Book Hotels in Cudjoe Head

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top hotels

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

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

Old Town
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Amazing property, a couple kinks
"The property itself is amazing. The three bedrooms all have on suites and are all very private. The kitchen is extremely well stocked with cooking gear. The outdoor living area with the couch, the TV, the pool, is perfect, the pictures do not do it justice. The local iguanas that live on the property ..."

Reviewed on Apr 18, 2025

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.
Luxurious Penthouse with Breathtaking Views

Luxurious Penthouse with Breathtaking Views

Cudjoe Head
An outdoor pool is featured at this villa, along with laundry facilities.
Absolutely Wonderful Stay – A Hidden Gem!
"We had the most amazing time here! The space was not only beautiful and spotless, but also incredibly peaceful and well-equipped with everything we needed. From the wraparound balcony with breathtaking views to the refreshing pool, every moment felt like a dream vacation.What made our stay even more ..."

Reviewed on Mar 22, 2025

Luxurious Penthouse with Breathtaking Views
Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Plymouth
This villa includes a garden and laundry facilities.
Secluded Villa with scenic views of the Atlantic ocean
Seaview Apartment - One bedroom Apartment

Seaview Apartment - One bedroom Apartment

Cudjoe Head
This apartment features laundry facilities.
Seaview Apartment - One bedroom Apartment
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

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

Woodlands
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Peaceful
"A perfect place to relax and enjoy a breathtaking sunset with the people you love. Comfortable beds and plenty of towels, ice from the fridge to refresh our drinks after the warm days touring this fabulous Island.A very safe and friendly place to visit. A huge thank you to our host, ‘very ..."

Reviewed on Apr 13, 2025

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

Chez Mango Villas

3.5 out of 5
Old Towne, Old Towne
This villa features an outdoor pool and a rooftop terrace. Unwind with a drink at the beach bar and enjoy perks like free self parking and a free beach shuttle. ...
Tropical magic.
"A very wooded, island feel with the charm on an old world tropical villa. Perfect accomidations and a very helpfil staff. Lots of wildlife to view, and very comfortable."

Reviewed on Jan 15, 2025

Chez Mango Villas
RELAX-INN: 2bedroom apartment n JEEP RENTAL

RELAX-INN: 2bedroom apartment n JEEP RENTAL

St.John's
This vacation home features laundry facilities.
Very good stay
"The appartment is perfect for a calm stay in Montserrat, and the owner makes it very easy. Beds are good, kitchen pretty well equiped, the terrasse is perfect and everything was very clean and in perfect state. We also rented the car, which was very useful. The location of the appartment is also ..."

Reviewed on Nov 28, 2024

RELAX-INN: 2bedroom apartment n JEEP RENTAL
Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Olveston
This apartment includes a garden and laundry facilities.
McAuthurs Ville
"The overall experience was wonderful, the accommodation offered us everything that we wanted. The situation of the Ville was perferct for our needs, and within easy reach of the whole island.We would definitely want to stay there again."

Reviewed on May 18, 2025

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.
Lucy's Sunny Villa apartments, spacious & modern,  your ideal tropical retreat.

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

Montserrat
This apartment features laundry facilities.
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.
Don't see what you're looking for?
See all available properties in Cudjoe Head
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Cudjoe Head?
Family trips are where treasured memories are made, but it's no secret that traveling with little ones can be stressful. These kid-friendly Cudjoe Head hotels come with perks that aim to keep travelers of all ages relaxed and happy: Secluded Villa with scenic views of the Atlantic ocean will help make your getaway the most memorable one yet. It comes with a host of nice touches, such as a nearby beach and beach sun loungers. Modern, clean, spacious home. Easy reach to main attraction is another top pick. After a big day of exploring Cudjoe Head, come home to your comfy room and amenities like a king bed and free WiFi.
Where can I find cheap hotels in Cudjoe Head?
At Travelocity you'll find really nice hotels in Cudjoe Head at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cudjoe Head rather than in Cudjoe Head. We may find you even better rates, too.
How do I find the best Cudjoe Head hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cudjoe Head then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cudjoe Head?
The cheapest hotel in Cudjoe Head is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cudjoe Head?
There are 39 hotels in Cudjoe Head on Travelocity.
What are the best hotels in Cudjoe Head?
Cudjoe Head has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cudjoe Head for you!
When is the best time to visit Cudjoe Head?
If you want the joy of a fun-filled trip in peak season, visit Cudjoe Head during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, November and December.
When is the cheapest time to stay in Cudjoe Head?
Based on historic data is usually the cheapest month to visit Cudjoe Head. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cudjoe Head?
There are multiple hotels in Cudjoe Head that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cudjoe Head. We have plenty of kid-friendly hotels in Cudjoe Head to choose from on Travelocity!
Why book a hotel in Cudjoe Head through Travelocity?
Because we have the top hotels in Cudjoe Head! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cudjoe Head on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cudjoe Head hotel reviews by fellow wanderers