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Outdoor Pool Hotels in Caribbean

1 of 12
Hampton by Hilton Santiago de los Caballeros
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98.08 miles
From*
$129
Includes fees
Honors Discount Non-refundable
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Free breakfast
Free parking
Outdoor pool
1 of 12
Hotel Santiago, Curio Collection by Hilton
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99.08 miles
From*
$142
Includes fees
Honors Discount Non-refundable
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Outdoor pool
1 of 12
Homewood Suites by Hilton Santo Domingo
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116.00 miles
From*
$129
Honors Discount Non-refundable
Select Dates
Free breakfast
Free parking
Outdoor pool
1 of 12
Hampton by Hilton Santo Domingo Airport
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134.05 miles
From*
$111
Honors Discount Non-refundable
Select Dates
Free breakfast
Free parking
Outdoor pool
1 of 12
Sailrock South Caicos, an SLH Hotel
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216.91 miles
From*
$817
Includes fees
Honors Discount Breakfast Included
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Free parking
Outdoor pool
1 of 8
Point Grace Resort and Spa, an SLH Hotel
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236.51 miles
From*
$846
Includes fees
Honors Discount Breakfast Included
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Free parking
Outdoor pool
1 of 4
The Trident Hotel, an SLH Hotel
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309.63 miles
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Outdoor pool
1 of 11
Embassy Suites by Hilton San Juan Hotel & Casino
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372.86 miles
From*
$222
Includes fees
Honors Discount Non-refundable
Select Dates
Free breakfast
Outdoor pool
1 of 7
S Hotel Montego Bay, an SLH Hotel
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407.65 miles
From*
$490
Honors Discount All Inclusive
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Outdoor pool
1 of 12
Hilton Aruba Caribbean Resort & Casino
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418.06 miles
From*
$512
Includes fees
Honors Discount
Select Dates
Free parking
Outdoor pool
1 of 12
The Westerly at Hilton Aruba Caribbean Resort
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418.06 miles
From*
$616
Includes fees
Honors Discount
Select Dates
Free parking
Outdoor pool
1 of 12
Embassy Suites by Hilton Aruba Resort
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418.38 miles
From*
$422
Includes fees
Honors Discount
Select Dates
Free breakfast
Free parking
Outdoor pool
1 of 12
Hampton by Hilton St. Thomas
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445.12 miles
From*
$220
Honors Discount Advance Purchase
Select Dates
Free breakfast
Free parking
Outdoor pool
1 of 10
Malliouhana Resort, an SLH Hotel
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562.67 miles
From*
$1,053
Includes fees
Honors Discount
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Free parking
Outdoor pool
1 of 12
Sunset Reef, an SLH Hotel
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592.34 miles
From*
$636
Includes fees
Honors Discount Advance Purchase
Select Dates
Free parking
Outdoor pool
1 of 12
Koi Resort Saint Kitts, Curio Collection by Hilton
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597.69 miles
From*
$144
Honors Discount Non-refundable
Select Dates
Free parking
Outdoor pool
1 of 12
Hampton by Hilton Grand Cayman Seven Mile Beach
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635.61 miles
From*
$211
Includes fees
Honors Discount Non-refundable
Select Dates
Free breakfast
Free parking
Outdoor pool
1 of 7
The Liming Bequia, an SLH Hotel
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788.19 miles
From*
$384
Honors Advance Purchase Breakfast Included
Select Dates
Free parking
Outdoor pool
1 of 13
Bequia Beach Hotel, an SLH Hotel
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790.03 miles
From*
$291
Honors Discount Breakfast Included
Select Dates
Free parking
Outdoor pool
1 of 12
Hilton Barbados Resort
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884.14 miles
From*
$294
Includes fees
Honors Discount
Select Dates
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.