propane BBQ grill ☆☆ EXCLUSIVE SEA PINES AMENITIES ☆☆ Enjoy easy beach access, along with the Sea Pines Beach Club and its renowned dining options. Take advantage of three world-class golf courses, the Sea Pines Racquet Club, Lawton Stables, or embark on a sea adventure at historic Harbour Town (additional fees may apply). ✓ World renowned golf courses including Harbour Town Golf Links and Atlantic Dunes ✓ Sea Pines Racquet Club ✓ Lawton Stables ✓ Sea Pines Forest Preserve ✓ Endless shaded bike and walking paths throughout resort and beyond ✓ 12 miles of sandy white beach ☆☆ NEARBY ATTRACTIONS ☆☆ Nearby, you'll find a wealth of attractions to explore, from the beach just to charming shops and family-friendly activities. Here are some of the best spots to check out: DINING AND SHOPPING: Discover a variety of upscale dining and shopping options nearby. ✔ South Beach Marina - 4.8 mile ✔ Harbour Town Shops & Lighthouse - 2.5 miles ✔ Shelter Cove Towne Centre - 5.0 miles FAMILY-FRIENDLY ATTRACTIONS: Explore engaging attractions that the whole family will love. ✔ The Sandbox Children's Museum (2.6 miles) ✔ Pirate's Island Adventure Golf (4.2 miles) ✔ Coastal Discovery Museum (7.4 miles) ☆☆ 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. ☆☆ YOUR STAY - OUR PRIORITY ☆☆ At HOST & HOME we know that you deserve a vacation and we have a perfect place for it. Our carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. ☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆ Book directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities to make your stay even more memorable. ★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★ Eager to Read More? Here Are A Few Kind Words From Our Previous Guests: - “The property was absolutely beautiful, and the family-friendly neighborhood felt very safe. Photos were spot-on, and the home exceeded expectations. Highly recommend!” – Ariel (Other Location) - “The house was beautiful and spacious, perfect for our group of 11. The location near attractions was convenient, and the host was friendly and responsive. We had a wonderful time and didn't want to leave!” – Cherranie (Other Location) - “Amazing location and home! Perfect for walking, beach access, and biking trails. The host was very accommodating!” – Samantha (Other Location)

