Top 10 Hotels in Cudjoe Head (from $169) 2026 - Competitive Prices

Our top choices for Cudjoe Head hotels

Hotel

Luxury Villa | Egyptian cotton sheets, premium bedding, down comforters

1. Chez Mango Villas

Old Towne

Audrey

$153 nightly

Jul 24 - Jul 25

Total with taxes and fees

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Where to stay near Cudjoe Head

Cudjoe Head offers outdoor adventures and breathtaking scenery for travelers. Discover nearby beaches perfect for relaxation or engage in thrilling activities like hiking and fishing. Experience the romance of nature as you explore the lush landscapes and captivating views that surround this charming destination.

St. Peter's

For adventure seekers and families eager to explore, St. Peter's offers a vibrant base to experience Montserrat's natural beauty. With attractions like the stunning Woodlands Beach for relaxation, the Montserrat Volcano Observatory for breathtaking views, and the awe-inspiring Soufriere Hills Volcano, there's plenty to keep everyone engaged. Located about 1 mile by car from Cudjoe Head, St. Peter's makes it easy to access these highlights while providing a charming atmosphere for your stay. Choosing St. Peter's ensures a memorable vacation experience.

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St. John's

Plan your stay in St. John's, a top-rated choice for travelers seeking cultural, adventure, and family experiences. With attractions like the stunning Little Bay beach, the breathtaking Montserrat Volcano Observatory, and the impressive Soufriere Hills Volcano, this city offers a vibrant mix of outdoor and scenic activities. Located about 0.8 mile drive from Cudjoe Head, St. John's is a smart hotel booking choice, providing easy access to all the excitement Montserrat has to offer.

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Davy Hill

Adventure seekers and families will love Davy Hill, known for its stunning beaches and proximity to the Montserrat Volcano Observatory and the iconic Soufriere Hills Volcano. This vibrant area offers a perfect blend of relaxation and exploration, making it an ideal base for your vacation. Located about 0.9 mile drive from Cudjoe Head, Davy Hill provides easy access to local attractions while ensuring a memorable stay. Choosing Davy Hill for your accommodation means embracing the best of Montserrat's natural beauty and unique experiences.

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Stay near popular attractions around Cudjoe Head

Discover the beauty of Cudjoe Head, where thrilling outdoor adventures meet stunning scenery. With pristine beaches, breathtaking lookouts, and the allure of a volcano, this destination promises unforgettable experiences for adventure seekers and nature lovers alike. Your perfect getaway awaits!

Little Bay

8.4/10 (7 reviews)

Experience the best of beach vibes at Little Bay, a perfect spot for sun-seekers and relaxation lovers. Located about 2 miles by car from Cudjoe Head, this inviting beach offers a serene escape. Staying nearby makes it easy to enjoy the tranquil waters and scenic views whenever you wish.

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Montserrat Volcano Observatory

9.0/10 (10 reviews)

No trip is complete without a visit to the Montserrat Volcano Observatory, an essential spot for adventure seekers eager to witness the breathtaking views of the island's volcanic landscape. Located about 4 miles by car from Cudjoe Head, it offers a unique opportunity to explore Montserrat's natural beauty, making it a convenient destination during your stay.

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Top Cudjoe Head Hotel Reviews

Chez Mango Villas

10/10 Excellent

"The villa I got was very spacious. It was a birthday gift to myself. Very clean and AC works. Wifi and tv works fine. About a 10 mins walk to the beach. Swimming pool, tennis court and basketball court was a bonus for me. If you want you can accommodate a larger group of people. I would definitely book again."

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

10/10 Excellent

"I really enjoyed having air conditioning and the instant hot shower was wonderful. Host was in the UK so communication was affected by the time difference. The local lady was very helpful when I needed something, though."

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

10/10 Excellent

"It was a wonderful stay. We went about and had a fun time all over the island, seeing places, connecting and reconnecting with people. But coming back to the property every time was beyond beautiful and totally relaxing. The pool and the amazing view washed up my tired day and prepared me for relaxing nights. Thank you Marie for your assistance when was needed. You were great!"

