House - Rating 5 (4)

5 Calibogue Cay | Sea Pines

$254.00 - $762.00 / night + taxes

Bedroom 4 bedrooms
Bathroom 3 bathrooms
Half Bathrooms 1 bath
Guests 10 guests
Pets Allowed Pets Allowed
Complimentary Concierge Services Included Complimentary Concierge Services Included

  • Address: 5 Calibogue Cay
  • Location: Drive/Ride to Beach
  • Type: House
  • View: Lagoon View
Tags Save 10% Off In June!
+
Tags Repeat Guest | 10% OFF on your 2025 Stay
+
Tags Island Time Honors Our Heroes!
+
Tags Stay Longer and Save On Your Beach Vacation
+

Bedding Bedding
User
Additional Bedding
Sleeps: 1
1 Sleeper Sofa

User User
Bedroom 1
Sleeps: 2
1 King

Attached Full Bath

User User
Bedroom 2
Sleeps: 2
2 Queen Beds

Attached Full Bath

User User User User User
Bedroom 3
Sleeps: 5
1 queen, 2 day beds and a trundle.

Attached Full Bath

User User User
Bedroom 4
Sleeps: 3
2 Queen Beds


Description Description
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.

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.


Amenities 46 Amenities
Key Features
  • Community Playground Community Playground
  • Complimentary Concierge Services Included Complimentary Concierge Services Included
  • Lagoon View Lagoon View
  • Vay K Life Vay K Life
Bathrooms
  • Bath Towels Bath Towels
  • Hair Dryer Hair Dryer
  • Travel sized toiletries (shower gel, shampoo, conditioner, soap) Travel sized toiletries (shower gel, shampoo, conditioner, soap)
Bedrooms
  • Bedding & Sheets Bedding & Sheets
  • Hangers Hangers
  • Pillows & Blankets Pillows & Blankets
Games & Entertainment
  • Ping Pong Table Ping Pong Table
  • TV TV
Heating & Cooling
  • Air Conditioning Air Conditioning
  • Heating Heating
Housekeeping
  • Dryer Dryer
  • Iron Iron
  • Washing Machine Washing Machine
Indoor
  • No Smoking No Smoking
  • Pet Allowed Pet Allowed
Internet & Workspace
  • Desk Desk
  • Wifi Wifi
Kitchen & Dining
  • Bakeware Bakeware
  • Bowls, Plates, Mugs Bowls, Plates, Mugs
  • Cookware Cookware
  • Dinnerware Dinnerware
  • Dishwasher Dishwasher
  • Drip Coffee Maker Drip Coffee Maker
  • Forks, Spoons, Knives Forks, Spoons, Knives
  • Fridge Fridge
  • Glassware Glassware
  • Microwave Microwave
  • Oven Oven
  • Paper Towels, etc. Paper Towels, etc.
  • Pots, Pans, Cutting Boards, Knives Pots, Pans, Cutting Boards, Knives
  • Stove Stove
Outdoor
  • Outdoor Grill Outdoor Grill
  • Private Grill Private Grill
Parking & Facilities
  • Garage Access Garage Access
Pool & Spa
  • Heatable Pool Heatable Pool
  • Private Pool Private Pool
Property Features
  • Winter Monthly Stay Winter Monthly Stay
Safety
  • Clean with disinfectant Clean with disinfectant
  • Enhanced cleaning practices Enhanced cleaning practices
  • Keyless, no contact check-in and check-out Keyless, no contact check-in and check-out
  • Towels and bedding washed in water that’s at least 60°C/140°F between stays Towels and bedding washed in water that’s at least 60°C/140°F between stays
  • Harbour Town

