.svg)
Classic Jamaican resort with Ralph Lauren‑designed rooms and villas, a free kids club and top-notch service on a secluded 110‑acre peninsula.
Montego Bay, Jamaica
1953
year opened
63
rooms
$
650
starting rate
25 minutes
from airport
key features
Sleep
5+ bedroom residences
Kids club (age 3+)
Babysitting
Butler service
Calm beach
2+ restaurants on site
2-4 bedroom residences
Arcade / Game room
Connecting rooms
Door separating kid & adult sleeping areas
Grass/lawn to play on
Hiking
Indoor playroom
Kids club (age 4+)
Kids club (age 5+)
Kitchen in room
Outdoor pool
Outside space
Racket sports
Water sports
Kids club is free
Eat
5+ bedroom residences
Kids club (age 3+)
Babysitting
Butler service
Calm beach
2+ restaurants on site
2-4 bedroom residences
Arcade / Game room
Connecting rooms
Door separating kid & adult sleeping areas
Grass/lawn to play on
Hiking
Indoor playroom
Kids club (age 4+)
Kids club (age 5+)
Kitchen in room
Outdoor pool
Outside space
Racket sports
Water sports
Kids club is free
Play (on land)
5+ bedroom residences
Kids club (age 3+)
Babysitting
Butler service
Calm beach
2+ restaurants on site
2-4 bedroom residences
Arcade / Game room
Connecting rooms
Door separating kid & adult sleeping areas
Grass/lawn to play on
Hiking
Indoor playroom
Kids club (age 4+)
Kids club (age 5+)
Kitchen in room
Outdoor pool
Outside space
Racket sports
Water sports
Kids club is free
Play (in the water)
5+ bedroom residences
Kids club (age 3+)
Babysitting
Butler service
Calm beach
2+ restaurants on site
2-4 bedroom residences
Arcade / Game room
Connecting rooms
Door separating kid & adult sleeping areas
Grass/lawn to play on
Hiking
Indoor playroom
Kids club (age 4+)
Kids club (age 5+)
Kitchen in room
Outdoor pool
Outside space
Racket sports
Water sports
Kids club is free
Experience it
See what a stay really looks like with kids.
%20(1).png)
sleep
- Oceanfront rooms are located in the Pineapple House, directly next to the main pool and a short walk to the beach.
- Oceanfront rooms come with either a king or two doubles and can connect; connections are confirmed at booking at no extra cost.
- Two double rooms have a stated capacity of 3, but can accommodate families of 4 on a case-by-case basis
- Pineapple House rooms were refreshed in 2024 and feature Ralph Lauren–designed interiors with a mix of old-world charm and modern touches.
- All Pineapple House rooms include a bathtub.
- One-bedroom suites are freestanding and have private pools. They book up quickly.
- 27 private villas range from 2–6 bedrooms, all fully staffed (housekeeper, cook, gardener), with private pools, full kitchens, and en-suite bathrooms for every bedroom. Villa staff is generally there 7:30am - 3pm.
- Classic villas feature Caribbean décor, while Signature Villas are newer or renovated with a more modern design.
- The Estate Villa can be booked as either a 5 bedroom or 6 bedroom option (one bedroom is in a separate guest cottage)..
- Most accommodations face west, making sunset views a highlight across the property.
play
- The kids club is free and offers structured activities for children ages 3–12.
- Their nanny service is highly rated and affordable.
- The private beach has very calm water year-round and no seaweed, great for young swimmers.
- The main infinity pool sits directly in front of the oceanfront rooms. There's a large shallow section, perfect for babies and toddlers.
- Free non-motorized water sports include kayaks, pedal boats, and paddleboards.
- Don't miss the daily glass bottom boat ride (9:30am, free).
- Newly refurbished tennis and pickleball courts host visiting professional players throughout the year.
- The spa was recently renovated and is adults-only.
- Golf cart service is prompt and widely used, though most areas are within a 5-minute walk.
- They have a nurse on site every day
eat
- Dining is centered around two main restaurants, with a strong farm-to-table focus.
- For pineapple house guests, breakfast opens at 7:30am; for villa guests, it is prepared daily in-villa at your requested time.
- A beachside bar offers casual food and drinks throughout the day. There's poolside sesrvice as well.
- The Seaside Terrace hosts rotating theme nights, often timed with sunset.
- Celebrity chefs rotate through the year for special dining events.
- If you're staying in a villa, they can stock your fridge with groceries before you arrive.
- Breakfast is included for all guests staying in villas, as well as any non-villa guests who book through us!
- Room service is available 8am - 9:30pm
- The kids menu has a good amount of variety.
- On Mondays, there's a BBQ buffet on the beach (always a hit with families).
The details
What room setup does your family need, at minimum?
We're having you search by beds, rather than number and age of kids, because every family sleeps differently.
King/queen bed includes pullout sofas
Kid-size bed includes sofas (not pullout), twin beds, or rollaway beds
Results show rooms that meet or exceed your minimum.
If you move forward with booking, we'll make sure the hotel has an accurate guest count,
King/queen bed includes pullout sofas
Kid-size bed includes sofas (not pullout), twin beds, or rollaway beds
Results show rooms that meet or exceed your minimum.
If you move forward with booking, we'll make sure the hotel has an accurate guest count,
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Must haves
No items found.
Kids Club
Pools
Beach
Babysitting
Kids club
- Location & ages: The Pineapple Kids Club (ages 3–6) and 7‑Up Club (ages 7–12) are located near the lobby and beach.
- Hours & seasonality: Both clubs operate daily from about 9 a.m. to 6 p.m. and are open year‑round.
- Activities: Programmes include arts and crafts, nature walks, reggae dance classes, movie and story time, computer games, Wii/Xbox, foosball, pool tables and supervised water sports.
Activities
- Restaurants: Seaside Terrace (buffet dinners and themed nights), Hanover Terrace and the Hanover Room (formal dining on Sundays and Tuesdays), and The Grill at Round Hill (casual farm‑to‑table dining; hours not listed).
- Bars & lounges: Cocktail Bar (11 a.m.–11 p.m.), Beach Bar (11 a.m.–5 p.m.), Pool Bar (11 a.m.–6 p.m.) and Afternoon Tea Lounge (tea service 4–5 p.m.).
- Meal plans: Children receive a 50 % discount on meal plans; early children’s meals are available on request.
Travel & transportation
- The closest major airport is Montego Bay (MBJ), about 25 minutes away by car.
- Airport transfers can be arranged in advance through the hotel.
- Most families stay on the property once they arrive; everything is walkable or a short golf-cart ride away.
- The beach, pool, dining, and kids club are all within a short walk of the Pineapple House.
- Golf cart service is readily available for villas and hillside areas.
- The resort provies a shuttle to a nearby golf course.
Leave it at home - they have it!
- Cribs
- Highchairs
- Pool and beach toys
Ready to Book Your Stay?
Book through us (no additional cost) for access to perks like resort credit, free breakfast, priority for upgrades, early check-in/late check-out, and price-drop tracking. Plus, we'll manage all the communication with the hotel, so all you have to do is show up.
Still have questions about this hotel?
If so, we bet other parents do too. Email amy@hotelswithkids.com and we'll get them answered!
If you're a hotel employee and would like us to update any information on this property, email help@hotelswithkids.com
.svg)
.png){kind=logo}
