Takeoff to Hawaii

takeoff to

Hawaii

EXTENDED!
Booking Window: 02/02/26 – 04/30/26
Travel Window: 02/02/26 – 12/18/26

From Maui’s sun-drenched shores and Oahu’s iconic coastline to the dramatic beauty of Kauai and the natural wonders of the Big Island, experience Hawaii with exceptional value. Enjoy up to 40% savings, Free Breakfasts, and up to $500 in added value on select luxury resort stays, along with thoughtful resort inclusions and a complimentary Alamo car rental upgrade to explore each island in comfort. These limited-time offers are designed for travelers who seek elevated experiences, effortless travel, and unforgettable island escapes.

Offers by island

Maui

O‘ahu

Kauai

Big Island

A Classic Conversation in Hawaii

In this special in-destination episode of the Know Zone Podcast, Reagan Vasquez, Strategic Account Manager at Classic Vacations®, takes listeners along on a familiarization journey through Hawaii’s Big Island and Oahu.

From uncovering hidden gems and must-try local dishes to exploring what sets each resort apart, this episode offers firsthand insights into two of Hawaii’s most sought-after islands.

Maui

Diverse landscapes | Romantic & refined | Adventure meets luxury

Maui is the perfect balance of relaxation and exploration. Known for upscale resorts, lush scenery, and iconic experiences like the Road to Hana and Haleakalā sunrise, it’s ideal for honeymooners, first-time Hawaii visitors, and clients who want variety without island-hopping.

Click arrow to learn more about what Maui has to offer.

Top Three Things to do on Maui

Road to Hana
Take a breathtaking drive along Maui’s lush coastline, stopping at waterfalls, black sand beaches, and scenic overlooks.

Haleakalā National Park
Watch the sunrise or sunset from the summit of this towering volcano, offering panoramic views above the clouds.

Snorkeling at Molokini Crater
Explore crystal-clear waters teeming with marine life at this iconic crescent-shaped volcanic crater.

Explore Maui

Classic Vacations partners with Project Expeditions so you can enjoy everything the island has to offer. Add excursions and tours to your bookings now.

10% Discounted Rate

Andaz Maui at Wailea Resort

Andaz Garden Room
5 Nights from $1,929 Per Person

Additional 10% off 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

$125 Savings

Fairmont Kea Lani Maui

Fairmont Suite
5 Nights from $2,428 Per Person

$125 Booking Credit
5th night free
Overnight Self-Parking for one (1) vehicle per suite
10% Discount on Fairmont logo merchandise in Makana Market + Cafe
Inspire Your Energy fitness classes
Pool and beach amenities including sunscreen and after sun care
Experience session with Pacific Dream Photography (reservation required, photos available for purchase)
Unlimited North America Long Distance calls (Canada and America)
Unlimited business internet access
Keiki Welcome Amenity
In-Suite bottled water (two), replenished daily
One-hour snorkel equipment (Two sets per suite per day, resort use only). Available on first-come, first served basis.
Hawaiian Canoe Experience **A 24-hr cancelation policy applies with a ‘no show’ fee of $65 per guest**
Weekly Cultural Activities

$400 Savings

Ho'olei Villas at Grand Wailea

Garden 3 Bedroom Luxury Villa
5 Nights from $5,549 Per Person

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 (Reservations required)
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

$150 Savings

Montage Kapalua Bay

One Bedroom Garden Residence
5 Nights from $4,799 Per Person

Shuttle service within the Kapalua area
Hawaiian cultural classes
Beach chairs, umbrellas and towels from Kapalua Bay Beach Crew
Press Reader – digital access to over 7k newspapers and magazines
Kapalua Golf Courses – exclusive pricing for Montage Kapalua Bay guests
Use of business center
Resort Wi-Fi access

