Hilton Head Oceanfront Rentals | Vacation Homes of Hilton Head

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Hilton Head Island is known for its special Oceanfront Vacation Rentals. Luxury homes with private pools are positioned right on the beach and you can walk on wooden boardwalks directly onto the sand. We manage homes in Hilton Head’s best beach communities. Our Hilton Head Oceanfront Vacation Rentals in Singleton Beach, Burkes Beach, Folly Field Beach and Palmetto Dunes are perfect for large groups and family vacations.

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Displaying 1 - 21 of 21 results matching your search criteria

3 Singleton Beach Place

Vacation Homes of Hilton Head

7 Bedrooms

7.5 Baths

This is an amazing new build, expected to be finished mid May 2022. The house is located in Singleton Beach, mid island between Palmetto Dunes and Burke's Beach. Located within about a mile of Shelter Cove Town Center with great restaurants, shopping, boating activities, summer fireworks,...

12 Collier Beach Road

Vacation Homes of Hilton Head

6 Bedrooms

5.5 Baths

**SEVERAL UPDATE in 2021/2022 - New photos to come in Spring 2022!**

Brand New Elevator, New Carpets and Flooring throughout property.

This beautiful oceanfront dream is located mid-island in the Singleton Beach community conveniently located near Shelter Cove Towne Centre which offers tons of local shops,...

31 Singleton Beach Place

Vacation Homes of Hilton Head

6 Bedrooms

9 Baths

This home is luxury at its finest! With over 5,500 sq.ft. of living space, this 6-bedroom 9-bathroom home features an open concept floor plan with a gourmet chef’s kitchen and the finest décor and appliances, perfect for large groups or families. The expansive living room opens...

205 Barrington Arms

Vacation Homes of Hilton Head

3 Bedrooms

3 Baths

This condo has been taken back to the studs for the TOTAL renovation including: raised ceilings, 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...

2 Collier Beach Road

Vacation Homes of Hilton Head

5 Bedrooms

5.5 Baths

2 Collier Beach in Singleton Beach is a wonderful oceanfront 5 Bedroom/5.5 Bathroom home with an oceanfront pool. This spectacular home features private baths for all bedrooms, a beautiful kitchen, numerous balconies and even a spectacular 3rd floor oceanfront family room/game room with its own wet...

21 Horvath's Peninsula

Vacation Homes of Hilton Head

6 Bedrooms

6 Baths

This oceanfront masterpiece was built in 2015 with no expense spared! Boasting 5000 square feet of living area, this 6 bedroom, 6 bathroom custom home has everything your group could dream of! Open concept living area, chef’s kitchen, over sized oceanfront pool deck, propane grill, private...

8 Terra Bella Trace

Vacation Homes of Hilton Head

6 Bedrooms

8 Baths

Callfor more information! We will update photos weekly.

Free Activities Included! Play a round of golf, explore Hilton Head on bicycle and even bring out your inner kid with a round of putt-putt golf! To enhance your vacation experience, Vacation Homes of Hilton Head includes our...

19 Singleton Beach Place

Vacation Homes of Hilton Head

6 Bedrooms

6.5 Baths

When it comes to this oceanfront property, all we can say is wow. 19 Singleton Beach Place was built with the luxury vacation renter in mind. With stunning ocean views, upscale finishes and beautiful décor, this property is definitely the cherry on top of any Hilton...

6 Terra Bella Trace

Vacation Homes of Hilton Head

6 Bedrooms

8 Baths

**NOTE: there is a new construction being built next door **

Nestled between the beautiful salt marsh and the Atlantic Ocean, 6 Terra Bella Trace an outstanding beach lover's paradise. The chef's kitchen offers top of the line Wolf and Sub-Zero appliances and oversized island with...

18 Sand Dollar Road

Vacation Homes of Hilton Head

7 Bedrooms

7 Baths

**New Paint, New Art Work, New Pool Deck & Pool Deck Furniture and New TVs all completed January/ February 2022!! **

Rest assured that you can stop your vacation rental home search because you will not find one better than this! 18 Sand Dollar is sure...

