Hotels with Pool & Resorts in Chelston from AU$725

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chelston Hotels with Pool

Our top choices for Chelston hotels with a pool

Grotto Bay Beach Resort

Grotto Bay Beach Resort
4.0 star property
Hamilton Parish
9.0 out of 10, Wonderful, (1,017 reviews)
  • cleanliness
    Splash into tropical bliss at this resort with private beach, complimentary water park, and waterslide
"Visited in Dec 2025 with family over Christmas and were pleasantly surprised with the hotel and its amenities. Staff was exceptionally warm and friendly. We purchased the all inclusive add-on, which was well worth the food and drinks, which can get pricey in Bermuda. Rooms were clean and managed really well. The all inclusive option even came with a 3 day transportation pass that allowed us to travel in the bus and ferry system for free. Will visit and stay here again."
United States
Kaustubh Ganpat
The price is AU$942
includes taxes & fees
19 May - 20 May
Grotto Bay Beach Resort

Rosedon Hotel

Rosedon Hotel
4.0 star property
Pembroke Parish
9.8 out of 10, Exceptional, (356 reviews)
  • cleanliness
    Relish all-day pool access and colonial charm at this hotel where poolside dining meets adventure.
"A beautiful, historic boutique hotel with a charming local feel. Huckleberry restaurant is one of the very best in Bermuda. Staff could not be more friendly and accommodating. Our so-called “cozy” room was spacious and very comfortable. You feel like you’re truly experiencing Bermuda compared to the corporate feeling Princess Hotel across the street."
United States
Jim
The price is AU$825
includes taxes & fees
29 May - 30 May
Rosedon Hotel

Azura Bermuda

Azura Bermuda
4.0 star property
Warwick Parish
9.2 out of 10, Wonderful, (365 reviews)
  • cleanliness
    Dive into four poolside paradises at this oceanfront hotel with all-day sunshine and an inviting poolside bar.
"The pools all offer the absolute best views."
United States
ELIZABETH
The price is AU$890
includes taxes & fees
26 May - 27 May
Azura Bermuda

The Reefs Resort & Club

The Reefs Resort & Club
4.0 star property
Southampton Parish
9.6 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Splash into an island escape with beachfront bliss and infinity pool overlooking the sea.
"the staff knows your name the second day of your visit, free breakfast and afternoon tea, and 4 different places to eat - with food and drinks you can order when sitting on the gorgeous beach!!!"
United States
jean a
The price is AU$1,229
includes taxes & fees
31 May - 1 June
The Reefs Resort & Club

Hillcrest Boutique Hotel, Garden Suite

Hillcrest Boutique Hotel, Garden Suite
St. George's
The price is AU$772
includes taxes & fees
15 May - 16 May
Hillcrest Boutique Hotel, Garden Suite

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa
4.0 star property
Sandys Parish
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dazzling dual-pool paradise with oceanfront views lets you splash in style at every turn.
"Beautiful property with spectacular beaches and ocean views in every direction."
United States
Tricia
The price is AU$725
includes taxes & fees
25 May - 26 May
Cambridge Beaches Resort & Spa

Pompano Beach Club

Pompano Beach Club
4.0 star property
Southampton Parish
9.4 out of 10, Exceptional, (537 reviews)
  • cleanliness
    Sun-soaked private beach paradise offers three spa pools, an outdoor pool, and spa treatments.
"Great view from everywhere at the resort. Very friendly staffs. Delicious food."
Canada
Sui
Pompano Beach Club

Hillcrest Boutique Hotel, Courtyard Villa Upper Pool View King

Hillcrest Boutique Hotel, Courtyard Villa Upper Pool View King
St. George's
10.0 out of 10, Exceptional, (1 review)
The price is AU$785
includes taxes & fees
12 May - 13 May
Hillcrest Boutique Hotel, Courtyard Villa Upper Pool View King

Hillcrest Boutique Hotel, Main Villa Ground Floor King

Hillcrest Boutique Hotel, Main Villa Ground Floor King
St.George's
The price is AU$734
includes taxes & fees
14 May - 15 May
Hillcrest Boutique Hotel, Main Villa Ground Floor King

Rosewood Bermuda

Rosewood Bermuda
5.0 star property
Hamilton Parish
9.4 out of 10, Exceptional, (507 reviews)
  • cleanliness
    Splash in paradise at two stunning outdoor pools with private cabanas and poolside cocktail service.
"Excellent restaurant, pool, housekeeping staff!"
United States
Natalie
The price is AU$1,896
includes taxes & fees
25 May - 26 May
Rosewood Bermuda
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.

Choose what matters most at hotels with a pool in Chelston

Top Chelston Hotel Reviews

Frequently asked questions

What are some hotels with pools in Chelston?
Coco Reef Bermuda: Features a private beach, an outdoor pool and 2 outdoor tennis courts. Dawkins Manor Hotel: Offers free self parking, an outdoor pool and flat-screen televisions. Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.: Provides complimentary wireless Internet access, a pool and kitchens. Grotto Bay Beach Resort: Features a private beach, an outdoor pool and free water park access. Hamilton Princess & Beach Club - a Fairmont Managed Hotel: Offers 5 restaurants, 2 outdoor swimming pools and a full-service spa.
What is there to see and do in Chelston?
Take in the natural beauty with a stop at Elbow Beach. Discover sights such as Front Street, Fort Hamilton and Bermuda Botanical Gardens during your stay.
When is the best time to book a hotel with a pool in Chelston?
Taking the local weather in Chelston into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and September, with an average temperature of 26°C, while the coldest months are March and February, with an average of 19°C. Average annual precipitation for Chelston is 1521 mm.