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

8/10 Good

"Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent."

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

10/10 Excellent

"Adams Place was the best appointed VRBO of which I've had the pleasure of staying. The home is expansive with tropical gardens and has all the amenities of your own private home. Nothing is lacking. The owners and managers of the property are extremely attentive and accommodating. Our interactions were always positive and our stay was elevated because of them.Surrounding this wonderful home is the beautiful and unique island of Montserrat. Their marriage is perfect and they must be considered as one. Me and my party did not have any specific preconceptions of Montserrat; we were paralyzed by the beauty of the surroundings, the warmth of the people, and the island's singular history, both recent and more distant.If you need a reset. If you want to be remote ... just enough. This is the address.*Oh, and watching the sunrise over the ridgeline as clouds and mist pour across their apex, well that's just nuts."

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

10/10 Excellent

"Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and kitchen area. Continuing through the well-appointed kitchen is a second access to the covered patio and large pool area.The entire home is clean and well-maintained. We did not utilize additional housekeeping services during our time here, but the option is there for you if you choose. While air conditioning is not always needed on the island due to constant trade winds, it was a welcome relief, especially during sleep, and the units worked flawlessly.The propane grill situated on the patio got heavy use during our stay and is a great way to keep added heat out of the kitchen during meals.As perfect as the home is, the patio and pool area are where it is all at! From the pool, you get 180 degrees of private Caribbean sea views looking North towards Woodland Beach and South to Old Town. An occasional passing sailboat or yacht only adds to the vibe. The large pool offered much-needed relief from the hours spent staring into the sea.We had zero issues during our 14-day stay and would not hesitate to stay at Villa Kurtena in the future and to recommend it to our family and friends. Thank you, David, for sharing your home with us."

More cheap stays in Cudjoe Head

Convenient location easy reach to main

Davy Hill Davy Hill Saint Peter Parish

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Frequently asked questions

When is the best time to go to Cudjoe Head?

The best time to go to Cudjoe Head is during the dry season, which runs from December to June, offering consistently pleasant weather for outdoor activities.

During these months, you'll experience less rainfall and comfortable temperatures, making it ideal for exploring the natural beauty of Montserrat. This period is superb for visitors interested in hiking the trails around the Soufrière Hills Volcano or relaxing on the island's beaches.

Couples looking for a serene and picturesque getaway will particularly appreciate this time. The clear skies and gentle breezes create a friendly space for enjoying scenic drives or quiet evenings.

Travelers seeking an active vacation will also find this period suitable, as the drier conditions are excellent for guided tours and water sports.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cudjoe Head.

How much is the nightly rate at a Cudjoe Head hotel?

Prices for hotels in Cudjoe Head often vary, but you can find a great deal from $169 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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St. Peter's Vacation Rentals

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Our top choices for Cudjoe Head hotels

1. Chez Mango Villas

Where to stay near Cudjoe Head

St. Peter's

St. John's

Davy Hill

Stay near popular attractions around Cudjoe Head

Little Bay

Woodlands Beach

Rendezvous Beach

Montserrat Volcano Observatory

Lime Kiln Beach

Foxes Bay Beach

Soufriere Hills Volcano

Top Cudjoe Head Hotel Reviews

Chez Mango Villas

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Lucy's Sunshine Villa Palm Loop, Spacious 3 Bed 2 Bathroom,

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Luxury Spacious Villa with Aircon and Pool Table

More cheap stays in Cudjoe Head

Convenient location easy reach to main

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app

Find hotels in Cudjoe Head from $169

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Cudjoe Head

Check prices for these dates

Filter by

Our top choices for Cudjoe Head hotels

1. Chez Mango Villas

Where to stay near Cudjoe Head

St. Peter's

St. John's

Davy Hill

Stay near popular attractions around Cudjoe Head

Little Bay

Top Cudjoe Head Hotel Reviews

Chez Mango Villas

More cheap stays in Cudjoe Head

Convenient location easy reach to main

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app