Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
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:
NOT INCLUDED WITH RESERVATION:
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
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
Hilton Head Island, SC 29928, US
Hilton Head Island, SC, USThe 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 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 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 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 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 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 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.
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 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.
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.
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.
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 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 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 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 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 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 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 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.
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.
50% refund up to 60 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 5:00 pm
Check-out before 10:00 am
18 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 17, 2026 | $2759 | Not Available |
| Jul 18, 2026 | $2848 | Not Available |
| Jul 19, 2026 | $2899 | Not Available |
| Jul 20, 2026 | $2812 | Not Available |
| Jul 21, 2026 | $2787 | Not Available |
| Jul 22, 2026 | $2793 | Not Available |
| Jul 23, 2026 | $2767 | Not Available |
| Jul 24, 2026 | $2774 | Not Available |
| Jul 25, 2026 | $2350 | Not Available |
| Jul 26, 2026 | $2265 | Not Available |
| Jul 27, 2026 | $2280 | Not Available |
| Jul 28, 2026 | $2269 | Not Available |
| Jul 29, 2026 | $2290 | Not Available |
| Jul 30, 2026 | $2287 | Not Available |
| Jul 31, 2026 | $2332 | Not Available |
| Aug 1, 2026 | $2100 | Not Available |
| Aug 2, 2026 | $2100 | Not Available |
| Aug 3, 2026 | $2100 | Not Available |
| Aug 4, 2026 | $2100 | Not Available |
| Aug 5, 2026 | $2100 | Not Available |
| Aug 6, 2026 | $2100 | Not Available |
| Aug 7, 2026 | $2100 | Not Available |
| Aug 8, 2026 | $1943 | Available |
| Aug 9, 2026 | $1964 | Available |
| Aug 10, 2026 | $1767 | Available |
| Aug 11, 2026 | $1500 | Available |
| Aug 12, 2026 | $1500 | Available |
| Aug 13, 2026 | $1518 | Available |
| Aug 14, 2026 | $1500 | Available |
| Aug 15, 2026 | $1325 | Available |
| Aug 16, 2026 | $1318 | Available |
| Aug 17, 2026 | $1512 | Available |
| Aug 18, 2026 | $1320 | Available |
| Aug 19, 2026 | $1280 | Available |
| Aug 20, 2026 | $1627 | Not Available |
| Aug 21, 2026 | $1590 | Not Available |
| Aug 22, 2026 | $1454 | Not Available |
| Aug 23, 2026 | $1448 | Not Available |
| Aug 24, 2026 | $1187 | Available |
| Aug 25, 2026 | $1170 | Available |
| Aug 26, 2026 | $1283 | Available |
| Aug 27, 2026 | $1204 | Available |
| Aug 28, 2026 | $1040 | Available |
| Aug 29, 2026 | $1074 | Not Available |
| Aug 30, 2026 | $1004 | Not Available |
| Aug 31, 2026 | $1310 | Not Available |
| Sep 1, 2026 | $1300 | Not Available |
| Sep 2, 2026 | $1249 | Not Available |
| Sep 3, 2026 | $1332 | Not Available |
| Sep 4, 2026 | $1419 | Not Available |
| Sep 5, 2026 | $1434 | Not Available |
| Sep 6, 2026 | $1449 | Not Available |
| Sep 7, 2026 | $1259 | Not Available |
| Sep 8, 2026 | $1208 | Not Available |
| Sep 9, 2026 | $1200 | Not Available |
| Sep 10, 2026 | $1236 | Not Available |
| Sep 11, 2026 | $1245 | Not Available |
| Sep 12, 2026 | $1274 | Not Available |
| Sep 13, 2026 | $1306 | Not Available |
| Sep 14, 2026 | $1200 | Available |
| Sep 15, 2026 | $1251 | Available |
| Sep 16, 2026 | $2053 | Not Available |
| Sep 17, 2026 | $2022 | Not Available |
| Sep 18, 2026 | $1985 | Not Available |
| Sep 19, 2026 | $2026 | Not Available |
| Sep 20, 2026 | $1335 | Available |
| Sep 21, 2026 | $1323 | Available |
| Sep 22, 2026 | $1267 | Available |
| Sep 23, 2026 | $1462 | Not Available |
| Sep 24, 2026 | $1510 | Not Available |
| Sep 25, 2026 | $1413 | Not Available |
| Sep 26, 2026 | $1410 | Not Available |
| Sep 27, 2026 | $1199 | Available |
| Sep 28, 2026 | $1163 | Available |
| Sep 29, 2026 | $1278 | Available |
| Sep 30, 2026 | $1318 | Available |
| Oct 1, 2026 | $1394 | Available |
| Oct 2, 2026 | $1364 | Available |
| Oct 3, 2026 | $1570 | Available |
| Oct 4, 2026 | $1524 | Available |
| Oct 5, 2026 | $1235 | Available |
| Oct 6, 2026 | $1168 | Available |
| Oct 7, 2026 | $1455 | Not Available |
| Oct 8, 2026 | $1500 | Not Available |
| Oct 9, 2026 | $1482 | Not Available |
| Oct 10, 2026 | $1466 | Not Available |
| Oct 11, 2026 | $1035 | Available |
| Oct 12, 2026 | $1051 | Available |
| Oct 13, 2026 | $1207 | Available |
| Oct 14, 2026 | $1219 | Available |
| Oct 15, 2026 | $1282 | Available |