10% Discount

Hana-Maui Resort

Garden View Room
5 Nights from $1,809 Per Person

A reduced room rate
Breakfast for all registered guests
Free Wireless Internet
Use of resort bikes
Resort exercise fit trail
Fitness Center, including Peloton bikes
Tennis/Pickleball court/Basketball court
In room water, replenished daily
Self-parking
Shuttle between hotel and Hamoa beach
Shuttle between hotel and Hana Airport
Welcome beverage
3 hole putting course
Daily yoga class
Ti-Leaf and Lei Making Class
Tommy Bahama beach chairs and towel for use
Ukulele lessons and available for personal use during stay
In-room coffee and tea
Spear throwing classes
Coconut husking classes

10% Discount

Hyatt Regency Maui Resort & Spa

Resort View Room
5 Nights from $1,369 Per Person

A reduced room rate
Daily Breakfast Buffett in Swan Court For All Registered Guests
Complimentary Wi-Fi internet in guest rooms and public areas
Two in room prefilled reusable water bottles
Purified water and ice machines throughout resort
24 hour access to oceanfront Moana Athletic Gym
Cultural programs including lei making, hula lessons, mermaid story time, wildlife tours, and koi feedings
Local, 1-800 or 1-888 phone calls
In-room Keurig coffee and tea
In-room safe
Concierge services
Daily yoga or fitness classes
Resort shuttle service in Ka anapali
Unlimited tennis, pickle ball or basketball court time and equipment included
Welcome Lei upon arrival

$250 Savings

Wailea Beach Resort Marriott Maui

Garden View Room
5 Nights from $1,339 Per Person

Complimentary daily internet in guestroom
Unlimited US domestic, long distance and local phone calls
45- minute personal photo session on the scenic resort grounds for 2 guests per stay (was: 30 minute photo session on the scenic resort grounds)
Daily fitness classes
Daily Hawaiian cultural classes
Refillable bottle of water (2 per room)
Orchid and Kukui nut lei greeting with passion orange guava juice, presented upon resort arrival with lei history for guests per stay
Welcome Mai Tai for 2 guests
Courtesy rides within the Wailea Resort area
Mandara Spa – 10 percent discount on products (excludes specials and products)
Ocean Concierge and Activities
Complimentary fish identification card
Complimentary introductory morning scuba lesson for 2 daily
Daily multi-speed beach cruiser rentals for 2 guests
Beach chair and umbrella rental (2 per day) at Wailea Beach
Nightly torch lighting ceremony
The Movie House – Complimentary movie screenings
Game Space – Complimentary access to Game Space, featuring foosball, billiards, shuffleboard, vintage arcade, and Xbox games

$250 Savings

Westin Maui Resort & Spa

Kukahi Aina View Room
5 Nights from $1,279 Per Person

Daily Enhance High-Speed Internet Access
Welcome Cocktail/Mocktail for Two
Daily Fitness Classes for (2) guests
Photo session and receive $50 off any photography package with Blink Photography, with digital images available for purchase – excludes single image purchases.
(2) Souvenir Water Bottles and Westin Maui Logo Bag upon arrival
Daily Hawaiian crafts and seasonal cultural activities for (2) guests
Daily Yoga for (2) guests

$300 Savings

Honua Kai Resort & Spa Ka'anapali Beach

1 Bedroom Suite Mountain View Room
4 Nights from $1,099 Per Person

24-hour reception for guest check-in and check-out
High Speed Internet
Use of in-suite safe
Suite starter kit
Local and toll-free telephone calls
Self parking

$375 Savings

Kapalua Villas Maui

Gold Fairway View Villa
5 Nights from $1,049 Per Person

Unlimited Wi-Fi and cable Internet access in guests villa
Use of in-villa safe
Self-parking at guests villa
Preferred tee times with 45 day advance booking
Preferred rates at Kapalua Resorts two 18-hole golf courses
Complimentary court time at the Kapalua Tennis garden
Discounted equipment rental and merchandise discounts at the Kapalua Tennis Garden
Complimentary resort wide shared shuttle take guests to tennis courts, beaches, swimming pools, golf, Ritz-Carlton, Montage Kapalua Hotel, and restaurants

