Wander Hilton Head Oak
Saved to wishlist
12 guests
7 beds
4 bathrooms
Outdoor pool•Outdoor fireplace•Wifi
12 guests
4 bedrooms
7 beds
4 bathrooms
3277 sq. ft.
Welcome to Wander Hilton Head Oak is a beautiful retreat on iconic Heritage Road in Sea Pines, offering golf course views, a private heated pool, and expansive outdoor living with a covered porch, fire pit patio, and grill.
The Wander Guarantee
Book with confidence. Read more.
Flexible check-in & out
Check-in after 4:00pm • Check-out before 10:00am • No pets allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go
About the property
Hotel-grade amenities
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Common Amenities
- Wifi
- Patio
- Garden view
- Outdoor fireplace
- Carbon monoxide detector
- First aid kit
- Air conditioning
- Fire extinguisher
- Garden
- Hot water
- Free parking
- Beach essentials
- Smoke detector
Pool
- Outdoor pool
- Outdoor seating
Patio
- Outdoor seating
- Outdoor dining area
- BBQ Area
- BBQ Utensils
- Fire pit
Living Room
- TV
- Fire place
Dining Room
- Dining table
Kitchen
- Oven
- Cooking basics
- Stove
- Microwave
- Freezer
- Fridge
- Dishwasher
- Dishes
- Coffee maker
- Coffee
- Kettle
- Tea
- Spices
- Silverware
- Cleaning supplies
- Wine glasses
Bedroom 1
- Closet
- Hangers
- TV
- Bed linens
Ensuite Bathroom 1
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
- Hair dryer
Bedroom 2
- Bed linens
- Closet
- Hangers
- TV
Ensuite Bathroom 2
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 3
- Closet
- Hangers
- TV
- Bed linens
Ensuite Bathroom 3
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 4
- Bed linens
- Closet
- Hangers
- TV
Ensuite Bathroom 4
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Office
- Desk
- TV
Laundry Room
- Washer
- Dryer
- Cleaning supplies
Where you’ll sleep
Where you’ll be
Hilton Head Island offers a wide range of activities perfect for both relaxation and adventure. Visitors can enjoy miles of pristine beaches ideal for swimming, sunbathing, and water sports such as kayaking, paddleboarding, and sailing.
Restaurants
Fishcamp on Broad Creek
Fishcamp on Broad Creek offers fresh Lowcountry seafood and Southern favorites in a warm, waterfront setting with lively music and a cozy, rustic vibe perfect for family dinners or date nights. Enjoy signature dishes like shrimp and grits while taking in beautiful marsh views.
The Sandbar
The Sandbar offers fresh, high-quality Gulf seafood in a stunning beachfront setting where you can dine with your toes in the sand while enjoying breathtaking sunsets. Known for its relaxed vibe and exceptional coastal cuisine, it’s a favorite spot on Anna Maria Island.
The Salty Dog Cafe
The Salty Dog Cafe is a beloved island spot serving fresh, locally sourced seafood and barbecue with a laid-back waterfront vibe, live music, and stunning marina views. It’s a perfect place to enjoy casual dining and island hospitality any time of day.
Quarterdeck
Quarterdeck offers a lively neighborhood vibe with a diverse menu featuring American comfort food, fresh sushi crafted by a Master Sushi Chef, craft cocktails, and local beers—all at great prices. Its casual atmosphere with plenty of TVs makes it perfect for relaxing and enjoying quality food.
One Hot Mama's BBQ
One Hot Mama's BBQ serves award-winning Southern barbecue with a fun, family-friendly vibe, featuring mouthwatering baby-back ribs, wings, and classic Lowcountry flavors crafted by Food Network star Chef Orchid Paulmeier. It’s a must-visit spot on the South Carolina BBQ Trail.
Sea Pines Beach Club
Sea Pines Beach Club offers a relaxed, beachside dining experience with fresh local seafood and stunning ocean views, perfect for enjoying frozen cocktails and live evening entertainment. Its family-friendly atmosphere and rooftop bar make it a vibrant coastal destination.
The Bank
The Bank offers a unique dining experience in a beautifully restored historic bank building, serving fresh, locally sourced American cuisine with creative seasonal dishes and a vibrant atmosphere perfect for any occasion.
Coast
Coast offers fresh, locally inspired coastal cuisine in a relaxed, beachfront setting where you can enjoy stunning Gulf views and warm, family-friendly hospitality. Its menu highlights fresh seafood paired with handcrafted cocktails for a memorable dining experience.
