CielStay lists 622 homes for rent in Hilton Head Island, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 10 booking sites.
The most common size is two bedrooms (296 homes). 96 homes sleep 10 or more.
Hilton Head Island rentals at a glance
Counted from what hosts list. Check the listing before you book.
| Studio or 1 bedroom | 76 |
| 2 bedrooms | 296 |
| 3 bedrooms | 116 |
| 4 bedrooms | 37 |
| 5 or more bedrooms | 38 |
| Sleeps 10 or more | 96 |
| Air conditioning | 544 |
| Pool | 500 |
| Hot tub | 158 |
| Pets allowed | 106 |
| Fireplace | 52 |
| EV charger | 51 |
Homes in Hilton Head Island
Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.
400 of the 622 homes in Hilton Head Island
- Gorgeous Water & Marina Views - Bike to Beach · sleeps 6
- The Fairway House · sleeps 11
- North Forest Beach home with large deck, three houses from the beach · 3 bd · sleeps 8
- Modern home on 7th fairway with private pool & porch - near shopping & beaches · 5 bd · sleeps 12
- Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK · 3 bd · sleeps 10
- 7486 Anchorage · sleeps 5
- Adorable ocean side villa with large windows & natural lighting, dog friendly · 2 bd · sleeps 6
- Secluded Sea Pines retreat with private pool, pool spa, & 3rd row beach access · 7 bd · sleeps 20
- Stunning Lagoon View Rental Home in Sea Pines, HHI · 3 bd · sleeps 8
- Cozy condo with tennis, pool, beach access, & private furnished balcony · 1 bd · sleeps 4
- Old-Fashioned Beach House with Huge Screened Porch - Steps from the Beach · 3 bd · sleeps 6
- Stunning oceanfront home with pool, private boardwalk, decks, & elevator · 6 bd · sleeps 16
- Newly renovated villa near the beach with pool & tennis - walk to Coligny Plaza · 2 bd · sleeps 6
- Dog-friendly villa with free WiFi, furnished patio, pool, & tennis · 2 bd · sleeps 8
- George Fazio Golf Course front condo w/ beach access & on-site pool and tennis · 2 bd · sleeps 5
- Well-appointed villa with rooftop pool & beach access - 1 block to Coligny Plaza · 2 bd · sleeps 8
- Dog-friendly villa w/ shared pool, WiFi, private washer/dryer, and central AC · 2 bd · sleeps 6
- Charming Waterfront Getaway with Seasonal Pool & Hot Tub, Tennis, Beach Access · 3 bd · sleeps 9
- Sunny condo with central AC, pool, tennis, picnic area, & beach access · 1 bd · sleeps 4
- Charming condo with pool & balcony - steps to beach, walk to Coligny Plaza · 1 bd · sleeps 4
- Spacious Condo with Beach Access, Shared Pool, Hot Tub, Ocean Views, and More · 2 bd · sleeps 7
- 2-story house with private heated outdoor pool, stunning views & foosball · 3 bd · sleeps 10
- Desirable location with 2 Pools, Walk to Exclusive Beach Cabana · 2 bd · sleeps 8
- Delightful getaway with golf course views, private pool, and high-speed WiFi · 4 bd · sleeps 9
- Sweet Retreat. · sleeps 6
- Stunning Water Views, Near Beach! · sleeps 4
- Dog-friendly condo with pool, central AC, & washer/dryer - quick walk to beach · 2 bd · sleeps 8
- Third-floor condo with pool access, fast WiFi, & washer/dryer - close to beach · 2 bd · sleeps 6
- Luxurious home with private pool, central AC, & high-speed WiFi - walk to beach · 5 bd · sleeps 18
- Conveniently located, gorgeous home with private pool & elevator - walk to beach · 7 bd · sleeps 28
- It's a Bluff Life · sleeps 6
- Sea Pines Home with firepit, deck and close to Lawton Stables · 3 bd · sleeps 6
- Beachfront condo with large furnished balcony, pool & beautiful views · 2 bd · sleeps 8
- Come Sail Away · sleeps 8
- Comfortable Townhome with WiFi, Screened Porch, Shared Pool &. Tennis Court · 3 bd · sleeps 6
- Great Blue Heron · sleeps 4
- Spacious Home - Private Pool & Big Deck with Gas Grill, Free WiFi · 5 bd · sleeps 12
- Family-friendly villa w/ golf course view and seasonally-heated complex pool · 4 bd · sleeps 16
- Dog-friendly home with shared pool, tennis, and basketball courts on-site. · 4 bd · sleeps 10
- Bright and spacious home in Sea Pines, perfect for families! · 4 bd · sleeps 10
- Tree-lined home with beautiful patio, deck & firepit - near golf & the beach · 3 bd · sleeps 10
- Summer Hygge · 3 bd · sleeps 10
- North Forest Beach home with a private pool and four primary suites · 7 bd · sleeps 20
- Multi-Level Townhouse with Pool, Hot Tub, & Tennis - Walk to the Beach · 2 bd · sleeps 7
