Wander Hilton Head Headlands
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12 guests
6 beds
5.5 bathrooms
Forest view•Outdoor pool•Beach access
12 guests
5 bedrooms
6 beds
5.5 bathrooms
2710 sq. ft.
Wander Hilton Head Headlands is a luxury single-family vacation home offering comfortable island living and premium amenities.
The Wander Guarantee
Book with confidence. Read more.
Check-in & out
Check-in after 4:00pm • Check-out before 10:00am • Pets not 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
- Free parking
- Balcony
- Heated pool
- Forest view
- Hot water
- Fire extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Washer
- Air conditioning
- Dryer
Pool
- Hot tub
- Outdoor pool
Patio
- Patio
- BBQ Area
- Outdoor seating
- Outdoor dining area
- BBQ Utensils
- Fire pit
- Outdoor kitchen
- Gazebo
Living room
- TV
- Ceiling fan
Dining room
- Dining table
Kitchen
- Dishes
- Dishwasher
- Kitchen
- Microwave
- Oven
- Fridge
- Stove
- Toaster
- Cooking basics
- Freezer
- Coffee maker
- Coffee
- Kettle
- Tea
- Spices
- Silverware
- Cleaning supplies
- Wine glasses
- Wine cooler
Bedroom 1
- Bed linens
- Desk
- Ceiling fan
- TV
Ensuite Bathroom 1
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 2
- Bed linens
- TV
- Ceiling fan
Ensuite Bathroom 2
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 3
- Bed linens
- TV
- Ceiling fan
Ensuite Bathroom 3
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 4
- Bed linens
- TV
- Ceiling fan
Ensuite Bathroom 4
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 5
- Bed linens
- TV
- Desk
- Ceiling fan
Ensuite Bathroom 5
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Half Bath
- Bath linens
- Half bath
- Toilet
- Body soap
Common area
- Beach access
- Pickleball
Where you’ll sleep
Where you’ll be
Discover the quintessential charm of Hilton Head Island, where sun-kissed beaches and vibrant local culture await. Stroll to nearby Coligny Beach Park for oceanfront relaxation, or explore the array of shops and conveniences at Coligny Plaza Shopping Center, both just a short walk away.
Restaurants
Giuseppi’s Pizza & Pasta House Shelter Cove
Giuseppi’s Pizza & Pasta House in Shelter Cove serves award-winning pizzas with zesty sauce and cheesy goodness alongside fresh pastas and generous portions in a fun, family-friendly atmosphere perfect for post-beach bites. Pet-friendly vibes and over 40 years of Italian favorites make it a Hilton Head staple.
One Hot Mama's BBQ
Savor authentic South Carolina BBQ at One Hot Mama's, where Food Network star Chef Orchid's award-winning baby-back ribs, world's best wings, and pit-to-plate platters steal the show on the official BBQ Trail. This family-friendly Hilton Head and Bluffton spot buzzes with lively vibes perfect for date nights or game days.
Nectar
Nectar fuses Asian-inspired and French-infused cuisine with fresh, sustainable ingredients in an elegant space boasting vaulted ceilings and a towering Buddha. Savor eclectic dishes like wild mushroom Pad Thai amid its warm, artistic ambiance.[1][2][4][6]
Fishcamp on Broad Creek
Nestled in a historic fishing camp on Hilton Head's Broad Creek, Fishcamp on Broad Creek serves fresh Lowcountry seafood and steaks amid waterfront views, live music, and a lively outdoor patio with oyster roasts. It's the perfect spot for family fun and relaxed coastal vibes.
The Sandbar
Nestled on Anna Maria Island's gulf beaches, The Sandbar serves the freshest seafood like grouper tacos and stone crab amid toes-in-the-sand dining and breathtaking sunsets. This iconic Old Florida spot captures island charm with every waterfront bite.