$480 Savings

Royal Lahaina Resort & Bungalows

Tower Standard Room
4 Nights from $509 Per Person

Air Credit already deducted from rate, no further rate reduction, $150 Resort Credit, per room, per stay
Resort credit may be used for the following: Royal Ocean Terrace, Royal Scoop, Royal trading Company, Alna Spa and Royal Beach Activities (Subject to change without prior notice)
Wellness Classes: Daily health and fitness classes from yoga to Zumba and more
Hawaiian Cultural Classes: Daily Classes to be held including, lau hala weaving, hula lessons and ukulele
In-Room Coffee: Enjoy a selection of signature Kona coffee and tea from the convenience of your guest room
Internet Access: High-speed internet wireless access in guest rooms and throughout the resort
Phone Calls: Unlimited local and long-distance calls including up to 60 minutes of international calls per day
Sunscreen and After Sun Lotion: Reef Safe and available at the resort pool area
Self-service 24-hour workplace: Complimentary boarding pass printing and copying services
Spa Service Credit: $20.00 per day per reservation at Alana Spa – Please note spa services must be reserved in advance at an additional charge
Fitness Center: Daily access to the Fitness Facilities
Tennis Court Rental: One complimentary court rental per reservation at the Royal Lahaina Tennis Ranch
Self-Guided Botanical Tour of the Royal Lahaina Resort
Shuffleboard and Bocci Ball available oceanside of hotel
Resort Shuttle Service: Ka’anapali trolley service to Whalers Village Shops/Restaurants and select Ka’anapali hotels
Hawaiian Postcard: per stay from the Royal Lahaina Trading Company
Personalized Guest Messaging Service
Refillable Water Bottle Stations

$250 Savings

Sheraton Maui Resort

Resort View Room
5 Nights from $1,269 Per Person

Daily Cultural Activities for two guests. Includes Hula Lessons, Lei Making, Fire Knife Show, Hawaiian Lawn Activities
Daily Use of Pickleball Courts for two guests. Includes Paddle Rental and Balls
Daily Use of Tennis Courts for two guests. Includes Tennis Racket Rental and Tennis Balls
Welcome Shell Lei upon arrival for two guests per stay
(2) Logo’d Refillable Water bottle per stay
Daily Outdoor Fitness Activities for 2 guests. Includes yoga/fitness training.

$150 Savings

AC Hotel by Marriott Maui Wailea

Guest Room with King Bed, Sofa Bed, and Balcony
5 Nights from $929 Per Person

$150 Air Credit Per Stay
All Dynamic Rate Bookings
5 MLOS

5% Discounted Rate

Outrigger Ka‘anapali Beach Hotel

Garden View Room
5 Nights from $1,069 Per Person

Daily cultural activities, examples including: lei making, hula dancing, oleo Hawaiian language lesson, mele ukulele and song class, mo’olelo Hawaiian storytelling and more
One souvenir beach bag per room
2 reusable water bottles
Farewell kukui nut lei, for first stay
Complimentary use of Kaanapali Trolley
Wi-Fi, maximum 4 devices per room
Local and international phone calls up to 60 minutes daily
In-room coffee and tea, replenished daily
Access to outdoor pool
Use of beach towels
Reef-friendly sunscreen available at the pool
Discounts for island attractions

$500 Discount

The Ritz-Carlton Maui Kapalua

Deluxe Ocean View Room
4 Nights from $1,679 Per Person

Receive a $100 Resort Credit per room per stay when booking the Stay 4 and Save promotion on Ocean View Rooms and all Suites
Guests staying a minimum of 4 nights will receive:
Receive a complimentary buffet breakfast for 2 in the resorts Ulana Restaurant when staying 4 nights or longer.
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)

$250 in Savings

Grand Wailea, A Waldorf Astoria Resort

Ocean View Room
5 Nights from $2,599 Per Person

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. Reservations required.
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.