- 1st Floor Villa with pool, tennis, central AC, & washer/dryer · 3 bd · sleeps 8
- Secluded getaway: private hot tub & deck - less than a mile to Shipyard Beach · 3 bd · sleeps 8
- Beachfront home with private pool, expansive deck & breathtaking views · 5 bd · sleeps 12
- Coastal charm villa with golf-course views of Robert Trent Golf Course · 2 bd · sleeps 7
- Charming condo near the beach with outdoor pool, tennis courts, balcony, W/D, AC · 1 bd · sleeps 4
- Lovely house with gourmet kitchen, screened porch, & open deck · 5 bd · sleeps 13
- Charming Townhome with Golf Course View,On-site Pool and Short Walk to Beach! · 2 bd · sleeps 7
- Spacious Deck, Hot Tub, Second Row To Beach & Private Pool Coming Soon · 3 bd · sleeps 12
- Cozy dog-friendly home with free WiFi & private pool for a relaxing stay · 3 bd · sleeps 10
- Dog-friendly gem with pool, game room & golf course views - walk to beach · 4 bd · sleeps 10
- Harbour Town villa with courtyard view & pool - close to shops & restaurants · 2 bd · sleeps 6
- 3 BR Home with private pool in Palmetto Dunes, close to beach · 3 bd · sleeps 12
- Waterfront dream home with pool, lagoon views & screened porch · 5 bd · sleeps 10
- Beautifully renovated Sea Pines home with private hot tub & large outdoor space · 3 bd · sleeps 8
- Sunlit Sea Escape with Al Fresco Dining, Loft, Grill, Shared Pool · 2 bd · sleeps 6
- 2nd-floor home with screened balcony, on-site tennis, & pool - near beach · 4 bd · sleeps 12
- 2nd Row Beach House | Private Beach Access + Pool | Perfect for a Large Family · 5 bd · sleeps 10
- Incredible villa with pool and tennis access, central AC, and on-site golf · 2 bd · sleeps 5
- Updated Island Escape w/ Dual Suites - Golf, Tennis, Beach Club, Near Dining · 2 bd · sleeps 6
- Condo 1 block from Coligny Plaza with on-site pool, balcony, & W/D · 2 bd · sleeps 5
- Lagoon-View Condo with Al Fresco Dining, Shared Pool, Golf Course & Beach Access · 2 bd · sleeps 6
- 2-story condo with pool, private patio, & grill - walk to beach - near Coligny · 2 bd · sleeps 6
- Spacious condo w/ shared pool and golf on-site Near the ocean · 1 bd · sleeps 4
- Pelicans Perch · 6 bd · sleeps 14
- Updated Ground Floor Villa with Golf Views and Dog Friendly · 2 bd · sleeps 6
- Dog-friendly villa with pool, tennis, pickleball, on-site golf, deck, & W/D · 2 bd · sleeps 6
- Dog-Friendly Condo w/ Fast WiFi, a Patio, & Shared Pool - Walk to the Beach · 3 bd · sleeps 7
- Golf course-front townhome near beach with two patios, balcony, & pool access · 4 bd · sleeps 8
- Dog-friendly villa w/ lagoon views & an updated interior - near beach & pools · 2 bd · sleeps 6
- Enchanting beach/golf retreat with pool, screened porch & amazing views · 3 bd · sleeps 10
- Spacious Home with Private Pool, Game Room, & Big Backyard - Great for Groups · 5 bd · sleeps 14
- Ocean View Villa in HHBT Resort w/pool- steps from beach · 1 bd · sleeps 4
- Penthouse living at Shelter Cove Marina with balcony, harbor view, pool & tennis · 3 bd · sleeps 6
- Hilton Head Cabanas condo with patio & on-site pool - walk to beach & Coligny · 2 bd · sleeps 6
- Palmetto Dunes house w/ private pool, shared tennis courts + near beach & golf · 3 bd · sleeps 10
- Amazing pools, hot tub, and oceanfront views are waiting for you at Villamare · 2 bd · sleeps 6
- Bird of Paradise · sleeps 6
- Beach-view condo in oceanfront complex with outdoor pool, beach access & balcony · 1 bd · sleeps 4
- Lovely Condo w/ Shared Pool & Tennis - Dogs Welcome · 1 bd · sleeps 4
- Cozy Condo w/ Lagoon and Golf Course Views, Shared Pool, and Easy Beach Access · 2 bd · sleeps 6
- 3rd Floor Condo with pools, tennis/pickleball courts, access to beach · 2 bd · sleeps 4
- Sea You Soon · sleeps 6
- Peaceful villa with large deck and lagoon views, close to Harbour Town · 3 bd · sleeps 8
- Another Day In Paradise · sleeps 11
- 18th fairway golf-front condo with pool · 3 bd · sleeps 10
- The Magnolia · sleeps 8
- Lovely & vibrant condo w/ a screened-in porch & shared pool - close to beaches · 2 bd · sleeps 7
- Relaxing condo with tennis court, pool, balcony, patio, kitchen, W/D, & kitchen · 2 bd · sleeps 8
- Dreamy Island Gem W/ Golf Course View, Private Patio, Fast WiFi & Shared Pool · 2 bd · sleeps 6
