Find Hotels with a Pool in Hillsborough

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Check availability on Hillsborough Hotels with a Pool

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Recommended hotels in Hillsborough

On the beach
Bogles Round House

Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (63)
"Such a peaceful experience listening to the waves all day/night and the views of the ocean and other islands are spectacular. Thank you to Roxanne and Miguel for making this trip so memorable! (Tip: ask Miguel to scoot you over to Anse La Roche for an unforgettable day/meal). Roxanne’s cooking at the restaurant was the best I’ve had in years. Delicious and gorgeously presented. Excellent stay! Will be back! "
United States
Juliet
The price is ￥15,477
￥17,025 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Bogles Round House
Marina
Luxurious one bedroom cottage

Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
9.6 out of 10, Exceptional, (9)
"Our stay at this location was extremely comfortable. Everything met our expectations."
Canada
Penelope J.
The price is ￥19,965
￥23,060 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Luxurious one bedroom cottage
Marina
luxurious two bedroom apartment

luxurious two bedroom apartment

luxurious two bedroom apartment
Carriacou and Petite Martinique
10.0 out of 10, Exceptional, (12)
"Our stay at Dees Pearl was like being home with family. The accommodation was very comfortable and had everything we needed for our stay. Dave and family made us feel at home and provided us with anything we needed including rides to and from any location we desired. We definitely plan to return again soon."
Canada
Lanita R. L.
The price is ￥29,252
￥32,966 total
includes taxes & fees
Dec 31 - Jan 1, 2026
luxurious two bedroom apartment
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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Top Hillsborough Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Hillsborough?
Bogles Round House: Provides sun loungers, a pool, and kitchens. BLACK FRIDAY DEAL 50% OFF April 1 to June 30 minimum 7 day stay: Features complimentary wireless internet access, a pool, and kitchens.
What is there to see and do in Hillsborough?
Take in the natural beauty with a stop at Sandy Island. Discover sights such as Carriacou Museum during your stay. Take in the natural beauty of Hillsborough with the beaches.
When is the best time to book a hotel with a pool in Hillsborough?
Taking into account the local weather in Hillsborough is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and January with an average of 80°F. Average annual precipitation for Hillsborough is 50 inches.