Discover true island style and subdued sophistication throughout our 36 Ralph Lauren designed oceanfront guestrooms and 27 private, luxury Jamaica villas. Every accommodation across the property is meticulously maintained with dedicated staff to ensure your every comfort and desire is met.
Located in the Pineapple House, our guestrooms overlook Round Hill Bay and snorkeling reef, are steps from the infinity pool and boast front row access to breathtaking sunsets. These designer rooms feature plantation-shuttered windows or balconies, white linen-adorned four-poster beds, quaint sitting areas and spacious bathrooms boasting walk-in showers, soaking tubs and dual vanities.
Each of our 27 complete luxury villas evoke a personality of their own, yet all share a common thread of modern refinement, classic style and exceptional service. Four classes of villas are offered here at Round Hill, ranging from two- to six-bedrooms and including a selection of fine amenities such as private pools, guest houses, event lawns and the epitome of indoor/outdoor living. Within each complete villa are individual villa suites which may be reserved should your party not desire a complete villa. These suites enjoy the amenities of our complete villas.
While each accommodation affords the utmost in luxury and evokes its own personality, all offer effortless access to the water sports, tennis, golf, spa, dining, shopping and attractions you’ve come to Jamaica to enjoy.
How many villas are there at Round Hill?
Round Hill currently has 27 private luxury villas.
Are all the villas privately owned?
Yes, the villas are all independently owned.
What was the first villa built at Round Hill?
Do I have to book a complete villa or can I book part of a villa?
Whilst it is best to book a complete villa some guests opt to experience villa living by booking a self-contained Villa Suite within a complete villa. The options are Villa Garden Room, Classic Villa Suite, Deluxe Villa Suite, Master Villa Suite and Pineapple Villa Suite.
What is the maximum occupancy per suite?
The maximum occupancy is 3 persons per suite.
Is it possible to have an extra bed in the room?
Yes, extra beds are provided based on request.
What differentiates the category of suites in the villas at Round Hill?
The main distinguishing factors are the size, interior design and location of the villa in which it is assigned.
Would I be able to rent an entire villa for my family or friends?
Absolutely. The villas are ideal for families or groups looking for an ideal getaway that provides intimacy in a luxuriously outfitted villa. To view the available villas, click here.
What are the different categories of villas available?
The categories include Classic Villa with or without pool, Deluxe Villa with or without pool, Luxury Villa with pool and Premium Luxury Villas with two pools.
Do all the villas have the same number of bedrooms?
No, the villas range from 2 bedrooms – 6 bedrooms.
How would I traverse back and forth from the main area of the resort?
The main area of the resort is easily accessible from all the villas. Most guests prefer a short stroll down to the lobby, beach and restaurants, however, in the event that guests would like to be assisted in getting around the property the bellmen are happy to provide transport using golf carts.
Are any of the villas located on the beach?
The villas are all nestled on the hillside with magnificent views of the Caribbean Sea.
Would I be able to access Wi-Fi in my villa?
Yes, there is complimentary Wi-Fi in your villa and throughout the main areas of the resort.
Does each villa have its own staff?
Yes, each villa has its dedicated cook, housekeeper and gardener. The larger villas will have additional staff. The staff in each villa is there to take care of the villa and to take care of your every need while you are on your vacation.
Is the staff at my villa for the entire day?
The villa staff will be on duty from 7:30am – 3:00pm daily allowing you to enjoy additional privacy whilst staying with us.
Do I receive turndown service if I stay in a villa?
Yes, nightly turndown service is extended to all our guests staying on property.
Is there a guideline for tipping staff at the villa?
There is a 15% gratuity that is charged on your nightly rate; therefore tipping is at your discretion. As a guide you may tip each staff member US$10 daily.
How far in advance should I reserve a villa at Round Hill?
It is highly recommended to book your villa as early as possible to guarantee the type of villa that you would like. Most villa bookings are made from one year to three months prior to arrival. Some villas may also become available in the event that there is a last minute cancellation.
What are the preferred forms of payment to guarantee a booking of a villa?
Credit Card (American Express, Visa, Discover, Master Card) or Wire Transfer
What is the policy if I need to cancel my booking?
The cancellation policy is dependent on the season and it is as follows:
Are there any minimum night requirements?
The following periods require a minimum stay:
What is the closest airport?
The closest airport is Sangster International Airport (MBJ) in Montego Bay, Jamaica.
How would I arrange transfers from the airport to the resort?