- Nautical touches abound at this renovated waterfront condo with pool & tennis · 3 bd · sleeps 8
- Updated Condo with shared tennis, close to Coligny Plaza and beach · 1 bd · sleeps 4
- Recently Updated Resort Villa with WiFi & Pool - Quick Walk to Beach · 2 bd · sleeps 6
- Yacht Club Villas | Updated corner condo with marina view, shared pool & hot tub · 3 bd · sleeps 8
- Shorewood, Unit 530 | Penthouse condo in Hilton Head with ocean views · 2 bd · sleeps 6
- Golf course-view condo near beach with pool & private deck - dog-friendly · 2 bd · sleeps 8
- Marsh-view Harbour Town condo w/ shared pool - close to shops & restaurants · 1 bd · sleeps 4
- Second-Floor Condo Steps to Coligny w/Shared Pool, Central AC, & Beach Access · 2 bd · sleeps 8
- Harbour Town hideaway w/scenic balcony/water views - steps from the lighthouse · 2 bd · sleeps 6
- Secluded & Peaceful - Vacation Getaway with WiFi, Pool, Hot Tub, & Private Beach · 1 bd · sleeps 4
- Dog-friendly condo near Shelter Cove Marina with pool, hot tub & lagoon views · 2 bd · sleeps 6
- Perfectly Located Family Condo w/Shared Pool, Central AC, Private W/D, Free WiFi · 2 bd · sleeps 6
- Stunning Sea Pines getaway close to the beach & golf - newly renovated · 3 bd · sleeps 6
- Renovated island townhome near the beach with golf course views · 2 bd · sleeps 6
- Villa with WiFi, Private Washer & Dryer, Central AC - Shared Pools, Hot Tub · 2 bd · sleeps 6
- Beachy condo near the ocean with a furnished deck, AC, & outdoor pool · 2 bd · sleeps 4
- Golf course-view condo with beach access, on-site pool/tennis, & private patio · 2 bd · sleeps 6
- Twin Oaks 207 | Condo in Hilton Head · 3 bd · sleeps 10
- Treetops 4502 · 3 bd · sleeps 8
- Bright & inviting condo near the beach w/ a private balcony - family friendly · 2 bd · sleeps 6
- Don’t Worry. Beach Happy! 1BR Oceanview King Bed Villa in HHBT Resort · 1 bd · sleeps 4
- Oceanfront condo with pools, hot tubs, fitness room, & central AC · 2 bd · sleeps 6
- Beautiful villa, family-friendly w/ balcony, beach access, pool, & washer/dryer · 2 bd · sleeps 6
- 3rd Floor Villa with Private Washer & Dryer, Central AC - Shared Pools · 2 bd · sleeps 6
- Updated oceanfront villa with amazing views, balcony, pool access & W/D · 2 bd · sleeps 6
- Oceanfront resort condo with WiFi, balcony, pool, grills, & beach access · 1 bd · sleeps 4
- Terrific island escape with pool, furnished patio, fast WiFi & beach nearby · 2 bd · sleeps 4
- Bay-view condo with balcony, AC, & W/D - walk to beach · 2 bd · sleeps 6
- Golf, Sea & Sunshine · sleeps 8
- Cozy Villa with Private Balcony, Shared Pool & Hot Tub - Walk to the Beach · 1 bd · sleeps 4
- 1901 Golfmaster · 3 bd · sleeps 6
- Coastal Retreat with Patio, Shared Pools, Tennis & Playground - Walk to Beach · 2 bd · sleeps 6
- Family-Friendly Condo near the Beach, Patio, & Shared Pool · 2 bd · sleeps 6
- Beachwalk 141 | Condo near the beach with lagoon & golf views, pool, golf, W/D · 2 bd · sleeps 8
- Chic beach condo with direct beach access, on-site pool, & private balcony · 2 bd · sleeps 6
- Golf course-view condo with beach access, on-site pool/tennis, & private patio · 2 bd · sleeps 4
- Quiet Hilton Head Getaway with WiFi, Pool, Hot Tub, & Ocean View · 2 bd · sleeps 8
- Oceanfront villa with WiFi, full kitchen, pool, & hot tub - beach nearby · 2 bd · sleeps 6
- The Greens 155 · sleeps 6
- Holi-day by the Sea · 2 bd · sleeps 7
- Breathtaking golf views, Pet Friendly, spacious 3BR villa · 3 bd · sleeps 7
- Golf course view condo with WiFi, central AC, and access to pool - near ocean · 2 bd · sleeps 6
- Homey Condo with Lagoon View from Balcony - Hot Tub, Pool, & Beach Access · 1 bd · sleeps 4
- Lush villa with on-site pool, WiFi, private washer/dryer & central AC · 2 bd · sleeps 5
- 1st-floor condo near the beach with pool, tennis, balcony, gym, streaming, W/D · 1 bd · sleeps 6
- Waterfront Condo with Shared Pools, Hot Tubs, Private Balconies, and Ocean Views · 2 bd · sleeps 8
- Waterfront, dog-friendly condo at Shelter Cove with pool, deck & harbor view · 2 bd · sleeps 4
- Villa with pool, tennis courts, & private patio - walk to the beach · 3 bd · sleeps 8
- Beachfront escape with pools, hot tub, WiFi, washer/dryer, & central AC · 2 bd · sleeps 8
- Upgraded condo on waterfront with pool, hot tub, & tennis access - near beach · 2 bd · sleeps 8
