Wander Hilton Head Sky
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20 guests
10 beds
5.5 bathrooms
Ocean view•Beachfront•Beach access
20 guests
7 bedrooms
10 beds
5.5 bathrooms
4561 sq. ft.
Wander Hilton Head Sky is a beautifully designed oceanfront retreat where breathtaking panoramic views can be enjoyed from nearly every room.
The Wander Guarantee
Book with confidence. Read more.
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
- Elevator
- Long term stays allowed
- Wifi
- Free parking
- Game Room
- Patio
- Hot water
- Fire extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Ocean view
- Beachfront
- Beach access
- Air conditioning
- Balcony
Pool
- Outdoor pool
- Hot tub
Deck
- Outdoor seating
- Outdoor dining area
- BBQ Area
- BBQ Utensils
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
Game Room
- Foosball table
- Cornhole
- Life size games
- TV
- Ping pong table
Bedroom 1
- Bed linens
- TV
- Ceiling fan
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
- Bathtub
Bedroom 3
- TV
- Bed linens
- Ceiling fan
Bedroom 4
- Bed linens
Bedroom 5
- Bed linens
- TV
- Ceiling fan
Ensuite Bathroom 5
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 6
- Bed linens
- Ceiling fan
- TV
Bedroom 7
- Bed linens
- Ceiling fan
- TV
Bathroom 1
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bathroom 2
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Half Bath
- Bath linens
- Half bath
- Toilet
- Body soap
Laundry Room
- Washer
- Dryer
- Cleaning supplies
Where you’ll sleep
Where you’ll be
From sunrise walks along the shoreline to sunset cruises on the water, Hilton Head Island offers endless ways to enjoy your stay. Spend the day biking along more than 60 miles of scenic trails, tee off at world-class golf courses like Harbour Town Golf Links, or take the family for a fun round of putt-putt.
Restaurants
Skull Creek Boathouse
Skull Creek Boathouse offers award-winning Lowcountry cuisine and fresh seafood in a stunning waterfront setting with breathtaking views of Skull Creek, perfect for enjoying sushi, craft cocktails, and colorful sunsets indoors or on the patio. It’s a top Hilton Head dining destination for any occasion.
One Hot Mama's BBQ
One Hot Mama’s BBQ serves award-winning Southern barbecue in a lively, family-friendly setting on Hilton Head Island and Bluffton, featuring mouthwatering baby-back ribs, “the world’s best” wings, and hearty Meat & 3 platters crafted by Food Network Star Chef Orchid Paulmeier.
Skull Creek Dockside
Skull Creek Dockside offers a unique blend of fresh seafood, award-winning Lowcountry barbecue, and steakhouse-quality steaks, all served with sweeping waterfront views and a warm, nautical-inspired ambiance. It’s a perfect spot for enjoying sunsets, live music, and family-friendly dining on Hilton Head Island.
Benny's Coastal Kitchen
Benny's Coastal Kitchen offers fresh, innovative seafood and diverse dishes in a casually sophisticated setting with stunning waterfront views of Skull Creek and a rooftop bar perfect for sunset dining. Its blend of coastal charm and modern elegance creates a memorable dining experience.
The Sandbar
The Sandbar offers a relaxed beachside vibe with fresh New England seafood, hand-tossed pizzas, and refreshing cocktails, all enjoyed on a spacious outdoor patio overlooking scenic marshes or water. It’s a perfect spot for casual dining, live music, and sunset views.
Fishcamp on Broad Creek
Fishcamp on Broad Creek offers a relaxed Lowcountry dining experience with fresh seafood and Southern-inspired dishes, all set in a charming waterfront location featuring rustic, cozy ambiance and scenic marsh views. It’s perfect for family meals or a lively night out by the water.
Old Oyster Factory Restaurant
The Old Oyster Factory offers a charming waterfront dining experience on Hilton Head Island, serving fresh local seafood and hand-cut steaks with stunning views of Broad Creek. Its rich history as an original oyster cannery adds a unique heritage to every meal.
Poseidon
Poseidon offers fresh coastal cuisine featuring local seafood, steaks, and a renowned raw bar, all served in a relaxed waterfront setting with stunning creek and sunset views on Hilton Head. Its vibrant atmosphere includes an outdoor nautibar and rooftop lounge for a complete dining experience.
