A coastal landscape with grassy dunes, a sandy beach, and a calm sea.

Search Harbor Island Villa Rentals from CA $240

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Harbor Island villas

A wide sandy beach with gentle waves and a clear blue sky.

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 CA $194
CA $594 total
includes taxes & fees
Nov 3 - Nov 4
Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!
A pool area with lounge chairs and a covered seating area, surrounded by palm trees and a building with a balcony.

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 CA $278
CA $855 total
includes taxes & fees
Nov 8 - Nov 9
Captain John Fripp Villa Pool side and Ocean View
A white pergola with a black bench underneath, overlooking a beach with a wooden boardwalk and the ocean in the background.

3. 2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
Mid Island
The price is CA $137
CA $398 total
includes taxes & fees
Dec 1 - Dec 2
2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
A coastal view with a pathway leading to the beach, surrounded by trees and greenery.

4. 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 CA $138
CA $383 total
includes taxes & fees
Nov 3 - Nov 4
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
A room with a large sliding glass door leading to a balcony with a view of the beach.

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 CA $250
CA $592 total
includes taxes & fees
Nov 3 - Nov 4
Newly Renovated Beachfront Villa with Ocean Views
A ceiling with string lights, a window with blinds, and a wicker chair.

6. 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 CA $138
CA $481 total
includes taxes & fees
Nov 3 - Nov 4
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
A balcony with a red chair and a small round table, a concrete wall, and a door leading to another room.

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 CA $214
CA $506 total
includes taxes & fees
Nov 10 - Nov 11
Serenity in Paradise
A wooden balcony with two green chairs and a view of a residential area with trees and parked cars.

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 CA $226
CA $521 total
includes taxes & fees
Nov 3 - Nov 4
Tranquility in Paradise- 2bdr pet-friendly villa w/parking
A resort with a pool, palm trees, and a view of the ocean.

9. 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.
The price is CA $210
CA $240 total
includes taxes & fees
Nov 7 - Nov 8
2 BR HHI Villa; Ocean Palms - Golf, Tennis, Full Westin Access & Walk to Beach
A beachside restaurant with outdoor seating, red umbrellas, and a view of the ocean.

10. 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 CA $125
CA $424 total
includes taxes & fees
Nov 3 - Nov 4
TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed
A two-story building with a stone facade, multiple windows, and a central entrance with an archway.

11. 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 CA $208
CA $499 total
includes taxes & fees
Nov 3 - Nov 4
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
A two-story building with balconies and a clear sky.

12. 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 CA $208
CA $565 total
includes taxes & fees
Nov 3 - Nov 4
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
A house with a green door, a small window, and a welcome mat.

13. 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 CA $220
CA $490 total
includes taxes & fees
Nov 7 - Nov 8
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
A balcony with a table and chairs, a railing, and a view of a landscape with trees and a fence.

14. 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 CA $217
CA $552 total
includes taxes & fees
Nov 3 - Nov 4
Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124
A covered porch with a checkered floor, a chair, and a view of the surrounding greenery.

15. 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 CA $377
CA $784 total
includes taxes & fees
Nov 9 - Nov 10
Modern Island Serenity!
A hotel with multiple floors, a swimming pool, and a beach area with umbrellas.

16. 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 CA $239
CA $595 total
includes taxes & fees
Nov 3 - Nov 4
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
A balcony with a view of the ocean, a round table, two chairs, and a sofa with a patterned pillow.

17. Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen

Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
Mid Island
10.0 out of 10, Exceptional, (6 reviews)
"Very beautifully appointed unit. It was a wonderful trip with relaxation a great food. Owner was easy and a joy to work with!!!!"
United States
Blaise B.
The price is CA $337
CA $947 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
A living room with a sofa set, a coffee table, a TV, and a staircase.

18. 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 CA $252
CA $635 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.
A building with a stone facade, two arched doorways, and a small garden area with plants and a concrete planter.

19. Wave of relaxation - pet-friendly villa with parking.

Wave of relaxation - pet-friendly villa with parking.
Mid Island
9.4 out of 10, Exceptional, (6 reviews)
"We really enjoyed staying here. It was covenient to everything but still a quiet location in a pretty setting. "
United States
Karen H.
The price is CA $214
CA $506 total
includes taxes & fees
Nov 3 - Nov 4
Wave of relaxation - pet-friendly villa with parking.
A covered outdoor seating area with a pool, lounge chairs, and a sofa.

20. Marriott's SurfWatch (3BR)

Marriott's SurfWatch (3BR)
Mid Island
10.0 out of 10, Exceptional, (7 reviews)
"Perfect spot, lots to do in the area!"
United States
Clint W.
The price is CA $1,396
CA $1,524 total
includes taxes & fees
Nov 4 - Nov 5
Marriott's SurfWatch (3BR)
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.
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Top Harbor Island Hotel Reviews

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

10/10 Excellent
"Staff was awesome, bartenders makes the best old fashion ever. Was great times!"
Shannon 4-night trip
Posted 4 hours ago
The Westin Hilton Head Island Resort & Spa

Find out more about Harbor Island

Harbor Island Villas information

Number of reviews
551
Accommodation
460 Villas
Lowest Price
CA $240
Highest Price
CA $1,524

Frequently asked questions

How much do villas in Harbor Island cost?
You can expect to pay between CA $240 and CA $1,524 per night for a villa in Harbor Island. Whatever your budget, a perfect stay is just a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Harbor Island with Expedia?
Expedia makes it a breeze to find your ideal villa in Harbor Island. Taking the kids on vacation? Use our helpful filters to look for stays with a kitchen or a pool. If you have a fixed budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the right fit in tune with your taste and style.
How can I find cheap villas in Harbor Island?
With Expedia's convenient filter tool, comparing cheap villas in Harbor Island couldn't be simpler. To discover stays that will keep some cash in your pocket, tailor your search results by star rating, amenities and budget.

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