- Oyster Catcher · sleeps 4
- Charming, family-friendly condo w/ private deck - close to golf & the beach · 2 bd · sleeps 6
- Golf Course-Adjacent Villa w/ Fast WiFi, Central A/C, Washer/Dryer, Shared Pool · 2 bd · sleeps 6
- Inviting villa with on-site golf, tennis and pool plus 2 patios, games · 3 bd · sleeps 6
- Charming bay view villa with pool, washer/dryer, balcony, TV, & full kitchen · 2 bd · sleeps 6
- Oceanfront Villa with Ocean Views, Shared Pool/Hot Tub, and Nearby Beach Access · 3 bd · sleeps 8
- End-unit, 3rd-floor condo near beach with balcony, pool, & tennis · 2 bd · sleeps 6
- Sea Forever. · sleeps 6
- The Ocean's Edge · sleeps 4
- Waterfront Getaway with Pools, Hot Tub, and Views of the Atlantic Ocean · 2 bd · sleeps 8
- Dog-Friendly with pool, tennis, covered deck, beach nearby + golf views · 3 bd · sleeps 6
- Close to beach, pickleball, tennis & golf with private pool, & hot tub · 5 bd · sleeps 14
- Palmetto Dunes Condo | Pool by the Golf Course | Bike to Beach · 2 bd · sleeps 6
- Snowbird-Friendly Condo with Golf View, Patio, Shared Pool/Tennis, A/C, WiFi · 1 bd · sleeps 2
- Relaxing ocean-view condo with on-site pool, private balcony & central AC · 2 bd · sleeps 6
- Downtown condo with pool & tennis - quick beach access, W/D, patio, central AC · 2 bd · sleeps 6
- Sea Pines condo with amazing golf course view, pool, & balcony - walk to beach · 2 bd · sleeps 6
- Stunningly remodeled 3rd floor villa with ocean views · 2 bd · sleeps 7
- Sandcastle 6 Bedroom HHI SC Beachhome, Pool, Arcade, Hot Tub · 6 bd · sleeps 16
- Charming Villa with Ocean Views, Pool, & Hot Tub - Walk to Beach · 2 bd · sleeps 8
- Newly-renovated home on a golf course with a private deck - close to the beach · 3 bd · sleeps 6
- Airy abode w/ beach access and balcony view - central location · 2 bd · sleeps 6
- A Quiet Place · 3 bd · sleeps 8
- The Aurora · sleeps 4
- Dreamy island getaway with shared pool & tennis, central AC, balcony & WiFi · 2 bd · sleeps 6
- Hilton Head Island condo with water-view patio, pool, & easy beach access · 2 bd · sleeps 6
- Two-Story Villa with WiFi, Pool, & Tennis - Easy Walk to the Beach · 3 bd · sleeps 8
- Tranquil condo with two outdoor pools, bike paths and beach access · 1 bd · sleeps 4
- Cheerful condo with shared pool, close to beach, golf, tennis and shopping · 1 bd · sleeps 7
- Ocean-View Condo with Beach Access, Tennis, Playground, Shared Pool & Hot Tub · 2 bd · sleeps 6
- Spacious condo with patio, pool, walking distance to beach - near Coligny · 2 bd · sleeps 6
- Beachfront getaway with WiFi, pools, hot tub, gym, washer/dryer, & central AC · 3 bd · sleeps 9
- Renovated Coligny condo with pool, deck, & AC - walk to beach, shops, & dining · 2 bd · sleeps 4
- A Quiet Beach Getaway with Pools, Hot Tub, Tennis Courts, and Private Patio · 2 bd · sleeps 5
- Riveting condo home with hot tub, sauna, tennis court, fitness room, & kitchen · 2 bd · sleeps 5
- Fun island retreat with pool, hot tub, beach access & balcony · 2 bd · sleeps 7
- Comfortable Condo with Shared Pool, Hot Tub, and Ocean Views - Walk to the Beach · 2 bd · sleeps 5
- Stylish Island Retreat w/ Pool: Near Beach, Dining, Shops & Golf · 2 bd · sleeps 8
- Calming Condo Getaway with Shared Pool, Hot Tub, and Tennis Courts · 2 bd · sleeps 7
- Comfortable getaway with pool, full kitchen, AC, Internet — near the ocean · 3 bd · sleeps 8
- Serene golf & lagoon view condo w/ pool access, office space, central AC & W/D · 2 bd · sleeps 9
- Stunning oceanfront villa with WiFi, pool & hot tub, private balcony · 3 bd · sleeps 7
- Hilton Head Beach Club #4 · 2 bd · sleeps 4
- Beautiful Palmetto Dunes Villa- Lagoon Views, Complex Pool · 3 bd · sleeps 8
- Panoramic direct oceanfront view condo w/ pool, hot tub, gym & steps to beach · 3 bd · sleeps 10
- Contemporary Condo with Shared Pool, Hot Tub & Patio with Al Fresco Dining · 2 bd · sleeps 8
- Island Club 111 · 2 bd · sleeps 4
- Cozy bungalow offers privacy, shared pool, and beach access via dedicated trail · 2 bd · sleeps 6
- Villa with saltwater pool, golf, firepit, hot tub, & private beach access · 2 bd · sleeps 6
- Unique Treehouse Haven with Marsh-Front Views & Large Deck - Walk to Beach · 2 bd · sleeps 4