The Crazy Crab Jarvis Creek
The Crazy Crab Jarvis Creek offers award-winning Lowcountry seafood with stunning waterfront views, a lively outdoor deck, and family-friendly fun including live music, crab races, and the largest saltwater fish tank on Hilton Head Island. It's pet friendly and perfect for casual dining or private events.
Hudson's Seafood House On The Docks
Hudson's Seafood House on the Docks offers a classic Lowcountry dining experience with the freshest local seafood served right on Hilton Head’s waterfront, where every seat boasts stunning views of Port Royal Sound and daily catches arriving dockside.
Attractions
Legendary Golf
Legendary Golf offers a unique 18-hole experience blending Scottish links-style front nine with a wooded, elevation-rich back nine, perfect for golfers seeking a challenging yet scenic round with friendly service and multiple tee options for all skill levels. Ideal for both serious players and casual enthusiasts.
Lowcountry Celebration Park
Lowcountry Celebration Park is a vibrant family destination featuring a giant pirate ship playground, interactive nature trails, and cultural events, perfect for kids and parents seeking outdoor fun and Lowcountry charm in Hilton Head.
Historic Mitchelville Freedom Park
Historic Mitchelville Freedom Park offers a unique chance to walk the grounds of the first self-governed freedmen’s town in the U.S., blending powerful history with peaceful trails and educational exhibits. It’s perfect for history enthusiasts and those seeking inspiration from a story of resilience and freedom.
Coastal Discovery Museum
The Coastal Discovery Museum offers an immersive journey through Hilton Head Island’s natural beauty, history, and culture with interactive exhibits, scenic nature trails, and engaging guided tours perfect for families, nature lovers, and history enthusiasts.
Coligny Beach Park
Coligny Beach Park offers a vibrant, family-friendly beach experience with pristine shores, volleyball courts, a splash pad for kids, and convenient amenities like showers and free Wi-Fi, perfect for relaxation and fun for all ages. Its central location near shops and restaurants makes it ideal for a full day of seaside enjoyment.
Fish Haul Beach Park
Fish Haul Beach Park offers a peaceful, nature-focused escape with tidepool exploring, abundant wildlife, and scenic boardwalks—perfect for families, bird watchers, and anyone seeking quiet beach walks away from the crowds. It’s ideal for those who enjoy discovering marine life and coastal landscapes.
Folly Field Beach Park
Folly Field Beach Park offers a peaceful, less crowded shoreline perfect for relaxing, beachcombing, and long strolls, with convenient amenities like showers and restrooms. It’s ideal for families, locals, and visitors seeking a laid-back day by the Atlantic on Hilton Head Island.
Sea Pines Forest Preserve
Sea Pines Forest Preserve offers a peaceful escape with scenic hiking trails, abundant wildlife, historic sites like the ancient Indian Shell Ring, and excellent fishing spots. It’s perfect for nature lovers, families, and anyone seeking outdoor adventure and tranquility.
Driessen Beach Park
Driessen Beach Park offers a peaceful, family-friendly beach experience with a scenic boardwalk, playground, picnic areas, and accessible beach matting, perfect for relaxing, water activities, and quality time with loved ones on Hilton Head Island. Nature lovers and families will especially enjoy its welcoming atmosphere.
Islanders Beach Park
Islanders Beach Park offers a perfect blend of sandy shores, a large shaded playground, and picnic areas with grills, making it ideal for families and groups seeking a relaxed day by the sea with plenty of outdoor fun. Nature lovers and beachgoers alike will enjoy its peaceful, scenic setting.
Select dates in Wander Hilton Head Sky
Choose your check-in & check-out dates
4.6
based on 12 reviews
Guests love the property's oceanfront setting, private beach access and outdoor pool. They praise the prime location near shops and restaurants, spotless condition, and responsive property manager. Families also appreciate the spacious layout, large balconies and fun recreation area for kids.
