$0
for 0 nights

Home in Hilton Head Island, SC

6 bedrooms

7 beds

4.5 bathrooms

14 guests

New

2352 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Experience the perfect pet friendly coastal getaway at this newly renovated six bedroom home, perfectly nestled in the sought after North Forest Beach area. Immerse yourself in Southern charm with indoor outdoor living, a thatched roof Tiki Hut bar, a private pool and spa (additional heating fees apply), a spacious balcony, an outdoor grill, sun loungers, and multiple seating areas, all designed for family fun. This retreat is also pet friendly, welcoming one dog up to 60 lbs or two dogs with a combined weight under 100 lbs, so your furry companion can join in on the fun too.

This fabulous house boasts two living spaces. On the main level, the open concept floor plan connects the kitchen, dining, and living room, with multiple armchairs, a comfy sofa, and a Smart TV creating a relaxing spot for the group. Upstairs, a second living area features its own sleeper sofa and Smart TV, giving guests a flexible extra sleeping space along with another cozy retreat.

The spacious kitchen features stainless steel appliances, a gas stovetop, and an elegant copper farmhouse sink, along with granite countertops and a beverage fridge for extra drinks. The island offers seating for two, while the dining table seats eight, making plenty of room for the whole group to gather over a meal.

On the second floor, three bedrooms await. Bedroom 1 features a king bed, a decorative armchair, a walk-in closet, and its own en-suite with double vanities and a walk-in shower. Bedrooms 2 and 3 each offer a queen bed and share a Jack and Jill bathroom with a tub and shower combo between them.

Up on the third floor, three more bedrooms round out the sleeping arrangements. Bedroom 4 offers a queen bed and a Smart TV for movie nights, sharing a hall bathroom with a walk-in shower with Bedroom 5, which features a full bunk bed, perfect for the kids in the family. Rounding out the third floor is the expansive primary king suite, complete with a Smart TV, a walk-in closet, and its own en-suite with a double vanity and a luxuriously tiled walk-in shower.

Step outside to discover the true centerpiece of this home: its expansive outdoor oasis. Unwind at the private pool and spa, soak up the sun on the deck's multitude of loungers, or gather at the island themed Tiki Hut with its thatched roof right by the pool. A propane grill on the balcony and an outdoor dining table for four make alfresco dining easy, while multiple seating areas throughout ensure there's room for everyone to spread out.

Adjacent to the pool, the ultimate game room awaits, complete with a golf simulator (golf clubs, balls, and tees not provided), a foosball table, shuffleboard, pop-a-shot, two arcade games, and darts, connected directly to the outdoor bar area for easy access to the pool between rounds of friendly competition.

Just a one minute stroll from the beach and within biking distance to Coligny Plaza, this home's third row location puts island life right at your fingertips. Guests also enjoy nearby family friendly attractions like The Sandbox Children's Museum and easy access to Harbour Town for group golf outings.

Our team is dedicated to creating a seamless and relaxing guest experience from booking to check-out. This home is professionally cleaned, carefully maintained, and stocked with thoughtful touches like beach towels, so you and your pup can settle in and enjoy the island with confidence.

Whether you're planning a multigenerational family reunion, a game filled getaway with friends, or a relaxing beach retreat with your furry companion in tow, 5 Osprey Street offers the space, entertainment, and North Forest Beach charm to make it truly unforgettable. Book your Hilton Head escape today and start making memories together!

Other Things To Know:
✓ Beach towels are provided
✓ Double Washer & Dryer for a multitude of laundry!
✓ Luggage Elevator for guest convenience
✓ PET POLICY: 1 dog 60lb or less, or 2 dogs where their combined weight does not exceed 100lbs is allowed. There is an additional non-refundable pet fee of $300 for up to 2 dogs.
✓ This house has parking for 3 vehicles in the driveway.
✓ Street parking and parking on grass or pine straw are prohibited by the town.
✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.
✓ The pool does not have safety equipment. All activities are at your own risk
✓ Pool and spa heating is available for $100/day. Please order pool & spa heating ahead of time to make it ready for your arrival. Heating depends on nighttime temperatures.
✓ Contact the host to order pool heat in advance, as it takes time to bring it up to temperature.
✓ The minimum age requirement for renting this property is 25.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 queen bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

2 full beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 queen bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

2 full beds

Amenities

Common Amenities

  • Wifi
  • Free parking
  • Closet
  • Iron
  • Patio
  • Hot water
  • Arcade machine
  • Shuffleboard
  • Outdoor dining area
  • Hangers
  • Extra pillows
  • Beach towels
  • Golf simulator
  • Fire place
  • Fire pit
  • Extra blankets
  • Balcony
  • Heated pool
  • Beach access
  • Elevator
  • Garage
  • Fire extinguisher
  • Smoke detector
  • First aid kit
  • Carbon monoxide detector
  • Dedicated workspace
  • Ocean view

