$0
for 0 nights

Home in Hilton Head Island, SC

6 bedrooms

9 beds

7 bathrooms

18 guests

5300 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

27 Singleton Beach, Hilton Head Island is a direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef's kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional appliances for convenience. Guests also have access to a larger community pool just steps away. Ideal for large families, couples, or singles seeking a memorable getaway! With its perfect blend of luxury, comfort, and convenience, this property offers the ultimate beach retreat experience. Whether you're seeking relaxation or adventure, 27 Singleton Beach offers the ultimate vacation getaway.

FREE activities included with our signature Southern Hospitality Pass! Your pass includes one free round of golf daily at partner courses like the Heritage Collection and the Brown Group. Note: This is per day, not per person. You also receive one free round of miniature golf each day at Adventure Cove and one complimentary bike from Island Cruisers to start your stay.

First Floor: Kitchen, Living Room, Dining Room, Half Bathroom, Access to Pool, Grill (Propane Included), Outdoor Dining

Bedroom 1: First Floor, King Bed, TV, Ensuite Bathroom (Walk-in Shower)

Second Floor: Laundry Room
Bedroom 2: Second Floor, Queen Bed, TV, Ensuite Bathroom (Walk-in Shower)
Bedroom 3: Second Floor, Two Queen Beds, TV, Ensuite Bathroom (Walk-in Shower and Tub)
Bedroom 4: Second Floor, Primary, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub), Balcony (Private)

Third Floor: TV, Pool Table
Bedroom 5: Third Floor, King Bed, TV, Ensuite Bathroom (Walk-in Shower), Balcony (Shared)
Bedroom 6: Third Floor, King Bed, TV, Ensuite Bathroom (Walk-in Shower and Tub)
Bedroom 7: Media Room, Two Twin over Twin Bunk Beds, Half Bathroom (Shared)

Ground Level: Garage, EV Car charging station

Parking: 6 Cars (Garage 4, Driveway 2)

Elevator: 29" Wide 40" Deep, (Our properties and elevators are not ADA compliant.)

Pool: 15' x 15'. The pool can be heated up to 88 degrees for an additional $700/week, however it is not available from Memorial Day- Labor Day. Last minute requests are not guaranteed and subject to a fee. We cannot guarantee pool heat maintains when the air temperature is below 60℉. This fee is not included in VRBO total and will be added once your reservation has been made.

INCLUDED WITH RESERVATION:

  • Linens, bedding and bath towels
  • Starter amenities (1-3 day's worth) including: bar soap, shampoo, conditioner, lotion, dish detergent, dish soap, kitchen trash bags, laundry detergent, one roll of paper towels, toilet paper, 2 rolls per bathroom.
  • Southern Hospitality Pass

NOT INCLUDED WITH RESERVATION:

  • Beach Towels
  • Beach Chairs, Pool Toys, Beach Wagons
  • Children's Items (Cribs, Highchairs, etc.)
  • These items can be rented for an additional charge. We can provide recommendations, as needed, or you can use any company of your choosing.

PAYMENT SCHEDULE: To secure a reservation, we require a 50% deposit upfront and the balance payment due thirty days prior to arrival via Visa, Master, Discover, American Card. ID Verification is required.

TOWN OF HILTON HEAD ISLAND STR PERMIT #: 028342

Where you’ll sleep

Game Room

4 twin bunk beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

1 queen bed

Game Room

4 twin bunk beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

1 queen bed

Amenities

Common Amenities

  • Beach essentials
  • Beachfront
  • BBQ Area
  • Wifi
  • Pool table
  • Outdoor pool
  • Waterfront
  • Patio
  • Beach access
  • Elevator
  • Free parking
  • Gym
  • Laundromat nearby
  • Garage
  • Heating
  • Kitchen
  • BBQ Utensils
  • Toaster
  • Hot water
  • Carbon monoxide detector
  • First aid kit
  • Balcony
  • Smoke detector
  • Air conditioning
  • Fire extinguisher
  • EV Charger

Living Room

  • TV

Kitchen

  • Oven
  • Stove
  • Microwave
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker

Game Room

  • TV

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Bath linens

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Bath linens

Bedroom 4

  • Bed linens
  • TV

Ensuite Bathroom 4

  • Bath linens

Bedroom 5

  • Bed linens
  • TV

Ensuite Bathroom 5

  • Bath linens

Bedroom 6

  • Bed linens
  • TV

Ensuite Bathroom 6

  • Bath linens

Bedroom 7

  • Bed linens
  • TV

Bathroom 1

  • Bath linens

Half Bath 1

  • Bath linens

Half Bath 2

  • Bath linens

Laundry Room

  • Washer
  • Dryer

5.0 · 11 reviews

Where you’ll be

Hilton Head Island, SC 29928, US

Hilton Head Island, SC, US
32.18747-80.70141
Timezone: America/New_York

Restaurants

Hudson's Seafood House On The Docks

Hudson's Seafood House on the Docks offers fresh, locally caught seafood in a relaxed waterfront setting with stunning views of Port Royal Sound, making it a Hilton Head Island tradition for over 50 years. Enjoy casual low-country dining right on the docks with a lively, family-friendly atmosphere.