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Things to know
Here are some things which you should know before booking Wander Hilton Head Sky
Check-in: after 4:00 pm
Check-out: before 10:00 am
20 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
20 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 |
|---|---|---|
| Mar 5, 2026 | $977 | Not Available |
| Mar 6, 2026 | $977 | Not Available |
| Mar 7, 2026 | $977 | Not Available |
| Mar 8, 2026 | $977 | Not Available |
| Mar 9, 2026 | $977 | Not Available |
| Mar 10, 2026 | $977 | Not Available |
| Mar 11, 2026 | $977 | Not Available |
| Mar 12, 2026 | $977 | Not Available |
| Mar 13, 2026 | $977 | Not Available |
| Mar 14, 2026 | $977 | Not Available |
| Mar 15, 2026 | $1075 | Not Available |
| Mar 16, 2026 | $1000 | Not Available |
| Mar 17, 2026 | $1015 | Not Available |
| Mar 18, 2026 | $1139 | Not Available |
| Mar 19, 2026 | $1143 | Not Available |
| Mar 20, 2026 | $1100 | Not Available |
| Mar 21, 2026 | $1184 | Not Available |
| Mar 22, 2026 | $1231 | Not Available |
| Mar 23, 2026 | $1116 | Not Available |
| Mar 24, 2026 | $1120 | Not Available |
| Mar 25, 2026 | $1132 | Not Available |
| Mar 26, 2026 | $1129 | Not Available |
| Mar 27, 2026 | $1128 | Not Available |
| Mar 28, 2026 | $977 | Not Available |
| Mar 29, 2026 | $1195 | Not Available |
| Mar 30, 2026 | $1592 | Not Available |
| Mar 31, 2026 | $1574 | Not Available |
| Apr 1, 2026 | $1619 | Not Available |
| Apr 2, 2026 | $1661 | Not Available |
| Apr 3, 2026 | $1684 | Not Available |
| Apr 4, 2026 | $1881 | Not Available |
| Apr 5, 2026 | $1902 | Not Available |
| Apr 6, 2026 | $1956 | Not Available |
| Apr 7, 2026 | $1915 | Not Available |
| Apr 8, 2026 | $1949 | Not Available |
| Apr 9, 2026 | $1821 | Not Available |
| Apr 10, 2026 | $1695 | Not Available |
| Apr 11, 2026 | $1346 | Not Available |
| Apr 12, 2026 | $1278 | Not Available |
| Apr 13, 2026 | $1104 | Not Available |
| Apr 14, 2026 | $1050 | Not Available |
| Apr 15, 2026 | $1106 | Not Available |
| Apr 16, 2026 | $1082 | Not Available |
| Apr 17, 2026 | $977 | Available |
| Apr 18, 2026 | $977 | Available |
| Apr 19, 2026 | $1020 | Available |
| Apr 20, 2026 | $1307 | Available |
| Apr 21, 2026 | $1292 | Available |
| Apr 22, 2026 | $1405 | Available |
| Apr 23, 2026 | $1360 | Available |
| Apr 24, 2026 | $1346 | Available |
| Apr 25, 2026 | $1477 | Not Available |
| Apr 26, 2026 | $1426 | Not Available |
| Apr 27, 2026 | $1594 | Not Available |
| Apr 28, 2026 | $1504 | Not Available |
| Apr 29, 2026 | $1529 | Not Available |
| Apr 30, 2026 | $1527 | Not Available |
| May 1, 2026 | $1528 | Not Available |
| May 2, 2026 | $1502 | Available |
| May 3, 2026 | $1537 | Available |
| May 4, 2026 | $1579 | Available |
| May 5, 2026 | $1350 | Available |
| May 6, 2026 | $1394 | Available |
| May 7, 2026 | $1667 | Not Available |
| May 8, 2026 | $1664 | Not Available |
| May 9, 2026 | $1768 | Not Available |
| May 10, 2026 | $1694 | Not Available |
| May 11, 2026 | $1723 | Not Available |
| May 12, 2026 | $1657 | Not Available |
| May 13, 2026 | $1638 | Not Available |
| May 14, 2026 | $1660 | Not Available |
| May 15, 2026 | $1652 | Not Available |
| May 16, 2026 | $1726 | Not Available |
| May 17, 2026 | $1697 | Not Available |
| May 18, 2026 | $1453 | Available |
| May 19, 2026 | $1502 | Available |
| May 20, 2026 | $1663 | Available |
| May 21, 2026 | $1541 | Available |
| May 22, 2026 | $1769 | Available |
| May 23, 2026 | $2006 | Not Available |
| May 24, 2026 | $2064 | Not Available |
| May 25, 2026 | $1956 | Not Available |
| May 26, 2026 | $1805 | Not Available |
| May 27, 2026 | $1829 | Not Available |
| May 28, 2026 | $1871 | Not Available |
| May 29, 2026 | $1898 | Not Available |
| May 30, 2026 | $1996 | Not Available |
| May 31, 2026 | $2028 | Not Available |
| Jun 1, 2026 | $2239 | Not Available |
| Jun 2, 2026 | $2257 | Not Available |
| Jun 3, 2026 | $2283 | Not Available |