- Gorgeous waterfront home with lagoon views & firepit - walk to South Beach · 4 bd · sleeps 10
- Snowbird/dog-friendly villa with WiFi, 2 patios, & grill + pool/ beach access · 2 bd · sleeps 6
- Night Harbour · sleeps 4
- Golf Sim~Pickleball~Theater~Sauna~Games~Sleeps 24 · 6 bd · sleeps 24
- 35 Wagon Rd | Luxury Sea Pines Home w/ Pool & Spa · 3 bd · sleeps 10
- Beautiful Sunset & Water Views, Bike to the Beach! · sleeps 6
- lofted villa with private deck, streaming, & W/D - near Harbour Town · 2 bd · sleeps 4
- Dog-friendly house with private pool & large backyard - walk to beach · 3 bd · sleeps 6
- Home with private pool, fenced in yard, dog-friendly, walk to beach · 3 bd · sleeps 8
- Second-Floor Villa Near the Beach w/Balcony Views of the Pool & Lagoon · 3 bd · sleeps 8
- French Country home on Golf Course with deck & private pool · 4 bd · sleeps 8
- Coastal cottage with private pool, patio, firepit, AC, & W/D - walk to beach · 3 bd · sleeps 7
- Penthouse w Glorious Water Views, Near Beach, Pet Friendly · sleeps 4
- Couples Retreat - Water Views Near Beach · sleeps 4
- Palmetto Dunes villa with patio, shared pool, tennis & golf - dogs OK · 2 bd · sleeps 5
- Beautiful 1st floor condo, 15 mins walk to Coligny Plaza · 2 bd · sleeps 4
- Lovely villa with central AC, and easy beach access · 1 bd · sleeps 4
- Airy, lagoon-view condo with pool, hot tub & tennis - walk to the beach · 2 bd · sleeps 4
- Spacious lagoon-view condo with tennis, outdoor pool, beach access, balcony · 1 bd · sleeps 4
- 51 Stone’s Throw | 5 Min Walk to Folly Field Beach · 3 bd · sleeps 6
- 2-story condo with pool, beach, dog friendly, private deck, & W/D · 3 bd · sleeps 10
- Oceanview condo at Port Royal with pools, tennis, & beach access · 2 bd · sleeps 5
- Snow Bird Friendly, ground-floor island gem with pool access - walk to beach · 2 bd · sleeps 7
- Quiet Getaway with Pools, Hot tub, Tennis Courts, and Ocean Views · 2 bd · sleeps 7
- Renovated home with private screened pool, lagoon views & nearby beach access · 4 bd · sleeps 10
- Condo with Coligny Beach views, outdoor pool, beach access, balcony, W/D, & AC · 1 bd · sleeps 4
- Beautifully renovated 1 bedroom villa with shared pool- ocean views · 1 bd · sleeps 5
- 2 BDR w/Water Views, Beach Access, & Shared Pool! · 2 bd · sleeps 6
- Enchanting condo just steps to golf & Harbour Town Marina · 3 bd · sleeps 9
- Updated Villa - Close to Coligny Plaza and Beach Access · 2 bd · sleeps 7
- Perfect condo across street from beach access with outdoor pool & grill · 2 bd · sleeps 6
- Dog & Snowbird-Friendly Gem - AC, WiFi & Boat Parking, Walk to Folly Field Beach · 3 bd · sleeps 8
- Secluded home & pool house with private pool - steps away from the beach · 5 bd · sleeps 12
- Classic Ranch-Style with Private Pool & Spa, Near the Beach · 3 bd · sleeps 10
- Oceanfront condo with pools, hot tubs, WiFi, washer/dryer, & central A/C · 3 bd · sleeps 10
- Coastal Escape D4 | Walk to Beach & Coligny Plaza · 1 bd · sleeps 4
- Palmetto Dunes condo with golf course view, pool & tennis · 3 bd · sleeps 8
- Waterfront Condo with Ocean Views, Shared Pool, Hot Tub, and Covered Balcony · 1 bd · sleeps 4
- South Forest Beach Retreat - Walk to Coligny · 2 bd · sleeps 6
- Oceanview condo with pool, hot tub & full kitchen - close to beach · 2 bd · sleeps 6
- Beach dream w/ balcony view & shared pool - steps from the beach · 1 bd · sleeps 4
- Water Oak Villa · sleeps 12
- Coastal condo- close to Coligny Plaza, Beach with shared pool · 2 bd · sleeps 6
- A spacious condo with community pool, hot tub, and oceanfront views · 1 bd · sleeps 4
- Waterfront condo with walkable locale, central AC, washer/dryer, & shared pool · 2 bd · sleeps 7
- Family Friendly Condo, outdoor/ indoor pool, hot tub, close to beach · 2 bd · sleeps 6
- Dog-Friendly Condo w/ Fast WiFi, a Patio, & Shared Pool - Walk to the Beach · 3 bd · sleeps 8
- Quiet Hideaway with Pools, Hot Tub, Tennis & Easy Beach Access · 1 bd · sleeps 4
- Lagoon-view condo with WiFi, central AC, washer/dryer, access to pool, hot tub · 2 bd · sleeps 6
- Idyllic island getaway with pool, private patio, pond views, & easy beach access · 1 bd · sleeps 4
- Hilton Head Beach Getaway, 2 Bedroom beach house · 2 bd · sleeps 6
- Beautiful Water & Marina Views, Near the Beach! · sleeps 6
