Find Hotels with a Pool in Diamond
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Diamond Hotels with a Pool
Tonight
Aug 31 - Sep 1Tomorrow
Sep 1 - Sep 2This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Diamond hotels with a pool
1. Ocean Winds Suite Hotel
Ocean Winds Suite HotelLowlands
- Dive into seaside bliss at a hotel featuring a refreshing outdoor pool, direct beach access, and thrilling zipline adventures.
₩117,058
₩140,470 total
includes taxes & fees
Sep 1 - Sep 2
₩154,839
₩185,807 total
includes taxes & fees
Sep 1 - Sep 2
3. Grafton Beach Resort
Grafton Beach ResortBlack Rock
- Splash into aquatic luxury with two dazzling pools overlooking the ocean at this beachside resort.
₩122,494
₩146,993 total
includes taxes & fees
Sep 1 - Sep 2
4. Bacolet Beach Club
Bacolet Beach ClubScarborough
- Soak up the sun at two sparkling outdoor pools plus a private beach with loungers.
₩169,931
₩195,421 total
includes taxes & fees
Sep 28 - Sep 29
5. Comfort Inn & Suites Tobago
Comfort Inn & Suites TobagoScarborough
- Experience rooftop luxury at this poolside paradise with stellar views and cabana service.
₩244,507
₩296,465 total
includes taxes & fees
Sep 6 - Sep 7
6. Half Moon Blue
Half Moon BlueScarborough
- Bask in Caribbean sunshine at a private beachfront pool retreat with luxurious spa services.
₩165,538
₩182,092 total
includes taxes & fees
Oct 1 - Oct 2
7. Le Grand Courlan Spa Resort - Adults Only
Le Grand Courlan Spa Resort - Adults OnlyBlack Rock
- Soak in the Caribbean sunset from this resort's outdoor pool with hot tubs and swim-up bar.
₩170,666
₩204,799 total
includes taxes & fees
Oct 1 - Oct 2
8. Tropikist Beach Hotel & Resort
Tropikist Beach Hotel & ResortCrown Point
- Dive into dual beachfront pools with swim-up bar service, creating a resort paradise just steps from Pigeon Point Beach.
₩203,698
₩244,438 total
includes taxes & fees
Sep 4 - Sep 5
View all properties
Top Diamond Hotel Reviews
Restorations Tobago
10/10 Excellent
"Overall it was a wonderful stay. I will definitely be staying here the next time I’m In Tobago. I stayed in the Molly loft, the place was very clean, peaceful and convenient. It was within walking distance from bars, restaurants and overall nightlife. Communication with staff was great and quick response time. Anton and Tracey were very helpful with the check in process."
Coco Reef Resort and Spa
8/10 Good
"We stayed at Coco Reef in Aug 2026 for 5 days. The hotel has a very nice Caribbean vibe. The property is clean but could use some updating. The staff was amazing and always available when needed. They were able to arrange transportation and provide recommendations for tours. Elizabeth at the front desk was awesome! The breakfast buffet was good but recommend not waiting until 9:30 to go as they close at 10 and many items had run out. I spoke with the front desk so they could correct the situation. Our room 149 had great view of the grounds, beach, and bay."
Blue Waters Inn
10/10 Excellent
"The staff and amazing and helpful . The place was organized and kept to perfection. The bar guy mixed really well and the drinks was perfect . I will definitely come back again."
Mount Irvine Bay Resort
8/10 Good
"Location and peaceful"
Sandy Point Village
8/10 Good
"Stayed in a the studio, which was clean and well attended by staff. Lovely time, will attend again."
Magdalena Grand Beach & Golf Resort
8/10 Good
"Overall, we had a good experience at the Magdalena Grand. The hotel was clean, comfortable, and the staff were friendly and helpful throughout our stay. The service we received from the team was appreciated, especially when dealing with an unexpected issue. On our first night, there was a plumbing problem and we were unable to use the water for showering. The issue was resolved later that night, and the staff made an effort to provide alternative arrangements so we could manage while it was being fixed. Their willingness to assist helped make the situation less frustrating. The breakfast was decent and similar to what you would expect at many hotels. The selection was somewhat limited and it was not particularly spectacular, but it was also not disappointing. Overall, the Magdalena Grand provided a pleasant stay. While there were a few areas that could be improved, the cleanliness, friendly staff, and good customer service contributed to an enjoyable experience"
Grafton Beach Resort
8/10 Good
"Nice views"
Le Grand Courlan Spa Resort - Adults Only
10/10 Excellent
"The staff were so friendly and very helpful. We were well taken care of. The room was also very clean and well maintained despite the age of the building. We enjoyed our stay and would definitely come back."