Hawaii Holidays for 2023 and 2024
Luxury tailormade Holidays in Hawaii!

As a Hawaii specialist our passion is to make your dream Holidays to Hawaii a reality. Speaking to a dedicated Hawaii expert means you will be given experiences and choices to suit your requirements. Our extensive knowledge throughout the Hawaii Islands including the USA stopovers on route, allows you to make informed decisions whilst planning that Hawaii trip of a lifetime. We recognise that for many travellers their Hawaii vacation is the trip of a lifetime, and with our knowledge and experience, we will work with you to ensure that your holiday lives up to all your expectations and more, providing unforgettable memories, maybe even try a little Hula dancing. Our team are recognised for their expert knowledge of the islands and this shows in the bespoke itineraries that we are able to offer our customers.

Choosing an Island for Your Hawaiian Holiday

Deciding that you are going to Hawaii on your holiday is usually the easy part. The difficult choice to be made is deciding which Hawaiian Island you’re going to stay on during your holiday. It’s not as straight forward as you may think. Your best bet is to talk to a vacation specialist as they’ll be able to point you in the right direction with regards to current deals and “hot spots” for hotels and resorts. Keep the Following Details in Mind When Planning for Your Hawaii Holidays

Oahu-The Gathering Place
The people and Island of Oahu have made holidays on the Hawaiian Islands what they are today. There is an endless supply of beaches to visit, attractions and sights like the world famous Pearl harbor on Oahu. You could opt for one of the luxurious beach resorts in Waikiki and be close to some of the best shopping and beaches in the Islands. However, West Oahu and the North Shore both have beautiful resorts, too, and are a bit quieter than Waikiki.

Maui-The Valley Isle
Maui is a lot like Waikiki in that just speaking the name of either one conjures up scintillating images and sounds of beach front luxury resorts and relaxing, Hawaiian atmospheres. Areas like Kaanapali Beach and Kapalua on Maui are two of the most popular resort destinations in the world. And who knows? Maybe you will even see a movie star or starlet while you are at it? Plus Maui is one of the places that Elvis Presley shot some of his movies.

Hawaii-The Big Island
The Big Island is like Oahu in that it is perfect enough to be able to split the best areas to find luxury resorts on your Hawaiian vacation on opposite ends of the Island. The Big Isle has famous resort areas in quaint areas like Kailua-Kona and larger, but no less beautiful and entertaining places, like Hilo.

Kauai-The Garden Isle
To many, the attraction of Kauai for their Hawaiian holiday is simple: It is not Maui, Oahu or the Big Island. Kauai is small in size but powerful in culture and raw beauty. In particular, couples seem to enjoy Kauai resorts especially so. The hotels on Kauai seem to master at romance luxury with high-end spas and picturesque beach walks that are perfect for honeymooners, surprise engagements and anniversaries.

It is important to us to show you the very best attractions, activities and resorts of Hawaii and who better to ask than our experienced Hawaii specialists who have visited many of the exciting destinations of Hawaii. Don't hesitate! Contact one of our Hawaii experts today to find out what's in store for your dream holiday to Hawaii.

Islands of Hawaii

Start Planning Your Hawaii Holiday

Hawaii and California Family Holiday

A perfect family holiday to Hawaii and California giving something for all the Family

San Francisco & Honolulu Hawaii Holiday

in 2023 spend 3 nights San Francisco before the relaxing 7 nights in Honolulu, great Hawaii holiday

Family Hawaii Island Hopping Holiday

See the best of Hawaii with this multi-island holiday like no other!

Hawaii Island Hopping & USA

fly World Traveller plus and stay in luxury hotels in las Vegas Hawaii twin centre island hopping trip with San Francisco with Tailormade Hawaii.

Luxury Hawaii and Vancouver Holiday

Enjoy both sides of the Pacific Ocean, the beautiful beaches of Oahu in Waikiki and the vibrant city of Vancouver.

Toronto & Hawaii Holiday

Holiday to Canada and Hawaii staying in Toronto and Big Island Hawaii

Luxury Hawaii, Las Vegas and Los Angeles Holiday

Take an exciting Luxury holiday to Hawaii, Las Vegas and Los Angeles with this fantastic holiday in Hawaii and USA from Tailormade Hawaii.

