The Best Hotels with a Pool in Hip Strip from AED 272 in 2026

Q: What are some hotels with pools in Hip Strip?

Deja Resort All Inclusive : Property steps from Doctor's Cave Beach. Features 2 restaurants, an outdoor pool, and 2 bars. Toby's Resort : Hotel, 9-minute walk from Doctor's Cave Beach. Offers free self parking, 2 outdoor pools, and complimentary wireless internet access. El Greco Resort : Hotel located near Doctor's Cave Beach. Provides 2 outdoor tennis courts, an outdoor pool, and free self parking.

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Our top choices for Hip Strip hotels with a pool

Outdoor pool, open 6:00 AM to 7:00 PM, pool umbrellas, sun loungers

Hotel 39 Jamaica

Hip Strip

Relax in a poolside paradise with sun loungers and umbrellas at this renovated Montego Bay luxury hotel.

AED 675 total

includes taxes & fees

15 Aug - 16 Aug

Outdoor pool, pool umbrellas, sun loungers

Deja Resort All Inclusive

Hip Strip

Beachfront bliss awaits at this white sand paradise with sparkling pool and relaxing hot tub.

AED 987 total

includes taxes & fees

17 Aug - 18 Aug

Hotel Grand A View

Montego Bay

Scenic outdoor pool retreat with plush loungers and shady umbrellas offers mountain views and a refreshing Jamaican getaway.

AED 757 total

includes taxes & fees

27 Jul - 28 Jul

2 outdoor pools, pool umbrellas, sun loungers

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Hip Strip

Rooftop beach bliss at this all-inclusive luxury hotel with 24-hour pools and poolside bar.

AED 1,870 total

includes taxes & fees

11 Aug - 12 Aug

Toby's Resort

Hip Strip

Saltwater oasis beckons with two pools, poolside bar, and beach-inspired relaxation.

AED 427 total

includes taxes & fees

27 Jul - 28 Jul

Gloriana Hotel

Montego Bay

AED 500 total

includes taxes & fees

7 Aug - 8 Aug

Seasonal outdoor pool, pool umbrellas, sun loungers

Hipstrip Beach Studio

Hip Strip

AED 612 total

includes taxes & fees

25 Jul - 26 Jul

Verney House Resort

Montego Bay

AED 272 total

includes taxes & fees

1 Aug - 2 Aug

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Choose what matters most at hotels with a pool in Hip Strip

Breakfast included

4 stars

Top Hip Strip Hotel Reviews

Toby's Resort

8/10 Good

"Enjoyed the pool and restaurant."

Polkerris Bed & Breakfast

10/10 Excellent

"I can't say enough about this wonderful home and experience! From the moment you enter the gates until the time you sadly leave them, for a far-off destination (not a gorgeous local beach or a fabulous authentic meal), you can see the care, consistent hard work, pride, genuine friendliness and thought put into your stay. From the lovely quiet of morning on a terrace with spectacular sea and flower views, it is hard to imagine that the fun hustle and bustle of the Hip Strip is just down the hill. The breakfast selection and kind professionalism of the preparers and servers we found to be extraordinary in such a reasonably priced establishment. With a game room beside the tranquil pool and the solarium walls around the great room with a beautiful, vaulted ceiling, it must be possible to enjoy oneself even in rainy weather. As you will hopefully get to experience a sunset there, I highly recommend that be one of the only times you take out your phone, if possible, to capture that photograph! Thank you so much to Clarissa, Sherlett, Crystle, Terri (I'm sure I did not spell most of those names right), Laura, her husband, Twinkie, Oatmeal and Raisin and all the others we did not meet who made our stay so enjoyable! We hope to visit again soon :)"

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Frequently asked questions

What are some hotels with pools in Hip Strip?

Deja Resort All Inclusive: Property steps from Doctor's Cave Beach. Features 2 restaurants, an outdoor pool, and 2 bars. Toby's Resort: Hotel, 9-minute walk from Doctor's Cave Beach. Offers free self parking, 2 outdoor pools, and complimentary wireless internet access. El Greco Resort: Hotel located near Doctor's Cave Beach. Provides 2 outdoor tennis courts, an outdoor pool, and free self parking.

What is there to see and do in Hip Strip?

Surround yourself with nature at Doctor's Cave Beach and Harmony Beach Park. Discover sights such as Walter Fletcher Beach during your stay. Hip Strip appeals to visitors with its beautiful beaches, major shopping area, and array of dining options.

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