Aerial view of a lush, green mountainous landscape with clear turquoise ocean waves lapping against a sandy coastline under a partly cloudy blue sky.
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Aerial view of a lush, green valley surrounded by jagged mountains and calm turquoise ocean waves. The scene is serene with a few scattered houses.

Waikiki & Maui Two-Island Escape

5 Nights in Waikiki & 3 Nights in Maui with Flights & up to $4500 Bonus Value with Three-Day Car Hire, Daily Resort Credit & More

  • Full-Service Flights
  • 8 Nights
  • Valued at $6949

Book by 28th December, 2025

Travel from Jan 26 - Aug 26

Product Code: B-1908

Waikiki & Maui Two-Island Escape

5 Nights in Waikiki & 3 Nights in Maui with Flights & up to $4500 Bonus Value with Three-Day Car Hire, Daily Resort Credit & More

  • Full-Service Flights
  • 8 Nights
  • Valued at $6949

Holiday Essentials Open All

Full-Service Flights to Maui and Honolulu with Meal, Entertainment & Checked Luggage*
We do the searching for you to find the best flights so you can book and relax. This deal includes return full-service flights to Maui and Honolulu including meal, entertainment and checked luggage – how good is that?

BONUS Exclusive Package Savings
Take advantage of this exclusive bonus-packed holiday deal, without breaking the bank.

5 Nights at Sheraton Waikiki Open All

5 Nights in a Partial Ocean View Room
One King Bed: Sleeps up to Three Adults or Two Adults & One Child (17 years of age & Under)
Two Double Beds: Sleeps up to Four Adults or Two Adults & Two Children (17 years of age & Under)
Take in Waikiki and its stunning views in the Partial Ocean View Room, featuring either one king or two double beds for more space. Relax with plush pillows, luxurious linens, and comfortable bedding in your 22 sqm space. Amenities include a 36-inch LCD TV, wifi, coffee and tea making facilities and a mini fridge.

Return Shared Airport Transfers*
Arrive at your destination with the confidence of knowing a friendly face is waiting to take you and your bags to your accommodation, and vice-versa when it’s time to go home.

Kids Up to 17 Years Stay Free*
Take the family! Children 17 years and younger can stay free of charge when sharing the same room as their parents, using existing bedding.

BONUS Dine-Around USD $200 Resort Credit*
Experience Waikiki’s vibrant foodie scene with a USD$200 dine-around resort credit redeemable at Sheraton Waikiki, The Royal Hawaiian, Moana Surfrider and Sheraton Princess Kaiulani. Enjoy sunset cocktails at RumFire, oceanfront dining at Edge of Waikiki, or a relaxed meal at Kai Market. Indulge at the Beachhouse or dine beneath the historic banyan tree at the Veranda. Visit the Royal Hawaiian for oceanfront cuisine at Azure or try the iconic Pink Palace Pancakes. Sip cocktails at the Mai Tai Bar or savour local flavours and live entertainment at the poolside Splash Bar.

BONUS Maita’i Catamaran Tradewinds Sail for Two
Enjoy an exhilarating one-and-a-half-hour tradewinds sail along iconic Waikiki Beach aboard the Maita’i, an ultra-sleek 47-foot sailing catamaran. As you enjoy astounding views of Honolulu, Waikiki and Diamond Head, treat yourself to a drink (Mai Tai, anyone?) from the onboard bar.

BONUS Pearl Harbor, USS Arizona & Honolulu City Tour for Two
An unforgettable tour that begins with a visit to Pearl Harbor Visitors Center, the largest visitor attraction on O‘ahu, where you will enjoy the many wonderful exhibits, galleries and displays the center has to offer. Board a Navy boat shuttle for a tour of the harbor along battleship row and when you reach the USS Arizona Memorial you will debark to board the memorial. Afterwards, enjoy a narrated tour of downtown Honolulu, and visit the majestic statue of King Kamehameha, Iolani Palace and the Hawai’i State Capitol.

BONUS Daily Resort Fee Included – Valued at USD$308 per stay*
Mandatory daily resort fee is included and will provide great amenities such as premium Wi-Fi, one day GoPro camera rental, beachfront yoga, daily cultural activities such as lei making, ukulele lessons, hula lessons, historic tour, yoga Nidra meditation and more.

BONUS Ala Moana Shopping Center Premier Passport Voucher
Ready for some retail therapy? My Hawaii guests receive exclusive offers and promotions at Ala Moana Center, the world’s largest open-air shopping centre! With over 350 stores and more than 160 dining options, you’ll be able to flip through your complimentary Premier Passport and load up with all the goodies you can, for much less.

3 Nights at Sheraton Maui Resort & Spa Open All

3 Nights in a Guaranteed Upgraded Partial Ocean View Room
1 x King Bed + Optional Rollaway Bed : Sleeps up to Three Adults OR Two Adults & One Child (17 years of age & Under)
Enjoy your own slice of paradise in this well-equipped room. Looking out over the sprawling gardens and the startling blue ocean, these rooms are sure to fast-track your relaxation. Wake slow in a Sheraton Signature Sleep Experience beds and take in the breeze from your private, furnished balcony. These rooms also feature high-speed Wi-Fi, data ports, a TV with cable and LodgeNet movies, a refrigerator, coffee maker, air-conditioning and more! Spread out and unwind.