10 Night Hawaii Maui Package

Flying World Traveller on a holiday in Maui, Hawaiian for The Place of Abundance

Hawaii, Washington and Los Angeles Holiday

Take a holiday in Hawaii, Washington and Los Angeles with Tailormade Hawaii.

Hawaii Honeymoon Waikiki Beach Holiday

Fly with United to the Hawaiian Island of Oahu, spending 10 nights at the Hyatt Regency Waikiki Resort and Spa .

Las Vegas and 3 Island Hawaii Holiday

14 Day Las Vegas, Maui, Big Island and Oahu Hawaii Holiday for 2 person sharing

Hawaii and San Diego Holiday

Visit Hawaii and San Diego on this ideal twin centre itinerary

Hawaii, Chicago and San Francisco Holiday

Visit Hawaii, Chicgo and San Francisco on this luxury holiday in Hawaii with Tailormade Hawaii.

Hawaii and Vegas Honeymoon or Romantic Trip

Holiday in Hawaii and Las Vegas for your honeymoon or a romantic trip with Tailormade Hawaii.

Luxury West Coast and Hawaii Special Offer Holiday

Spend 4 nights in Las Vegas , 2 nights in Los Angeles, 6 nights in Oahu Hawaii and the 2 nights in San Francisco, on this 14 night Hawaii and…

California west coast and Hawaii Islands Holiday

Visit two islands in Hawaii plus California and Las Vegas (optional) for a California and Hawaii islands Holiday

A Selection of our Special Offers

More Hawaii Ideas

Weddings in Hawaii
There is no better destination to get married in than Hawaii! With dramatic clifftop views, sparkling ocean and beautiful beaches what more could you possibly want for your Big Day. Call 01635 885 183 to talk to our Hawaii Specialists.
Family Holidays to Hawaii
Hawaii is not just a couples getaway, in fact Hawaii is one of the best destinations for family holidays! With an abundance of activities including snorkelling, hiking, paddle boarding, kayaking, swimming under waterfalls and much more, there will never be a dull or forgotten moment on your family Hawaii holiday!
Honeymoons in Hawaii
Hawaii is a world-renowned honeymoon destination - and for good reason! From romantic sunset cruises and strolls along the beach to diving with sharks in Oahu and night swimming with Manta Rays! Hawaii has something for every newly-wed couple to love and enjoy.
Hawaii Multi Centre Holidays
Hawaii is just one of the many great holiday destinations in the USA: from the skyscrapers of New York to the small seaside towns of California, the USA makes for a fantastic holiday!At Tailormade Hawaii we can create your perfect USA Multi-Centre Itinerary! Call 01635 885183 to talk to one of our Travel Experts.
Hawaii Island Hopping Holidays
There are 4 main Hawaiian Islands: Maui, Oahu, Kauai and Big Island and visiting just one can never truly offer you the full Hawaii experience. Our Hawaii Specialists work directly with hotels on each island to create the perfect Hawaii Island Hopping holiday for you, at a budget that works for you!
Luxury Hawaii Holidays
Enjoy Luxury at its finest in Hawaii with our specially created Luxury Hawaii Holidays. From visiting the small island of Lanai for a slice of secluded, untouched Hawaiian paradise to staying in 5* rated, triple A Diamond Resorts - Our Hawaii Specialists work with the best of the best when it comes to hotels/ resorts and excursions in Hawaii.
About Tailormade Hawaii
Tailormade Hawaii is part of the Charter Travel Company — a family owned business that has been under the same ownership of Sandra Colbourne, since it began trading in 1988. Tailormade Hawaii & Charter Travel are both fully ABTA & ATOL bonded so you can book with complete confidence.

Your Holiday

Tailor-made to suit your requirements
Proud to work with all major airlines
Constantly recommended as unbeatable on service and value

Expert knowledge

Dedicated destination specialist
Speak to the same travel advisor throughout
Working with local tourist boards and destination managements


Established since 1988
FCDO travel aware
24/7 emergency UK support
Award Winning

Fully Protected

You and your holiday are in safe hands with us so you can book with confidence and travel worry free.
Flight inclusive covered by our ATOL