Hilton Head Island, SC

33 Water Oak Drive

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8 guests
3 bedrooms
4 bathrooms
3113 sqft

HOST & HOME presents… 33 Water Oak Drive!

  • Pool outdoor
8 guests
3 bedrooms
4 bathrooms
3113 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM


About this 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

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Mar 20, 2026$291Not Available2
Mar 21, 2026$283Available2
Mar 22, 2026$282Available2
Mar 23, 2026$283Available2
Mar 24, 2026$290Available2
Mar 25, 2026$297Available2
Mar 26, 2026$312Available3
Mar 27, 2026$322Available3
Mar 28, 2026$366Available3
Mar 29, 2026$371Available3
Mar 30, 2026$378Available3
Mar 31, 2026$462Available3
Apr 1, 2026$358Available3
Apr 2, 2026$356Available3
Apr 3, 2026$344Available3
Apr 4, 2026$361Not Available3
Apr 5, 2026$447Not Available3
Apr 6, 2026$571Not Available3
Apr 7, 2026$515Not Available3
Apr 8, 2026$520Not Available3
Apr 9, 2026$409Not Available3
Apr 10, 2026$363Available3
Apr 11, 2026$310Available3
Apr 12, 2026$296Available3
Apr 13, 2026$575Available5
Apr 14, 2026$575Available5
Apr 15, 2026$575Available5
Apr 16, 2026$575Available5
Apr 17, 2026$646Available5
Apr 18, 2026$615Available5
Apr 19, 2026$575Available5
Apr 20, 2026$285Not Available3
Apr 21, 2026$289Not Available3
Apr 22, 2026$311Not Available3
Apr 23, 2026$351Not Available3
Apr 24, 2026$359Not Available3
Apr 25, 2026$350Not Available3
Apr 26, 2026$317Not Available3
Apr 27, 2026$300Not Available3
Apr 28, 2026$298Not Available3
Apr 29, 2026$306Not Available3
Apr 30, 2026$326Not Available3
May 1, 2026$355Not Available3
May 2, 2026$346Not Available3
May 3, 2026$327Not Available3
May 4, 2026$300Not Available3
May 5, 2026$304Not Available3
May 6, 2026$308Not Available3
May 7, 2026$329Not Available3
May 8, 2026$342Not Available3
May 9, 2026$348Available3
May 10, 2026$330Available3
May 11, 2026$313Available3
May 12, 2026$317Available3
May 13, 2026$330Available3
May 14, 2026$351Available3
May 15, 2026$364Available3
May 16, 2026$374Not Available3
May 17, 2026$344Not Available3
May 18, 2026$315Not Available3
May 19, 2026$323Not Available3
May 20, 2026$335Not Available3
May 21, 2026$413Not Available3
May 22, 2026$434Not Available5
May 23, 2026$450Not Available5
May 24, 2026$467Not Available5
May 25, 2026$440Not Available5
May 26, 2026$444Not Available5
May 27, 2026$356Not Available5
May 28, 2026$390Not Available5
May 29, 2026$397Not Available5
May 30, 2026$391Not Available5
May 31, 2026$335Not Available2
Jun 1, 2026$360Not Available2
Jun 2, 2026$361Not Available5
Jun 3, 2026$373Not Available5
Jun 4, 2026$394Not Available5
Jun 5, 2026$403Not Available5
Jun 6, 2026$423Available5
Jun 7, 2026$401Available5
Jun 8, 2026$379Available5
Jun 9, 2026$383Available5
Jun 10, 2026$399Available5
Jun 11, 2026$424Available5
Jun 12, 2026$429Available5
Jun 13, 2026$429Available5
Jun 14, 2026$412Not Available5
Jun 15, 2026$391Not Available5
Jun 16, 2026$396Not Available5
Jun 17, 2026$425Not Available5
Jun 18, 2026$456Not Available5

Amenities

Pool outdoor
BBQ Area
Patio
Heating
Pool table
Wifi
Air conditioning
Washer
Dryer

Where you'll sleep



Explore Hilton Head Island, SC

Hilton Head offers the perfect blend of coastal relaxation and resort-style amenities. Enjoy easy beach access and spend time at the iconic Sea Pines Beach Club, known for its scenic setting and dining options. The island is home to world-class golf courses, the Sea Pines Racquet Club, and Lawton Stables for outdoor enthusiasts. Nearby, explore Harbour Town Shops and Lighthouse, South Beach Marina, and Shelter Cove Towne Centre, all offering shopping, dining, and waterfront charm—making Hilton Head an ideal destination for all ages.

Things to know

Here are some things which you should know before booking 33 Water Oak Drive

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
8 guests maximum
Pets allowed with fee (max 2)
No smoking - fees will apply
Events not permitted
Commercial photography requires approval