Vacation Rentals & Beach Rentals in Hilton Head

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10,001 beach rentals

Montecristo Luxury Villa

Cabo San Lucas villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Shared indoor pool Private outdoor pool (unheated) Safe Sea view Smoking allowed

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Price per night from

$659

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All-inclusive luxury villa on the beach

Cabarete house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Sea view, Shared indoor pool, Private outdoor pool (unheated), Safe, Smoking allowed

4 of 5 filters match

Price per night from

$1,603

Unique luxury villa with full staff and ocean view

Cap Cana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Private outdoor pool (unheated), Shared indoor pool, Safe, Sea view, Smoking allowed

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Price per night from

$2,176

Villa Okyanus - Ocean view villa in luxury resort

Cap Cana villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

4 of 5 match: Private outdoor pool (unheated), Shared indoor pool, Safe, Sea view, Smoking allowed

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Price per night from

$11,450

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$58

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$98

Cozy Beachside Cottage w/ Sunset Balcony & A/C

Treasure Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$172

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$279

Delfini - P3A

Sal Rei studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 5 match: Safe, Private outdoor pool (unheated), Shared indoor pool, Sea view, Smoking allowed

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Price per night from

$81

Noomi’s Beach House (Private beach and Complex!!)

La Libertad villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 32 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$217

La Preciosa, beautiful atypical villa with ocean view in Rio San Juan

Rio San Juan villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$204

Luxury 6 Bedroom Villa (VIP GOLD BAND MEMBER)

Puerto Plata villa

  • 6 bedrooms
  • 12 bathrooms
  • sleeps 12

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$859

Coral Villa near Sam Lord Castle,Beach,Sea,Pool!

Bottom Bay guest house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$568

New-charming Villa, pool, exotic garden

Deshaies villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$358

TAK

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$1,202

Rainbows Breeze- Ocean views with pool/spa

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$132

Cousy 3 bedroom villa in gated community

Sosua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 0 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$248

Villa Hermosa Spacious villa close downtown

Sosua villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 0 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$264

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$516

A BEAUTIFUL 3BD/3BA VILLA W/PRIVATE SWIMMING POOL. LIFESTYLES VACATION RESORT..

Puerto Plata villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$344

4 BD 4 BA VILLA - THE ROYAL VILLAS LIFESTYLES RESORT - PUERTO PLATA

Puerto Plata villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$458

Paraiso de los Angeles - Villa Palapa Zipolite

Zipolite villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 56 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$458

Chill-in-Negril (NEGRILCONDO)

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 1 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

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Price per night from

$92

LATITUDE 8 LODGE Sea Mist Cabina (sleeps 4 air conditioned on beach with pool)

Playa Zancudo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Beautiful,secluded and relaxing.” Off the beaten path this cute cabina is perfect. Beautiful beach walking, shell collecting and sunset watching. Make your own breakfast lunch or dinner in the rancho or go to one of the local restaurants. Very relaxing way to recharge your batteries. Loved it.

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$86

ŽUPA creole case of charm with swimming pool / Spa

Sainte Rose villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$185

Domaine des Fonds Blancs / Villa Isabelle 5*****

Le Francois manor house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$2,289

Loft on the Pacific

Lazaro Cardenas apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$75

Villa La Vita è Bella Bonaire

Kralendijk villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$195

Breathtaking View Villa Jamaica

Falmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$447

VILLA FEET IN WATER

Las Terrenas villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$493

Two Bays Beach Villa - Three Bedroom Villa at Cabier Beach

Crochu villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$549

Book Your Dream Yelapa Vacation Here!

Yelapa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$399

Corcovado 7 Story Treehouse Canopy Adventure near Corcovado National Park

Puerto Jimenez tree house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$401

Modern and secluded property with an infinity pool

Perla Marina villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 0 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$331

Luxury affordable Villa in 5* resort

Santa Maria villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 18 minutes

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$185

Villa Azura | Vue Mer | Haut-de-gamme | Piscine | 6 personnes

Le Vauclin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$518

The Blue Orchid

Sainte-Anne apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$185

Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool, and A/C

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

4 of 5 match: Shared indoor pool, Private outdoor pool (unheated), Safe, Sea view, Smoking allowed

4 of 5 filters match

Price per night from

$287

Viewing 38 of 10,001
rentals in Hilton Head

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