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8 guests
6 beds
2 bathrooms
8 guests
3 bedrooms
6 beds
2 bathrooms
1651 sq. ft.
Wander Hilton Head Osprey is a relaxed coastal retreat designed for easy island living.

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Check-in after 4:00pm • Check-out before 10:00am • Pets allowed with fee
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
2 twin bunk beds
Located near North Forest Beach, this home places you close to Hilton Head’s best coastal experiences. Spend your days biking scenic island trails, relaxing on wide sandy beaches, or exploring nearby nature preserves and marsh views.
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]
Savor award-winning Southern barbecue at One Hot Mama's, where Food Network star Chef Orchid Paulmeier serves up tender baby-back ribs, hickory-smoked platters, and the world's best wings on the official South Carolina BBQ Trail. This family-friendly spot buzzes with lively vibes perfect for date nights or game days.[1][2][3]
Nestled at the Sea Pines Beach Club, Coast delivers fresh local seafood and coastal flavors with stunning oceanfront views and a relaxed beachside vibe. Savor frozen cocktails on the wrap-around bar while soaking in the Atlantic breeze.[2][4]
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 fire pits. It's the perfect spot for family fun and relaxed coastal vibes.
Nestled oceanfront in Del Mar, Poseidon captivates with stunning Pacific views from its shaded beachside patio and chef Mourad Jamal's modern seafood masterpieces, from sashimi-grade tuna to cioppino and beurre blanc-drizzled delights. Savor the salty breeze alongside fresh salads and shellfish in this stylish SoCal gem.
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.
Discover the haunting Stoney Baynard Ruins on Hilton Head Island, where tabby chimneys and foundations whisper tales of Revolutionary hero Captain Jack Stoney, a poker-game loss, and Civil War ghosts amid sea island cotton history. History buffs and paranormal enthusiasts will love this eerie, preserved slice of antebellum intrigue.
Discover the Sea Pines Forest Preserve, Hilton Head's pristine gem with 8 miles of trails weaving through ancient shell rings, wildflower meadows, and alligator-filled marshes teeming with wildlife. Nature lovers, families, and casual hikers will relish its serene boardwalks and guided adventures.[1][2][4]
Discover the Coastal Discovery Museum's 70-acre Honey Horn oasis, where majestic live oaks, Spanish moss, and Lowcountry critters like alligators and butterflies come alive through hands-on tours and exhibits. Nature lovers, families, and history buffs will cherish this free dive into Hilton Head's authentic past and wildlife wonders.
Tee off at Legend Trail Golf Club, a Rees Jones masterpiece weaving through the Sonoran Desert with panoramic vistas of Pinnacle Peak and challenging holes for all skill levels. Golf enthusiasts seeking stunning scenery, lush fairways, and strategic play will love this Scottsdale gem.[1]
Discover Coligny Beach Park's splash pad, pirate ship playground, and wheelchair-friendly paths blending beach bliss with family fun—complete with free Wi-Fi, showers, and ocean views. Families, kids, and sun-seekers will love this accessible Hilton Head gem.[1][2][3][4]
Explore a 10-acre waterfront park featuring a massive ship-themed playground inspired by Captain William Hilton's historic vessel, along with educational trails, a children's museum, and year-round concerts and festivals that celebrate Lowcountry culture and heritage.
Driessen Beach Park is a hidden gem on Hilton Head Island featuring a pristine, wide beach with calm waters perfect for families, a scenic boardwalk through maritime forests, and excellent amenities like playgrounds and picnic areas—ideal for anyone seeking a less-crowded, relaxing beach escape.
