$0
for 0 nights

Home in Hilton Head Island, SC

5 bedrooms

8 beds

4 bathrooms

16 guests

New

3686 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Fairway views and a private pool and spa set the tone at this single level retreat on a quiet end road in Sea Pines, perched right on the second hole of Heron Point Golf Course. This spacious five bedroom home sleeps up to 16 guests, giving families and friends plenty of room to spread out while soaking in views from the pool patio or the Adirondack chairs on the lawn. Just a short bike ride from Harbour Town, South Beach Marina, and the famous Salty Dog Cafe, 30 Tupelo Road offers the perfect home base for a memorable Sea Pines getaway.

Inside, the main living space impresses with soaring vaulted cathedral ceilings and expansive sliding doors that flood the room with natural light and direct pool access. A shuffleboard table adds a fun spot for family game night, while the comfy sectional and Smart TV make it easy to unwind together after a day in the sun. The kitchen offers fairway views alongside sleek appliances and ample counter space, and with the dining table seating 10 plus 8 more at the kitchen island, there's room for the whole group to gather. A stylish dry bar with double mini fridges nearby makes arranging drinks effortless.

The primary suite offers a true retreat with a king bed, direct pool deck access, and an en-suite bathroom featuring a soaking tub and walk-in shower. Down the hall, a queen bedroom with a crib is ideal for families with little ones, complete with its own en-suite bathroom. Two more bedrooms pair a queen bed with a twin bunk bed each, one with its own en-suite bathroom, giving kids or extra guests plenty of comfortable sleeping options. The fifth bedroom is a true kids' hideaway, with two twin bunk beds, a couch, and a desk, sharing a hallway bathroom with a walk-in shower just outside the door.

Step outside to an expansive patio wrapping around the home, where the private pool and spa invite you to soak in fairway views any time of day. Settle into the plush sofa or Adirondack chairs, gather around the outdoor dining table, or fire up the grill for an easy evening cookout while an outdoor Smart TV keeps the entertainment going poolside.

Guests of 30 Tupelo Road enjoy easy access to the best of Sea Pines, including world renowned golf courses, the Sea Pines Racquet Club, and Lawton Stables, all within the resort's endless shaded bike and walking paths. A short bike ride brings you to South Beach Marina and historic Harbour Town, where dining, shopping, and island charm await.

At Host & Home, our goal is a seamless stay from booking to check out. This home is professionally cleaned and carefully maintained between every guest, and our team is available around the clock so you can relax knowing help is just a call away.

Whether you're planning a golf getaway, a multi-family reunion, or a relaxed retreat by the pool, 30 Tupelo Road offers the space, comfort, and Lowcountry charm that keeps guests coming back to Sea Pines. Book your stay today and let us take care of you.

Other Things To Know:

✓ Beach towels are provided
✓ This house has parking for 4 vehicles. 2 in the garage and 2 in the driveway.
✓ Street parking and parking on grass or pine straw are prohibited by the town.
✓ This property is in the gated community of Sea Pines and a car pass is required for every vehicle. One paid car pass is included with your reservation. Please contact your Host prior to arrival to purchase additional car passes.
✓ The Town of Hilton Head Island enforces quiet hours between 10:00 PM and 7:00 AM.
✓ The minimum age requirement for renting this property is 25.
✓ This house does not allow pets, please plan accordingly.
✓ 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.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 twin bunk bed, 1 queen bed

Bedroom 4

1 twin bunk bed, 1 queen bed

Bedroom 5

2 full bunk beds

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 twin bunk bed, 1 queen bed

Bedroom 4

1 twin bunk bed, 1 queen bed

Bedroom 5

2 full bunk beds

Amenities

Common Amenities

  • Free parking
  • Wifi
  • Pool table
  • Ocean view
  • BBQ Utensils
  • Hangers
  • Closet
  • Ironing board
  • Iron
  • Extra pillows
  • Extra blankets
  • Patio
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • Beach access
  • First aid kit
  • Hot water
  • Wine cooler