HOST & HOME presents… 33 Water Oak Drive! Welcome to this inviting PET FRIENDLY 3 bedroom retreat, where comfort meets entertainment both indoors and out. With a beautifully crafted wood pool table, sparkling rectangular outdoor pool surrounded by a spacious deck with lounge chairs, and a shaded dining area, this home is perfect for all. Just a short walk to the Sea Pines Forest Preserve to explore bike paths that weave through lagoons and wildlife habitats! Learn more below... ☆☆ HIGHLIGHTS ☆☆ ✹ Outdoor Oasis: Relax by the private pool (not heated) with an outdoor dining area for 4, plus 2 sun loungers! Prepare a delicious meal on the side deck with a BBQ grill! ✹ Modern Comfort: Accommodates up to 8 guests with 3 bedrooms, including a Primary King suite with back deck access ✹ Fully equipped kitchen, perfect for hosting the whole family! ✹ Multiple Living Areas: Spacious Main Living Room with Smart TV, plus a Billiard Room with views overlooking the private pool ✹ Pet Friendly: Bring your furry dog! 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. ✹ Resort Amenities: Access to Golf Courses, Tennis, Harbour Town dining & shopping, plus a complimentary Sea Pines trolley to the Beach Club. ☆☆ LIVING AREA ☆☆ This retreat provides two living spaces for the whole group. In the main living area, a cozy sectional and Smart TV is the perfect place to relax after a day on the island. Challenge one another to some friendly competition in the Billiard Room. Here, multiple sofas, a Smart TV, and spectacular views overlooking the Private Pool await! ✓ Main living area has a cozy sectional, armchair, and views of the pool deck ✓ Billiard Room has multiple comfy sofas, vaulted ceilings, and views overlooking the private pool ✓ A Smart TV perfect for movie nights and endless entertainment! ☆☆ KITCHEN AND DINING ☆☆ Whip up a feast in our stunning chef's kitchen, featuring stainless steel appliances, all the pots and pans you need for gourmet cooking! The open layout seamlessly overlooks the dining area with seating for six, offering multiple seating arrangements perfect for shared meals and gatherings. ✓ Fully equipped kitchen with modern appliances ✓ Formal dining area with seating for 6 overlooking the side deck, plus room for 3 at the kitchen island ✓ Keurig coffee maker to start your mornings right ☆☆ BEDROOMS & BATHROOMS ☆☆ Every bedroom is thoughtfully designed for relaxation, featuring plush bedding, Smart TVs, ample storage, and calming views. 1st Floor: ✓ Bedroom 1: Primary suite with 1 King bed, multiple arm chairs, sofa, Smart TV, en-suite with double sinks and tub/shower combo ✓ Half bath on the first floor 2nd Floor: ✓ Bedroom 2: 1 Queen bed, Smart TV, en-suite with double sinks and tub/shower combo ✓ Bedroom 3: 1 Full bed & 1 Twin bed, Smart TV, en-suite bath with tub/shower combo ★☆ OUTDOOR PRIVATE OASIS ☆★ Relax by the calming pool, perfect for cooling off on warm afternoons. The unique mural wall adds a touch of coastal charm, bringing a beachside feel right to your backyard. Whether you're sunbathing, enjoying an alfresco meal, or taking a refreshing swim, this space is designed for ultimate enjoyment. ✓ Private pool (not heated) with beach mural ✓ Convenient outdoor shower ✓ Dining space for four, plus additional seating in sun loungers around the pool ✓ Side deck equipped with a propane BBQ grill ☆☆ EXCLUSIVE SEA PINES AMENITIES ☆☆ Enjoy easy beach access, along with the Sea Pines Beach Club and its renowned dining options. Take advantage of three world-class golf courses, the Sea Pines Racquet Club, Lawton Stables, or embark on a sea adventure at historic Harbour Town (additional fees may apply). ✓ World renowned golf courses including Harbour Town Golf Links and Atlantic Dunes ✓ Sea Pines Racquet Club ✓ Lawton Stables ✓ Sea Pines Forest Preserve ✓ Endless shaded bike and walking paths throughout resort and beyond ✓ 12 miles of sandy white beach ☆☆ NEARBY ATTRACTIONS ☆☆ Nearby, you'll find a wealth of attractions to explore, from the beach just to charming shops and family-friendly activities. Here are some of the best spots to check out: DINING AND SHOPPING: Discover a variety of upscale dining and shopping options nearby. ✔ South Beach Marina - 4.8 mile ✔ Harbour Town Shops & Lighthouse - 2.5 miles ✔ Shelter Cove Towne Centre - 5.0 miles FAMILY-FRIENDLY ATTRACTIONS: Explore engaging attractions that the whole family will love. ✔ The Sandbox Children's Museum (2.6 miles) ✔ Pirate's Island Adventure Golf (4.2 miles) ✔ Coastal Discovery Museum (7.4 miles) ☆☆ 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. ☆☆ YOUR STAY - OUR PRIORITY ☆☆ At HOST & HOME we know that you deserve a vacation and we have a perfect place for it. Our carefully curated vacation homes are immaculate, safe, and meticulously maintained, ensuring comfort and quality throughout your stay. Enjoy peace of mind with our 24/7 support, available for assistance and maintenance anytime you need. ☆☆ RESERVE YOUR SLICE OF PARADISE ☆☆ Book directly with us to enjoy the best value without additional service fees. Elevate your vacation experience with curated activities to make your stay even more memorable. ★☆ Book Today & Let Us Take Care Of You In Hilton Head Island! ☆★ Eager to Read More? Here Are A Few Kind Words From Our Previous Guests: - “The property was absolutely beautiful, and the family-friendly neighborhood felt very safe. Photos were spot-on, and the home exceeded expectations. Highly recommend!” – Ariel (Other Location) - “The house was beautiful and spacious, perfect for our group of 11. The location near attractions was convenient, and the host was friendly and responsive. We had a wonderful time and didn't want to leave!” – Cherranie (Other Location) - “Amazing location and home! Perfect for walking, beach access, and biking trails. The host was very accommodating!” – Samantha (Other Location)