14 Whelk Street

Vacation Homes of Hilton Head

5 Bedrooms

5 Baths

We have had a busy Fall/Winter - Brand New PRIVATE Boardwalk to the beach, Patio updates, and NEW HVAC.

Nothing between you and the world famous beach of Hilton Head Island. From this incredible home, you'll be able to watch the sunrise out over the Atlantic...

10 Collier Beach Rd

Vacation Homes of Hilton Head

6 Bedrooms

7.5 Baths

This property has been taken back to the studs and completely remodeled! This beautiful 6-bedroom oceanfront home will make for the most perfect private getaway offering amazing ocean views, private pool, private beach access, a chef's kitchen and more. Call us for more details...

Free Activities...

412 Shorewood Villas

Vacation Homes of Hilton Head

3 Bedrooms

3 Baths

This beautiful oceanfront 3 bedroom/ 3 bathroom villa is perfect for vacationing couples and families. The wide floor to ceiling windows give panoramic views of the community pool and the ocean; you couldn’t ask for a better location! Plus, you will be located just steps to...

27 Singleton Beach Place

Vacation Homes of Hilton Head

6 Bedrooms

6.5 Baths

This direct oceanfront home sleeps 18 and is sure to please with its open concept floor plan and stunning 360 degree views of the ocean & beautiful marsh. This home features a chef’s kitchen which is perfect for preparing large meals, 4 master suites with luxurious...

4 Collier Beach Road

Vacation Homes of Hilton Head

6 Bedrooms

6.5 Baths

This updated oceanfront house has 6 bedrooms/6.5 bathrooms and comfortably sleeps 18 people. There are two living areas which is ideal for large groups, a private pool, and best of all, unbeatable oceanfront views. Walk over the dunes on your private boardwalk to access the beach...

14 Collier Beach Road

Vacation Homes of Hilton Head

6 Bedrooms

6 Baths

This gorgeous oceanfront estate was fully renovated in Winter 2020. This home features state-of-art chef's kitchen, open concept living and dining area that leads out to oceanfront pool, deck, and grill. The home boasts a gorgeous master suite with amazing views of the Atlantic Ocean, marble...

21 Singleton Beach Place

Vacation Homes of Hilton Head

6 Bedrooms

7.5 Baths

This 6-bedroom 7.5-bathroom extravagant home is newly constructed (just built in 2016) with amazing oceanfront views, open concept floor plan, and top of the line décor and appliances. This home is perfect for families with children or groups as it features a third-floor media room with...

6 Collier Beach Road

Vacation Homes of Hilton Head

6 Bedrooms

6.75 Baths

This updated oceanfront 6 bedroom/ 6.75 bathroom home is everything you have been looking for! With 2 living areas there is plenty of room for your group to have fun, spread out, and relax. Play pool in the top floor media room or practice your swing...

29 Singleton Beach Place

Vacation Homes of Hilton Head

6 Bedrooms

7 Baths

This home has a very modern interior design perfect for large groups, families with kids or a couple’s retreat! This home also features an open concept floor plan with a sleek and stylish gourmet kitchen that flows through to the dining room, perfect for preparing meals....

20 Horvath's Peninsula

Vacation Homes of Hilton Head

6 Bedrooms

5 Baths

This completely renovated oceanfront dream is located in the popular Burkes Beach Area. Enjoy the sprawling views from every floor! This 6 bedroom comes with FIVE KING bedrooms and a custom built bunk area for the kiddos to enjoy.

Free Activities Included! Play a round...

133 Dune Lane

Vacation Homes of Hilton Head

4 Bedrooms

4 Baths

This 4-bedroom 4 bath oceanfront home offers the best in casual beach living. Whether sipping morning coffee or enjoying an afternoon refreshment, the view will amaze you. Kitchen, living room and dining room are casual and open and offer great views of the ocean. All four...