Pool

  • Outdoor pool

Patio

  • TV
  • BBQ Area

Living room

  • Air conditioning
  • Heating
  • TV

Living Room 2

  • TV

Dining room

  • Dining table

Kitchen

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

Game room

  • Game Room
  • Foosball table
  • Air conditioning
  • TV

Bar

  • TV

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Hair dryer
  • Bath linens

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens
  • TV

Bedroom 4

  • Bed linens
  • TV

Bedroom 5

  • TV
  • Bed linens

Bedroom 6

  • Bed linens
  • TV

Bathroom 3

  • Bath linens

Bathroom 4

  • Bath linens

Half Bath

  • Bath linens

Laundry room

  • Washer
  • Dryer
  • Ironing board

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Where you’ll be

Hilton Head Island, SC 29928, US

Hilton Head Island, SC, US
32.1487687-80.737608
Timezone: America/New_York

Restaurants

The Crazy Crab Jarvis Creek

Savor award-winning Alaskan Snow Crab Legs and Lowcountry seafood favorites at The Crazy Crab Jarvis Creek, where stunning waterfront views of Jarvis Creek meet family fun with a playground, giant fish tank, and summer crab races. This pet-friendly Hilton Head gem has delighted locals for over 30 years.[1][2][3][4][5]

Fishcamp on Broad Creek

Nestled in a historic fishing camp along Broad Creek, Fishcamp on Broad Creek serves fresh Lowcountry seafood and steaks amid stunning waterfront views, live music, and a lively outdoor patio with oyster roasts and games. It's the perfect spot for family fun and relaxed coastal vibes.

Quarterdeck

Quarterdeck Restaurant in Dania Beach serves up American comfort food, fresh seafood, and extensive sushi alongside craft cocktails and local beers. Enjoy the fun neighborhood vibe with stunning Atlantic Ocean views from its waterfront perch next to the fishing pier.[1]

Old Oyster Factory Restaurant

Nestled in a historic oyster cannery on Hilton Head's waterfront, Old Oyster Factory delights with fresh local seafood, hand-cut steaks, and panoramic Broad Creek views from every table.[1][2][3]

Sea Pines Beach Club

Nestled at the world-class Sea Pines Beach Club, Coast delivers fresh local seafood and Southern coastal flavors with stunning oceanfront views and a relaxed beachside vibe. Savor frozen cocktails on the shaded patio while the Atlantic waves provide the perfect backdrop.[2][4]

Nectar

Nectar Cafe delights with all-organic vegetarian and vegan fare, from house-made veggie burgers and flavorful wraps to superfood smoothies and gluten-free specialties. Enjoy shady patio seating with your pets in this vibrant, health-focused haven.

Poseidon

Dive into Poseidon's vibrant sushi bar in New Orleans, where fresh sashimi, signature rolls, and ocean towers burst with flavor alongside hot wings and noodle delights. Savor an authentic, all-you-can-eat feast in a lively spot perfect for seafood lovers.

One Hot Mama's BBQ

Dive into authentic Southern BBQ at One Hot Mama's, where Food Network star Chef Orchid serves up fall-off-the-bone baby back ribs, hickory-smoked meats, and the world's best wings with a Lowcountry twist. This family-friendly spot on the South Carolina BBQ Trail delivers fun vibes and pit-to-plate perfection.[1][2][3]

Attractions

Coligny Beach Park

Discover Coligny Beach Park's pristine shores, splash pads, and family-friendly amenities like swings and volleyball courts, all steps from shops and dining. Families, sun-seekers, and adventure lovers will relish its vibrant, accessible Hilton Head vibe.

Lowcountry Celebration Park

Lowcountry Celebration Park features a stunning ship-themed Adventure Playground designed after Captain William Hilton's historic vessel, complete with water-mist cannons, rope nets, and multiple climbing levels that captivate children for hours. Families also enjoy the Discovery Trail's educational exhibits, free Wi-Fi, fitness stations, and year-round concerts and festivals on the expansive lawn.

Legendary Golf

Tee off at Legendary Golf, an Arnold Palmer masterpiece blending lush fairways, shimmering lakes, and panoramic desert vistas for an unforgettable challenge. Golf enthusiasts of all skill levels will love its strategic thrills and stunning beauty.[1][7]

Harbour Town Lighthouse

Climb the 114 steps of Harbour Town's iconic red-and-white lighthouse for breathtaking 360-degree views of Calibogue Sound, dolphins, and Lowcountry marshes, while exploring rich island history through museum exhibits at every landing. History buffs, families, and sunset seekers will love this unforgettable Hilton Head adventure.

Sea Pines Forest Preserve

The Sea Pines Forest Preserve is the largest undeveloped natural tract on Hilton Head Island, offering over 8 miles of scenic trails through maritime forests and wetlands where visitors can spot wildlife like alligators, deer, and native birds. Nature lovers and families will enjoy exploring historic landmarks like the 4,000-year-old Shell Ring, paddling through pristine waters, horseback riding, and relaxing picnics in this peaceful natural sanctuary.

