Hilton Head Vacation Rentals
Welcome to Hilton Head, where unforgettable experiences await in one of America's most cherished coastal retreats. With Vacation Homes of Hilton Head, you’ll find luxury Hilton Head vacation rentals equipped with top notch amenities to make your vacation as enjoyable as possible. Take your pick between smaller villas to large rental homes throughout Hilton Head Island in Singleton Beach, Burkes Beach, Folly Field Beach and Palmetto Dunes.
Ready to embark on a memorable vacation? Explore our selection of Hilton Head rentals today and find the perfect base for your island adventure. Book now and step into a world of relaxation, recreation, and rejuvenation in Hilton Head Island.
60 properties available
27 Singleton Beach, Hilton Head Island is a direct oceanfront home that accommodates up to 18 guests and boasts an open-concept floor plan with breathtaking 360-degree views of the ocean and marsh. Enjoy a chef’s kitchen, 4 luxurious master suites with deep soaking tubs and oversized walk-in showers, dedicated work desks, and additional
27 Singleton Beach Place
Singleton Beach
7
bedrooms
6
baths
/ 2
half baths
18
guests
4.9
(135)
49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a wonderful vacation experience with its spacious and beautifully decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub, providing ample opportunity for relaxation and enjoyment. Additionally, the private sitting dock overlook
49 Off Shore Drive
Palmetto Dunes
4
bedrooms
4
baths
14
guests
4.9
(72)
This condo has been taken back to the studs for a TOTAL renovation including: raised & smoothed ceilings, new flooring, new paint, all new bathrooms and kitchen, and lastly a new furniture package. This beautiful 3 bedroom condo is located in the heart of Palmetto Dunes Resort. Stop by the general store for lunch or have ice cream in the hot su
205 Barrington Arms
Palmetto Dunes
3
bedrooms
3
baths
8
guests
4.9
(83)
35 Full Sweep, Hilton Head Island is a recently renovated 5-bedroom/5-bathroom home, located inside Palmetto Dunes Plantation, features a large private pool and new furniture throughout. With 3 King Primary bedrooms, each with private en-suite bathrooms, and a fourth bedroom with a pullout sofa and work space, it accommodates various needs. The lar
35 Full Sweep
Palmetto Dunes
5
bedrooms
5
baths
20
guests
4.8
(36)
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
6 Terra Bella Trace
Burkes Beach
6
bedrooms
8
baths
20
guests
4.9
(121)
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, offering breathtaking ocean views and the ultimate in privacy. Relax by the private pool, enjoy direct access to the beach, and indulge in the luxury of a chef's kitchen. Entertain friends and family in the game room, or let tee
10 Collier Beach Road
Singleton Beach
6
bedrooms
7
baths
/ 1
half bath
16
guests
4.9
(66)
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and an oversized private pool. Located just steps from the beach and close to all the amenities of Palmetto Dunes Oceanfront Resort, including tennis, golf, restaurants, and the renowned General Store, this vacation rental offers conv
4 Catboat
Palmetto Dunes
5
bedrooms
5
baths
18
guests
4.6
(60)
412 Shorewood Villas is a 3-bedroom/3-bathroom oceanfront villa and an absolute gem for vacationing couples and families alike. The panoramic views afforded by the wide floor-to-ceiling windows are simply breathtaking, offering a constant reminder of the beauty of the ocean and the inviting community pool. This villas proximity to Coligny Pla
412 Shorewood Villas
Forest Beach
3
bedrooms
3
baths
10
guests
4.8
(85)
35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an oversized front balcony overlooking the prestigious community of The Village at Singleton Beach. This property is situated next to Chaplin Park which offers tennis, basketball, open fields and a great playground for kids. Best of all, it's a q
35 Crabline Court
Singleton Beach
4
bedrooms
4
baths
/ 1
half bath
8
guests
4.9
(30)
16 Singleton Shores Manor, Hilton Head Island.Enjoy marsh and ocean views from every level of this home. Step into the open and bright living area, complete with a wet bar, pool table, and access to your private pool deck. Upstairs, an updated kitchen, second living area, and spacious dining room await, perfect for family gatherings. Retreat to the
16 Singleton Shores Manor
Singleton Beach
6
bedrooms
6
baths
14
guests
4.9
(67)
8 Terra Bella Trace, Hilton Head Island. Indulge in the ultimate oceanfront experience at 8 Terra Bella Trace. This luxurious six-bedroom, eight-bathroom home, completed in late summer 2022, spares no expense. The chef's kitchen boasts top-of-the-line appliances and a spacious island with seating for all. The open-concept kitchen, living, and d
8 Terra Bella Trace
Burkes Beach
6
bedrooms
8
baths
18
guests
5
(12)
*New Construction Update(Spring 2025): Updated Kitchen, Updated Master Bathrooms, Updated Half Bathroom, (Jack n Jill Bathrooms to be updated winter 2025), New Washer and Dryer sets*9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring views! Ideal for multiple families, this stunning seven-bedroom, five-and-
9 Singleton Beach Place
Singleton Beach
7
bedrooms
5
baths
/ 1
half bath
20
guests
4.8
(20)
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