Villa vacation rentals in Hilton Head Island

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Popular amenities for Hilton Head Island villa rentals

Villa rentals with a pool

Superhost
Villa in Hilton Head Island
4.78 out of 5 average rating, 68 reviews

Ocean Breeze 94 - Lovely 3 Bedroom Villa

JasenRating, 5 stars5 months ago
Great place to stay with family. The home was clean and spacious. We were close to restaurants and grocery stores. We would definitely stay here again.
Superhost
Villa in Hilton Head Island
4.62 out of 5 average rating, 244 reviews

Oceanfront Villa in Hilton Head Island

KristinRating, 5 stars1 week ago
Absolutely loved our stay here!!!! The condo is beautiful, has everything ypu need, very clean, and the view from the balcony was outstanding and so peaceful to look out at everyday. Amenities were wonderful and the property is completely safe and walkable. Host was so kind and responsive. We will definitely be back! Thanks for a great time!!! :)
Guest favorite
Villa in Hilton Head Island
4.97 out of 5 average rating, 65 reviews

Beautiful Coastal 3BR Villa - 5 min walk to beach

CatherineRating, 5 stars1 week ago
We really enjoyed our stay at Sara’s place. Everything was exactly as depicted in the listing. Easy walk to the beach and restaurants. Especially enjoyed relaxing on the decks in the morning and evening. Thanks for thinking of everything to make our stay perfect!
Superhost
Villa in Hilton Head Island
4.88 out of 5 average rating, 84 reviews

Beautiful Villa. 196 The Greens

ElainaRating, 5 stars7 months ago
My family and I stayed for two weeks. We all felt very comfortable and at home. There were a couple of minor issues that occurred that were unexpected and out of Robin’s control, however, she immediately responded and actions were taken to fix the problems. We were pleased with the quick response. The location was pristine for walking to the beach. Additionally, the rental is very close to many restaurants and shopping areas. It is my pleasure to highly recommend Robin’s rental. If you are looking for a clean, warm and welcoming home that is walking distance to the beautiful Hilton head beaches - you will love it! I cannot wait to visit again. Thank you Elaina
Superhost
Villa in Hilton Head Island
5 out of 5 average rating, 3 reviews

123 Forest Beach Villas - 3 Bedroom Condo

AndyRating, 5 stars1 week ago
Amazing place to stay right next to all the action. The hosts are amazing. They helped us with all our needs. Very responsive. This is a great place to stay to enjoy all that is Hilton Head. Look no further ! Cant wait to come back
Superhost
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

Shipyard-Beachwalk 172, Walk to Beach, Pool, Van

SamanthaRating, 5 stars1 month ago
Loved our stay. The place was clean, and we loved how close the beach access was! Would definitely recommend
Guest favorite
Villa in Hilton Head Island
4.92 out of 5 average rating, 85 reviews

Escape at Seascape Villas, quiet beach getaway

KarlRating, 5 stars3 weeks ago
We had a fantastic time. The beach was a light and easy walk, and the accommodations were perfect. Our two little grandchildren stayed in the bunk beds. My wife and I had the master suite. My two older daughters had the queen bed on the second floor. Excellent accommodations for a family. The only complaint I have is that we didn’t want to leave. We’ll have to go back. It rained a little, so we couldn’t ride a bike as much as we wanted. But we managed to get out betwee the rain systems.
Guest favorite
Villa in Hilton Head Island
4.98 out of 5 average rating, 41 reviews

Light & Airy 3BR Villa Heart of Sea Pines | Beach

SharonRating, 5 stars2 weeks ago
Meghan’s place was clean and comfortable. I was there with 6 ladies for a tennis tournament and we had plenty of room! Very convenient/walkable to sea pines racquet club. Meghan was very friendly and accessible. She offered many recommendations and was very patient with all my questions! Would stay there again.

Villa rentals with a hot tub

Villa in Hilton Head Island
4.78 out of 5 average rating, 9 reviews

Hilton Head Ocean Palms w/Golf Westin Resort&Beach

KristinRating, 5 stars6 months ago
We had the absolute best stay over Thanksgiving break! The condo was even better than we imagined and had everything we needed, even to cook a Thanksgiving meal. My husband loved that golf was included and we utilized the shuttle to the beach at Westin regularly. Hope to come back again!
Villa in Hilton Head Island
5 out of 5 average rating, 18 reviews

Stunning 2 Bedroom Villa Steps to the Beach

TarahRating, 5 stars1 month ago
The place was perfect for our family of five. Quiet and clean. The pool and beach options were great for our kids. Spent a lot of time on the beach exploring. We loved our time and would love to come back!
Villa in Hilton Head Island
4.96 out of 5 average rating, 23 reviews

Ocean Palm Villa - 2 Bedroom Unit 501-2

SheaRating, 5 stars11 months ago
Terry was the absolute best host and you won’t find a better value on the island. The location is perfect (we rode our bikes to the Westin pool and beach everyday) and we love this less commercialized part of the island. You can also bike to mini golf and various shops. We enjoyed a day of golfing with the vouchers included in the stay. The villa is private with a screened in porch off the back where we enjoyed watching alligators and birds. We loved every second and can’t wait to come back again next summer!
Villa in Hilton Head Island
4.85 out of 5 average rating, 13 reviews

2BR water view retreat with pool, hot tub, gym

NickRating, 5 stars1 week ago
Condo was exactly as advertised and worked perfectly for us. Resort has everything you need. Short walk to the best beach. Amazing pool. Saw some wildlife around the pond from the balcony. The keypad door lock was aggravating…that’s one upgrade I’d recommend.
Guest favorite
Villa in Hilton Head Island
4.75 out of 5 average rating, 20 reviews