Pool

  • TV
  • Hot tub
  • Outdoor pool

Patio

  • BBQ Area

Living room

  • Air conditioning
  • Heating
  • TV

Dining room

  • Dining table

Kitchen

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

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Hair dryer
  • Bath linens

Bedroom 2

  • TV
  • Bed linens

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens
  • TV

Bedroom 4

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Bath linens

Bedroom 5

  • Bed linens

Bathroom 4

  • Bath linens

Laundry room

  • Dryer
  • Washer

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Where you’ll be

Hilton Head Island, SC 29928, US

Hilton Head Island, SC, US
32.1334775-80.7854748
Timezone: America/New_York

Restaurants

The Crazy Crab - Harbour Town

Savor award-winning Alaskan snow crab legs and Lowcountry seafood favorites at The Crazy Crab in Harbour Town, where nautical vibes meet stunning waterfront views of the marina, lighthouse, and Calibogue Sound. A family-friendly local gem with outdoor seating and cozy bar vibes since 1984.

Sea Pines Beach Club

Nestled at the Sea Pines Beach Club, Coast delivers fresh local seafood and coastal flavors with breathtaking oceanfront views. Savor frozen cocktails amid open-air vibes, perfect for sunset dining or beachside bliss.[2][3]

Fishcamp on Broad Creek

Nestled in a historic fishing camp along 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 and games. It's the perfect spot for family fun and relaxed coastal vibes.[1][2][3]

The Salty Dog Cafe

The Salty Dog Cafe is a beloved Hilton Head Island waterfront institution since 1987, serving fresh seafood and casual fare with nightly live music and a festive atmosphere on the docks of South Beach Marina. Known for its iconic logo merchandise and laid-back nautical charm, it's the perfect spot for memorable meals overlooking Braddock's Cove.

One Hot Mama's BBQ

Savor award-winning Southern barbecue at One Hot Mama's, where Food Network star Chef Orchid Paulmeier serves up tender baby-back ribs, authentic pit-smoked platters, and the world's best wings on the official South Carolina BBQ Trail. This family-friendly Hilton Head and Bluffton spot delivers fun vibes for date nights, celebrations, or casual feasts.

Nectar

Nectar fuses Asian and French cuisines into eclectic, flavorful dishes like mushroom pad thai and peanut butter semifreddo, all served in an elegant space with soaring ceilings and a dramatic Buddha centerpiece. This Main Line gem delights with fresh, sustainable ingredients and lavish vibes worth every bite.[1][2][5]

Attractions

Harbour Town Lighthouse

Climb the 114 steps of Harbour Town's iconic red-and-white lighthouse for a stunning 360-degree panorama of Hilton Head's shimmering Calibogue Sound, golf links, and Lowcountry marshes, while exploring fascinating exhibits on island history. History buffs, families, and sunset seekers will love this unforgettable adventure.[1][2][3]

Lowcountry Celebration Park

Set sail on a massive 17th-century galleon playground at Lowcountry Celebration Park, complete with misty cannons, climbing nets, and educational trails about Hilton Head's wildlife and history. Families with kids will love this imaginative adventure hub blending play, culture, and community events.[1][2][3]

Legendary Golf

I notice there's a discrepancy in your query. The search results contain information about two different venues both named "Legendary": 1. **Legendary Run Golf Course** in Cincinnati, Ohio — a full 18-hole championship golf course 2. **Legendary Golf** in Hilton Head Island, South Carolina — a miniature golf facility Could you clarify which venue you'd like me to write about? Once you specify, I'll provide a concise, engaging description that highlights what makes it special.

Sea Pines Forest Preserve

Discover the Sea Pines Forest Preserve, Hilton Head's hidden gem with 4,000-year-old shell rings, vibrant wildflower fields, alligator sightings, and miles of scenic trails through marshes and forests. Nature lovers, families, and wildlife enthusiasts will love this serene escape blending history and adventure.[1][2][3]

Stoney Baynard Ruins

Explore the haunting remains of a 19th-century tabby plantation mansion on Hilton Head Island, where Civil War history and Southern heritage come alive through archaeological ruins and period structures. History enthusiasts and curious visitors will appreciate this National Register site's blend of architectural significance and compelling stories of the families who once lived here.