- Two-story villa with 3 pools, tennis & bikes - walk to Coligny Plaza & beach · 2 bd · sleeps 6
- Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome · 5 bd · sleeps 14
- Golfers’ Getaway · sleeps 6
- Spacious Home - four rows from the ocean with private deck · 4 bd · sleeps 8
- The Cottage on Park · 3 bd · sleeps 4
- Beautiful Water Views, Island Retreat Near Beach! · sleeps 4
- Lake Forest · sleeps 6
- 3 Blocks to the Beach! Modern 3BR/3BA Family Haven · 3 bd · sleeps 8
- Modern, Cozy, & Quiet - Sea Pines, Near Beach · sleeps 4
- Ketch Studio · sleeps 2
- Bright, beachy condo with pools, hot tub, fast WiFi, ocean views, balcony, & AC · 2 bd · sleeps 6
- Renovated Dog-Friendly Villa w/ Patio & Pool - Near Golf & Beach · 3 bd · sleeps 6
- Updated all-suite tennis villa with W/D, pool, screened porch - near beach · 3 bd · sleeps 8
- Second-Floor Condo with WiFi, Pool, Golf Course Views - Near the Beach · 2 bd · sleeps 6
- Walk to Coligny Beach 2BR Villa | Pool | Sleeps 4 · 2 bd · sleeps 4
- 2nd-floor snowbird-friendly condo with balcony, pool, tennis, pool views, & W/D · 2 bd · sleeps 6
- Spacious Home with Gourmet Kitchen, Private Pool, & WiFi - Steps from the Beach · 5 bd · sleeps 12
- Renovated spacious home with private pool & large furnished backyard · 5 bd · sleeps 12
- Spacious & dog-friendly condo w/ golf course view, shared pool and tennis court · 2 bd · sleeps 6
- Dog-friendly island escape near the beach with pool, water view & WiFi · 2 bd · sleeps 4
- Beachfront beauty with pool access - fireplaces, jetted tub, balconies, & W/D · 5 bd · sleeps 10
- Spacious Palmetto Dunes condo with private patio, shared pool, pickleball & golf · 2 bd · sleeps 8
- Open condo with pool, tennis, wooded balcony & central AC - close to the beach · 2 bd · sleeps 4
- 4BR, 3BA, Near Folly Field Beach, Sleeps 18 · 4 bd · sleeps 18
- Unique condo w/ bay view, balcony & spiral staircase - great location · 1 bd · sleeps 4
- 4BR for 8 w/ Shared Pool, Pickleball & Tennis! · 4 bd · sleeps 8
- Open and Airy 3-Bed 2-Bath St. Andrews Villa · 2 bd · sleeps 6
- Stunning home- lagoon views and close to Harbour Town w/ central AC · 3 bd · sleeps 10
- Tennis Villa B16 - Easy Walk to Beach · 2 bd · sleeps 6
- Palm-lined hideaway with pool, hammock, & spacious interior - dog-friendly · 3 bd · sleeps 9
- Dog-friendly house with private pool and screened-in deck - Walk to beach · 4 bd · sleeps 13
- Dog friendly home w/ an enclosed yard, pool deck, & private pool · 4 bd · sleeps 12
- Gated community home w/lagoon & pools - Near Beaches & Dog Friendly · 2 bd · sleeps 6
- Bright, comfortable villa near beach with pool access - 7-night summer stays · 3 bd · sleeps 8
- Sailors Cove · sleeps 11
- Villa overlooking the lagoon with grill, pool & tennis - walk to the beach · 3 bd · sleeps 6
- 5BR Home for 12 w/ Private Pool, Near Beach! · 5 bd · sleeps 12
- Two-story home with pool, balcony, deck, grill, & central AC - snowbirds welcome · 6 bd · sleeps 20
- Beautiful & Spacious House Near Beach w/Shared Tennis Court, Private Pool, WiFi · 6 bd · sleeps 16
- Sandy Beach Retreat – Burkes Beach w/ Private Pool · 9 bd · sleeps 18
- Siesta by the Sea · sleeps 9
- 2BR Beach Villa for 6, Walk to Beach & Trails! · 2 bd · sleeps 6
- Luxurious lagoon home w/ kayaks, bikes, game room, cardio gym, & private pool · 4 bd · sleeps 11
- Coastal Comfort Near Shipyard Beach, Golf & Coligny · 3 bd · sleeps 6
- Home with private pool, fenced in yard and dog-friendly · 3 bd · sleeps 8
- Island Getaway · sleeps 8
- Amazing Family-Friendly House w/ Private Pool & Hot Tub, WiFi & AC - Near Beach · 7 bd · sleeps 22
- Renovated Island Escape W/ Shared Pools, Easy Beach Access, Fast WiFi & Patio · 3 bd · sleeps 8
- Bright & Beachy Dog-Friendly Villa w/ Fast WiFi, Central A/C, & a Shared Pool · 3 bd · sleeps 6
- Palm Breeze · 4 bd · sleeps 9
- Ocean Breeze* · sleeps 8
- Treetops 4901 - 2BR Villa | Steps to Beach & Coligny · 2 bd · sleeps 5
- Ranch-style home with private pool with spa & golf course view - dog-friendly · 4 bd · sleeps 10
- 2BR Bluff Villa w Balcony, Walk to Salty Dog! · 2 bd · sleeps 7
- Fully Renovated Sea Pines Home w/ Private Pool Six Rows from the Water - Dogs OK · 4 bd · sleeps 14
- Spacious family home with WiFi, private pool & spa, outdoor kitchen · 6 bd · sleeps 18