Discover Islanders Beach Park, Hilton Head's locals-only gem with gentle waves for wading, a massive shaded playground, picnic grills, and wheelchair-friendly boardwalk to uncrowded sands. Families and groups seeking relaxed beach fun will love this serene escape.[1][2][3]
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Here are some things which you should know before booking Wander Hilton Head Ospreys
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 21, 2026 | $300 | Not Available |
| Feb 22, 2026 | $300 | Not Available |
| Feb 23, 2026 | $300 | Not Available |
| Feb 24, 2026 | $300 | Not Available |
| Feb 25, 2026 | $300 | Not Available |
| Feb 26, 2026 | $300 | Not Available |
| Feb 27, 2026 | $300 | Not Available |
| Feb 28, 2026 | $300 | Not Available |
| Mar 1, 2026 | $352 | Available |
| Mar 2, 2026 | $352 | Available |
| Mar 3, 2026 | $358 | Available |
| Mar 4, 2026 | $355 | Available |
| Mar 5, 2026 | $363 | Available |
| Mar 6, 2026 | $367 | Available |
| Mar 7, 2026 | $392 | Available |
| Mar 8, 2026 | $385 | Available |
| Mar 9, 2026 | $375 | Available |
| Mar 10, 2026 | $379 | Available |
| Mar 11, 2026 | $380 | Available |
| Mar 12, 2026 | $399 | Available |
| Mar 13, 2026 | $419 | Available |
| Mar 14, 2026 | $450 | Available |
| Mar 15, 2026 | $448 | Available |
| Mar 16, 2026 | $395 | Available |
| Mar 17, 2026 | $397 | Available |
| Mar 18, 2026 | $409 | Available |
| Mar 19, 2026 | $426 | Available |
| Mar 20, 2026 | $418 | Available |
| Mar 21, 2026 | $405 | Available |
| Mar 22, 2026 | $402 | Available |
| Mar 23, 2026 | $390 | Available |
| Mar 24, 2026 | $391 | Available |
| Mar 25, 2026 | $399 | Available |
| Mar 26, 2026 | $421 | Available |
| Mar 27, 2026 | $432 | Not Available |
| Mar 28, 2026 | $464 | Not Available |
| Mar 29, 2026 | $503 | Not Available |
| Mar 30, 2026 | $487 | Not Available |
| Mar 31, 2026 | $465 | Not Available |
| Apr 1, 2026 | $448 | Not Available |
| Apr 2, 2026 | $488 | Not Available |
| Apr 3, 2026 | $488 | Not Available |
| Apr 4, 2026 | $566 | Not Available |
| Apr 5, 2026 | $584 | Not Available |
| Apr 6, 2026 | $642 | Not Available |
| Apr 7, 2026 | $574 | Not Available |
| Apr 8, 2026 | $588 | Not Available |
| Apr 9, 2026 | $566 | Not Available |
| Apr 10, 2026 | $526 | Not Available |
| Apr 11, 2026 | $400 | Available |
| Apr 12, 2026 | $382 | Available |
| Apr 13, 2026 | $900 | Available |
| Apr 14, 2026 | $900 | Available |
| Apr 15, 2026 | $900 | Available |
| Apr 16, 2026 | $900 | Available |
| Apr 17, 2026 | $900 | Available |
| Apr 18, 2026 | $900 | Available |
| Apr 19, 2026 | $900 | Available |
| Apr 20, 2026 | $404 | Available |
| Apr 21, 2026 | $403 | Available |
| Apr 22, 2026 | $413 | Available |
| Apr 23, 2026 | $427 | Not Available |
| Apr 24, 2026 | $434 | Not Available |
| Apr 25, 2026 | $425 | Not Available |
| Apr 26, 2026 | $414 | Available |
| Apr 27, 2026 | $384 | Available |
| Apr 28, 2026 | $399 | Available |
| Apr 29, 2026 | $408 | Available |
| Apr 30, 2026 | $422 | Available |
| May 1, 2026 | $430 | Available |
| May 2, 2026 | $421 | Available |
| May 3, 2026 | $410 | Available |
| May 4, 2026 | $396 | Available |
| May 5, 2026 | $396 | Available |
| May 6, 2026 | $406 | Available |
| May 7, 2026 | $421 | Available |
| May 8, 2026 | $429 | Available |
| May 9, 2026 | $422 | Available |
| May 10, 2026 | $401 | Available |
| May 11, 2026 | $401 | Available |
| May 12, 2026 | $402 | Available |
| May 13, 2026 | $414 | Available |
| May 14, 2026 | $448 | Not Available |
| May 15, 2026 | $442 | Not Available |
| May 16, 2026 | $462 | Not Available |
| May 17, 2026 | $428 | Not Available |
| May 18, 2026 | $386 | Available |
| May 19, 2026 | $388 | Available |
| May 20, 2026 | $398 | Available |
| May 21, 2026 | $517 | Available |
| May 22, 2026 | $549 | Not Available |