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206 rentals found
Large Home Great for Families!

Come savor this sizable four bedroom and four and a half bathroom home! Upon entering you're greeted by the huge living room area with vaulted ceilings, wall-to-wall windows and French doors leading to your private backyard patio. The living room...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Family-friendly home near the beaches w/...
4.3
(4)

Lagoon Road 27Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

  • Hilton Head
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Beachfront beauty with pool access - fir...

Sea PointeOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This elegant five-bedroom home is just steps away from Singleton Beach and the shared community...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Close to beach, pickleball, tennis & gol...
4.0
(2)

Flagg 2-Serene RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’ve found gold with this pretty, family-friendly home, with a serene yet convenient...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
2 Min Walk 2 Beach Pickleball Golf Tenni...
5.0
(110)

One of the very best located properties in Palmetto Dunes. Our 2026 bookings are filling up faster than ever before! Book a week before it is too late. Walk everywhere. Ideal vacation location! Two min. walk to tennis and pickleball courts...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Expansive Private Oceanfront Home with V...

Fall in adore with this broad oceanfront home located on the Atlantic Ocean in handsome Palmetto Dunes Oceanfront Resort! As you enter you are welcomed by a grandiose staircase and wood floors leading to the kitchen, dining and living areas. The...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Family-Friendly Condo near the Beach w/ ...
4.3
(7)

Shipmaster 1805Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1805 is a attractively decorated, four-bedroom, three-bathroom townhome only half a...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beautiful Oceanfront Home with Large Pri...

This huge six bedroom seven bathroom oceanfront home has everything you've ever wanted in a vacation! As you enter the home you're greeted by a cavernous ceiling with sizable modern chandelier. On your left is the formal dining room, which...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
The Pool Is At Your Doorstep!
3.7
(13)

Many updates have been made to this huge poolfront villa. The Kitchen has all the amenities of home and comes entirely-equipped to meet your family's cooking needs. The Dining Area has seating for eight and is located between the living and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Spacious house by the beach with screene...

Salt Air SanctuaryOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just a fast walk down the street to Driessen Beach Park, this beautiful home in Hilton Head...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
497 Captains Cove is a lovely property l...
5.0
(2)

This handsome Captains Cove unit is the ideal will be the top of your list for your next stay!A short flight of stairs leads to a shady front porch, ideal resting place after your walk home from the beach. Enter into a huge, bright, open floor plan...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Very Large and Completely Updated Villa ...

No expense was spared in the creation of this definitely marvelous four bedroom and three bathroom villa located on Palmetto Dunes' 11 Mile Lagoon system! This villa has been entirely refreshed from the walls in!The kitchen has been charmingly...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Family-Friendly Home w/Private Pool, Scr...
4.4
(30)

Gloucester 36Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gloucester 36 offers everything you would want for your Hilton Head vacation: a great location...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Sunny & bright home near the beach w/ pr...
3.8
(14)

Sandhill Crane 3Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
49 Off Shore, Near Ocean, Pool & Hot Tub...
4.6
(22)

49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a phenomenal vacation experience with its roomy and delightfully decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Beautiful Colonial-style Home with Lagoo...

What's not to adore with this well thought out home and all it has to offer? All three bathrooms just finished remodel in April 2024! The first floor consists of a sizable living room with ample beach-modern furnishings providing seating for the...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
5th Row, Sea Pines-South Beach, Private ...
4.8
(114)

2 Cedar Wax Wing is a Sea Pines Hilton Head 4 bedroom with private baths home near the South Beach area. This single level home is very roomy with two living areas and a handsome kitchen with granite counter tops, stainless steel appliances and...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Spacious family home with WiFi, private ...
4.4
(21)

Summer HouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a fireplace, a pool, roomy common areas, and plenty of beds to lay your head down at...

  • Hilton Head
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18