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.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$273Not Available2
May 19, 2026$272Not Available2
May 20, 2026$279Not Available2
May 21, 2026$296Not Available2
May 22, 2026$346Not Available2
May 23, 2026$378Not Available2
May 24, 2026$358Not Available2
May 25, 2026$335Not Available2
May 26, 2026$335Not Available2
May 27, 2026$335Not Available2
May 28, 2026$335Not Available2
May 29, 2026$357Not Available2
May 30, 2026$351Not Available2
May 31, 2026$335Available2
Jun 1, 2026$347Not Available2
Jun 2, 2026$345Not Available2
Jun 3, 2026$358Not Available2
Jun 4, 2026$376Not Available2
Jun 5, 2026$395Not Available2
Jun 6, 2026$410Not Available2
Jun 7, 2026$381Not Available2
Jun 8, 2026$375Not Available2
Jun 9, 2026$378Not Available2
Jun 10, 2026$387Not Available2
Jun 11, 2026$407Not Available2
Jun 12, 2026$436Not Available2
Jun 13, 2026$431Not Available2
Jun 14, 2026$402Not Available2
Jun 15, 2026$397Not Available2
Jun 16, 2026$403Not Available2
Jun 17, 2026$437Not Available2
Jun 18, 2026$483Not Available2
Jun 19, 2026$443Available2
Jun 20, 2026$488Not Available2
Jun 21, 2026$447Not Available2
Jun 22, 2026$452Not Available2
Jun 23, 2026$458Not Available2
Jun 24, 2026$449Not Available2
Jun 25, 2026$471Not Available2
Jun 26, 2026$507Not Available2
Jun 27, 2026$486Available2
Jun 28, 2026$449Available2
Jun 29, 2026$441Available2
Jun 30, 2026$449Available2
Jul 1, 2026$466Not Available2
Jul 2, 2026$523Not Available5
Jul 3, 2026$558Not Available5
Jul 4, 2026$557Not Available5
Jul 5, 2026$520Not Available5
Jul 6, 2026$474Not Available5
Jul 7, 2026$468Not Available5
Jul 8, 2026$452Available3
Jul 9, 2026$467Available3
Jul 10, 2026$490Available3
Jul 11, 2026$522Not Available5
Jul 12, 2026$501Not Available5
Jul 13, 2026$501Not Available5
Jul 14, 2026$500Not Available5
Jul 15, 2026$510Not Available5
Jul 16, 2026$525Not Available5
Jul 17, 2026$553Not Available5
Jul 18, 2026$541Not Available5
Jul 19, 2026$511Not Available5
Jul 20, 2026$512Not Available5
Jul 21, 2026$519Not Available5
Jul 22, 2026$519Not Available5
Jul 23, 2026$537Not Available5
Jul 24, 2026$552Not Available5
Jul 25, 2026$525Available3
Jul 26, 2026$482Available3
Jul 27, 2026$470Available3
Jul 28, 2026$486Not Available5
Jul 29, 2026$483Not Available5
Jul 30, 2026$499Not Available5
Jul 31, 2026$527Not Available5
Aug 1, 2026$506Not Available5
Aug 2, 2026$464Not Available5
Aug 3, 2026$453Not Available5
Aug 4, 2026$452Not Available5
Aug 5, 2026$465Not Available5
Aug 6, 2026$467Not Available5
Aug 7, 2026$492Not Available5
Aug 8, 2026$476Not Available3
Aug 9, 2026$430Not Available3
Aug 10, 2026$402Not Available3
Aug 11, 2026$388Not Available3
Aug 12, 2026$397Not Available3
Aug 13, 2026$416Not Available3
Aug 14, 2026$437Not Available3
Aug 15, 2026$401Not Available3
Aug 16, 2026$361Not Available3

Where you'll sleep

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

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

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.