Our summer is quickly booking up. July and early August are at over 90% occupancy. If your travel dates are flexible, please feel free to live chat with us, and we will help you find the best dates for your group!
Last Updated: July 2, 2:00 PM
Timeless Treasure – July 13-20 – 6 bed, 6 bath, huge pool, direct oceanfront – extremely rare
Pelican’s Perch – July 11-13 – 4 bed, 3.5 bath, private pool, 4th row
Pelican’s Perch – July 27-29 – 4 bed, 3.5 bath, private pool, 4th row
Driftwood – July 27 – August 3 – 4 bed, 3 bath, 2nd row, HT Pool Pass, pet friendly
Vicino Al Mare – July 6-13 – 4 bed, 4 bath, private pool and spa.
Hideaway – July 10-11 – 2 bed, 2 bath, pet friendly, private pool
Kahuna Cove – July 11-13, 3 bed, 3.5 bath, resort-like pool/spa/cabana, pet-friendly, office
Little Palm Retreat – July 14-17 – 3 bed, 2 bath, pet friendly, fenced yard, HT Pool pass
Sunny Shores – July 11-13 -4 bed, 3 bath, HT Pool Pass
Sweet Carolina – July 14-15 – 4 bed, 3 bath, pet friendly, Carolina Place Pool/Tennis/Pickleball
Sea Breeze Bliss – July 15-17 – 3 bed, 2 bath, pet friendly, HT Pool Pass
Barefoot Bungalow – July 19-20, 2 bed, 2 bath, pet friendly, private pool, spa, fully fenced yard
Vicino al Mare – July 17-20 – 4 bed, 4 bath, private pool/spa
Sea Breeze Bliss – July 21-25 – 3 bed, 2 bath, pet friendly, HT Pool Pass
Hideaway – July 28 – August 2 – 2 bed, 2 bath, pet friendly, private pool
Little Palm Retreat – July 23 – July 25 – 3 bed, 2 bath, pet friendly, fenced yard, HT Pool pass
Sea Breeze Bliss – July 28 – August 4 – 3 bed, 2 bath, pet friendly, HT Pool Pass
Beach & Bunkers – August 10-17 – 5 bed, 5.5 bath, 3rd row, private pool spa
Beach & Bunkers – August 24-29 – 5 bed, 5.5 bath, 3rd row, private pool spa
Last Updated March 19, 2024
Travel your way and help us fill in our booking calendar this spring. All homes are available for a 4-night minimum stay; check in and check out any day you please.
All our properties are single-family homes in Sea Pines Plantation, an exclusive enclave on Hilton Head Island that features 5 miles of private, sandy beaches and three public golf courses. As a matter of fact, one of the courses is the famous Harbour Town Links. Most of our vacation rental homes feature private pools and spas; many are pet-friendly!
Discount codes will automatically apply!
Our best April offers involve stays that are not your typical Saturday-to-Saturday stay. Therefore, check your calendar to see if any of these dates work for you. These discounts can’t be beat.
| Beach Access | Property | Beds | Baths | Sleeps | Pool/Spa | Pets | Check-In | Check Out | Discount |
| Harbour Town | Coastal Chic | 4 | 4.5 | 12 | Private Pool | Yes | Mon, April 22 | Sat, April 27 | 20% |
| 7 Min Bike | Hideaway | 2 | 2 | 6 | Private Pool | Yes | Mon, April 22 | Sat, April 27 | 20% |
| 5 Min Bike | Kahuna Cove | 3 | 3.5 | 8 | Private Pool/Spa | Yes | Mon, April 22 | Sat, April 27 | 20% |
| Harbour Town | Marsh View | 3 | 3.5 | 10 | Coming June ’24 | Yes | Mon, April 22 | Sat, April 27 | 20% |
| Harbour Town | Fairway Oasis | 5 | 4.5 | 11 | Private Pool/Spa | No | Mon, April 22 | Sat, April 27 | 20% |
The longer you stay, the more you save. All homes have a 4-night minimum for new reservations checking in April 1-April 30th.
4 Night Stay: Save 10%
5 – 6 Night Stay: Save 15%
7 Night Stay: Save 20%
8-21 Night Stay: Save 25%
The week before Memorial Day weekend is the best time to visit Hilton Head Island. First, the weather is excellent with average temperatures in the low 80’s. Furthermore, the island is very mellow compared to the crazy holiday week that follows. As a result, restaurants and island activities have more availability and space. Be sure to reach out to Beachside Hilton Head Island after you book to inquire about our favorite activities. As a matter of fact, we love sharing our favorite local spots with guests!
| Beach Access | Property | Beds | Baths | Sleeps | Pool/Spa | Pet Friendly | Check In | Check Out | Discount |
| 7 Min Bike | Hideaway | 2 | 2 | 6 | Private Pool | Yes | Sat, May 18 | Tue, May 21 | 25% |
| 7 Min Bike | Barefoot Bungaow | 2 | 2 | 12 | Private Pool/Spa | Yes | Sat, May 18 | Sat, May 25 | 20% |
| 3rd Row | Beach & Bunkers | 5 | 5.5 | 12 | Private Pool/Spa | No | Sat, May 18 | Sat, May 25 | 20% |
| 2nd Row | Beachwalk Cottage | 4 | 4 | 10 | Private Pool | No | Sat, May 18 | Sat, May 25 | 20% |
| 5 Minute Bike Ride to Beach | Cotton Cottage | 3 | 2 | 8 | Private Pool | Yes | Sat, May 18 | Sat, May 25 | 20% |
| 2nd Row | Dream Catcher | 5 | 4 | 12 | Private Pool/Spa | No | Sat, May 18 | Sat, May 25 | 20% |
| 5 Min Bike | Island Time | 4 | 3 | 10 | Private Pool/Spa | No | Sat, May 18 | Sat, May 25 | 20% |
| 5 Min Bike | Kahuna Cove | 3 | 3.5 | 8 | Private Pool/Spa | Yes | Sat, May 18 | Sat, May 25 | 20% |
| Harbour Town | Marsh View | 3 | 3.5 | 10 | Coming June ’24 | Yes | Sat, May 18 | Sat, May 25 | 20% |
| 2nd Row | Peek-of-Blue | 6 | 5 | 17 | Private Pool/Spa | No | Sat, May 18 | Sat, May 25 | 20% |
| 5 Min Bike | Southern Charm | 4 | 4.5 | 12 | Private Pool | No | Mon, May 20 | Sat, May 25 | 25% |
The longer you stay, the more you save. All homes have a 4-night minimum for new reservations checking in May 1 – 31.
4 Night Stay: Save 5%
5 – 6 Night Stay: Save 10%
7 Night Stay: Save 15%
8-21 Night Stay: Save 20%
Who doesn’t like a warm private pool for free? The following houses offer free pool heat—we heat the pool to 86 degrees.
