facebook

Luxury Hawaii Holidays

Luxury holidays to Hawaii are truly where the islands excel; the luscious, tropical islands of Hawaii ooze natural beauty and wonder at every turn. From the amazing five-star resorts, thundering waterfalls, enchanting sea caves, golden sand beaches, and erupting volcano - Hawaii is not only a surfer’s paradise, but a true paradise on earth for those seeking a luxury holiday, or honeymoon, in one of the most beautiful island chains on Earth.

Oahu is one of Hawaii’s most recognisable islands and usually one that many think of when thinking of a luxury Hawaii holiday. Oahu is the perfect mix of metropolitan and natural beauty; Hawaii’s largest city, Honolulu, is home to the adored and legendary Waikiki Beach and Diamond Head Crater. Waikiki is also home to fabulous five-star resorts that are perfect for your luxury Hawaii holiday: from a spacious suite at the 5-star Ritz Carlton Residences to a stylish room at the Halekulani Hotel overlooking the magnificent Diamond Head and Waikiki Beach. For something extra special on your luxury Hawaii holiday, why not venture to the West side of Oahu and stay at the fabulous, 5-star Four Seasons Resort Oahu at Ko Olina - enjoy stylish rooms overlooking the beautiful Pacific Ocean, a luxury resort with plenty of dining and bar facilities plus private beach access and a relaxing spa. Additionally, this Four Seasons resort is only 10 miles from the historic Pearl Harbor – a site not to missed on your Oahu Hawaii holiday.

Maui, or “The Valley Isle”, is the beloved Hawaiian island for luxury Hawaii holiday / honeymoon. Maui provides possibly the most diverse landscape where beautiful golden sand beaches and azure blue waters are contrasted with sprawling volcanic landscapes and mesmerising black sand beaches. Maui’s most famous attraction is the Road to Hana; a winding road that takes you through Maui’s tropical landscape to the small, quaint town of Hana. Along the way you will encounter flowing waterfalls, beautiful Pacific Ocean views, secret sea caves, hidden bamboo forests, delicious local cuisine, and of course beautiful Maui beaches. When you arrive in Hana, why not stay the night at the luxury retreat-style Hana-Maui Resort. Set within 66-acres of pristine Maui cliff-top countryside, this secluded luxury resort offers unbeatable views of the vast Pacific Ocean stretching beyond the town of Hana. For the rest of your stay in Maui, The Westin Maui Resort & Spa, Ka'anapali Beach is perfect for your luxury Hawaii holiday (weather you are travelling as a couple or a family) - set in 12-acres of tropical paradise, a stay at the Hokupaa at the Westin Maui Resort elevates your Hawaii holiday to the ultimate level of luxury thanks to its stunning panoramic views, daily breakfast, private bar, infinity edge cocktail pool and cultural Hawaiian experiences. Another fantastic luxury resort located on the beloved Wailea Beach is the Fairmont Kea Lani Maui. Perfect for a luxury family holiday to Hawaii, or a luxury honeymoon for two, the Fairmont Kea Lani Maui is an all-suite and villa ocean front resort located in true Hawaiian paradise; with access to an 18-hole championship golf course, a variety of fitness facilities and water sports including stand-up paddleboarding, kayaking snorkelling and diving. The Fairmont Kea Lani Maui also offers a variety of relaxing and rejuvenating treatments at their very own spa. A visit to Maui will also allow you the ability to see the smaller Hawaiian Islands of Lanai and Molokai.

Hawaii’s namesake island, or “Big Island” as it is commonly known, offers truly unique Hawaiian experiences; from the Volcanoes National Park where it is not uncommon to see new land being formed as lava flows into the ocean, to the Іmіlоа Аstrоnоmу Сеntеr perched atop Mauna Kea’s summit that offers mesmerising views out into the cosmos. There are also many hidden amazing spots throughout the Big Island that take a little extra effort to get to, but are so worth it, including the unique green sand of Mahana Beach and the ability to visit the most southern point in all of the USA. The Hawaii Big Island is also home to its own fabulous 5-star resorts including the Four Seasons Resort Hualalai; from a spacious King Room offering fantastic views of The Four Seasons golf course and the Pacific Ocean to a luxury Deluxe Suite with stunning ocean views. The Four Seasons Resort Hualalai is located on the Big Island’s most exclusive coastline, Kona-Kohala, and offers guests a sprawling tropical Oasis with lavish amenities including a private golf course a perfect stretch of golden sand with blue Pacific Ocean waters, lava rock showers, and a fantastic spa for the perfect luxury Hawaii holiday and/or honeymoon. For a hotel that offers a more traditional island feel, but doesn't compromise on luxury, then why not stay at the Mauna Kea Beach Hotel; the Mauna Kea Beach Hotel offers those visiting Hawaii a luxurious and stylish hotel that is still somehow understated, elegant, and located on a stunning stretch of gloriously golden sand and baby-blue Pacific Ocean.

