Picture Perfect Beach Retreat with private pool and theatre

swipe
Tap or Swipe to see more photos

House For Rent Daily, Weekly, Monthly

5 Calibogue Cay

Hilton Head Island, South Carolina 29926


Nightly Rates: $518 - 893

 3.5   Sleeps 10

Minimum Stay: 3-30 nights

Pool: Yes  Sq Ft: 3294

Private Pool

 Pet Friendly: Yes

Availability Calendar  |  Rates  |  Description  |  Amenities  |  Map  |  Reviews
 

Welcome to this distinctive vacation property managed locally by (Property Management).

This amazing island getaway is nestled among the pines beside a lagoon on 1.9 acres in the heart of Sea Pines.

This beach home offers beautiful high-end finishes in the huge eat-in kitchen and throughout, including the spacious dining room, living room, and first-floor master suite. The media room, bedrooms, and bathrooms are luxurious and comfortable. Expansive views of the pool area and lagoon will amaze you as you look through the floor-to-ceiling windows and six sets of French doors.

Bedroom 1 is located on the first floor and is a primary king suite with an ensuite bathroom featuring a large tub and walk-in shower. Two bedrooms are located on the second floor. Bedroom 2 has two queen beds and an ensuite bathroom featuring a walk-in shower. Bedroom 3 has a 1 queen, 2 day beds and a trundle.. On the ground level, next to the third living space, sits a bonus room with two queen beds.

The open, bright, and low-country vibe of this very private home makes it a perfect beach retreat. Although it is tucked away, it is only 1 mile to Harbor Town and 1 mile to the beach, with bike trails everywhere and the equestrian center right around the corner! For luxury and comfort, this beach house can truly make your vacation dreams a reality.

Key Features
• Proximity to the beach: 10 minute bike ride
• The pool can be heated for an additional charge, give us a call for heating rates and to make arrangements. Pool heat must be scheduled at 14 days prior to arrival. Additional fees apply for last minute requests prior to arrival or after arriving at the property. If the weather drops below 60 degrees, the pool may not be capable of being heated and or reaching optimal temperature.
• Pool Dimension - 15" x 30
• Pets are allowed for an additional charge, please give us a call for details and rates.
• Sea Pines Resort Amenities

Rent price includes: Rental Rate, Hospitality Program, Beach Gear Credit, Booking Processing Fees, and Departure Clean. Your Luxury Concierge is included with no additional cost.

Rate Types: N - Nightly, W - Weekly, We - Weekend, Mw - Midweek, M - Monthly
FromToTypeDaily RateMin.
Stay
1/1/2512/31/25N$518-6923
1/1/2512/31/25W$408-5567
1/1/2512/31/25Mw$522-6743
1/1/2612/31/26N$541-8933
1/1/2612/31/26W$429-1,1587
1/1/2612/31/26M$268-76030
1/1/2612/31/26Mw$541-8933

Check Prices
  Click on the map to activate it
static map
Amenities:

  • churches
  • cinemas
  • festivals
  • playground
  • restaurants
  • Dining
  • Ping Pong Table
  • Satellite / Cable
  • Television
  • Air Conditioning
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Desk
  • Wifi
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Table
  • Outdoor Grill
  • Heated Pool
  • Private Pool
  • children welcome
  • non smoking only
  • pets considered
  • Minimum Age Limit for Renters
  • Dining Area
  • Outdoor lighting
  • Smoke detectors
  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Enhanced cleaning practices
  • Clean with disinfectant
  • No-contact check-in and check-out
  • Towels and bedding washed in water that's at least 60sC/140sF
  • SafeHome (VRMA & VRHP)
  • Full Kitchen
  • Refrigerator
  • Coffee Maker
  • Microwave
  • Toaster
  • Cookware
  • Bakeware
  • Bowls Plates Mugs
  • Dinnerware
  • Pots Pans Cutting boards Knives
  • Glassware
  • Starter Kitchen Amenities
  • Ice Maker
  • Central Air
  • Air Conditioning
  • Washer & Dryer
  • Ironing Board
  • Hangers
  • Pillows and Blankets
  • Bedding and Sheets
  • Nearby ATM
  • Nearby Post Office
  • Nearby Internet Cafe
  • Nearby FedEx
  • Nearby Bank
  • Nearby Medical Services
  • Nearby Grocery
  • Outlet Shopping
  • Movie Theatres
  • Golf Course
  • Keyless
  • Internet
  • Linens Provided
  • Starter Bathroom Amenities
  • Beach Gear / Bikes & Activities
  • Winter Monthly Rentals
  • Complimentary Concierge Services
  • Symphony Orchestra
  • Beach
  • Tennis
  • Private Pool
  • Heatable Pool
  • BBQ Grill
  • Gas Grill
  • Near Beach
  • Lagoon View
  • Cable TV
  • Streaming TV's