- Sea Pines - Newly Renovated - Greenwood Forest - 3 bedroom home on Dewberry Lane · 3 bd · sleeps 8
- Serene villa with pool, beach access, tennis, central AC, & washer/dryer · 2 bd · sleeps 6
- Oceanside Resort Condo w/ Indoor Pool, Tennis & Oceanfront Restaurant · 2 bd · sleeps 6
- 2 BR Beachwalk condo in Shipyard-steps to the beach and across from the Sonesta Resort · 2 bd · sleeps 8
- Pet Friendly -Patio overlooking Lagoon -Near Beach · sleeps 6
- 10 St. John’s Place · 4 bd · sleeps 8
- 201 Captains Quarters · sleeps 6
- Scenic Sea Pines Golf Course Views, Bike to Beach! · sleeps 8
- 16 Water Oak · sleeps 10
- Spacious house by the beach with screened balcony & central AC · 5 bd · sleeps 10
- Fabulous Water & Shelter Cove Harbour Views · sleeps 8
- Bright Modern Pet Friendly Villa · sleeps 4
- Great Marina Views, Steps to Pool, Bike to Beach · sleeps 6
- Pet Friendly 3 BR in Shelter Cove; Near Beach · sleeps 8
- Bright & Modern Pet Friendly Beach Getaway · sleeps 4
- Dog-friendly, golf-course adjacent townhouse w/ a wet bar, patio, & shared pool · 3 bd · sleeps 8
- Pet Friendly 3 BR w/ private deck- Close to Beach! · sleeps 6
- Oceanfront, 3rd-floor condo with corner balcony, pool & beach access · 2 bd · sleeps 6
- Roomy Two-Story Villa with Two Pools - Minutes to the Beach · 3 bd · sleeps 8
- Glorious Panoramic Water Views · sleeps 4
- Water & Marina Views, Pet Friendly-Near Beach · sleeps 6
- Family-Friendly Townhome with Shared Pool, Golf Course Views, and Beach Access · 3 bd · sleeps 8
- Marriott's Grande Ocean | Two-Bedroom Villa · studio · sleeps 6
- Spacious, Renovated House with Private Spa and Private Pool · 3 bd · sleeps 6
- The Beachwalk · 2 bd · sleeps 6
- Blue Mermaid · sleeps 14
- Breezy resort home located in Sea Pines Resort near marina & restaurants · 3 bd · sleeps 8
- Dog-friendly home with private pool, WiFi, W/D & central AC - snowbird-friendly · 5 bd · sleeps 14
- Sprawling coastal home with private pool, elevator, & scenic lanai- dog-friendly · 6 bd · sleeps 12
- Pool-view condo near beach with non-heated pool, golf, tennis, grill · 2 bd · sleeps 6
- Players Club of Hilton Head Island - 2BR · 2 bd · sleeps 6
- Good Morning Sunshine · sleeps 7
- Fiddler’s Cove Gem | Steps to Sand & Pickleball · 2 bd · sleeps 6
- Charming 3 bedroom 3 1/2 bath home in beautiful Sea Pines. · 3 bd · sleeps 8
- Blissful Relaxation · 5 bd · sleeps 13
- 7 St. John's Place · 4 bd · sleeps 8
- Sandcastle by the Sea - brand-new, private pool, elevator & 3 blocks to beach · 6 bd · sleeps 18
- Gorgeous Sea Pines home- Private pool, beach gear, on beach path · 4 bd · sleeps 14
- Inviting villa with pool, tennis, & balcony - close beach access · 2 bd · sleeps 7
- Dog-Friendly Villa with Pool, Tennis, Patio, Full Kitchen & Beach Nearby · 2 bd · sleeps 6
- Water-view townhome with pool & tennis access & on-site golf · 3 bd · sleeps 8
- Fabulous island home with private pool, fast WiFi, grill, sunroom & central AC · 2 bd · sleeps 6
- Coastal Luxe Retreat - Heated Pool & Spa - Games · 5 bd · sleeps 16
- Peaceful Oceanfront Villa with Pools, Hot Tub, Tennis, & Ocean View · 2 bd · sleeps 7
- Steps to Beach-Hilton Head Condo-Pet Friendly · 2 bd · sleeps 8
- Snowbird-friendly studio condo near beach with tennis, pickleball, & water views · sleeps 2
- Pelican's Nest | Dog-friendly house - 200 steps from the beach · 4 bd · sleeps 10
- Beautiful 4BDR w/Hot Tub & Pool, Shuttle to Beach! · 4 bd · sleeps 12
- Ground level condo with pool, golf & Sea Pines Beach Club access · 2 bd · sleeps 6
- Spacious townhome w/ balcony, desk + monitor, W/D & near beach · 2 bd · sleeps 7
- Oceanfront home with kitchen, balcony, patio - shared pool and trails · 4 bd · sleeps 10
- Homey second-floor villa with admittance to shared pool and close to beaches · 2 bd · sleeps 7
- Dog-friendly ,golf course views, pool,beach nearby · 2 bd · sleeps 6
- Welcoming villa with pool, beach access, patio, central AC, & washer/dryer · 2 bd · sleeps 4
- Family-friendly home near the beaches w/ a private, saltwater pool · 4 bd · sleeps 12
- Beautiful half-acre estate with private hot tub and passes to the shared pool. · 4 bd · sleeps 14
- Lovely, water-view townhouse with pool - short walk to Harbour Town & playground · 3 bd · sleeps 6