Sometimes known as Hawaii’s hidden gem, and sometimes known as “The Garden Isle”, Kauai is Hawaii’s most tropical and dramatic island. Kauai is host to a variety of amazing natural landscapes Including the utterly fantastic, and only accessible by helicopter, Manawaiopuna Falls or ‘Jurassic Falls’ as it is sometimes dubbed thanks to its appearance in the 1993 classic Jurassic Park. Kauai also offers views of dramatic and vast canyons, beautiful coastlines, ATV excursions, and much more. Kauai is the more rustic of all the Hawaiian Islands, however this does not mean it does not offer fantastic luxury hotels for your luxury Hawaiian holiday. The Grand Hyatt Kauai Resort and Spa is located on the stunning South Coast of Kauai - the resort is nestled within a tropical landscape of towering palm trees and is backed by a golden sand beach and the beautiful Pacific Ocean. The Grand Hyatt Kauai Resort and Spa offers a serene experience with breath-taking ocean views, a tranquil spa, stylish rooms and suites, multiple pools, and much more. Alternatively, the Koa Kea Hotel & Resort is a luxury resort in Kauai that offers a more minimalist approach and aims to blend in with the natural beauty of Kauai. Additionally, from November to May guests of the Koa Kea Hotel & Resort are encouraged to keep one eye out on the Pacific Ocean in the hopes of seeing a humpback whale as they migrate past!

Finally, for a truly breath-taking luxury holiday to Hawaii why not visit the smaller island of Lanai. Lani is home to just a few hotels and offers a truly off-the-beaten-path, but still utterly luxurious, secluded Hawaiian holiday. On the south side of the island is The Four Seasons Resort Lani that overlooks the pristine Hulopoe Bay. Coined “A secluded, ocean front retreat on Hawaii last unspoiled island", The Four Seasons Resort Lani is a spectacular 5-star, 5-diamond resort that offers its own botanical gardens, lagoon style pools, cliffside exclusive dining in NOBU, fantastic ocean front suites, a gorgeous relaxing spa, and everything you could ever want from an ultimate, exclusive luxury Hawaii holiday. A stay at The Four Seasons Resort Lani makes for the perfect addition alongside a longer Hawaiian holiday to Maui its neighbouring, larger, Hawaiian island.

Of course, why limit yourself to just visiting one Hawaiian island when there is so much to see and do on each one. Our expert team of Hawaii specialists are extremely well versed in organising, booking, planning, and negotiating exclusive rates with the best of the best of Hawaiian luxury hotels to create your perfect luxury Hawaii holiday. Whether you wish to visit one island or hop between all 5, our Hawaii specialists have the experience that matters when it comes to planning your luxury Hawaii holiday, so why not get in touch today and see what we can do for you.

Best Selling Luxury Hawaii Holidays

Luxury Hawaii, New York and San Francisco Holiday

Luxury holiday in New York, San Francisco and Hawaii with this fantastic deal from Tailormade 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.

Luxury Kauai and Maui Hawaii Holiday offer

Visit Maui, Kauai and Los Angeles on this Luxury USA and Hawaii holiday.

Luxury West Coast and Hawaii Island Hopping Offer

Book this luxury Las Vegas, Honolulu, Maui and San Francisco all in one multi centre Hawaii holiday.

Luxury Big Island and California

Luxury California and Big Island on this USA and Hawaii holiday Multi centre Hawaii Holiday

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…

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.

Luxury Hawaii, Las Vegas and San Francisco Holiday

Book this exciting holiday to Hawaii, Las Vegas and San Francisco with this fantastic holiday in Hawaii and USA

Special Offers Luxury Hawaii Holidays

A Selection of Luxury Hawaii Hotels

Explore More that Hawaii has to Offer

Kauai Helicopter Tours
Kauai Helicopter Tours allow you to explore the natural beauty of Kauai; from the majestic Manawaiopuna Falls to the marvellous and breath-taking Nā Pali Coastline
The Road to Hana
The Road to Hana is a journey like no other; swim in fresh water pools as waterfalls cascade down above you, hike through secluded bamboo forests, enjoy beautiful botanical gardens and local cuisine, explore enchanting sea caves and black sand beaches, and finally stay the night in a n exclusive retreat on a Hana's stunning Clifftop.
Surf on Waikiki Beach
Stay on the beautiful shore of Waikiki Beach and learn to surf mere moments from your resort; step out onto the golden sands of Waikiki and enjoy the refreshing waves of the Pacific Ocean as you learn to surf like the locals in Hawaii's most famous surf spot!


Virgin Atlantic Holidays

Our website show just a small selection of what we at Tailormade Hawaii have to offer

We work closely with all major airlines and destination managements in order to tailor-make your bespoke itinerary.

Please advise us of your requirements and our specialists will create your unique holiday using our especially negotiated prices.

Book with confidence – we are fully covered by ABTA (F8106), ATOL (4151) and IATA for your complete protection.

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

Trusted

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
ABTA and IATA