Memorial Day Vacation Rentals

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Memorial Day Weekend marks the unofficial start of summer, and there are few better places to celebrate than Hilton Head Island. With warm sunshine, beautiful beaches, world-class golf, waterfront dining, and family-friendly activities, the island comes alive as visitors gather to honor our nation's heroes while enjoying one of the most anticipated holiday weekends of the year. 

Whether you're planning a long weekend with family, a golf getaway with friends, or a relaxing beach vacation, Memorial Day is the perfect time to experience everything Hilton Head Island has to offer. From sunrise walks along the Atlantic Ocean to sunset dinners overlooking the water, every day offers new opportunities to create lasting memories.

Memorial Day weekend is one of the first opportunities each year to fully enjoy Hilton Head's spectacular beaches. Miles of wide, hard-packed sand make it easy to walk, bike, or simply relax while listening to the waves. Families can spend the day building sandcastles, swimming, shell collecting, or playing beach games, while early risers are rewarded with breathtaking sunrises over the Atlantic. 

Popular beach areas such as Coligny Beach Park, Sea Pines Beach Club, Folly Field Beach Park, and Driessen Beach Park offer convenient access and amenities, making it easy to enjoy a full day by the ocean.


Properties Available 185 properties available
Plantation Club 526 has a Master bedroom with a King Bed. Guest bedroom has two twin beds + a Queen Sleeper Sofa in the living room. Two full baths both with tub/showers. The beautiful view from the back patio is of the premier 9th Fairway of the Atlantic Dunes Golf Course designed by Davis Love. Plantation Club has an on-site pool and the Ocean
Plantation Club 526
Villa
Total Price: $1,575.03
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.2 (15)
Shorewood is a five story elevator building located in South Forest Beach. Among the amenities offered throughout Hilton Head Island, Shorewood is two blocks from the Coligny Beach Market, a quaint downtown area that offers guests a wide selection of restaurants, shopping and activities. This over 1200 Square Feet of comfortable living space has
Shorewood 338
Villa
Total Price: $2,695.73
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 (39)
Welcome to 55 Wood Duck Road! Located within the Sea Pines Resort and in the Club Course neighborhood; this modernized single level ranch home offers 3 Bedrooms 3 Full Baths offering tranquil views of nature and the golf course. This Ground Level Home has a modern feel with a renovated Galley kitchen with updated stainless appliances and living
Hot HOT 24
Wood Duck Road 55
Sea Pines Pet Friendly
Total Price: $2,538.80
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (7)
The Greens 108 is 2 Bedroom/2.5 Bathroom spacious updated townhouse. I King in the bedroom, two twins in guest bedroom, a sleeper sofa in the living room. It is located in the front section of The Greens (closest to the beach) with a wonderful Golf View and easy beach access. The tennis center and golf clubhouse are nearby and bike paths go right
The Greens 108
Villa
Total Price: $2,031.06
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (35)
Courtside 58 is a ground floor apartment with no steps to navigate. Courtside is 1.5 blocks from the beach and next door to Van Der Meer Tennis Center. A special membership with Van der Meer provides Courtside guests with tennis privileges up to one hour per day per condo. This community has two on-site pools, a lagoon with fountain, and parking at
1st Floor No Steps 1st Floor No Steps
1st Floor No Steps
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028095
Courtside 58
Villa
Total Price: $1,413.12
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.2 (21)
NEW FOR SPRING 2025. This nicely updated condominium has stone countertops, hardwood flooring throughout and has a bright and airy decor. Recently renovated bathrooms. It has a convenient 2nd floor entry and exit to the patio and pool deck and is a short 1.5 blocks to the beach (5 to 7 Minute Walk). Each bedroom has a King size bed. Primary Bathro
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #029446
Courtside 81
Villa
Total Price: $1,633.81
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (32)
Guest staying in Courtside #104 will feel right at home at the beach. The soft beach colors instantly make you feel relaxed and welcome. The owners have put the best finishing touches on this townhouse, it is a must see! Courtside is located in the Forest Beach area near Coligny Plaza. Coligny Plaza has many shops and restaurants, nightlife and
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #075984
Courtside 104
Townhouse
Total Price: $1,465.33
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (34)
1905 SOUTH BEACH CLUB VILLA This delightful first floor villa offers fabulous views of the Ocean, Beach, Sound and Beachfront Pool. This villa has been recently updated in 2025 and is sure to please every member of your family. It is within easy walking distance to the South Beach Marina Village and the ever popular Salty Dog Cafe. This unique v
Hot HOT 17
South Beach Club 1905
Sea Pines Resort
Total Price: $5,815.43
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (19)
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 7 is a two-story townhouse, one flight above street level. Surf Court 7 was renovated in 2011. The kitchen and 2 1/2 baths have been completely redone. King bed in master bedroom, two queens in bedroom 2, living room sleeper sofa.
Surf Court 7
Villa
Total Price: $1,556.69
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (21)
415 CAPTAINS WALK The Captains Walk Villas offer sensational oceanfront views plus an oceanfront pool and baby pool right on site for the guests of Captains Walk & Captains Cove. This villa provides an oceanfront view from the kitchen to the master bedroom and is just steps to the beach. 415 Captains Walk, located on the 3rd floor, has a panora
Hot HOT 59
Captains Walk 415
Palmetto Dunes
Total Price: $4,302.38
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (35)
Guests staying in Shorewood 201 enjoy panoramic views of the Atlantic Ocean and the beach as far as the eye can see. After hours in the surf, vacationers return from the ocean via the private beach walkway and then dip into the oceanfront swimming pool or a seasonally heated spa. Pool is Heated March 1 - April 30 and Oct 1 - November 30. Toddlers h
Shorewood 201
Villa
Total Price: $6,623.04
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (42)
Springwood 67 is a first floor villa located a short walk or bike ride to the beach. Easy access to pool and no-stairs make it in-demand. Van der Meer Tennis Center is located directly across the street and Springwood is within walking distance of Coligny Plaza, the Beach Market and Park. This quaint downtown area offers guests a wide selection of
Springwood 67
Villa
Total Price: $1,429.73
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4 (7)

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