Reviews Rating 5 (4) Reviews
Rating 5
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!!
Lori B. from Seattle - Posted: 4/28/2025
Thank you for the wonderful review! We’re so glad your family, including your pup, had such a memorable stay. It sounds like you had a blast with the pool and wildlife! We’d love to host you again in the future.
Island Time Hilton Head staff
Rating 5
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.
Tom H. from The Villages - Posted: 6/30/2024
Love it! Thank you, Tom, we are so happy, that you enjoyed your visit and look forward to having you back on the Island again very soon!
Island Time Hilton Head staff
Rating 5
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.
Anonymous from Akron - Posted: 6/12/2023
Thank you for sharing your feedback Margaret. We definitely share your feedback with the owner. We are happy you enjoyed your stay and hope to welcome you back to the Island soon.
Island Time Hilton Head staff
Rating 5
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.
Brandi B. from Southport - Posted: 5/1/2023
Thank you for the kind words Brandi! We are happy to hear you had a relaxing stay and hope to welcome you back to the island soon!
Island Time Hilton Head staff
Swipe Swipe for More Reviews

Location +

Location

2025 Beach Renourishment +

THE FOLLOWING INFORMATION IS provided by the TOWN OF HILTON HEAD ISLAND 

Hilton Head Island's beach is crucial to both residents and the local economy. To preserve this valuable resource, the Town has planned a beach restoration project for Summer 2025, funded primarily by tourism through the local Beach Preservation Fee.

PROJECT OVERVIEW
  • The 2025 beach renourishment is expected to be similar to the previous projects in 1990, 1997, 2006 and 2016.
  • The proposed project will include the placement of approximately 2.2 million cubic yards of beach compatible sand from up to four offshore borrow areas along about 46,500 ft of Atlantic Ocean and Port Royal Sound shoreline.
  • This project is part of the Town's ongoing beach management program, with renourishment scheduled every 8 to 10 years, depending on weather and beach conditions.
  • Pine Island in Hilton Head Plantation will be included in the 2025 restoration. 
SAND PLACEMENT

The proposed project will include sand placement along five areas of the island shoreline:

  1. South Beach / South Island - Approximately 750,000 cubic yards of sand along approximately 10,230 feet of the southern Atlantic Ocean shoreline.
  2. Central Island - Approximately 700,000 cubic yards along 28,860 feet of Atlantic Ocean shoreline.
  3. The Heel - Approximately 500,000 cubic yards of sand along 5,280 feet at the northeast point of the island at the intersection of the Atlantic Ocean and Port Royal Sound shoreline.
  4. Fish Haul Creek - Approximately 50,000 cubic yards of sand along about 2,130 feet of Port Royal Sound shoreline.
  5. Pine Island - Approximately 180,000 cubic yards of beach compatible sand and construction of six rock breakwaters on the Port Royal Sound shoreline of Hilton Head Plantation between Dolphin Head and Pine Island.
CONSTRUCTION PROCESS

The nourishment sand will be excavated by hydraulic dredge from two offshore shoal features.

  • Up to 50,000 feet of pipeline will be trucked or floated to the island by way of large rafts, then moved onto the beach.
  • The pipeline will be piled in stacks along the shoreline until needed during construction.
  • During construction, many miles of pipeline will be submerged on the ocean floor between the offshore borrow sites and the beach.
  • The rest of the pipeline will be laid progressively along the newly constructed beach as the fill sand is pumped on shore.

The dredge will pump a mixture of sand and seawater through the pipeline, and will discharge it onto the beach.

  • There, it will flow parallel to the shoreline - allowing the sand to settle out and the water to return to the sea.
  • Bulldozers and other heavy construction machinery will constantly shape the sand to meet the design specifications.

Project construction is expected to last approximately six months, operating around the clock.