Sea Pines Beach Club
Nestled at Sea Pines Beach Club, Coast delivers fresh coastal seafood and chilled towers with breathtaking Atlantic oceanfront views. Savor the relaxed beachside vibe, frozen cocktails, and open-air seating perfect for sunset dinners or casual gatherings.[2][4]
Attractions
Driessen Beach Park
Discover Driessen Beach Park, a hidden Hilton Head gem with wide, powdery sands perfect for sandcastles, swimming, and paddleboarding, plus a playground, picnic spots, and accessible boardwalk. Families and anyone seeking a relaxed, less-crowded beach day will love its welcoming vibe and amenities.[2][3][4]
Sea Pines Forest Preserve
Discover the Sea Pines Forest Preserve's 8 miles of trails winding through ancient shell rings, wildflower fields, and alligator-filled lakes teeming with wildlife. Nature lovers, families, and hikers will cherish this serene Hilton Head escape blending history and Lowcountry magic.
Holy Family Catholic Church, Hilton Head Island, SC
Experience intimate one-on-one time with Jesus in the serene Eucharistic Adoration Chapel at Holy Family Catholic Church, a welcoming Hilton Head haven with stunning stained glass and vibrant community spirit. Perfect for spiritual seekers, vacationers, and anyone craving peaceful reflection.[1][2][5]
Coligny Beach Park
Coligny Beach Park is Hilton Head's most vibrant seaside destination, offering pristine sandy shores perfect for swimming, sunbathing, and beach volleyball, plus convenient amenities like restrooms, showers, and free Wi-Fi that make it ideal for families and beach lovers of all ages.
Harbour Town Lighthouse
Climb the iconic 114 steps of Harbour Town Lighthouse for breathtaking 360-degree views of Hilton Head's shimmering Calibogue Sound, golf links, and Lowcountry marshes, while exploring rich historical exhibits on every landing. History buffs, families, and sunset seekers will love this unforgettable panoramic adventure.
Lowcountry Celebration Park
Set sail on a massive 17th-century pirate ship playground at Lowcountry Celebration Park, complete with misty cannons, climbing nets, and educational trails about local sea life and history. Families with young kids will love this free Hilton Head gem blending epic play, learning, and nearby beach vibes.
Legendary Golf
Tee off at Legendary Run Golf Course, an Arthur Hills masterpiece blending Scottish links-style front nine with lakes and wooded back nine holes inspired by Augusta and Winged Foot. Golf enthusiasts seeking a challenging, scenic round with friendly service will love this Cincinnati gem.[1][2]
Coastal Discovery Museum
Dive into Hilton Head's Lowcountry wonders at the Coastal Discovery Museum, where hands-on encounters with sea creatures, kayak adventures through marshes, and tales of history and wildlife await on 70 free acres. Families, nature lovers, and curious explorers will cherish these immersive discoveries.[1][2][6]
Stoney Baynard Ruins
Discover the haunting Stoney Baynard Ruins, atmospheric remnants of a Revolutionary War hero's tabby plantation lost in a poker game, raided by Union troops, and now buzzing with paranormal lore on Hilton Head's highest point. History buffs and ghost enthusiasts will love this eerie slice of antebellum intrigue.