- Snowbird Discounts, Steps to beach, 2.5 Bathrooms, & Coligny · 2 bd · sleeps 9
- Villa with Private Beach Access, Pool, Hot Tub, Free WiFi, & Private W/D · 2 bd · sleeps 7
- Gorgeous and sunny home with pool, beach access, & washer/dryer - dogs welcome · 3 bd · sleeps 8
- Inviting Condo with pool, tennis court and close to Coligny Plaza and Beach · 2 bd · sleeps 5
- Pet-Friendly 4BR, Loft, Golf Cart Near Beach, Spa · 4 bd · sleeps 10
- Ocean View at Island Club - 2BR · 2 bd · sleeps 6
- Ketch The Sunset · sleeps 6
- Beach-view condo in oceanfront complex with outdoor pool, beach access, balcony · 1 bd · sleeps 4
- Walk to beach! Charming & Spacious townhouse with a shared pool · 4 bd · sleeps 8
- Ocean View Hilton Head Beach & Tennis Resort Condo | Steps to Beach · 1 bd · sleeps 6
- Dog-Friendly Beach Retreat in Hilton Head: Relaxation, Adventure, and Comfort · 2 bd · sleeps 8
- Unbeatable views from private pool with pool spa - near shopping & beaches · 5 bd · sleeps 13
- Renovated condo on the beach with pool, balcony, central AC, W/D, & fitness room · 1 bd · sleeps 6
- 909 Cutter Court | Modern Sea Pines Retreat · 1 bd · sleeps 4
- Wonderful sun-filled retreat w/ generous patio, pool, & tennis - near beaches · 3 bd · sleeps 10
- Updated, waterfront condo with amazing lagoon & golf views from the sunroom · 2 bd · sleeps 6
- Sunny Ocean Club Condo | Pool & Private Beach Access | Steps to Shore · 2 bd · sleeps 6
- Marriott's Sunset Pointe | Two-Bedroom Villa · studio · sleeps 6
- Sunny & bright home near the beach w/ private pool & furnished deck · 5 bd · sleeps 14
- Hilton Head 6BR, Sleeps 18: Pool, Hot Tub, FirePit · 6 bd · sleeps 18
- Condo w/ soaring ceilings, a deck, lagoon views, & shared tennis · 2 bd · sleeps 4
- Waterfront condo w/ private balcony, W/D and near beach + marina · 2 bd · sleeps 6
- Welcoming condo w/ pool, near beach & shopping + balcony overlooking the lagoon · 2 bd · sleeps 6
- Oceanside Seascape Villa with lagoon views & 2 pools - easy walk to beach access · 2 bd · sleeps 6
- Family-Friendly Townhome with Lagoon View, Shared Pool, Hot Tub & Tennis · 2 bd · sleeps 7
- Dreamy condo on the beach w/ balcony view, shared pool, & charming decor · 2 bd · sleeps 6
- The Beach Retreat · 4 bd · sleeps 10
- Island getaway by the ocean w/ balcony view & shared pool - beach access · 1 bd · sleeps 4
- Family Beach Villa | Sleeps 7 | FREE Parking | FREE Seasonal Beach Shuttle | Pool Neaby I Golf Views · 2 bd · sleeps 7
- Treetops 5004 - Stunning Villa near Beach & Coligny · 2 bd · sleeps 5
- Lagoon views, shared pool and easy access to Shelter Cove Towne Center · 2 bd · sleeps 10
- Homey Waterfront Villa with Ocean Views, Balcony, & Pool - Walk to Beach · 1 bd · sleeps 4
- Delightful dog-friendly beach condo with pool, tennis, patio - walk to the beach · 2 bd · sleeps 6
- Third-floor condo with pool & tennis courts - steps to Coligny Beach & Plaza · 1 bd · sleeps 4
- Golf course view condo near walking trails, Van der Meer & Shipyard beach · 2 bd · sleeps 8
- Lovely Palmetto Dunes Getaway w/ Pool & Shuttle to Shelter Cove, Near Beach · 2 bd · sleeps 8
- Two-story end condo with private patio, grill, pool, & tennis · 2 bd · sleeps 7
- Pet-Friendly Palmetto Dunes Oasis | Near Tennis · 2 bd · sleeps 4
- Inviting Townhome w/ Balcony & Private Gas Grill - Close to the Beach · 2 bd · sleeps 6
- Dunes F2 - South Forest Beach Villa · 2 bd · sleeps 6
- Beach access condo with deck, pool, washer/dryer, and AC - snowbird-friendly · 3 bd · sleeps 8
- 2-story condo with on-site pool, golf, tennis, private deck, AC, & W/D · 2 bd · sleeps 7
Questions about renting in Hilton Head Island
How many vacation rentals are there in Hilton Head Island?
CielStay lists 622 homes in Hilton Head Island, counted from the homes live today with an exact map location.
Can I book a vacation rental in Hilton Head Island directly with the host?
Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.
Are there pet-friendly rentals in Hilton Head Island?
106 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.
Are there rentals in Hilton Head Island for large groups?
96 homes sleep 10 or more, and 38 homes have five or more bedrooms.
How are prices shown?
Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.