  • On average, the process should move along the shoreline at a rate of about 200 to 300 feet per day.
  • As the fill placement progresses, approximately 1,000 foot sections of the beach are closed temporarily to pedestrian access.
  • Several days of work activity will occur seaward of any one piece of oceanfront property in the 1,000 foot active work area along the beach.
  • Once placed and rough-graded, the new beach is immediately reopened to the public.
IMPACTS ON RESIDENTS AND VISITORS
  • Construction noise will primarily involve bulldozers shaping the sand as it is deposited.
  • Disruptions at individual properties generally last about three or four days as the renourishment operation progresses.
  • Adjacent property owners, or renters, may experience short-term minor inconveniences.
PROJECT BENEFITS

Preserving Hilton Head Island's beaches supports the local environment, economy, and quality of life for residents and visitors alike

The project is sponsored and funded by the Town of Hilton Head Island and engineered by is Olsen Associates, Inc.


What to do nearby
Beach Club
Beach Club
1.26 miles

Unwind at the Beach Club, enjoying oceanfront dining, and a rooftop bar.
Harbour Town
Harbour Town
0.76 miles

Take a stroll past the Harbour Town Lighthouse onto the pier and watch the boats.
RBC Heritage
RBC Heritage
0.82 miles

Feel the thrill of the RBC Heritage at Harbour Town Golf Links.
Lighthouse
Lighthouse
0.84 miles

Climb the Lighthouse for panoramic views and explore the island's rich history.
Play Pickleball
Play Pickleball
2.48 miles

Join the excitement at South Beach Marina! After your match, relax and enjoy the view!
Atlantic Dunes
Atlantic Dunes
1.07 miles

Enjoy a memorable round at this beautifully constructed ocean course.
Heron Point Course
Heron Point Course
1.07 miles

Tackle the challenge of this golf course for a memorable golfing experience.
Golf Links
Golf Links
0.82 miles

Test your skills at the Golf Links, home to the RBC Heritage and one of the world's top courses.
Stan Smith Academy
Stan Smith Academy
0.76 miles

Join the Smith Sterns Academy to hone your skills with world-class coaching.
Forest Preserve
Forest Preserve
0.48 miles

Stroll through the Forest Preserve's trails, enjoying shady paths, wildlife, and scenic lakes.
Trail Rides
Trail Rides
0.48 miles

Enjoy a peaceful horseback ride through shaded trails and open fields, taking in nature’s beauty.
Pony Rides
Pony Rides
0.48 miles

Treat the little ones to a gentle pony ride, where they can enjoy a fun, safe adventure.
Animal Farm
Animal Farm
0.48 miles

Visit the animal farm to meet friendly goats, chickens, and more.
Water Activities
Water Activities


From jet skiing to paddle boarding and kayaking along scenic waterways.
Sea Pines Center
Sea Pines Center
0.75 miles

Explore Sea Pines shopping center for local crafts, dining, and relaxing spa services.
South Beach Marina
South Beach Marina
2.47 miles

Visit South Beach Marina for dining, shopping, and water sports all in one spot!
Salty Dog Cafe
Salty Dog Cafe
2.47 miles

Savor the world-famous Salty Dog Cafe, where delicious food and ice cream await!
Fitness Center
Fitness Center
0.75 miles

Stay active on vacation with the fitness center offering top equipment.
Bike Paths
Bike Paths


Embark on an active adventure with 15-mile network of leisure paths.
Stoney Baynard
Stoney Baynard
1.51 miles

Explore the rich history at Baynard Ruins and wonder the archaeological remains
Gregg Russell
Gregg Russell
0.84 miles

Experience the magic of live music under the Liberty Oak with interactive sing-alongs.
Prev
Next