Internet Access Available: Yes

Washer Dryer: Yes

Pets: Yes

Pool: Yes

Policies:
Check-InCheck-Out
16:0010:00

Pets Allowed
CANCELLATION POLICY

Villas:
• Before 31 days of arrival date we will refund the initial payment after the forfeiture of the booking processing fee plus tax and the Credit Card fee plus tax if applicable.
• Inside 30 days of arrival date all payments are nonrefundable
• The Booking Processing Fee plus tax and Credit Card fee plus tax are non-refundable.

Homes:
• Before 61 days of arrival date we will refund the initial payment after the forfeiture of the booking processing fee plus tax and the Credit Card fee plus tax if applicable.
• Between 60 and 31 days prior forfeiture of 50% of the total booking charges.
• Inside 30 days of arrival date all payments are nonrefundable
• The Booking Processing Fee plus tax and Credit Card fee plus tax are non-refundable.

Long Stay Reservations – reservations for 28 days or more.
• Before 91 Days of arrival date we will refund the initial payment after the forfeiture of the booking processing fee plus tax and the Credit Card fee plus tax if applicable.
• Inside 60 days of arrival date all payments are nonrefundable
• The Booking Processing Fee plus tax and Credit Card fee plus tax are non-refundable.

Trip Preservation –We recommend purchasing travel insurance to protect your investment. If Guest has purchased travel insurance, any or all trip reimbursement will be subject to the policy terms and conditions. The travel insurance agreement is between Guest and the Policy Provider. (Property Management) is not the policy provider, Rental Guardian Insurance Services is the holder.
• If selected, the travel insurance premium is charged at the time of selection and is nonrefundable.

Early Departures and No Shows - No refunds for early departures or no-shows. If you have purchased travel insurance, any or all trip reimbursement will be subject to the policy terms and conditions.

Storms - There are no refunds given for cancelation or interruption of your stay due to an event of inclement weather including: a tropical storm, tropical depression, hurricane, or named storm, and all payments will be forfeited. If Guest has purchased travel insurance, any or all trip reimbursement is between you and the insurance company and will be subject to the policy terms and conditions.

Cancellation Refund Schedule –The Cancellation Policy is binding at the time of booking; as outlined in Reservation Confirmation, failure to complete the rental agreement does not exclude Guest from responsibilities of the Cancellation Policy.

Nearby Activities in Hilton Head Island

Visit Hilton Head Island for PGA-level Golf and Vibrant Beaches- Although it sits off of the east coast of South Carolina, Hilton Head Island is only 20 miles from Savannah, Georgia. This island is a hot spot for golfers, beach enthusiasts, and anyone who wants to have a good time at the coast. If this describes you, then head on over to a Hilton Head beach house for your next vacation.

Things To Do in Hilton Head Island

World-class Golf at Hilton Head Hilton Head is a fantastic place to vacation for golf fans and golfers alike. The island is loaded with golf courses; there are 24 currently in operation, and many of them are distinguished as some of the best golf destinations in the country. For example, the Celebrity Golf Tournament is held at the Golf Club at Indigo Run, the Robert Trent Jones course, and the Harbour Town Golf Links. The Heritage Classic PGA Tour has been played at the Ha.. read more

Guest Reviews:
Write a Review!

"Good, bad and ugly


The good:
Nice pool
Spacious home
Comfy beds
Nice layout
Good location close to Harbor Town and Beach club

Bad
Refrigerator filter water and ice maker did not work. Island Time sent someone out who flipped a bar and said there you go - still did not work. Had to buy a bag of ice and several jugs of water instead
Upstairs shower drain partially clogged which caused one to stand in inches of water while showering

Ugly
The windows were covered in dirt and green algae. The property manager came out and said it was not due for a power wash until November. We asked for supplies to clean them ourselves. They said they could not do that. I went to Home Depot and spent $55 on a window cleaning set and did them myself before our kids arrived as it was just too embarrassing and disgusting to live with for a week.
The carpet should have been replace 5 years ago. Very worn and dirty. We picked up a can of woolite to at least get the worst of the stains removed.

I put the blame for most of this on the property management company. We have a rental in Scottsdale, AZ and I would be mortified if my agent let a guest check in with the windows and carpets in that condition. It was property management malpractice.