The Sea Shack
The Sea Shack offers a lively, casual dining experience featuring fresh, made-to-order Cajun seafood boils and Southern-style dishes, perfect for enjoying with your hands and embracing a fun, messy feast. Its welcoming atmosphere includes indoor and outdoor seating, making it a favorite for families and seafood lovers alike.
Black Marlin Bayside Grill
Black Marlin Bayside Grill serves the island’s freshest seafood and hand-cut steaks in a relaxed waterside setting with stunning marina views. Enjoy signature dishes like Sushi Nachos and the acclaimed Shrimp Burger, plus vibrant weekend brunches and the lively Hurricane Bar.
Attractions
Coligny Beach Park
Coligny Beach Park offers a vibrant, family-friendly beach experience with free parking, a splash pad for kids, volleyball courts, and accessible facilities all set along a scenic boardwalk. It’s perfect for families and anyone looking to relax or play by the sea on Hilton Head Island.
Harbour Town Lighthouse
Climb the iconic Harbour Town Lighthouse to enjoy stunning 360-degree views of Hilton Head Island and explore fascinating exhibits on the island’s rich history. Perfect for history buffs, photographers, and anyone who loves breathtaking scenery.
Lowcountry Celebration Park
Lowcountry Celebration Park is a vibrant family-friendly spot featuring a massive pirate ship playground, interactive water features, scenic walking trails, and year-round community events—perfect for kids who love adventure and adults seeking outdoor fun in Hilton Head.
The Sandbox Children's Museum
The Sandbox Children's Museum offers a lively, hands-on experience with over 15 interactive exhibits where kids up to age 12 can explore, create, and imagine—from kinetic sand play to STEM activities—making it perfect for curious young minds and families seeking fun learning indoors.
Stoney Baynard Ruins
The Stoney Baynard Ruins offer a captivating glimpse into Hilton Head Island’s antebellum past, with preserved tabby foundations and ghostly tales that history buffs and paranormal enthusiasts will find intriguing. Ideal for those who enjoy exploring historic sites rich in stories and mystery.
Sea Pines Forest Preserve
Sea Pines Forest Preserve offers over 600 acres of pristine Lowcountry wilderness perfect for hiking, fishing, picnicking, and wildlife viewing, making it ideal for nature lovers and families seeking a peaceful outdoor escape. Discover ancient shell rings and vibrant wildflower fields along scenic trails.
Legendary Golf
Legendary Golf offers a beautifully designed 18-hole course blending Scottish links-style and wooded layouts, perfect for golfers of all skill levels seeking a friendly atmosphere and challenging play near Cincinnati. Ideal for those who enjoy scenic views and expert tips to improve their game.
Holy Family Catholic Church, Hilton Head Island, SC
Holy Family Catholic Church on Hilton Head Island offers a warm, welcoming community with reverent Masses and opportunities for prayer and reflection, perfect for visitors seeking spiritual connection or locals looking to deepen their faith. Its bright, contemporary space invites all to experience peace and fellowship.
Beach Access 22
Beach Access 22 offers easy, inclusive access to the beach with free parking, showers, and a short boardwalk, making it perfect for families and visitors of all abilities who want a relaxing seaside escape. Its accessible features ensure everyone can enjoy the sun and surf comfortably.
Audubon Newhall Preserve
Audubon Newhall Preserve offers peaceful woodland trails and a scenic pond, perfect for bird lovers and nature walkers seeking a quiet escape on Hilton Head Island. Its accessible paths and diverse wildlife make it ideal for all ages and abilities.
Select dates in Wander Hilton Head Oak
Choose your check-in & check-out dates
4.9
based on 12 reviews
Guests love the heated outdoor pool, roomy deck with garden and golf course views, the unbeatable Sea Pines location steps from bike paths and the beach, spotless well stocked interiors and responsive hosts who make stays effortless.
Have a question?
