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  • View of 5th Tee


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  • Living Room


    26-Old-Military-RoadLiving-Room-13588-big.jpeg
  • Den


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  • Den, Twin with Trundle


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  • Den, Twin with Trundle


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  • Dining Room off Den


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  • Kitchen


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  • Kitchen


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  • Powder Room


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  • Master Bedroom


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  • Master Bathroom


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  • Master Bedroom


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  • Master Bathroom


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  • Master Bathroom


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  • Twin Bedroom


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  • Jack and Jill Bathroom


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  • Queen Bedroom


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  • Queen Bedroom


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  • Pool View


    26-Old-Military-RoadPool-View-13605-big.jpeg
  • Private Pool


    26-Old-Military-RoadPrivate-Pool-13606-big.jpeg
  • Outdoor Seating


    26-Old-Military-RoadOutdoor-Seating-13607-big.jpeg
  • View of 5th Tee


    26-Old-Military-RoadView-of-5th-Tee-13608-big.jpeg
  • Entrance


    26-Old-Military-RoadEntrance-13609-big.jpeg
  • The Sea Pines Resort Fitness Center


    The-Sea-Pines-Resort-Fitness-CenterThe-Sea-Pines-Resort-Fitness-Center-12557-big.jpeg
  • Harbour Town Pool


    Harbour-Town-PoolHarbour-Town-Pool-12558-big.jpeg
  • The Sea Pines Resort Racquet Club


    The-Sea-Pines-Resort-Racquet-ClubThe-Sea-Pines-Resort-Racquet-Club-12559-big.jpeg
  • The Sea Pines Resort Beach Club


    The-Sea-Pines-Resort-Beach-ClubThe-Sea-Pines-Resort-Beach-Club-12560-big.jpeg
  • Family Biking


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  • Harbour Town - Liberty Oak


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  • Atlantic Dunes by Davis Love III


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  • Harbour Town Pier


    Harbour-Town-PierHarbour-Town-Pier-12564-big.jpeg
  • Links Resturant, an American Grill


    Links-Resturant,-an-American-GrillLinks-Resturant,-an-American-Grill-12565-big.jpeg
  • Plantation Golf Club


    Plantation-Golf-ClubPlantation-Golf-Club-12566-big.jpeg
  • The Sea Pines Resort Beach Club


    The-Sea-Pines-Resort-Beach-ClubThe-Sea-Pines-Resort-Beach-Club-12567-big.jpeg
  • Sunset at The Sea Pines Resort Beach Club


    Sunset-at-The-Sea-Pines-Resort-Beach-ClubSunset-at-The-Sea-Pines-Resort-Beach-Club-12568-big.jpeg
  • 26-Old-Military-RoadView-of-5th-Tee-13587-small.jpeg
  • 26-Old-Military-RoadLiving-Room-13588-small.jpeg
  • 26-Old-Military-RoadDen-13589-small.jpeg
  • 26-Old-Military-RoadDen,-Twin-with-Trundle-13590-small.jpeg
  • 26-Old-Military-RoadDen,-Twin-with-Trundle-13591-small.jpeg
  • 26-Old-Military-RoadDining-Room-off-Den-13592-small.jpeg
  • 26-Old-Military-RoadKitchen-13593-small.jpeg
  • 26-Old-Military-RoadKitchen-13594-small.jpeg
  • 26-Old-Military-RoadPowder-Room-13595-small.jpeg
  • 26-Old-Military-RoadMaster-Bedroom-13596-small.jpeg
  • 26-Old-Military-RoadMaster-Bathroom-13597-small.jpeg
  • 26-Old-Military-RoadMaster-Bedroom-13598-small.jpeg
  • 26-Old-Military-RoadMaster-Bathroom-13599-small.jpeg
  • 26-Old-Military-RoadMaster-Bathroom-13600-small.jpeg
  • 26-Old-Military-RoadTwin-Bedroom-13601-small.jpeg
  • 26-Old-Military-RoadJack-and-Jill-Bathroom-13602-small.jpeg
  • 26-Old-Military-RoadQueen-Bedroom-13603-small.jpeg
  • 26-Old-Military-RoadQueen-Bedroom-13604-small.jpeg
  • 26-Old-Military-RoadPool-View-13605-small.jpeg
  • 26-Old-Military-RoadPrivate-Pool-13606-small.jpeg
  • 26-Old-Military-RoadOutdoor-Seating-13607-small.jpeg
  • 26-Old-Military-RoadView-of-5th-Tee-13608-small.jpeg
  • 26-Old-Military-RoadEntrance-13609-small.jpeg
  • The-Sea-Pines-Resort-Fitness-CenterThe-Sea-Pines-Resort-Fitness-Center-12557-small.jpeg
  • Harbour-Town-PoolHarbour-Town-Pool-12558-small.jpeg
  • The-Sea-Pines-Resort-Racquet-ClubThe-Sea-Pines-Resort-Racquet-Club-12559-small.jpeg
  • The-Sea-Pines-Resort-Beach-ClubThe-Sea-Pines-Resort-Beach-Club-12560-small.jpeg
  • Family-BikingFamily-Biking-12561-small.jpeg
  • Harbour-Town---Liberty-OakHarbour-Town---Liberty-Oak-12562-small.jpeg
  • Atlantic-Dunes-by-Davis-Love-IIIAtlantic-Dunes-by-Davis-Love-III-12563-small.jpeg
  • Harbour-Town-PierHarbour-Town-Pier-12564-small.jpeg
  • Links-Resturant,-an-American-GrillLinks-Resturant,-an-American-Grill-12565-small.jpeg
  • Plantation-Golf-ClubPlantation-Golf-Club-12566-small.jpeg
  • The-Sea-Pines-Resort-Beach-ClubThe-Sea-Pines-Resort-Beach-Club-12567-small.jpeg
  • Sunset-at-The-Sea-Pines-Resort-Beach-ClubSunset-at-The-Sea-Pines-Resort-Beach-Club-12568-small.jpeg

