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Compare 2586 Vacation Homes in Hilton Head Island with updated reviews, rates, and availability.

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (53)
"Had a great time!"
The price is SAR 1,076
SAR 1,195 total
includes taxes & fees
9 Mar - 10 Mar
Marriott's Harbour Club

Marriott's Heritage Club

3.5 star property
9.6 out of 10, Exceptional, (61)
"Clean and comfortable "
The price is SAR 1,159
SAR 1,286 total
includes taxes & fees
24 Feb - 25 Feb
Marriott's Heritage Club

Screened Heated Pool/Spa/Elevator,/Fenced Yard/Golf Cart at discounted rate-79

10.0 out of 10, Exceptional, (83)
"We had an amazing time and property is so beautiful and welcoming."
The price is SAR 1,650
SAR 4,350 total
includes taxes & fees
23 Feb - 24 Feb
Screened Heated Pool/Spa/Elevator,/Fenced Yard/Golf Cart at discounted rate-79

Townhome with pool - a short walk to Coligny beach, restaurants, shops & more!

10.0 out of 10, Exceptional, (16)
"Great location with plenty to eat in the area along with shopping."
The price is SAR 656
SAR 1,657 total
includes taxes & fees
24 Feb - 25 Feb
Townhome with pool - a short walk to Coligny beach, restaurants, shops & more!

Lido by AvantStay | Oceanfront Home w/ Pool, Hot Tub, Game Room & Gorgeous Views

9.6 out of 10, Exceptional, (17)
"Amazing location, great house right on beach. Host was helpful and prompt with any inquiries. Property was great but needed basic fixes, honestly nothing that impacted our enjoyment of the property but was only thing holding us back from a perfect score."
Lido by AvantStay | Oceanfront Home w/ Pool, Hot Tub, Game Room & Gorgeous Views

Beautiful 4BR-4.5Bath, Private Heated Pool/Spa, Fazio Golf View, 2 Master Suites

10.0 out of 10, Exceptional, (196)
"We enjoyed our stay for our Mother and daughter trip ! Beautiful neighborhood "
Beautiful 4BR-4.5Bath, Private Heated Pool/Spa, Fazio Golf View, 2 Master Suites

Waterfront View Perfect for Fun Loving Families!

10.0 out of 10, Exceptional, (117)
"House is exactly as picture. We had the pool heated for our stay in November, which was great. Everything you need is in the house and it is very comfortable. Owner was friendly and easy to communicate with. "
Waterfront View Perfect for Fun Loving Families!

Private Pool, Peaceful Location, Walk to Beach Home!

10.0 out of 10, Exceptional, (97)
"Great location! Perfect place for us to stay with our pups while doing home renovations on HHI. Fantastic, and rare, fenced yard for dogs. Amazing proximity to beach for winter walks. Beautiful pool. Close to everything you could need! "
Private Pool, Peaceful Location, Walk to Beach Home!

Gorgeous Sea Pines Retreat by Harbour Town | Heated Private Pool & Lagoon Views

10.0 out of 10, Exceptional, (1)
"Great location within Sea Pines resort. The home is gorgeous . Interior design so beautiful. Easy bike ride to both Harbor Town and South Beach. Can’t wait to book again. We stayed for a week. "
Gorgeous Sea Pines Retreat by Harbour Town | Heated Private Pool & Lagoon Views

Perfect Treehouse Escape at 2031 Deer Island in Sea Pines

9.6 out of 10, Exceptional, (46)
"The place is adorable and clean. Its location next to Harbor Town cannot be beat. We loved seeing the deer and raccoons in the evening. We will definitely be back!"
The price is SAR 731
SAR 1,736 total
includes taxes & fees
16 Mar - 17 Mar
Perfect Treehouse Escape at 2031 Deer Island in Sea Pines

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

9.6 out of 10, Exceptional, (78)
"Host was available and accommodating. Would stay here again. "
The price is SAR 296
SAR 995 total
includes taxes & fees
2 Mar - 3 Mar
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