24/7 Concierge
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Things to know
Here are some things which you should know before booking Wander Hilton Head Oak
Check-in: after 4:00 pm
Check-out: before 10:00 am
12 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
12 guests maximum
No pets allowed
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Dec 14, 2025 | $332 | Not Available |
| Dec 15, 2025 | $332 | Not Available |
| Dec 16, 2025 | $332 | Not Available |
| Dec 17, 2025 | $332 | Not Available |
| Dec 18, 2025 | $332 | Not Available |
| Dec 19, 2025 | $332 | Not Available |
| Dec 20, 2025 | $332 | Not Available |
| Dec 21, 2025 | $332 | Not Available |
| Dec 22, 2025 | $332 | Not Available |
| Dec 23, 2025 | $332 | Not Available |
| Dec 24, 2025 | $332 | Not Available |
| Dec 25, 2025 | $332 | Not Available |
| Dec 26, 2025 | $432 | Not Available |
| Dec 27, 2025 | $466 | Not Available |
| Dec 28, 2025 | $466 | Not Available |
| Dec 29, 2025 | $484 | Not Available |
| Dec 30, 2025 | $487 | Not Available |
| Dec 31, 2025 | $454 | Not Available |
| Jan 1, 2026 | $424 | Not Available |
| Jan 2, 2026 | $332 | Not Available |
| Jan 3, 2026 | $332 | Available |
| Jan 4, 2026 | $332 | Available |
| Jan 5, 2026 | $332 | Available |
| Jan 6, 2026 | $332 | Available |
| Jan 7, 2026 | $332 | Available |
| Jan 8, 2026 | $332 | Available |
| Jan 9, 2026 | $332 | Available |
| Jan 10, 2026 | $332 | Available |
| Jan 11, 2026 | $332 | Available |
| Jan 12, 2026 | $332 | Available |
| Jan 13, 2026 | $332 | Available |
| Jan 14, 2026 | $332 | Available |
| Jan 15, 2026 | $332 | Available |
| Jan 16, 2026 | $332 | Available |
| Jan 17, 2026 | $332 | Not Available |
| Jan 18, 2026 | $332 | Not Available |
| Jan 19, 2026 | $332 | Not Available |
| Jan 20, 2026 | $332 | Not Available |
| Jan 21, 2026 | $332 | Not Available |
| Jan 22, 2026 | $332 | Not Available |
| Jan 23, 2026 | $332 | Not Available |
| Jan 24, 2026 | $332 | Available |
| Jan 25, 2026 | $332 | Available |
| Jan 26, 2026 | $332 | Available |
| Jan 27, 2026 | $332 | Available |
| Jan 28, 2026 | $332 | Available |
| Jan 29, 2026 | $332 | Available |
| Jan 30, 2026 | $332 | Available |
| Jan 31, 2026 | $332 | Available |
| Feb 1, 2026 | $332 | Available |
| Feb 2, 2026 | $332 | Available |
| Feb 3, 2026 | $332 | Available |
| Feb 4, 2026 | $332 | Available |
| Feb 5, 2026 | $332 | Available |
| Feb 6, 2026 | $332 | Available |
| Feb 7, 2026 | $332 | Available |
| Feb 8, 2026 | $332 | Available |
| Feb 9, 2026 | $332 | Available |
| Feb 10, 2026 | $332 | Available |
| Feb 11, 2026 | $332 | Available |
| Feb 12, 2026 | $332 | Available |
| Feb 13, 2026 | $332 | Not Available |
| Feb 14, 2026 | $357 | Not Available |
| Feb 15, 2026 | $351 | Not Available |
| Feb 16, 2026 | $355 | Not Available |
| Feb 17, 2026 | $332 | Not Available |
| Feb 18, 2026 | $332 | Not Available |
| Feb 19, 2026 | $332 | Not Available |
| Feb 20, 2026 | $332 | Not Available |
| Feb 21, 2026 | $341 | Not Available |
| Feb 22, 2026 | $332 | Available |
| Feb 23, 2026 | $332 | Available |
| Feb 24, 2026 | $332 | Available |
| Feb 25, 2026 | $332 | Available |
| Feb 26, 2026 | $346 | Not Available |
| Feb 27, 2026 | $359 | Not Available |
| Feb 28, 2026 | $352 | Not Available |
| Mar 1, 2026 | $354 | Not Available |
| Mar 2, 2026 | $369 | Available |
| Mar 3, 2026 | $388 | Available |
| Mar 4, 2026 | $445 | Available |
| Mar 5, 2026 | $472 | Available |
| Mar 6, 2026 | $499 | Available |
| Mar 7, 2026 | $569 | Available |
| Mar 8, 2026 | $577 | Available |
| Mar 9, 2026 | $619 | Available |
| Mar 10, 2026 | $604 | Available |
| Mar 11, 2026 | $508 | Available |
| Mar 12, 2026 | $520 | Available |
| Mar 13, 2026 | $518 | Available |
| Mar 14, 2026 | $599 | Available |