
Mid Island vacation rentals
Experience the enchanting shores of Hilton Head Island, where pristine beaches meet lush greenery and vibrant neighborhoods beckon with adventure. Whether you're soaking up the sun at Singleton Beach or engaging in thrilling water sports, there’s something for everyone in this family-friendly paradise. With a variety of accommodations from cozy condos to luxurious villas, you’ll enjoy the comforts of home while creating unforgettable memories with your loved ones in this idyllic getaway.
Holiday rentals with weekly discounts - Mid Island
Showing deals for:Oct 30 - Nov 6
Image gallery for Large house with pool, walk to beach

Large house with pool, walk to beach
Hilton Head Island
Image gallery for Private pool, 2-min walk to beach

Private pool, 2-min walk to beach
Hilton Head Island
Image gallery for 18 Swing About: private pool, golf views

18 Swing About: private pool, golf views
Hilton Head Island
Image gallery for 5 min walk to Palmetto Dunes Beach

5 min walk to Palmetto Dunes Beach
Hilton Head Island
Image gallery for Private heated pool and hot tub

Private heated pool and hot tub
Hilton Head Island
Image gallery for Oceanside Resort: 5 min walk to beach

Oceanside Resort: 5 min walk to beach
Hilton Head Island
Image gallery for Admirals Row 306: direct oceanfront

Admirals Row 306: direct oceanfront
Hilton Head Island
Image gallery for Villa, pool views, beach access

Villa, pool views, beach access
Hilton Head Island
Image gallery for Oceanside resort, walk to the beach

Oceanside resort, walk to the beach
Hilton Head Island
Image gallery for Renovated, 5-min walk to beach, 2 pools

Renovated, 5-min walk to beach, 2 pools
Hilton Head Island
Image gallery for Queens Grant: walk to beach, dogs ok

Queens Grant: walk to beach, dogs ok
Hilton Head Island
Image gallery for Hhi Beach and Tennis Resort: beach

Hhi Beach and Tennis Resort: beach
Hilton Head Island
Image gallery for Oceanfront condo with balcony views

Oceanfront condo with balcony views
Hilton Head Island
Image gallery for Ocean views, private beach access

Ocean views, private beach access
Hilton Head Island
Image gallery for Golf, marsh, and ocean views

Golf, marsh, and ocean views
Hilton Head Island
Image gallery for Villamare: ocean and pool views

Villamare: ocean and pool views
Hilton Head Island
Image gallery for The Admiral's Roost: steps to beach

The Admiral's Roost: steps to beach
Hilton Head Island
Image gallery for 100 yd to ocean

100 yd to ocean
Hilton Head Island
Image gallery for Updated condo with beach access

Updated condo with beach access
Hilton Head Island
Image gallery for Beachfront resort condo, full amenities

Beachfront resort condo, full amenities
Hilton Head Island
Image gallery for Ocean views, walk to beach, hot tub

Ocean views, walk to beach, hot tub
Hilton Head Island
Image gallery for Beach Front with Ocean View

Beach Front with Ocean View
Hilton Head Island
Image gallery for Tide Timeout: pools, hot tub

Tide Timeout: pools, hot tub
Hilton Head Island
Image gallery for Poolside balcony, walk to beach

Poolside balcony, walk to beach
Hilton Head Island
Find spaces that suit your style
Find properties near top attractions in Mid Island
Map Attractions

Robert Trent Jones Oceanfront Course

Arts Center of Coastal Carolina
Find the best place to stay - Mid Island
619 Queens Grant: shared pool, tennis
Updated beach house with shuttle, pool
New! 3 min to beach, close to pool, 1st floor master, pet-friendly.
Birdie Bungalow: fairway views, pool
63 Mooring Buoy: 3-min walk to beach
Oceanfront villa, walkout to beach
Top rated rentals - Mid Island
Beautiful sunrises
Great spot. True to listing.
Beautiful and wonderful condo
Nice view of the 🌊!
R&R in HHI
Loved this property
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value

