You may contact us directly at email@example.com or 800-972-2159 or 876-956-7050 to arrange a private airport transfer to the resort. You should provide the name of the airline, fight number and arrival time. The cost for transfer is US$45 one way for up to 4 persons; each additional person thereafter would be required to pay an additional US$10.
How far is Round Hill from the airport?
We are located approximately 20 minutes from the Sangster International Airport.
What is the required check-in and checkout times?
Check-in is at 4:00pm and checkout is at 11:000m.
If I arrive earlier than the stated check-in time what may I do in the interim?
We will make every effort to have your villa ready in time for your arrival. In the event that you arrive earlier than 3:00pm and your villa is not ready we will register you at the front desk and provide you with a brief orientation after which you may utilize our changing room and begin to enjoy the resort amenities until your villa is ready.
Are there meal plans available?
Yes we do have meal plans available, they are as follows:
Is tipping mandatory at the Resort?
Tipping on property is at your discretion. It is not mandatory.
How many restaurants are at the resort?
There are two restaurants at the resort – the Seaside Terrace and the Grill. You may also opt to dine at one of the three bars.
What would be my options for breakfast if staying in a villa?
You have the luxury of having breakfast in the villa daily (additional cost) to the time specified by you. Breakfast is made to order and prepared by your dedicated villa cook. You may also order room service or dine at the restaurant.
May I have lunch and dinner in my villa?
Most guests prefer to have lunch and dinner at the resort’s restaurants; however in the event that you would like us to arrange a privately catered lunch or dinner we would be happy to do so. Please contact concierge at firstname.lastname@example.org for pricing and to make arrangements. You may view our in-villa catering menu here.
Is it possible for my villa to be stocked with groceries or specialty items before my arrival?
Yes, please contact concierge at email@example.com and provide a list of items needed. We will source the items and have them placed in your villa before you arrive. This will be at your expense.
Is there a dress code for dinner?
Evening wear attire is recommended with long trousers and collared shirts for men - no shorts or beach sandals. The attire for the beach barbecue on Mondays is casual and you may wear shorts and sandals.
Are reservations required for dinner?
It is recommended to make dinner reservations.
Are there nearby restaurants?
Yes, it is highly recommended that you dine at one of our local restaurants at least once to truly experience that island in its entirety. Our concierge would be happy to recommend restaurants for you.
Who would I speak to about making reservations for off-property dinning?
The concierge is dedicated to finding the perfect restaurant based on your food preference and desired ambience.
Would I be able to stay at Round Hill if I am travelling with special dietary restrictions?
Our culinary team would be delighted to meet with you upon your request to review your dietary requirements and plan menu options that would be best suited for you during your stay.
What amenities are included in my booking of a villa or villa suite?
Daily use of the tennis courts, jogging path, gym/fitness center, Pineapple Kids Club, non-motorized watersports activities in the Round Hill Bay, Managers Cocktail Party on Wednesdays and a weekly garden tour on Fridays.
Can I play golf during my stay at a Round Hill villa?
Golf is available only 10 minutes away at the Tryall Golf Club that has an 18-hole championship golf course. We provide complimentary shuttle service to the golf course twice daily at 9am and 1pm.
How may I arrange tee times?
The concierge or front desk staff would be happy to arrange your tee times.
Is it possible to book activities prior to my arrival?
Once you have booked your villa, you will receive an email which will assist in planning your entire vacation prior to your arrival. You may also contact the reservations department at firstname.lastname@example.org, 800-972-2159 or 876-956-7050.
Are there recommended places for shopping in close proximity to the property?
Yes, we also provide a complimentary shopping tour into Montego Bay for our guests. The shuttle departs from the lobby daily at 10am.
How do I arrange for nanny/babysitting services?
Please contact concierge at email@example.com and our concierge team would be happy to book a trained nanny for you.
How would I book transportation?
There is taxi service available at the resort. Please contact the concierge or front desk staff to arrange.
Are there spa services available?
How will I know my final bill?
You will receive a preliminary statement for review the evening before your scheduled departure and your final bill at checkout. Feel free to stop by the front desk if you would like a copy of your bill at any time during your stay.
What should I do if I require a late checkout?
You should advise the front desk staff of a late checkout on the morning of your departure. Late checkout is based on the availability of your villa and a late checkout fee may apply.
Where would I be able to share the positive highlights of my vacation with the world?
Upon checkout you will receive an automated electronic survey for completion. You may also share your reviews on Facebook/ Instagram/TripAdvisor and other social media.