Updated 3BR Bayview 4th-Floor | Patio | Pool

WendyRating, 5 stars3 months ago
The stay was perfect! The owners have thought of everything you could possibly need. The condo was clean, bright and sunny! The location was perfect and we really enjoyed the views. If I come back to HHI I will definitely stay here again!
Guest favorite
Villa in Hilton Head Island
4.71 out of 5 average rating, 17 reviews

Beachbucketlist1 - 3 BR 2BT, Ocean View, Sleeps 8

ErikRating, 5 stars22 months ago
We really enjoyed our stay! The condo was beautiful and very clean. Huge bonus of having an in unit washer and dryer as well. Paige was extremely nice and very responsive the few times we messaged her during our stay. We would highly recommend this host. Thank you again.
Villa in Hilton Head Island
4.61 out of 5 average rating, 164 reviews

Beach, Golf, Tennis, Lovely Villa

LauraRating, 5 stars1 month ago
Loved the amenities of the community, heated pool, pickleball, racquetball and tennis. Short distance to beach. Love the beach chair options. Thank you for a great place to stay!
Villa in Hilton Head Island
4.94 out of 5 average rating, 16 reviews

HHI Ocean Palms 3 BR Villa w/Westin Amenities

ToriRating, 5 stars11 months ago
Cody was great to work with. He answered all my questions prior to arrival and after arrival! This location is amazing! It’s on the 2nd floor but the stairs aren’t bad. The lagoon out back is amazing and we saw 2 alligators at least a couple times a day! We went to both pools at the villa and used the pool at the Westin. You can have a shuttle take you to the Westin but we decided to walk, which was easy with the sidewalk but it is far for little ones. Each room has a bathroom and Cody had a mini “vacation starter kit” for us upon arrival, we went to the store to get other things and cooked at home everyday for at least one meal. We want to make this an annual thing as the location is great! There is ample parking out front and we can’t wait to return! Thank you!!!!

Beachfront villa rentals

Guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 7 reviews

(4)Luxury Oceanfront Villa, Zero Entry Pool

ShannonRating, 5 stars2 weeks ago
This home was beautiful, clean, and extremely well appointed. The kitchen was well stocked and had everything we needed for family meals. The location was ideal for both beach time and exploring the island shopping and dining districts.
Villa in Hilton Head Island
4.88 out of 5 average rating, 8 reviews

Kelly's 2 BR at Ocean Palms! Golf, pool & hot tub!

PhilRating, 5 stars9 months ago
Absolutely Beautiful Condo. You will not be disappointed !! Kelly & Franky communicated was excellent. Very clean & comfortable. Pool & Hot Tub right out your Screen in Porch. BIG SHOUT out to Kelly & Franky. We are looking to book again !!
Villa in Hilton Head Island
4.8 out of 5 average rating, 5 reviews

Oceanfront Sea Cloisters Villa | Balcony, Pool

Bill and TeresaRating, 5 stars11 months ago
This condo was perfect!!! It was equipped with anything and everything anyone might want or need. Even down to beach chairs, and cooler. Would definitely rebook here for our next HH trip.
Villa in South Beach
5 out of 5 average rating, 4 reviews

1414 South Beach Villa ~ Direct Walkout to Beach

JuneRating, 5 stars1 month ago
We loved staying at this villa in South Beach. The location in Sea Pines really cannot be beat, and the view and proximity to the water make it particularly special. We loved having two sitting areas, as it allowed the adults to have a quiet retreat when the kids wanted to watch tv. The kitchen was well-stocked and well-organized. The house was very clean and attractively furnished.
Superhost
Villa in Hilton Head Island

2515 Sea Crest-Ocean Views-On-site Amenities

MeganRating, 5 stars1 month ago
Our family had a wonderful stay in Hilton Head. Jeremy was responsive and communicative. The view was beautiful, it was walkable to the beach/pool and shops and the furniture was comfortable. We would definitely come back.
Top guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 14 reviews

Seaside Oasis

RachelRating, 5 stars3 days ago
We really enjoyed our stay at Ryan’s place. This is the second place that I have stayed at seaside villas and I prefer this one over my previous stay. We came with our two kids ages 3 and 5 and it was perfect for us. It was nice to be so close to the beach and as a bonus, the place is updated from top to bottom. The villa is cozy but there are a lot of thoughtful additions that help maximize the space. For example, the dining area table has storage in the stools, which served as our “pantry” for the week for shelf stable groceries and supplies. The bedroom has some drawers to unpack your suitcase so you aren’t tripping over it all week. The bathroom was clean and there was a huge empty shelf that was so great for keeping toiletries and all my things for getting ready. The villa was close enough to walk to the communal laundry room but far enough that you couldn’t hear it. The laundry area was clean also. Ryan was very helpful getting checked in and hope we are able to stay another time
Villa in South Beach
5 out of 5 average rating, 4 reviews

Enjoy a short stay at 2-bed water view villa

RobertRating, 5 stars13 months ago
We LOVED our stay and will definitely be back!! Everything was perfect !
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

Luxury Villa at Shorewood Villas Unit 210

PaigeRating, 5 stars3 days ago
WOW! We’ve been staying at Shorewood for years and this unit was beautiful and pristine!! Probably one of the cleanest/tidiest places we’ve ever stayed and so comfortable! The location is one that you cannot beat and not that you would want to leave, but there is so much to do that’s walkable at Coligny! Our kids LOVE the pool as well! We had the pleasure of running into Robin and Peter on the beach and they were so kind and an absolute pleasure! Loved having them as our hosts and cannot wait to come back!

Quick stats about villa rentals in Hilton Head Island

  • Total rentals

    970 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    810 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    690 properties have a pool

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