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Our top choices for Saint Helena Island villas

1. Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!

Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!
Fripp Island
9.8 out of 10, Exceptional, (118 reviews)
"Perfect spot for a quiet getaway. We loved our stay!"
United States
Jennifer M.
The price is ¥21,947
¥66,469 total
includes taxes & fees
Nov 8 - Nov 9
Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!

2. Captain John Fripp Villa Pool side and Ocean View

Captain John Fripp Villa Pool side and Ocean View
Fripp Island
10.0 out of 10, Exceptional, (36 reviews)
"Super clean and the best stocked kitchen we have ever seen. Overall awesome place and we hope to return."
United States
Nick N.
The price is ¥31,502
¥97,724 total
includes taxes & fees
Nov 11 - Nov 12
Captain John Fripp Villa Pool side and Ocean View

3. Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"Friendly host and clean place"
United States
Brandon B.
The price is ¥15,677
¥43,024 total
includes taxes & fees
Nov 8 - Nov 9
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

4. 2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
Mid Island
2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

5. Newly Renovated Beachfront Villa with Ocean Views

Newly Renovated Beachfront Villa with Ocean Views
Mid Island
7.4 out of 10, Good, (3 reviews)
"Beautiful place! "
United States
Christina K.
The price is ¥28,360
¥66,381 total
includes taxes & fees
Nov 6 - Nov 7
Newly Renovated Beachfront Villa with Ocean Views

6. Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
Mid Island
9.2 out of 10, Wonderful, (7 reviews)
"Everything was absolutely awesome we will be back Thank you so much"
United States
Nakeida Y.
The price is ¥27,711
¥61,487 total
includes taxes & fees
Nov 25 - Nov 26
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

7. Serenity in Paradise

Serenity in Paradise
Mid Island
9.2 out of 10, Wonderful, (10 reviews)
"Awesome place to stay! We would love to come back!"
United States
Katelynn J.
The price is ¥26,920
¥60,617 total
includes taxes & fees
Nov 25 - Nov 26
Serenity in Paradise

8. Tranquility in Paradise- 2bdr pet-friendly villa w/parking

Tranquility in Paradise- 2bdr pet-friendly villa w/parking
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very good stay"
United States
Ellen W.
The price is ¥25,653
¥58,526 total
includes taxes & fees
Nov 6 - Nov 7
Tranquility in Paradise- 2bdr pet-friendly villa w/parking

9. Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
Mid Island
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay!! Starbucks right around the corner:), close bike ride to the beach and so much more"
United States
Olga M.
The price is ¥23,515
¥56,002 total
includes taxes & fees
Nov 6 - Nov 7
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

10. 2 BR HHI Villa; Ocean Palms - Golf, Tennis, Full Westin Access & Walk to Beach

2 BR HHI Villa; Ocean Palms - Golf, Tennis, Full Westin Access & Walk to Beach
Mid Island
9.4 out of 10, Exceptional, (3 reviews)
"Clean and nice location"
United States
Devin I.
2 BR HHI Villa; Ocean Palms - Golf, Tennis, Full Westin Access & Walk to Beach

11. Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (158 reviews)
"Place was amazing! Highly recommend for anyone wanting to come down to HH for the weekend "
United States
Alexander A.
The price is ¥15,677
¥53,824 total
includes taxes & fees
Nov 6 - Nov 7
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

12. Modern Island Serenity!

Modern Island Serenity!
Mid Island
9.8 out of 10, Exceptional, (8 reviews)
"Room was great and host was very attentive "
United States
Todd E.
The price is ¥42,755
¥89,009 total
includes taxes & fees
Nov 16 - Nov 17
Modern Island Serenity!

13. Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (61 reviews)
"We’ve stayed at this resort several times but this was the best stay we’ve had so far!"
United States
Jennifer V.
The price is ¥23,515
¥63,492 total
includes taxes & fees
Nov 6 - Nov 7
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

14. TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed

TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed
Mid Island
9.6 out of 10, Exceptional, (4 reviews)
"Cozy space close to the beach. Good food nearby and fun drinks by the pool or beach. A wonderful place to relax."
United States
Lyndon R.
The price is ¥14,109
¥48,092 total
includes taxes & fees
Nov 10 - Nov 11
TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed

15. OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (125 reviews)
"Wonderful place to stay. We would stay there again"
United States
Connie W.
The price is ¥17,814
¥41,196 total
includes taxes & fees
Nov 11 - Nov 12
OCEAN VIEW - TOP FLOOR

16. Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124

Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124
Mid Island
10.0 out of 10, Exceptional, (2 reviews)
"Excellent unit with awesome view. Kitchen so well equipped. Comfortable beds. Host is outstanding and responds quickly to any questions we had. Would definitely book this unit again."
United States
Debra H.
The price is ¥24,544
¥62,010 total
includes taxes & fees
Nov 6 - Nov 7
Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124

17. Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.

Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.
Mid Island
8.0 out of 10, Very good, (25 reviews)
"Clean, quiet place that was perfect for our group for one night."
United States
Tim B.
The price is ¥28,503
¥71,242 total
includes taxes & fees
Nov 6 - Nov 7
Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.

18. Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf
Mid Island
10.0 out of 10, Exceptional, (158 reviews)
"Great place to stay. Fits our needs perfectly!"
United States
Charles P.
The price is ¥24,940
¥63,840 total
includes taxes & fees
Nov 11 - Nov 12
Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

19. Direct Oceanfront ~ KING Suite - Oceanfront Resort

Direct Oceanfront ~ KING Suite - Oceanfront Resort
Mid Island
The price is ¥38,769
¥107,369 total
includes taxes & fees
Nov 6 - Nov 7
Direct Oceanfront ~ KING Suite - Oceanfront Resort

20. Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor

Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Mid Island
9.8 out of 10, Exceptional, (49 reviews)
"Nice, laid back, down to earth resort. Lots of families. Very welcoming."
United States
Alyssa T.
The price is ¥27,078
¥66,887 total
includes taxes & fees
Nov 6 - Nov 7
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Saint Helena Island

Dive into Gullah culture at the Penn Center, where historic buildings showcase the unique heritage of formerly enslaved people. Kayak through tidal creeks at sunrise to spot dolphins, then explore Fort Fremont's weathered ruins near Hunting Island.

A marina with several sailboats docked, a calm body of water, and a backdrop of a sunset sky.

Top reviews in Saint Helena Island

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