The Crazy Crab Jarvis Creek

The Crazy Crab Jarvis Creek offers award-winning Lowcountry seafood with stunning waterfront views, a lively atmosphere featuring live music, crab races, and the largest saltwater fish tank on Hilton Head Island. It’s perfect for families and pet-friendly dining year-round.

Benny's Coastal Kitchen

Benny's Coastal Kitchen offers fresh, locally sourced seafood with creative global twists in a casually sophisticated waterfront setting, complete with stunning Skull Creek views and a vibrant rooftop bar for memorable dining experiences.

The Sandbar

The Sandbar offers a warm, casual dining experience with high-quality seafood and local produce right at water level in Monterey Harbor, perfect for enjoying fresh flavors alongside scenic harbor views. Its friendly service and inviting atmosphere make it a beloved coastal destination.

Skull Creek Boathouse

Skull Creek Boathouse offers award-winning Lowcountry cuisine and fresh seafood in a stunning waterfront setting, perfect for enjoying vibrant sunsets from the outdoor bar or savoring sushi inside. Its relaxed ambiance and breathtaking views make it a top Hilton Head dining destination[1][2][4].

Skull Creek Dockside

Skull Creek Dockside offers a vibrant Lowcountry dining experience with fresh seafood, award-winning BBQ, and steak, all served in a charming river house setting with panoramic waterfront and sunset views. Its family-friendly atmosphere includes outdoor patios, a massive bar, and a lively recreation area.

Fishcamp on Broad Creek

Fishcamp on Broad Creek offers fresh Lowcountry seafood and steaks in a lively, waterfront setting with stunning marsh views, live music, and a relaxed, welcoming atmosphere perfect for any occasion.

Poseidon

Poseidon offers a relaxed, stylish coastal dining experience with fresh seafood, steaks, and a vibrant raw bar, all set in a welcoming beachside atmosphere perfect for any occasion. Enjoy exquisite cocktails and stunning views that capture the essence of coastal hospitality.

Old Oyster Factory Restaurant

The Old Oyster Factory offers fresh seafood and hand-cut steaks in a charming waterfront setting overlooking Hilton Head’s marshlands, blending historic charm with scenic views and a welcoming atmosphere.

One Hot Mama's BBQ

One Hot Mama's BBQ offers award-winning Southern barbecue in a warm, family-friendly setting on Hilton Head Island and Bluffton, featuring mouthwatering baby-back ribs, pit-to-plate smoked meats, and the world’s best wings. Chef Orchid, a Food Network star, brings authentic Lowcountry flavors to every plate.

Attractions

Fish Haul Beach Park

Fish Haul Beach Park offers a peaceful, nature-rich escape perfect for families and wildlife lovers who enjoy exploring tidal pools, spotting shorebirds, and discovering sea creatures along a quiet, ever-changing shoreline. Ideal for low-tide adventures and gentle beach walks away from the crowds.

Historic Mitchelville Freedom Park

Historic Mitchelville Freedom Park offers a powerful journey through the first self-governed African American town in the U.S., blending rich history with peaceful walking trails. It’s ideal for history enthusiasts and those seeking inspiration from a story of resilience and freedom.

Coastal Discovery Museum

The Coastal Discovery Museum offers a unique blend of natural history, wildlife exploration, and cultural heritage on Hilton Head Island, with interactive exhibits, guided tours, and scenic grounds perfect for families and nature lovers seeking hands-on learning and outdoor adventure.

Legendary Golf

Legendary Golf offers a unique and enjoyable 18-hole experience inspired by famous courses worldwide, perfect for golfers of all skill levels seeking a fun, scenic, and welcoming atmosphere. Its friendly staff and well-maintained grounds make it ideal for both casual players and golf enthusiasts.

Lowcountry Celebration Park

Lowcountry Celebration Park offers a unique pirate ship playground, scenic walking trails, and cultural events, making it perfect for families and outdoor lovers seeking fun and discovery in Hilton Head’s vibrant Lowcountry setting.

Islanders Beach Park

Islanders Beach Park in Hilton Head Island offers a perfect family-friendly escape with a sandy beach, one of the largest playgrounds, picnic pavilions, grills, and scenic boardwalks through nature. It’s ideal for families, nature lovers, and anyone seeking a relaxing day by the sea.

