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205 rentals found
Ideal Hilton Head vacation rental for fa...
3.0
(1)

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll adore the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the outside...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
1 Shore Crest, Large Pool, Ping Pong, Be...
4.8
(4)

1 Shore Crest Lane, Hilton Head Island is a charming home constructed in 2022 and offers 5 bedrooms & 5 bathrooms, a enormous pool and a calming outdoor entertainment space. This splendid beach home is just a fast 3-5 min. walk to the Burkes Beach...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Spacious townhouse- close to beach, with...

Lyons 04Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the esteemed Port Royal Plantation, this striking condo offers a prime location next to the...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
5 Henry, Close to Beach, Pool, Pet Frien...
4.7
(22)

5 Henry Lane, Hilton Head Island is a home located in Singleton Beach, this impressive 4-bedroom, 4.5-bathroom home offers a ideal hideaway. With a cavernous patio area featuring a secondary refrigerator, ample seating, pool, private gas grille, and...

  • Hilton Head
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
5 Bedroom 4.5 Bathroom Updated Home

Welcome to your dream vacation home located in the heart of Palmetto Dunes Oceanfront Resort. This delightfully appointed 5-bedroom, 4.5-bath offers the ideal blend of coastal appeal, modern comfort, and outdoor serenity ideal for creating memorable...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Modern home on 7th fairway with private ...
4.7
(21)

Yard Arm 2Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relaxation awaits! Appreciate staying at this newly-constructed home overlooking the 7th fairway of...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
300 steps to the beach! - Pet Friendly R...
4.9
(9)

Located in the very charming Forest Beach, this home features 2 Master Bed Rooms en suite and 2 additional bedrooms with a shared hall bath. Just a short walk to eateries and shopping of Coligny Circle. Freshly redecorated and furnished with a...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Welcome to Your Perfect Hilton Head Geta...

Welcome to Your Ideal Hilton Head Getaway!This roomy 4-bedroom home is designed for comfort and relaxation, making it the ideal spot for your next vacation. Located in a prime area, the open-concept layout provides plenty of room for everybody to...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Double Master Suite Luxury 4 BR Sea Pine...

Wonderful luxury Sea Pines four bedroom home with private pool and spectacular vistas of the live oaks wrapping around the golf vistas. Elegant high ceilings with humongous kitchen and tons of living space outdoors. Oversize kitchen and dining area...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Third floor Penthouse with wonderful oce...
4.5
(2)

**METAL ROOF REPLACEMENT SCHEDULED BETWEEN SEPTEMBER 2025-APRIL 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE UP AT TIMES THROUGHOUT THE PROJECT. Due to the nature and scope of the work there is a possibility that your accommodations may be...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
10 Collier Beach, Oceanfront, Elevator, ...
4.9
(7)

10 Collier Beach, Hilton Head Island is an escape to heaven in this striking 6-bedroom, 7-bathroom oceanfront home, offering beautiful ocean vistas and the ultimate in privacy. Unwind by the private pool, appreciate direct access to the beach, and...

  • Hilton Head
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
2nd-floor home with screened balcony, on...

Beachside 229Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book the vacation of a lifetime with this serene Sea Pines home! Along with breezy outdoor living...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Spacious newly updated home, short walk ...

HILTON HEAD ISLAND. This four bedroom Palmetto Dunes home is a great choice for your next Hilton Head vacation. The roomy, sunken living room features a couch and 2 chairs around the enormous TV with an additional sitting area overlooking the pool...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Pelican's Nest | Dog-friendly house - 20...

Pelican's NestOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in North Forest Beach, you'll be able to appreciate all of Hilton Head Island’s...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
14 Collier Beach, Oceanfront, Pool, Elev...
4.7
(18)

14 Collier Beach, Hilton Head Island is a impressive oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grille. The home features a extravagant master...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Unbeatable views from private pool with ...
4.3
(12)

Wren Drive 18Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate waking up to the sights and sounds of this lush island in the Lowcountry. This home is...

  • Hilton Head
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Expansive Private Oceanfront Home with V...

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

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Sea Pines Home w/ Private Pool, Family-F...
4.6
(17)

North Sea Pines Drive 44Our 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
  • 4 Bathrooms
  • Sleeps 12