BONUS Guaranteed Room Upgrade*
Everyone loves an upgrade, and this one is on us. Enjoy a guaranteed upgrade from Resort View to a Partial Ocean View Room.

BONUS USD$50 Daily Resort Credit*
Enjoy daily USD$50 resort credit included in your package and treat yourself to delicious a la carte breakfast at the popular Coral Reef, grab a freshly brewed coffee and pastries from The Sandbar coffee house, choose from a range of tempting lunch and dinner options at the Cliff Dive Grill located right on Kaanapali Beach, watch skilled chefs prepare fresh lobster or a steak at the Teappan-yaki Dan or cool off with Hawaiian style shave ice at the Black Rock Shave Ice.

BONUS 3 Day Car Hire*
Discover the stunning island of Maui at your own pace, with a three-day car rental included to help you see and do even more. Drive the scenic Road to Hana, relax on the golden sands of Kāʻanapali Beach, and explore the charming town of Lahaina. Experience Maui’s breathtaking waterfalls, lush rainforests, and vibrant local culture—all on your own terms.

BONUS Self-Parking Charges Included for Duration of Stay*
Self-parking charges are included in your package for the duration of your stay at Sheraton Maui Resort & Spa, offering a great saving of up to USD $138 per stay.

BONUS Daily Resort Fee Included – Valued at USD$173 per stay*
Daily resort fees is included and provides great services and amenities such as enhanced Wi-Fi access, daily cultural activities, daily shuttle service with routes within Kaanapali Beach resort area, welcome lei and Hawaiian tote bag on arrival, refillable Sheraton Maui water pouches, fitness activities including yoga, daily cultural activities including hula, lei making lessons, use of pool floats, tennis courts, Go-Pro and more


Important Info Open All

Valid for travel ex Sydney: 01 – 15 February 2026; 02 – 31 March 2026; 17 April – 31 May 2026; 16 – 31 August 2026
Add from $100 per person for travel: 24 – 31 January 2026; 01 – 15 June 2026; 01 – 15 August 2026
Add from $200 per person for travel: 16 – 23 June 2026; 18 – 31 July 2026
Add from $500 per person for travel: 12 – 23 January 2026
Add from $600 per person for travel: 16 February – 01 March 2026
Add from $700 per person for travel: 01 – 16 April 2026
Add from $800 per person for travel: 10 – 17 July 2026
Add from $1100 per person for travel: 24 June – 01 July 2026
Add from $1400 per person for travel: 04 – 11 January 2026
Add from $1500 per person for travel: 02 – 09 July 2026

Valid for travel ex Melbourne: 01 – 15 February 2026; 02 – 31 March 2026; 17 April – 31 May 2026; 16 – 31 August 2026
Add from $50 per person for travel: 01 – 15 August 2026
Add from $100 per person for travel: 24 – 31 January 2026; 01 – 23 June 2026; 18 – 31 July 2026
Add from $700 per person for travel: 01 – 16 April 2026
Add from $800 per person for travel: 12 – 23 January 2026
Add from $900 per person for travel: 10 – 17 July 2026
Add from $1000 per person for travel: 16 February – 01 March 2026
Add from $1200 per person for travel: 24 June – 01 July 2026
Add from $1400 per person for travel: 04 – 11 January 2026
Add from $1500 per person for travel: 02 – 09 July 2026

Valid for travel ex Brisbane: 01 – 15 February 2026; 02 – 31 March 2026
Add from $100 per person for travel: 17 April – 31 May 2026; 16 – 31 August 2026
Add from $150 per person for travel: 01 – 15 August 2026
Add from $200 per person for travel: 24 – 31 January 2026; 01 – 23 June 2026; 18 – 31 July 2026
Add from $800 per person for travel: 12 – 23 January 2026
Add from $900 per person for travel: 01 – 16 April 2026; 10 – 17 July 2026
Add from $1100 per person for travel: 24 June – 01 July 2026
Add from $1500 per person for travel: 04 – 11 January 2026; 16 February – 01 March 2026
Add from $1600 per person for travel: 02 – 09 July 2026

Subject to availability. Other surcharges & block out dates may apply during peak travel periods.

Price based on departing from Sydney

Extra charges apply for:

  • Melbourne ($100pp)
  • Brisbane ($100pp)

Based on Partial Ocean Viewview room

Upgrade to High Ocean Front View Room from $700 per personview room

*Airfares
Airfares are based on the best available airfare at time of publication and are subject to availability & change. Flights may not be direct or operate daily. Air surcharges apply during Australian school holidays and other peak travel periods. Applicable charges will apply for changes. Tickets are non refundable at all times.

Please be aware you MUST have 6 months validity on your passport on day of arrival back into Australia. You must also have a valid ESTA visa issued at least 72 hours prior to departure.