Coastal Discovery Museum

Dive into Hilton Head's Lowcountry magic at the Coastal Discovery Museum, where free trails, hands-on marine touch tanks, kayak adventures, and dolphin cruises reveal wildlife, history, and hidden gems across 70 scenic acres. Nature lovers, families, and history buffs will love this interactive treasure.

Stoney Baynard Ruins

Discover the haunting Stoney Baynard Ruins, a National Register site on Hilton Head Island where a Revolutionary War hero's tabby mansion—possibly lost in a legendary poker game—stands as evocative remnants of antebellum cotton plantations, Civil War raids, and preserved archaeology. History buffs and mystery lovers will relish wandering its six-acre green space overlooking Calibogue Sound.

Islanders Beach Park

Discover Islanders Beach Park, Hilton Head's locals-only gem with gentle waves for wading, a massive shaded playground, picnic grills, and an accessible boardwalk to uncrowded sands. Families and groups love its serene, all-in-one beach escape perfect for relaxed fun.[1][2][3]

Folly Field Beach Park

Folly Field Beach Park is a peaceful, less-crowded local favorite on Hilton Head Island featuring calm waters perfect for swimming and paddleboarding, soft sand for relaxing, and family-friendly amenities like restrooms and a wooden boardwalk. Ideal for anyone seeking a quiet beach escape away from the crowds.

Things to know

Cancellation policy

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

14 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Sep 2, 2026$644Available
Sep 3, 2026$740Not Available
Sep 4, 2026$900Not Available
Sep 5, 2026$947Not Available
Sep 6, 2026$888Not Available
Sep 7, 2026$705Available
Sep 8, 2026$669Available
Sep 9, 2026$667Available
Sep 10, 2026$697Available
Sep 11, 2026$758Available
Sep 12, 2026$788Available
Sep 13, 2026$709Available
Sep 14, 2026$688Available
Sep 15, 2026$690Available
Sep 16, 2026$743Available
Sep 17, 2026$776Available
Sep 18, 2026$843Not Available
Sep 19, 2026$836Not Available
Sep 20, 2026$759Not Available
Sep 21, 2026$740Available
Sep 22, 2026$740Available
Sep 23, 2026$767Available
Sep 24, 2026$808Available
Sep 25, 2026$841Available
Sep 26, 2026$800Available
Sep 27, 2026$721Available
Sep 28, 2026$701Available
Sep 29, 2026$701Available
Sep 30, 2026$716Available
Oct 1, 2026$757Available
Oct 2, 2026$848Available
Oct 3, 2026$867Available
Oct 4, 2026$820Available
Oct 5, 2026$811Available
Oct 6, 2026$807Available
Oct 7, 2026$826Available
Oct 8, 2026$856Available
Oct 9, 2026$932Available
Oct 10, 2026$952Available
Oct 11, 2026$882Available
Oct 12, 2026$847Available
Oct 13, 2026$838Available
Oct 14, 2026$837Available
Oct 15, 2026$873Available
Oct 16, 2026$883Available
Oct 17, 2026$862Available
Oct 18, 2026$805Available
Oct 19, 2026$784Available
Oct 20, 2026$760Available
Oct 21, 2026$767Available
Oct 22, 2026$805Available
Oct 23, 2026$825Available
Oct 24, 2026$793Available
Oct 25, 2026$727Available
Oct 26, 2026$702Available
Oct 27, 2026$659Available
Oct 28, 2026$677Available
Oct 29, 2026$700Available
Oct 30, 2026$729Available
Oct 31, 2026$717Available
Nov 1, 2026$687Available
Nov 2, 2026$667Available
Nov 3, 2026$663Available
Nov 4, 2026$683Available
Nov 5, 2026$759Available
Nov 6, 2026$803Available
Nov 7, 2026$743Available
Nov 8, 2026$642Available
Nov 9, 2026$623Available
Nov 10, 2026$633Available
Nov 11, 2026$645Available
Nov 12, 2026$703Available
Nov 13, 2026$721Available
Nov 14, 2026$710Available
Nov 15, 2026$627Available
Nov 16, 2026$618Available
Nov 17, 2026$622Available
Nov 18, 2026$645Not Available
Nov 19, 2026$694Not Available
Nov 20, 2026$785Not Available
Nov 21, 2026$1001Not Available
Nov 22, 2026$1038Not Available
Nov 23, 2026$853Available
Nov 24, 2026$1126Not Available
Nov 25, 2026$1262Not Available
Nov 26, 2026$1270Not Available
Nov 27, 2026$1305Not Available
Nov 28, 2026$985Not Available
Nov 29, 2026$779Available
Nov 30, 2026$604Available
Dec 1, 2026$595Available