Coastal Discovery Museum

Dive into the Coastal Discovery Museum's 68 acres of salt marshes, maritime forests, and hands-on marine wonders like touching horseshoe crabs and kayaking with dolphins. Nature enthusiasts, history buffs, and families seeking interactive Lowcountry adventures will love uncovering Hilton Head's hidden coastal magic.

Coligny Beach Park

Discover Coligny Beach Park's splash pad, swings, and pirate playground amid stunning ocean views, free amenities, and family-friendly vibes. Perfect for kids splashing wildly and parents unwinding in paradise.[2][3][4]

Holy Family Catholic Church, Hilton Head Island, SC

Discover serene **Eucharistic Adoration** at Holy Family Catholic Church, where stunning stained glass and a peaceful chapel invite deep prayer amid a welcoming community hub. Ideal for spiritual seekers, families, and vacationers craving inspiration on Hilton Head Island.[1][2][6]

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 not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

16 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Sep 2, 2026$429Available
Sep 3, 2026$507Available
Sep 4, 2026$600Not Available
Sep 5, 2026$643Not Available
Sep 6, 2026$587Not Available
Sep 7, 2026$451Available
Sep 8, 2026$433Available
Sep 9, 2026$434Available
Sep 10, 2026$451Available
Sep 11, 2026$477Available
Sep 12, 2026$488Available
Sep 13, 2026$428Available
Sep 14, 2026$432Available
Sep 15, 2026$432Available
Sep 16, 2026$469Available
Sep 17, 2026$487Not Available
Sep 18, 2026$523Not Available
Sep 19, 2026$511Not Available
Sep 20, 2026$479Available
Sep 21, 2026$489Available
Sep 22, 2026$485Available
Sep 23, 2026$488Available
Sep 24, 2026$479Available
Sep 25, 2026$517Available
Sep 26, 2026$503Available
Sep 27, 2026$441Available
Sep 28, 2026$426Available
Sep 29, 2026$425Available
Sep 30, 2026$432Available
Oct 1, 2026$449Available
Oct 2, 2026$522Available
Oct 3, 2026$525Available
Oct 4, 2026$502Available
Oct 5, 2026$497Available
Oct 6, 2026$498Available
Oct 7, 2026$529Available
Oct 8, 2026$548Not Available
Oct 9, 2026$594Not Available
Oct 10, 2026$598Not Available
Oct 11, 2026$574Not Available
Oct 12, 2026$471Available
Oct 13, 2026$449Available
Oct 14, 2026$524Not Available
Oct 15, 2026$545Not Available
Oct 16, 2026$570Not Available
Oct 17, 2026$555Not Available
Oct 18, 2026$511Not Available
Oct 19, 2026$501Available
Oct 20, 2026$493Available
Oct 21, 2026$490Available
Oct 22, 2026$539Available
Oct 23, 2026$552Available
Oct 24, 2026$512Available
Oct 25, 2026$457Available
Oct 26, 2026$436Available
Oct 27, 2026$420Available
Oct 28, 2026$433Available
Oct 29, 2026$449Available
Oct 30, 2026$474Available
Oct 31, 2026$461Available
Nov 1, 2026$443Available
Nov 2, 2026$403Available
Nov 3, 2026$399Available
Nov 4, 2026$431Available
Nov 5, 2026$450Available
Nov 6, 2026$477Available
Nov 7, 2026$475Available
Nov 8, 2026$418Available
Nov 9, 2026$410Available
Nov 10, 2026$415Available
Nov 11, 2026$420Available
Nov 12, 2026$439Available
Nov 13, 2026$469Available
Nov 14, 2026$461Available
Nov 15, 2026$420Available
Nov 16, 2026$390Available
Nov 17, 2026$394Available
Nov 18, 2026$405Available
Nov 19, 2026$433Available
Nov 20, 2026$532Available
Nov 21, 2026$632Not Available
Nov 22, 2026$662Not Available
Nov 23, 2026$737Not Available
Nov 24, 2026$879Not Available
Nov 25, 2026$997Not Available
Nov 26, 2026$1034Not Available
Nov 27, 2026$1037Not Available
Nov 28, 2026$718Available
Nov 29, 2026$498Available
Nov 30, 2026$410Available
Dec 1, 2026$398Available