One-level home, screened porch, close to beach/bike paths, dining and shopping

9.8 out of 10, Exceptional, (43)
"I had friends come in from all over the country to celebrate my birthday. The house was perfect for all of us! We had a lovely time."
One-level home, screened porch, close to beach/bike paths, dining and shopping

Beautifully Decorated Beach Home in Sea Pines w/ Private Pool/Spa, Walk to Beach

10.0 out of 10, Exceptional, (6)
"A great house. Lots of room! The heated pool was a great add! "
Beautifully Decorated Beach Home in Sea Pines w/ Private Pool/Spa, Walk to Beach

New Upgrades 3 BR 2.5 Bath A Stones throw from the Beach

10.0 out of 10, Exceptional, (64)
"We are very pleased with our stay at this beautiful unit. While there was only two of us there was plenty of room for at least six to stay here. The unit was clean and comfortable. It was well stocked. Convenient to local restaurants and stores. Walk to the beach is about 1/2 mile from the unit. An easy walk. Trolley stop directly across from the unit. Wonderful communication and easy check in. Will definitely stay here again. Neighbor were very helpful and friendly."
New Upgrades 3 BR 2.5 Bath A Stones throw from the Beach

STUNNING 4BR HOME IN SEA PINES WITH POOL, DOCK & CLOSE TO BEACH

9.6 out of 10, Exceptional, (49)
"We hade a great time. Location and view were fantastic. "
STUNNING 4BR HOME IN SEA PINES WITH POOL, DOCK & CLOSE TO BEACH

Carolina Cottage Sea Pines - 4BR/4BA Heated Pool!

10.0 out of 10, Exceptional, (88)
"Everything was perfect about this home. Easy walk to the beach and beautiful walking trails all around. It had all amenities and was very clean and comfortable. I would definitely choose this house again for my visit to Sea Pines! "
Carolina Cottage Sea Pines - 4BR/4BA Heated Pool!

49 Off Shore, Near Ocean, Pool & Hot Tub, Dog Friendly, Free Golf

9.4 out of 10, Exceptional, (65)
"Everything was perfect- even better than expected. The listing was accurate but we couldn’t picture the layout and were so happy with it when we arrived. The home has a very open feel with multiple seating areas. We were there for my daughter’s college graduation from Georgia Southern Savannah campus along with her best friends’s family. We had 11 adults and this house gave everyone the opportunity for plenty of together time while also giving us space to not be on top of each other. We really...
49 Off Shore, Near Ocean, Pool & Hot Tub, Dog Friendly, Free Golf

Modern Hilton Head Retreat: Walk to Beach & Golf!

9.6 out of 10, Exceptional, (22)
"This was the best house for our entire family (11 guests!) at Thanksgiving - perfect location to the beach, Dune House, and playground! We will be back! "
Modern Hilton Head Retreat: Walk to Beach & Golf!

$1M Water View - Completely renovated Sea Pines Gem

10.0 out of 10, Exceptional, (131)
"Beautiful spacious home overlooking a large pond/small lake. Well- equipped kitchen with great island layout for additional seating. Close proximity to Harbortowne and Sea Pines Center with nice shops and restaurants, golf and pickleball courts also nearby. Would love to return during warmer weather. Property manager very gracious and accommodating."
$1M Water View - Completely renovated Sea Pines Gem

Gated Sea Pines home with private pool & large patio - near beaches & golf

9.0 out of 10, Wonderful, (22)
"Our stay was great. The couple of minor problems we experienced were taken care of quickly. The house was clean and stocked with the things we'd need for our stay. "
Gated Sea Pines home with private pool & large patio - near beaches & golf
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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Other property types in Hilton Head Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (615)
"We always love Coral Sands. "
Coral Sands Resorts by Palmera

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

10.0 out of 10, Exceptional, (1)
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (262)
"I loved that it was nice relaxing getaways but still had options as far as games and other events happening if i wanted to take part. Definitely will be planning a trip back with the entire family."
Island Links Resort by Palmera
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.