Strawberry Hill
Hotel Rating: 5 stars
Strawberry Hill offers an enchanting mix of rich Jamaican heritage balanced by healthy conscious living. Perched in the Blue Mountains, and located 3,100 feet above sea level, this unique boutique property houses a Living Spa, a Main House, and twelve handcrafted 19th century Georgian style cottages, each carefully sited in a private tropical haven with magnificent mountainside and city views. The hotel also features a unique negative-edge pool which affords spectacular views of Kingston by day or night. Elaborate botanical gardens, a cozy fireside bar and internationally acclaimed restaurant with a bespoke menu of ‘New Jamaican Cuisine' further distinguish the property.
- Luxury
Hotel Amenities
- Conference Facilities
- Free Wi-Fi in Public Areas
- Library
- Spa Services
Hotel Activities
- Bird Watching
- Hiking
- Sauna
- Tour Service
- Yoga
Room Amenities
- Balcony or Patio
- Bathrobe
- Bathroom Amenities
- CD Player
- Cable/Satellite TV
- DVD Player
- Deep Soaking Tub
- Hairdryer
- In Room Safe
- Iron and Ironing Board
- Kitchen/Fully Equipped
- Kitchenette
- Mini-Bar
- Telephone
- Television
Hotel Dining
Strawberry Hill combines traditional Jamaican dishes and spices with international recipes to create their own ‘New Jamaican Cuisine.’ For those enjoying the Strawberry Hill Living Spa, there is a customized menu catering specifically to guests’ individual preferences located within the Spa itself. Each Sunday, Strawberry Hill hosts a tantalizing weekend brunch.
Trust your vacation planning to the experts. We’ve been planning unforgettable, one-of-a-kind vacation packages for 60 years. What’s more, our US-based travel advisors are passionate about travel, and are readily available to help you before, during and after your trip.
Best Price Guarantee
At Pleasant Holidays, you'll find our friendly, knowledgeable service is complemented by a commitment to providing our customers with great value. Which is why, if you find a lower price on the same vacation package elsewhere, we'll match it!
Vacations Your Way
We can help, whether you're planning a luxury getaway or travel on a shoestring budget, you're in the mood for romance or adventure, or you want to travel across the world or around the bend. From five-star resorts and all-inclusive options to villas and fully equipped condominiums with the conveniences of home, from adults-only-escapes to family-friendly getaways, from urban oasises to sprawling jungle resorts, your Pleasant Holidays vacation can be anything you want it to be.
The strength of our partnerships allows us to offer you greater value. Free nights, exclusive savings, free breakfast offers, free car rentals, room or car rental upgrades, and special amenities are possibilities. See our best offers here.
Everything You Need, All In One Place
We offer flights, hotels and vacation rentals, car rental and airport transfer options, cruises vacations and pre/post-cruise extensions, sightseeing tours and activities as well as travel protection – all in one place.
Bundle your vacation for lower pricing than when you purchase the individual components of your trip separately. That's because we negotiate special deals with our suppliers that help you save more.
Travel Planning for Groups of All Sizes
Whether you’re planning a friends’ getaway, family reunion or a destination wedding, we have the expertise and negotiating power to make your group travel a success.
Our Boutique Groups Services offer the benefits of booking as few as three rooms, while our Traditional Groups Department can navigate the travel needs for large-group events. Find out how we can help.
Extraordinary Cruise Experiences
Yes, we offer cruises too! Our varied cruise portfolio ensures that no matter what kind of experience you’re looking for, you'll find it! Cruise across the U.S. heartland on a paddlewheeler; sail around Tahiti aboard a yacht or a freighter; discover the wonders of Iceland, France's wine country, the Greek Isles or a host of glittering cities on a Europe river or ocean cruise; explore Alaska or the Caribbean on an ocean liner; or visit all four Hawaiian islands on an award-winning itinerary.
What's more, we can help you get the most from your vacation with our pre- and post-cruise extensions.
- Voted Best Tour Operator Hawaii 15 Consecutive Years
- Lowest Hawaii Hotel Rates & Added Values at Oceanfront Resorts on 4 Islands
- Most Competitive Private Fares on Major Airlines to Hawaii & Inter Island Flights
- First Class & Premium Economy Seating Flight Options
- 60 Certified Hawaii Destination Specialist Reservations Agents
- 200+ Hotels, Condos, Villas & Private Homes on 6 Islands
- 900+ Hawaii Sightseeing Tours, Events & Luaus with Premium Seating
- NCL Hawaiian Islands Cruises Year-Round Honolulu & Pre/Post Stay Options
- Exclusive Hertz Check-In at Hawaii Airport Locations
- Fresh Flower Lei Greetings at Hawaii Airport Locations Available
Hotel Amenities
- Conference Facilities
- Free Wi-Fi in Public Areas
- Library
- Spa Services
Hotel Activities
- Bird Watching
- Hiking
- Sauna
- Tour Service
- Yoga
Room Amenities
- Balcony or Patio
- Bathrobe
- Bathroom Amenities
- CD Player
- Cable/Satellite TV
- DVD Player
- Deep Soaking Tub
- Hairdryer
- In Room Safe
- Iron and Ironing Board
- Kitchen/Fully Equipped
- Kitchenette
- Mini-Bar
- Telephone
- Television
Hotel Dining
Strawberry Hill combines traditional Jamaican dishes and spices with international recipes to create their own ‘New Jamaican Cuisine.’ For those enjoying the Strawberry Hill Living Spa, there is a customized menu catering specifically to guests’ individual preferences located within the Spa itself. Each Sunday, Strawberry Hill hosts a tantalizing weekend brunch.