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Things to know
Here are some things which you should know before booking Wander Hilton Head Headlands
Check-in: after 4:00 pm
Check-out: before 10:00 am
12 guests maximum
Pets not 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
Pets not allowed
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 21, 2026 | $517 | Not Available |
| Feb 22, 2026 | $489 | Not Available |
| Feb 23, 2026 | $479 | Not Available |
| Feb 24, 2026 | $482 | Not Available |
| Feb 25, 2026 | $512 | Not Available |
| Feb 26, 2026 | $547 | Not Available |
| Feb 27, 2026 | $593 | Not Available |
| Feb 28, 2026 | $575 | Not Available |
| Mar 1, 2026 | $730 | Not Available |
| Mar 2, 2026 | $703 | Not Available |
| Mar 3, 2026 | $716 | Not Available |
| Mar 4, 2026 | $761 | Not Available |
| Mar 5, 2026 | $788 | Not Available |
| Mar 6, 2026 | $846 | Not Available |
| Mar 7, 2026 | $857 | Not Available |
| Mar 8, 2026 | $808 | Not Available |
| Mar 9, 2026 | $770 | Not Available |
| Mar 10, 2026 | $765 | Not Available |
| Mar 11, 2026 | $805 | Not Available |
| Mar 12, 2026 | $848 | Not Available |
| Mar 13, 2026 | $908 | Not Available |
| Mar 14, 2026 | $918 | Not Available |
| Mar 15, 2026 | $859 | Not Available |
| Mar 16, 2026 | $816 | Not Available |
| Mar 17, 2026 | $808 | Not Available |
| Mar 18, 2026 | $848 | Not Available |
| Mar 19, 2026 | $900 | Not Available |
| Mar 20, 2026 | $958 | Not Available |
| Mar 21, 2026 | $963 | Not Available |
| Mar 22, 2026 | $893 | Not Available |
| Mar 23, 2026 | $844 | Not Available |
| Mar 24, 2026 | $834 | Not Available |
| Mar 25, 2026 | $864 | Not Available |
| Mar 26, 2026 | $921 | Not Available |
| Mar 27, 2026 | $979 | Not Available |
| Mar 28, 2026 | $1052 | Not Available |
| Mar 29, 2026 | $1040 | Not Available |
| Mar 30, 2026 | $1086 | Not Available |
| Mar 31, 2026 | $1048 | Not Available |
| Apr 1, 2026 | $1054 | Not Available |
| Apr 2, 2026 | $1147 | Not Available |
| Apr 3, 2026 | $1037 | Not Available |
| Apr 4, 2026 | $1035 | Not Available |
| Apr 5, 2026 | $1100 | Not Available |
| Apr 6, 2026 | $1185 | Not Available |
| Apr 7, 2026 | $1018 | Not Available |
| Apr 8, 2026 | $1073 | Not Available |
| Apr 9, 2026 | $1078 | Not Available |
| Apr 10, 2026 | $1023 | Not Available |
| Apr 11, 2026 | $922 | Not Available |
| Apr 12, 2026 | $826 | Not Available |
| Apr 13, 2026 | $780 | Not Available |
| Apr 14, 2026 | $806 | Not Available |
| Apr 15, 2026 | $911 | Not Available |
| Apr 16, 2026 | $1105 | Not Available |
| Apr 17, 2026 | $1408 | Not Available |
| Apr 18, 2026 | $1475 | Not Available |
| Apr 19, 2026 | $1034 | Not Available |
| Apr 20, 2026 | $848 | Not Available |
| Apr 21, 2026 | $837 | Not Available |
| Apr 22, 2026 | $868 | Not Available |
| Apr 23, 2026 | $955 | Not Available |
| Apr 24, 2026 | $1025 | Not Available |
| Apr 25, 2026 | $1004 | Not Available |
| Apr 26, 2026 | $890 | Not Available |
| Apr 27, 2026 | $839 | Not Available |
| Apr 28, 2026 | $816 | Not Available |
| Apr 29, 2026 | $857 | Not Available |
| Apr 30, 2026 | $921 | Not Available |
| May 1, 2026 | $993 | Not Available |
| May 2, 2026 | $1004 | Not Available |
| May 3, 2026 | $909 | Not Available |
| May 4, 2026 | $856 | Not Available |
| May 5, 2026 | $824 | Not Available |
| May 6, 2026 | $879 | Not Available |
| May 7, 2026 | $946 | Not Available |
| May 8, 2026 | $1010 | Not Available |
| May 9, 2026 | $991 | Not Available |
| May 10, 2026 | $916 | Not Available |
| May 11, 2026 | $868 | Not Available |
| May 12, 2026 | $857 | Not Available |
| May 13, 2026 | $898 | Not Available |
| May 14, 2026 | $971 | Not Available |
| May 15, 2026 | $1040 | Not Available |
| May 16, 2026 | $1065 | Not Available |
| May 17, 2026 | $954 | Not Available |
| May 18, 2026 | $903 | Not Available |
| May 19, 2026 | $895 | Not Available |
| May 20, 2026 | $922 | Not Available |
| May 21, 2026 | $1226 | Not Available |
| May 22, 2026 | $1625 | Not Available |