*Return Shared Airport Transfers
Baggage Policy Shared Ride – includes two (2) standard size luggage, plus one (1) personal carry-on. A golf bag may be included as standard size luggage. Car seats and strollers may be added at no additional charge. Additional baggage fees apply.

Sheraton Waikiki

*Kids Up to 17 Years Stay Free
No charge for children17yrs and under when occupying same room as adult(s) and using existing beds in rooms. When a child rollaway bed is required, charges apply. One Crib will be provided free of charge, based on availability.

*Dine-Around USD $200 Resort Credit – one-time per room, per stay
(Resort or dining credits must be redeemed at participating outlets at property during time of stay via room charge. No cash value)

*DAILY RESORT FEE IS INCLUDED – Valued at USD$308 per stay
Resort Fee Inclusions

  • Reusable Sheraton Waikiki logo water tumblers for 2 guests per stay.
  • Daily Meditation Class for 2 guests
  • Daily enhanced High-speed Internet access (was High-speed Wi-Fi access in guestroom and public areas).
  • Daily Water Zumba for 2 guests
  • Daily Cultural Activities: Ukulele lessons, Beginners Hula, Ribbon lei making, Shell/kukui nut lei bracelet making, Lauhala weaving, Flower Lei making, Royal Hawaiian Historical Tour, Talk Story with Tutu, Morning
  • Hiu’wai for 2 guests Hawaiian sunrise ceremony to renew the mind, body and spirit.
  • Daily morning Yoga for 2 guests

*Resort Charge Inclusions, subject to change at anytime without prior notice

Sheraton Maui Resort & Spa

*Accommodation
Complimentary One Room Category Upgrade from Resort View to Partial Ocean View Room

*USD$50 Daily Resort Credit per room
Resort Credit is applicable to food and beverage purchases at Sandbar, Cliff Dive Grill, Coral Reef, Mai Tai Bar, Teppan-yaki Dan, and Black Rock Shave Ice.
Resort Credit has no cash value. Unused or Underused credit is not refundable and non-transferable. Food and beverage are not cumulative.

*3 Day Car Hire
Most companies will rent to drivers over the age of 21.
Additional fees may apply to drivers under 25 and, in some cases, to those over 65.
Additional fees may apply for additional drivers.
A valid credit card and drivers license is required upon collection of car.
A security bond/deposit is required upon collection of car.
Please check the terms and conditions of your hire car agreement for more information.

*Self-Parking Charges Included for Duration of Stay
Complimentary self-parking is valid for one vehicle per room per stay. Any unusued portion is non-transferable, non-refundable and not redeemable for cash.

*DAILY RESORT FEE IS INCLUDED – Valued at USD$173 per stay
Resort Fee Inclusions

  • Daily shuttle services with routes within Kaanapali beach resort area
  • Hawaiian tote bag upon check-in
  • Welcome shell lei
  • Two refillable Sheraton Maui water pouches for use at the resort’s complimentary filtered water stations
  • Outdoor fitness activities including yoga and interval training
  • Use of two adult pool floats daily
  • Daily cultural activities for up to two guests, including hula lessons, lei making, fire knife instruction, and more
  • Daily use of tennis courts, including tennis racket and tennis ball rental for two guests
  • Daily Go-Pro rental
  • Enhanced Wi-Fi Access

*Resort Charge Inclusions, subject to change at anytime without prior notice

Bonus Value
The Bonus Value offered is up to the maximum amount available per eligible package and is determined by the point of departure as follows:
Ex Sydney: from $4699 pp, up to $4500 Bonus Value, valued at up to $6949 pp
Ex Melbourne: from $4799 pp, up to $4500 Bonus Value, valued at up to $7049 pp
Ex Brisbane: from $4799 pp, up to $4500 Bonus Value, valued at up to $7049 pp

Pricing
All prices are per person twin share unless otherwise stated, are in Australian dollars, are correct at the time of publication & are subject to change without notice. Flights are not included unless otherwise stated & if included, are economy class unless otherwise stated. Price includes any stated bonus nights, upgrades & package savings, if applicable.

Cancellation Charges 
Please note, cancelled bookings will incur charges. Our travel service providers are entitled to impose cancellation charges, which can be up to 100% of the amount paid to them for the relevant service, regardless of whether travel has commenced. If any refunds are received from travel service providers, they will be passed on to you, less a minimum cancellation fee. Please refer to the Cancellation Policy on general terms & conditions.

Travel Insurance
Travel insurance is not included but is strongly recommended. Ask your My Hawaii Expert about our great value coverage options.

General Terms & Conditions
In addition to the specific terms and conditions outlined above, upon purchase this package is subject to general terms & conditions.


*
Price is per person twin share

Product Code: B-1908

From $4,699 *pp UP TO $4500 BONUS VALUE

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Total: $4,699.00


*
Price is per person twin share

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Waikiki & Maui Two-Island Escape


Enquiry Details.

Nights 8

Adults 2

Children 0

Departure Point Sydney

Preferred Departure Date NA

Room Type Partial Ocean View


From $4,699.00

By proceeding I agree to My Hawaii's Terms and Conditions and my personal information being handled in accordance with My Hawaii's Privacy Policy.