26 Old Military Road

5 Bedrooms   4 Full Bathrooms   1 Half Bathrooms   12 Sleeps
No Pets Allowed

Square Footage : 3853 sq. ft.    Parking Space Capacity : 4   Beds : 2 King, 2 Queen, 3 Twin, 1 Trundle
Plantation
Sea Pines Resort | Hilton Head Island

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44 people have considered this property in the last 7 days.

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Some vacation homes offer a respite from your journey. Some are a journey unto themselves. Such is the case at 26 Old Military Road, situated on a quiet street and enjoying magnificent golf views, an inspired sense of airiness, and delightful surprises around every corner.

Wide pine flooring beckons your inward, drawing your eye immediately to the lush sunlit openness of the great room. Here a wide skylight set in an exposed-beam vaulted ceiling illuminates a space with a Savannah brick decorative fireplace adding a homey feel to a space with sofa, loveseat and flat-screen TV. This same expanse houses the dining room, where a farmhouse-style table is set for 8, but could easily seat more.

A similarly grand space can be found further on, anchored by a spacious den with a sectional sofa, fronting a flat-screen TV and offering scenic views beyond. A separate decorative fireplace serves as the transition point to the magnificently open kitchen, where a wide island of black granite boasts bar seating for four, with wide counters and updated appliances surrounding.

But what sets this amazing property apart is merely hinted out through the bevy of windows and doors that fill these spaces with lush natural light – the majestic outdoor living spaces. Wrapping around the home and offering breathtaking views of the 5th hole at Harbour Town Golf Links, these spaces provide opportunity for quiet reflection, late-night conversations and all-day enjoyment. Enjoy the crackling flames of a full fire table on one patio, or the rustic fire pit beneath the boughs of a mature Japanese maple. Or spend the day in sun-soaked splendor on the brick-paver pool deck, ringed by greenery for privacy and filled with the tranquil splashing from the water feature.

A separate entrance from the pool deck passes through a full laundry with washer and dryer, half-bath and extra fridge for convenient access.

There are five guestrooms in total, each carrying the theme of sunlit splendor. Two on the first floor share a jack-and-jill en suite with dual-basin vanity, tub and shower. In one, dual twin beds enjoy a private flat-screen TV and ceiling fan, while the other pairs those same amenities with a queen bed. A third ground floor room boasts a full suite, with queen-size bed, ceiling fan, flat-screen TV and en suite bath with tub and shower. The remaining guest rooms can be found on the second story. In one, lush carpeting lends incredible comfort to a suite whose tall windows exult in scenic beauty. A king-size bed anchors the space, which boasts a separate crib, flat-screen TV, ceiling fan and a gorgeous private balcony set among the treetops. The suite’s private bath indulges with dual-basin vanity and a spacious walk-in shower.

Set in lush carpeting, the final guest suite can be accessed through an expansive den with vaulted ceilings set with skylight, plush sofa, twin bed with trundle and flat-screen TV. The suite beyond boasts a carriage house feel, with vaulted ceilings, king-size bed, and flat screen TV concealed in an armoire. One set of doors gives way to a breathtaking balcony offering elevated golf views. The other, to a spa-like en suite with his and hers vanities, soaking tub with jets, and expansive walk-in shower.

For an unforgettable vacation experience, this home is both your destination and the start of a memorable journey you and your family will remember forever.

FIREPLACES ARE DECORATIVE AND NOT FOR GUEST USE.

POOL AND SPA HEATING :
• LIMITATIONS: NOT ALL POOLS AND SPAS CAN BE HEATED – PLEASE INQUIRE AT TIME OF BOOKING.
• HEATING AVAILABILITY: POOL HEATING IS AVAILABLE FROM SEPTEMBER TO MAY. HEATING IS NOT AVAILABLE IN JUNE, JULY, AND AUGUST.
• SPA HEATING IS ALLOWED YEAR-ROUND IF “HEATABLE”.
• SURCHARGE: THE SURCHARGE FOR HEATING WILL BE PROCESSED AT THE TIME OF YOUR REQUEST. MUST RESERVE A MINIMUM OF 4 DAYS IN ADVANCE TO AVOID A $75 LATE FEE
• FUNCTIONALITY: THE SPA MUST BE HEATED FOR THE JETS TO FUNCTION.