Pricing Calendar Pricing Calendar
Daily Rental Rate only. Choose your dates for Total Price.
We have no hidden fees! Our pricing is transparent, so what you see is what you are paying. Click here to see our pricing breakdown.
Available
Unavailable
Check-In
Check-Out
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $362 23
$343 24 $322 25 $325 26 $339 27 $434 28 $451 29 $434 30
$413 31            
September 2025
Su Mo Tu We Th Fr Sa
  $447 1 $439 2 $367 3 $383 4 $397 5 $395 6
$352 7 $331 8 $330 9 $337 10 $350 11 $357 12 $346 13
$325 14 $309 15 $311 16 $321 17 $337 18 $368 19 $358 20
$324 21 $308 22 $311 23 $320 24 $336 25 $347 26 $340 27
$325 28 $309 29 $312 30        
October 2025
Su Mo Tu We Th Fr Sa
      $322 1 $337 2 $348 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 $318 21 $327 22 $341 23 $351 24 $342 25
$327 26 $309 27 $311 28 $319 29 $332 30 $341 31  
November 2025
Su Mo Tu We Th Fr Sa
            $333 1
$317 2 $300 3 $302 4 $310 5 $323 6 $362 7 $325 8
$309 9 $293 10 $294 11 $302 12 $315 13 $326 14 $321 15
$304 16 $288 17 $290 18 $300 19 $314 20 $328 21 22
23 24 25 26 27 28 $475 29
$384 30            
December 2025
Su Mo Tu We Th Fr Sa
  $294 1 $295 2 $304 3 $318 4 $331 5 $318 6
$302 7 $287 8 $289 9 $298 10 $312 11 $324 12 $318 13
$301 14 $286 15 $287 16 $295 17 $308 18 $315 19 $328 20
$312 21 $295 22 $297 23 $329 24 $343 25 $352 26 $356 27
$355 28 $310 29 $314 30 $357 31      
January 2026
Su Mo Tu We Th Fr Sa
        $390 1 $394 2 $367 3
$278 4 $262 5 $263 6 $271 7 $284 8 $293 9 $285 10
$270 11 $254 12 $256 13 $264 14 $277 15 $288 16 $285 17
$269 18 $255 19 $257 20 $267 21 $281 22 $292 23 $284 24
$269 25 $254 26 $257 27 $266 28 $280 29 $288 30 $284 31
February 2026
Su Mo Tu We Th Fr Sa
$270 1 $255 2 $258 3 $267 4 $280 5 $289 6 $285 7
$270 8 $256 9 $258 10 $267 11 $285 12 $294 13 $288 14
$279 15 $267 16 $272 17 $283 18 $301 19 $316 20 $311 21
$299 22 $285 23 $291 24 $305 25 $324 26 $338 27 $338 28
March 2026
Su Mo Tu We Th Fr Sa
$325 1 $310 2 $316 3 $331 4 $352 5 $366 6 $366 7
$351 8 $334 9 $340 10 $356 11 $377 12 $393 13 $392 14
$371 15 $350 16 $354 17 $366 18 $384 19 $395 20 $393 21
$371 22 $349 23 $354 24 25 26 27 28
29 30 31        
April 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 $654 18
$639 19 $447 20 $378 21 $398 22 $447 23 $480 24 $461 25
$378 26 $359 27 $364 28 $380 29 $405 30    
May 2026
Su Mo Tu We Th Fr Sa
          $423 1 $410 2
$389 3 $369 4 $374 5 $388 6 $411 7 $432 8 $426 9
$405 10 $381 11 $387 12 $405 13 $434 14 $480 15 $450 16
$424 17 $399 18 $403 19 $424 20 $593 21 $615 22 $744 23
$750 24 $762 25 $585 26 $502 27 $575 28 $591 29 $614 30
$559 31            
Swipe Swipe for Availability

Have a question? Have a question? Customer Questions & Answers
Is there a bathroom on the lower level with the 4th bedroom and living space.
- Posted: 09/15/2023

Answer:

There is not a bathroom on this level. There is a powder room on the main level and full bathroom in the primary bedroom. 

Hi there, can you please tell me what the cost to heat the pool would be for May 1-6? thanks Sue
Anonymous U - Posted: 01/16/2025

Answer:

Please give our office a call for more information on pool heating. 

Are there bikes included with this property?
Anonymous U - Posted: 02/15/2025

Answer:

There are no bikes provided at any of our properties, but we do offer a VayK Gear credit where you will be able to rent bikes during your stay. 

Swipe Swipe for More FAQs

Request More Info Request More Info
I agree

Recommended For You Recommended For You