Trust your vacation planning to the experts. We’ve been planning unforgettable, one-of-a-kind vacation packages for 60 years. What’s more, our US-based travel advisors are passionate about travel, and are readily available to help you before, during and after your trip.
Best Price Guarantee
At Pleasant Holidays, you'll find our friendly, knowledgeable service is complemented by a commitment to providing our customers with great value. Which is why, if you find a lower price on the same vacation package elsewhere, we'll match it!
Vacations Your Way
We can help, whether you're planning a luxury getaway or travel on a shoestring budget, you're in the mood for romance or adventure, or you want to travel across the world or around the bend. From five-star resorts and all-inclusive options to villas and fully equipped condominiums with the conveniences of home, from adults-only-escapes to family-friendly getaways, from urban oasises to sprawling jungle resorts, your Pleasant Holidays vacation can be anything you want it to be.
The strength of our partnerships allows us to offer you greater value. Free nights, exclusive savings, free breakfast offers, free car rentals, room or car rental upgrades, and special amenities are possibilities. See our best offers here.
Everything You Need, All In One Place
We offer flights, hotels and vacation rentals, car rental and airport transfer options, cruises vacations and pre/post-cruise extensions, sightseeing tours and activities as well as travel protection – all in one place.
Bundle your vacation for lower pricing than when you purchase the individual components of your trip separately. That's because we negotiate special deals with our suppliers that help you save more.
Travel Planning for Groups of All Sizes
Whether you’re planning a friends’ getaway, family reunion or a destination wedding, we have the expertise and negotiating power to make your group travel a success.
Our Boutique Groups Services offer the benefits of booking as few as three rooms, while our Traditional Groups Department can navigate the travel needs for large-group events. Find out how we can help.
Extraordinary Cruise Experiences
Yes, we offer cruises too! Our varied cruise portfolio ensures that no matter what kind of experience you’re looking for, you'll find it! Cruise across the U.S. heartland on a paddlewheeler; sail around Tahiti aboard a yacht or a freighter; discover the wonders of Iceland, France's wine country, the Greek Isles or a host of glittering cities on a Europe river or ocean cruise; explore Alaska or the Caribbean on an ocean liner; or visit all four Hawaiian islands on an award-winning itinerary.
What's more, we can help you get the most from your vacation with our pre- and post-cruise extensions.
- Voted Best Tour Operator Hawaii 15 Consecutive Years
- Lowest Hawaii Hotel Rates & Added Values at Oceanfront Resorts on 4 Islands
- Most Competitive Private Fares on Major Airlines to Hawaii & Inter Island Flights
- First Class & Premium Economy Seating Flight Options
- 60 Certified Hawaii Destination Specialist Reservations Agents
- 200+ Hotels, Condos, Villas & Private Homes on 6 Islands
- 900+ Hawaii Sightseeing Tours, Events & Luaus with Premium Seating
- NCL Hawaiian Islands Cruises Year-Round Honolulu & Pre/Post Stay Options
- Exclusive Hertz Check-In at Hawaii Airport Locations
- Fresh Flower Lei Greetings at Hawaii Airport Locations Available
About Pleasant Holidays
Founded in 1959, Pleasant Holidays is one of the largest travel companies in the U.S., offering customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage and more. Our vast portfolio spans the globe while featuring the world's most popular vacation destinations, including Hawaii, Caribbean, Europe, United States, Asia, Africa, Australia, Canada, Central America, Cook Islands, Fiji, Mexico, the Middle East, New Zealand, South America, Tahiti, and ocean and river cruises.
The company's portfolio of travel brands includes Pleasant Holidays, Journese, Air By Pleasant and Pleasant Activities. Pleasant Holidays' headquarters is in Westlake Village, Calif., near Los Angeles, with regional offices in San Diego and Honolulu. Its dedicated team of travel professionals numbers more than 400 employees across all locations.
About Pleasant Holidays
Founded in 1959, Pleasant Holidays is one of the largest travel companies in the U.S., offering customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage and more. Our vast portfolio spans the globe while featuring the world's most popular vacation destinations, including Hawaii, Caribbean, Europe, United States, Asia, Africa, Australia, Canada, Central America, Cook Islands, Fiji, Mexico, the Middle East, New Zealand, South America, Tahiti, and ocean and river cruises.
The company's portfolio of travel brands includes Pleasant Holidays, Journese, Air By Pleasant and Pleasant Activities. Pleasant Holidays' headquarters is in Westlake Village, Calif., near Los Angeles, with regional offices in San Diego and Honolulu. Its dedicated team of travel professionals numbers more than 400 employees across all locations.
