Winter Travel Advisory: Classic Vacations continues to actively monitor weather conditions that may impact advisors and their clients. For 24/7/365 in-travel support, call +1 (800) 243-6499, text +1 (408) 794-3499, chat at classicvacations.com/contact-us, or email customerservice@classicvacations.com. You may also book online.

Hawaii

Embrace the Aloha Spirit, Unwind in Paradise

Discover the beauty, culture, and adventures waiting for you in the Hawaiian Islands. View our hand-selected offers to the most unique, breathtaking, and luxurious properties. Embark on a journey of mindful travel to the breathtaking islands of Hawaii. As Maui reopens its doors, let’s also open our hearts to this breathtaking island. Cherish its beauty, respect its culture, and leave only footprints in the sand. Together, we can preserve the paradise we all love.

FEATURED PARTNERS

Grand Wailea Maui - Takeoff to Hawaii
MAUI, HAWAII
Grand Wailea Maui

Exclusive Offers – Earn Extra 5% Commission (book by 2/28/26) & $200 Booking Credit (book by 1/31/26)

  • Napua Concierge dedicated to the guests in Napua Tower, personalized check-in with Napua Concierge, access to one of two private lounges serving complimentary continental breakfast each morning, cocktails and hors d’oeuvres in the early evening
  • 2 refillable bottles of PATH water on day of arrival placed in your guest room; water refill stations located throughout resort
  • A one-time 45-minute photography session with Pacific Dream Photography
  • 1 Body Composition Analysis by the biostation
  • Fitness Classes such as Beach Yoga, Pilates, Corefit, Sculpt, Run Club, and more. Reservations required
  • SCUBA and snorkel lessons. Reservations required
  • Use of beach cruiser bikes. Based on availability
  • Use of beach chairs on Wailea Beach. Based on availability
  • Culturally immersive classes such as hula and ‘ukulele lessons. Based on availability
  • Complimentary Wi-Fi
  • Napua King Ocean View
Read more

5 nights from $4,489 per person

Booking is now open for travel from now to 04/30/26

MAUI, HAWAII
Ritz Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
Exclusive Offer – $200 Booking Credit (book by 1/31/26)
  • $100 Resort Credit per room per stay when booking
  • Stay 4 and Save with Ocean View Rooms and all suites
  • Signature daily experiences including guided labyrinth meditation walk, sunrise yoga, and hula lessons
  • Enhanced High Speed Internet Service
  • Kapalua Resort Shuttle Services (travel within Kapalua Resort area)
  • Complimentary photo session
  • Aloha welcome experience with a welcome drink and fresh flower or kukui nut lei
  • Cultural History Tour
  • Resort activities (basketball, tennis, shuffleboard, croquet, pickleball)
  • Deluxe Ocean View Room
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5 nights from $2,099 per person

Booking is now open for travel from now to 04/30/26

MAUI, HAWAII
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea

Exclusive Offers – Earn Extra 5% Commission (book by 2/28/26) & $200 Booking Credit (book by 1/31/26)

  • 2 refillable bottles of PATH water on day of arrival placed in your guest room; water refill stations located throughout resort
  • A one-time 45-minute photography session with Pacific Dream Photography
  • 1 Body Composition Analysis by the biostation
  • Fitness Classes such as Beach Yoga, Pilates, Corefit, Sculpt, Run Club, and more
  • SCUBA and snorkel lessons
  • Use of beach cruiser bikes
  • Use of beach chairs on Wailea Beach
  • Culturally immersive classes such as hula and ‘ukulele lessons
  • Complimentary Wi-Fi
  • 3 Bedroom Luxury Villa
Read more

5 nights from $5,879 per person based on quad occupancy

Booking is now open for travel from now to 04/30/26

MAUI, HAWAII
The beach at Mauna Kea Beach Hotel on the Big Island, Hawaii.
Mauna Kea Beach Hotel

Exclusive Offer – $200 Booking Credit (book by 1/31/26)

  • Reduced Room Rate
  • Golf Vista

5 nights from $3,319 per person

Booking is now open for travel from now to 04/30/26

MAUI, HAWAII
Andaz Maui at Wailea Resort
Andaz Maui at Wailea Resort

Exclusive Offer – $200 Booking Credit (book by 1/31/26)

  • A reduced room rate
  • Daily Buffet breakfast for Two at Ka’ana Kitchen
  • GoPro Hero camera rental
  • Outrigger Excursion
  • Guided kayak tours
  • Snorkel Gear for one hour (longer rental available at cost)
  • Stand up paddle board lessons
  • Yoga and fitness classes
  • Single and tandem bike rental
  • Ukulele lessons
  • Body board rental (additional cost)
  • 45-minute complimentary Photography Session
  • Coconut husking and weaving lessons
  • Mix-it-Up Class (additional cost)
  • Poke Making Class (additional cost)
  • Lei making
  • Hula lessons
  • Blend and Balance (additional cost)
  • Walk story
  • Bingo
  • Live music
  • Fitness area, including Peloton bikes
  • Andaz Garden
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5 nights from $2,159 per person 

Booking is now open for travel from now to 04/30/26

BOOK ONLINE NOW OR CALL +1 (800) 221-3949

Classic Vacations offers customers access to vacation packages, which are provided by separate and independent vendors of travel services. Classic Vacations does not operate, control, or otherwise provide the services of the independent travel vendors.  Offers are valid on new bookings only and cannot be applied to existing reservations.  Prices shown are per person, land-only, based on double occupancy, and do not include optional excursions or other optional items unless expressly stated otherwise.  Obvious errors and misprints are not binding.  Offers are subject to availability at the time of booking and may be modified, replaced, or discontinued without prior notice.  Prices are subject to change until full payment is received.  Blackout dates, minimum night stays, air booking requirements, seasonal surcharges, resort fees (if applicable), and other restrictions may apply.  Customers are responsible for purchasing travel insurance.  Some offers may require the purchase of Classic Vacations’ Travel Smart Plan or a travel waiver for eligibility.  Customers are responsible for paying any cancellation fees.  Offers are not valid for Group Travel unless explicitly stated.  Booking and travel dates may vary by offer.  Additional promotions and alternative departure dates may be available, potentially resulting in different pricing or hotel inclusions.  Customers are responsible for all applicable taxes and fees associated with a booking, including those associated with complimentary nights at hotels, where applicable.  For properties where Classic Vacations offers dynamic pricing rates, prices are subject to change based on market conditions and external factors beyond Classic Vacations’ control.  Additional terms and conditions may apply to specific offers. Please refer to the individual offer details for full terms. California Seller of Travel # 2079429.  Registration as a seller of travel does not constitute approval by the State of California.