We enjoyed our family time on the island, but the unsatisfactory things mentioned above would keep up from returning to this home or ever consider using Island Time again for future stays. "
Sep 29, 2025 - Ron C., Dayton, OH



"The perfect week!
We have been coming to HHI for 40 years. This is the first time with our young grandchildren and renting with Island Time. From the moment we booked our reservation to the moment we checked out they were there to answer any questions for us and periodically checked in with us. The refrigerator was leaking some water and within an hour someone was there to fix it! The house was a perfect fit for us. Lots of room for family gatherings and everyone also had their own space. The ping pong on the garage was also a fun way to end our days. We loved the secluded feeling and seeing the wildlife off the deck! We will definitely boom this house again. Thanks for the memories! "
Aug 25, 2025 - Dawn Y., Millsboro, DE



"This was a beautiful home!
This home was amazing ! Beautiful pool, gorgeous kitchen and very comfortable bedroom! Everything was so clean and tidy! "
Aug 18, 2025 - Shawn R., Uniontown, OH



"Family vacation
The house was beautiful,the pool was clean with scheduled service. I loved cooking in the kitchen. The AC quit and they promptly had a service man out to fix it. I highly recommend this property and Island Time for future vacation property. I have many memories to cherish. "
Jul 20, 2025 - Raymond C., New Albany, IN



"Perfect place
The rental place was so good, I either got a call or text every single day checking on us. Very very helpful "
Jul 13, 2025 - Debbie A., Baxter, KY



"Like Staying In A Nature Preserve!
The house was amazing and there were so many tiny alligators and big birds in the lagoon behind the house. The pool was a hit too. Perfect vacation home, though I will say the beach is quite a bit away. Almost need someone to drive you there or the trolley lot."
Jun 23, 2025 - Kyle D., Dayton, OH



"The Perfect Family Vacation Home!
This property was absolutely perfect! We stayed here over April vacation with myself, husband, our 3 young boys, and our pup. The house is maintained very well, my boys absolutely loved seeing the alligators off the back deck (they cannot get up, all very safe). The pool was so much fun, and the house is stocked well in the garage with beach chairs and toys. Great spot - thanks for having us and giving us great memories!!"
May 01, 2025 - Lori B., Seattle, WA



"HHI DREAM
I couldn’t have asked for a better rental or response from Island Time. The house overall was very clean and accommodating. Very spacious and in a great location! There were some issues that I did tell the rental place about- they were there to respond by the next day. Overall, we’d stay with this company again! The home itself needs a little work- minor things....electrical overall needs redone!"
Jul 16, 2024 - Kristi C., Clinton, OH



"Vacation in June 2024 at 5 Calibogue Cay
No problem for the whole week. property management staffs are very professional and friendly. great smile from everybody I met. Like to do that again in the future."
Jun 30, 2024 - Tom H., The Villages, FL



"Nice Spot for Family Get Together
Overall, we thoroughly enjoyed our stay here. It has a very private location. The home is set back from the road among the trees with a lagoon behind it. Everyone enjoyed watching the wildlife in and around the lagoon. We had up to four alligators, many turtles and several large birds on a regular basis. The alligators were fairly small ranging from 3 to 5 feet. The home is beautiful inside and well furnished. Please note the property description is a little deceiving. There are 4 bedrooms total with 3 full baths and a half bath. The home has three levels. The master with en-suite bath is on the main level. The half bath is on the main level. There are two bedrooms upstairs with en-suite baths. The fourth bedroom with two queen beds is in the basement with no bathroom on that level. Whoever stays in this bedroom must share with someone that has en-suite baths. In our case, my two granddaughters, both in college, had to use the master bath. If four couples rented this property, it would be very inconvenient. The management team quickly resolved minor maintenance issues when called. Overall, a wonderful place to rent. "
Jul 29, 2023 - , Blairsville, GA



"Amazing nature house
Such a beautiful comfortable home for our family vacation. Very spacious. Pool was wonderful and clean. The view over the deck rail is what made this house special as the turtles, birds and alligators were always there looking up at us, then the tree frogs start singing at night. The house was very clean ,could use repairs on deck door handle, shower drain and repair on kitchen cabinets. "
Jun 12, 2023 - , Akron, OH



"Privacy, relaxation in a great home!
We came for a vacation with friends. Home was large, clean and comfortable. Lots of privacy and animals (birds, turtles and yes alligators in the pond... exactly what you expect while in SC). We felt safe the entire time.
Island Time was very responsive and helpful with the questions we had.
"
May 01, 2023 - Brandi B., Southport, NC


Contact Information:
Vacation Rental Beach House in Hilton Head Island, South Carolina

Ad Number: 3268758  2569-243879

Viewed: 1328 times.

Updated: Dec 05, 2025

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Note: BeachHouse.com does not own or manage any of these properties.
Please contact the property manager or homeowner directly by using this form.