Unit Accommodations

  •    Dryer
  •    Fireplace (Not For Guest Use)
  •    Garage (Not For Guest Use)
  •    Washer

Unit Outdoor Features

  •    Fire Pit (Propane)
  •    Grill (Propane)
  •    Patio

Unit Pool/Spa

  •    Pool (Additional Cost to Heat N/A Jun, July, Aug)

Unit Location

  •    Ride to Beach

Unit View

  •    Golf Course View

Area Sports

  •    Golf
  •    Tennis
  •    Water Sports
  •    Basketball Court
  •    Cycling
  •    Fishing - Saltwater
  •    Fishing - Freshwater
  •    Hiking
  •    Jet Skiing
  •    Racquetball
  •    Sailing
  •    Swimming

Area Attractions

  •    Marina
  •    Harbour Town
  •    Sea Pines Forest Preserve
  •    Historical Sites
  •    Lawton Stables

Included in All Sea Pines Resort Rentals

  •    Heating & Air Conditioning
  •    Access to Harbour Town Pool
  •    Free Resort Wi-Fi Network
  •    Full Kitchen
  •    Start-up Supplies
  •    Basic Cable Service with (1+ TVs)
  •    Iron & Ironing Board
  •    Vacuum
  •    Bed Linen & Towels (2 bath & 1 hand towel, & 1 wash cloth pp)
  •    Exclusive Parking at the Sea Pines Beach Club
  •    Two Hours of Tennis Per Day at The Sea Pines Racquet Club
  •    Complimentary Access to The Sea Pines Fitness Center
  •    Preferred Golf Rates at The Sea Pines Resort's Golf Courses

  Available
 Not Available
  Check-out Available
  Check-in Available

D = Nightly rate for stays less then 7 nights.

W = Reduced nightly rate for stays 7 or more nights.

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D $830
 
31
D $830
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 
January 2026
SuMoTuWeThFrSa

 
 

 
 

 
 

 
 
1
D $830
 
2
D $635
 
3
D $635
 
4
D $635
 
5
D $635
 
6
D $635
 
7
D $635
 
8
D $635
 
9
D $635
 
10
D $635
 
11
D $635
 
12
D $635
 
13
D $635
 
14
D $635
 
15
D $635
 
16
D $635
 
17
D $635
 
18
D $635
 
19
D $635
 
20
D $635
 
21
D $635
 
22
D $635
 
23
D $635
 
24
D $635
 
25
D $635
 
26
D $635
 
27
D $635
 
28
D $635
 
29
D $635
 
30
D $635
 
31
D $635
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 
February 2026
SuMoTuWeThFrSa

 
 

 
 

 
 

 
 

 
 

 
 

 
 
1
D $635
 
2
D $635
 
3
D $635
 
4
D $635
 
5
D $635
 
6
D $635
 
7
D $635
 
8
D $635
 
9
D $635
 
10
D $635
 
11
D $635
 
12
D $635
 
13
D $635
 
14
D $635
 
15
D $635
 
16
D $635
 
17
D $635
 
18
D $635
 
19
D $635
 
20
D $635
 
21
 
 
22
 
 
23
 
 
24
 
 
25
 
 
26
 
 
27
 
 
28
 
 

 
 

 
 

 
 

 
 

 
 

 
 

 
 

Fall/Thanksgiving

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Dec 01 2024Dec 02 2024$830.00n/an/an/a$4,970.00n/an/an/a

Late Fall

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Dec 03 2024Dec 18 2024$635.00n/an/an/a$3,815.00n/an/an/a

Christmas/New Year

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Dec 19 2024Jan 02 2025$830.00n/an/an/a$4,970.00n/an/an/a

Winter

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Jan 03 2025Feb 21 2025$635.00n/an/an/a$3,815.00n/an/an/a

Spring

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Feb 22 2025Apr 13 2025$810.00n/an/an/a$0.00n/an/an/a

Tournament

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Apr 14 2025Apr 20 2025$2,335.00n/an/an/a$0.00n/an/an/a

Spring

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Apr 21 2025May 23 2025$780.00n/an/an/a$0.00n/an/an/a

Summer

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
May 24 2025Aug 15 2025$1,050.00n/an/an/a$0.00n/an/an/a

Fall

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Aug 16 2025Oct 17 2025$815.00n/an/an/a$0.00n/an/an/a

Winter

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Oct 18 2025Nov 21 2025$635.00n/an/an/a$0.00n/an/an/a

Thanksgiving

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Nov 22 2025Dec 01 2025$830.00n/an/an/a$0.00n/an/an/a

Winter

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Dec 02 2025Dec 17 2025$635.00n/an/an/a$0.00n/an/an/a

Christmas/New Year's

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Dec 18 2025Jan 01 2026$830.00n/an/an/a$0.00n/an/an/a

Winter

FROM DATETO DATE Daily Rate ESCAPE DAILYGETAWAY DAILYSPRING DAILY Weekly Rate ESCAPE WEEKLYGETAWAY WEEKLYSPRING WEEKLY
Jan 02 2026Feb 20 2026$635.00n/an/an/a$0.00n/an/an/a
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