5 bedrooms
•
8 beds
•
4 bathrooms
•
16 guests
•
New
•
3686 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
Be the first to review this place.
Hilton Head Island, SC 29928, US
Hilton Head Island, SC, USSavor 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.
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]
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 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.
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 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]
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]
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]
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.
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]
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.
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.
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]
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]
Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
16 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Sep 2, 2026 | $429 | Available |
| Sep 3, 2026 | $507 | Available |
| Sep 4, 2026 | $600 | Not Available |
| Sep 5, 2026 | $643 | Not Available |
| Sep 6, 2026 | $587 | Not Available |
| Sep 7, 2026 | $451 | Available |
| Sep 8, 2026 | $433 | Available |
| Sep 9, 2026 | $434 | Available |
| Sep 10, 2026 | $451 | Available |
| Sep 11, 2026 | $477 | Available |
| Sep 12, 2026 | $488 | Available |
| Sep 13, 2026 | $428 | Available |
| Sep 14, 2026 | $432 | Available |
| Sep 15, 2026 | $432 | Available |
| Sep 16, 2026 | $469 | Available |
| Sep 17, 2026 | $487 | Not Available |
| Sep 18, 2026 | $523 | Not Available |
| Sep 19, 2026 | $511 | Not Available |
| Sep 20, 2026 | $479 | Available |
| Sep 21, 2026 | $489 | Available |
| Sep 22, 2026 | $485 | Available |
| Sep 23, 2026 | $488 | Available |
| Sep 24, 2026 | $479 | Available |
| Sep 25, 2026 | $517 | Available |
| Sep 26, 2026 | $503 | Available |
| Sep 27, 2026 | $441 | Available |
| Sep 28, 2026 | $426 | Available |
| Sep 29, 2026 | $425 | Available |
| Sep 30, 2026 | $432 | Available |
| Oct 1, 2026 | $449 | Available |
| Oct 2, 2026 | $522 | Available |
| Oct 3, 2026 | $525 | Available |
| Oct 4, 2026 | $502 | Available |
| Oct 5, 2026 | $497 | Available |
| Oct 6, 2026 | $498 | Available |
| Oct 7, 2026 | $529 | Available |
| Oct 8, 2026 | $548 | Not Available |
| Oct 9, 2026 | $594 | Not Available |
| Oct 10, 2026 | $598 | Not Available |
| Oct 11, 2026 | $574 | Not Available |
| Oct 12, 2026 | $471 | Available |
| Oct 13, 2026 | $449 | Available |
| Oct 14, 2026 | $524 | Not Available |
| Oct 15, 2026 | $545 | Not Available |
| Oct 16, 2026 | $570 | Not Available |
| Oct 17, 2026 | $555 | Not Available |
| Oct 18, 2026 | $511 | Not Available |
| Oct 19, 2026 | $501 | Available |
| Oct 20, 2026 | $493 | Available |
| Oct 21, 2026 | $490 | Available |
| Oct 22, 2026 | $539 | Available |
| Oct 23, 2026 | $552 | Available |
| Oct 24, 2026 | $512 | Available |
| Oct 25, 2026 | $457 | Available |
| Oct 26, 2026 | $436 | Available |
| Oct 27, 2026 | $420 | Available |
| Oct 28, 2026 | $433 | Available |
| Oct 29, 2026 | $449 | Available |
| Oct 30, 2026 | $474 | Available |
| Oct 31, 2026 | $461 | Available |
| Nov 1, 2026 | $443 | Available |
| Nov 2, 2026 | $403 | Available |
| Nov 3, 2026 | $399 | Available |
| Nov 4, 2026 | $431 | Available |
| Nov 5, 2026 | $450 | Available |
| Nov 6, 2026 | $477 | Available |
| Nov 7, 2026 | $475 | Available |
| Nov 8, 2026 | $418 | Available |
| Nov 9, 2026 | $410 | Available |
| Nov 10, 2026 | $415 | Available |
| Nov 11, 2026 | $420 | Available |
| Nov 12, 2026 | $439 | Available |
| Nov 13, 2026 | $469 | Available |
| Nov 14, 2026 | $461 | Available |
| Nov 15, 2026 | $420 | Available |
| Nov 16, 2026 | $390 | Available |
| Nov 17, 2026 | $394 | Available |
| Nov 18, 2026 | $405 | Available |
| Nov 19, 2026 | $433 | Available |
| Nov 20, 2026 | $532 | Available |
| Nov 21, 2026 | $632 | Not Available |
| Nov 22, 2026 | $662 | Not Available |
| Nov 23, 2026 | $737 | Not Available |
| Nov 24, 2026 | $879 | Not Available |
| Nov 25, 2026 | $997 | Not Available |
| Nov 26, 2026 | $1034 | Not Available |
| Nov 27, 2026 | $1037 | Not Available |
| Nov 28, 2026 | $718 | Available |
| Nov 29, 2026 | $498 | Available |
| Nov 30, 2026 | $410 | Available |
| Dec 1, 2026 | $398 | Available |