Outdoor Pool Hotels in Caribbean

Showing 53 hotels

Prices include all taxes and fees

  • Hampton by Hilton Santiago de los Caballeros

    98.08 miles

    From*

    $124

    Honors Discount Non-refundable

    Free breakfast
    Free parking
    Outdoor pool

  • Hotel Santiago, Curio Collection by Hilton

    99.08 miles

    From*

    $132

    Includes fees

    Honors Discount Non-refundable

    Outdoor pool

  • Homewood Suites by Hilton Santo Domingo

    116.00 miles

    From*

    $125

    Honors Discount Non-refundable

    Free breakfast
    Free parking
    Outdoor pool

  • Hampton by Hilton Santo Domingo Airport

    134.05 miles

    From*

    $115

    Honors Discount Non-refundable

    Free breakfast
    Free parking
    Outdoor pool

  • Sailrock South Caicos, an SLH Hotel

    216.91 miles

    From*

    $754

    Includes fees

    Honors Discount Breakfast Included

    Free parking
    Outdoor pool

  • Point Grace Resort and Spa, an SLH Hotel

    236.51 miles

    From*

    $947

    Includes fees

    Honors Discount Breakfast Included

    Free parking
    Outdoor pool

  • The Trident Hotel, an SLH Hotel

    309.63 miles

    Sold Out

    Check Available Dates

    Outdoor pool

  • Embassy Suites by Hilton San Juan Hotel & Casino

    372.86 miles

    From*

    $253

    Includes fees

    Honors Discount Non-refundable

    Free breakfast
    Outdoor pool

  • S Hotel Montego Bay, an SLH Hotel

    407.65 miles

    From*

    $617

    Honors Discount All Inclusive

    Outdoor pool

  • Hilton Aruba Caribbean Resort & Casino

    418.06 miles

    From*

    $575

    Includes fees

    Honors Discount

    Free parking
    Outdoor pool

  • The Westerly at Hilton Aruba Caribbean Resort

    418.06 miles

    From*

    $677

    Includes fees

    Honors Discount

    Free parking
    Outdoor pool

  • Embassy Suites by Hilton Aruba Resort

    418.38 miles

    From*

    $532

    Includes fees

    Honors Discount

    Free breakfast
    Free parking
    Outdoor pool

  • Hampton by Hilton St. Thomas

    445.12 miles

    From*

    $236

    Honors Discount Advance Purchase

    Free breakfast
    Free parking
    Outdoor pool

  • Malliouhana Resort, an SLH Hotel

    562.67 miles

    From*

    $845

    Includes fees

    Honors Discount

    Free parking
    Outdoor pool

  • Sunset Reef, an SLH Hotel

    592.34 miles

    From*

    $700

    Includes fees

    Honors Discount Advance Purchase

    Free parking
    Outdoor pool

  • Koi Resort Saint Kitts, Curio Collection by Hilton

    597.69 miles

    From*

    $144

    Honors Discount Non-refundable

    Free parking
    Outdoor pool

  • Hampton by Hilton Grand Cayman Seven Mile Beach

    635.61 miles

    From*

    $260

    Honors Discount Non-refundable

    Free breakfast
    Free parking
    Outdoor pool

  • The Liming Bequia, an SLH Hotel

    788.19 miles

    From*

    $384

    Honors Advance Purchase Breakfast Included

    Free parking
    Outdoor pool

  • Bequia Beach Hotel, an SLH Hotel

    790.03 miles

    From*

    $341

    Honors Discount Breakfast Included

    Free parking
    Outdoor pool

  • Hilton Barbados Resort

    884.14 miles

    From*

    $326

    Includes fees

    Honors Discount

    Free parking
    Outdoor pool
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*Prices are based on current availability over the next 30 days and are subject to change. Please enter exact dates for specific pricing and availability.