Coligny Beach Park

Coligny Beach Park offers a lively, family-friendly beach experience with amenities like volleyball courts, a splash pad, shaded gazebos, and free Wi-Fi, all just steps from shops and restaurants—perfect for beach lovers, families, and anyone seeking a vibrant coastal escape.

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, playing, and water activities like paddleboarding. It’s ideal for families, couples, and nature lovers seeking a quieter spot on Hilton Head Island.

Sea Pines Forest Preserve

Sea Pines Forest Preserve offers a peaceful escape with scenic hiking trails, abundant wildlife, historic shell rings, and prime fishing spots—perfect for nature lovers, families, and history enthusiasts seeking a unique outdoor adventure on Hilton Head Island.

Folly Field Beach Park

Folly Field Beach Park offers a peaceful, spacious shoreline perfect for beach games, biking, and relaxing strolls, ideal for families and outdoor lovers seeking a less crowded, local vibe with convenient amenities like showers and restrooms. It’s a hidden gem for a laid-back coastal day.

Things to know

Cancellation policy

50% refund up to 60 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 5:00 pm

Check-out before 10:00 am

18 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Jul 21, 2026$2787Not Available
Jul 22, 2026$2793Not Available
Jul 23, 2026$2767Not Available
Jul 24, 2026$2774Not Available
Jul 25, 2026$2350Not Available
Jul 26, 2026$2265Not Available
Jul 27, 2026$2280Not Available
Jul 28, 2026$2269Not Available
Jul 29, 2026$2290Not Available
Jul 30, 2026$2287Not Available
Jul 31, 2026$2261Not Available
Aug 1, 2026$2100Not Available
Aug 2, 2026$2100Not Available
Aug 3, 2026$2100Not Available
Aug 4, 2026$2100Not Available
Aug 5, 2026$2100Not Available
Aug 6, 2026$2100Not Available
Aug 7, 2026$2100Not Available
Aug 8, 2026$1919Available
Aug 9, 2026$1937Available
Aug 10, 2026$1798Available
Aug 11, 2026$1518Available
Aug 12, 2026$1500Available
Aug 13, 2026$1535Available
Aug 14, 2026$1500Available
Aug 15, 2026$1342Available
Aug 16, 2026$1336Available
Aug 17, 2026$1485Available
Aug 18, 2026$1300Available
Aug 19, 2026$1261Available
Aug 20, 2026$1627Not Available
Aug 21, 2026$1588Not Available
Aug 22, 2026$1454Not Available
Aug 23, 2026$1448Not Available
Aug 24, 2026$1176Available
Aug 25, 2026$1159Available
Aug 26, 2026$1278Available
Aug 27, 2026$1204Available
Aug 28, 2026$1036Available
Aug 29, 2026$979Not Available
Aug 30, 2026$1005Not Available
Aug 31, 2026$1300Not Available
Sep 1, 2026$1289Not Available
Sep 2, 2026$1255Not Available
Sep 3, 2026$1339Not Available
Sep 4, 2026$1393Not Available
Sep 5, 2026$1416Not Available
Sep 6, 2026$1435Not Available
Sep 7, 2026$1261Not Available
Sep 8, 2026$1208Not Available
Sep 9, 2026$1210Not Available
Sep 10, 2026$1230Not Available
Sep 11, 2026$1239Not Available
Sep 12, 2026$1267Not Available
Sep 13, 2026$1303Not Available
Sep 14, 2026$1200Available
Sep 15, 2026$1250Available
Sep 16, 2026$2053Not Available
Sep 17, 2026$2022Not Available
Sep 18, 2026$1985Not Available
Sep 19, 2026$2026Not Available
Sep 20, 2026$1340Available
Sep 21, 2026$1318Available
Sep 22, 2026$1260Available
Sep 23, 2026$1461Not Available
Sep 24, 2026$1518Not Available
Sep 25, 2026$1445Not Available
Sep 26, 2026$1410Not Available
Sep 27, 2026$1208Available
Sep 28, 2026$1145Available
Sep 29, 2026$1258Available
Sep 30, 2026$1302Available
Oct 1, 2026$1268Available
Oct 2, 2026$1341Available
Oct 3, 2026$1545Available
Oct 4, 2026$1525Available
Oct 5, 2026$1218Available
Oct 6, 2026$1145Available
Oct 7, 2026$1455Not Available
Oct 8, 2026$1500Not Available
Oct 9, 2026$1482Not Available
Oct 10, 2026$1466Not Available
Oct 11, 2026$1034Available
Oct 12, 2026$1057Available
Oct 13, 2026$1202Available
Oct 14, 2026$1218Available
Oct 15, 2026$1284Available
Oct 16, 2026$1165Available
Oct 17, 2026$1088Available
Oct 18, 2026$1048Available
Oct 19, 2026$1079Available