Villa
10.0(356 Reviews)
1 Bedroom
2 Guests
Oceanfront
Parking
Pool
Ocean View
US $201/Night
7 Nights - US $1,405
Hilton Head Island Vacation Homes and Villas with Pools
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Compare Vacation Rentals with Pools in Hilton Head Island
10.0
Villa
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
Balcony/Terrace
Internet
US $283/Night
7 Nights - US $1,981
House
9.8(23 Reviews)
6 Bedrooms
16 Guests
Private Pool- Parking
- Pool
- Ocean View
US $771/Night
7 Nights - US $5,398
Condo
10.0(233 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $165/Night
7 Nights - US $1,154
Apartment
10.0(7 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
View
US $355/Night
7 Nights - US $2,487
Villa
10.0(193 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $277/Night
7 Nights - US $1,937
House
10.0(4 Reviews)
6 Bedrooms
14 Guests
Private Beach- Oceanfront
- Parking
- Pool
US $1,136/Night
7 Nights - US $7,952
Condo
10.0(189 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $357/Night
7 Nights - US $2,499
Villa
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
Spa- View
US $148/Night
7 Nights - US $1,036
Villa
10.0(183 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $479/Night
7 Nights - US $3,350
US $246/Night
7 Nights - US $1,720
House
10.0(181 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $312/Night
7 Nights - US $2,182
US $155/Night
7 Nights - US $1,087
Condo
10.0(181 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $278/Night
7 Nights - US $1,948
Villa
10.0(179 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $369/Night
7 Nights - US $2,580
Condo
10.0(175 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $471/Night
7 Nights - US $3,296
Condo
10.0(165 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $281/Night
7 Nights - US $1,965
Villa
10.0(152 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $191/Night
7 Nights - US $1,340
Condo
10.0(151 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
Hot Tub- Parking
- Pool
US $219/Night
7 Nights - US $1,532
Condo
10.0(145 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $197/Night
7 Nights - US $1,376
Condo
10.0(142 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $282/Night
7 Nights - US $1,976
Villa
10.0(141 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $358/Night
7 Nights - US $2,508
Condo
10.0(139 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $262/Night
7 Nights - US $1,833
Condo
10.0(139 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,727
About Hilton Head Island Vacation Rentals with Pools on Casai.com
Immerse yourself in an extraordinary vacation experience with Casai, where having a pool at your rental promises unparalleled fun and relaxation for you and your loved ones. Explore more than 9068 properties boasting swimming pools that elevate your stay, offering round-the-clock enjoyment.
Planning your getaway? Choose a rental with access to a private pool or opt for shared access to a communal indoor/outdoor pool within the complex. Casai makes finding your ideal vacation home in Hilton Head Island a breeze, with numerous listings featuring indoor/outdoor or private swimming pools, perfect for families, groups, friends, or even pets visiting the area. Whether you prefer the beach, lakeside, or a hot tub nearby, we have the perfect option for you.
Explore our selection of family-friendly vacation homes, each equipped with private indoor or outdoor heated pools, ensuring endless enjoyment for all. Whether it's a cozy cottage, luxurious villa, resort, log cabin, or even an RV rental, Casai curates the perfect accommodations for your next adventure.
Vacation Rentals with Pools: Explore Top Destinations
Frequently Asked Questions About Hilton Head Island Rentals with Pools
What are the top rated Vacation Rentals with Pools in Hilton Head Island?
There are a lot of options in Hilton Head Island. If you plan on staying in the Hilton Head Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Hilton Head Island:
- Beach Home-Elegant Contemporary Design.Spacious Deck Pool Spa Area.Elevator
- RBC HERITAGE BEST SPOT #1 HARBOUR TOWN GOLF LINX-GAS GRILL-2K-Q-XLT-BEACH GEAR
- 3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue
- Immaculate, 203 5 Star Reviews, Amazing Views, Updated, Pool heated/cooled
- Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!
- Castle by the Sea 7BR/8BA Luxury Home with Elevator
- Top Rated Hilton Head Island Shipyard Beach Adjacent, Lagoon Front Bikes, Golf
- Bargain Price for Beautiful Beach Home-Steps to the beach. STR Permit #: 066380
- 2nd Row Ocean Sea Pines Home – Beach Path Next to Home – Private Pool & Spa
- South Beach in Sea Pines! Beach & Salty dog are steps away
What are the best family-friendly luxury rentals in Hilton Head Island?
We have many family-friendly luxury rentals in the Hilton Head Island. The Top family-friendly holiday rentals in Hilton Head Island are:
- LUXURY, MODERN OCEAN VIEW VILLA - NEWLY UPDATED - 2 BIKES INC, BEACH RESORT
- Golf Course Views & Beach Access: Shipyard Villa
- 4 Firethorn Way - 6 Bedroom, 3rd Row, South Forest Beach Home
- Totally Beachin' Coligny OceanViews w/new bikes/chairs
See all pet-friendly luxury rentals in Hilton Head Island on Casai.com
Do any villa rentals in Hilton Head Island have a pool?
Yes, There are more than 9068 villa rentals in Hilton Head Island that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Hilton Head Island.
What are some great places to stay in Hilton Head Island that have a heated pool?
Many of the holiday rentals on Casai.com have heated pool facilities. These are some popular apartment rentals in Hilton Head Island that you may consider:
How are many private rentals with hot tubs are available for rent in Hilton Head Island?
There are 9068 private rentals available for rent in Hilton Head Island