Urban energy | Iconic beaches | Culture & history

Oʻahu blends vibrant city life with classic Hawaiian beauty. Home to Waikīkī, Pearl Harbor, and a thriving food and arts scene, it’s ideal for first-time visitors, families, and clients who want shopping, dining, nightlife, and easy access to culture—all on one island.

Click arrow to learn more about what Oʻahu has to offer.

Top Three Things to do on O‘ahu

Hike Diamond Head Crater
Trek to the summit of this iconic volcanic crater for breathtaking panoramic views of Waikiki and the Pacific Ocean.

Snorkel at Hanauma Bay
Explore vibrant coral reefs and swim alongside tropical fish in this stunning marine conservation area.

Visit Pearl Harbor
Explore the historic USS Arizona Memorial and other World War II sites to honor the past and learn about the events of December 7, 1941.

Explore O‘ahu

Classic Vacations partners with Project Expeditions so you can enjoy everything the island has to offer. Add excursions and tours to your bookings now.

$150 Savings

Aulani, A Disney Resort & Spa

Standard View Room
3 Nights from $1,059 Per Person

$150 Booking Credit
$150 Discount off Standard Rate per room per stay

$150 Savings

Halekulani

Garden Residence
5 Nights from $4,799 Per Person

Shuttle service within the Kapalua area
Hawaiian cultural classes
Beach chairs, umbrellas and towels from Kapalua Bay Beach Crew
Press Reader – digital access to over 7k newspapers and magazines
Kapalua Golf Courses – exclusive pricing for Montage Kapalua Bay guests
Use of business center
Resort Wi-Fi access

$150 Savings

The Ritz-Carlton Oahu, Turtle Bay

Resort View Room
5Nights from $1,949 Per Person

Arrival Lei Greeting
Two Refillable PATH Water Bottles, with refill stations
Unlimited Toll Free Local and 60 min of Domestic Long Distance Telephone Calls,
High Speed Wi Fi (10mbps)
Use of Beats Pill Speaker
Daily Resort Activities
Use of Resort Cruiser Bikes (45 min per day/per guest, 2 cruisers per room, based on availability)
Beach Toys and Boogie Boards at Kuilima Cove (based on availability)
Beach Umbrellas and chairs at Kuilima Cove (based on availability)
Daily Basket of Range Balls (after 12 noon)
Admission to One Fitness Class of the day (visit Nalu Spa or see our website)
Use of GoPro Camera for up to 24 hours (SD memory card not included, sign out at Surf House)
One Hour Pickleball Court usage (sign out at The Guide Post)
Use of Business Center Facilities

$150 Savings

The Royal Hawaiian, A Luxury Collection Resort

Historic Ocean Room
3 Nights from $769 Per Person

A daily resort fee of USD 52 plus tax per room per night to be paid directly to the resort and includes:
- Welcome bag of Royal Hawaiian Signature Banana Bread muffins
- Enhanced High Speed Internet Access (Wi-Fi)
- Daily Morning Yoga – 1 hour class for 2 people
- Daily Meditation Class – 45-minute class for 2 people
- Fresh flower or kukui nut lei greeting upon arrival
- Two refillable logo double wall stainless steel water bottles per stay
- Daily intro to Stand Up Paddle Boarding – 15-minute land demonstration for 2 people
- Daily Cultural Activities such as ukulele lessons, beginner’s hula, ribbon lei making, shell and kukui nut let bracelet making, lauhala weaving, flower lei making, Royal Hawaiian Historical Tour, Talk Story with Tutu, Morning Hi’uwai.

$450 Savings

Alohilani Resort Waikiki Beach

Classic Room
3 Nights from $479 Per Person

$100 resort credit per room, per stay
A Reduced Room Rate
Bottled Water: Two complimentary locally-sourced bottles of water per room, per stay
Purified water stations also available in resort lobby
Fitness Center: Daily access to Fit Waikiki Wellness Center
Hawaiian Cultural Classes: Classes include Queen’s legacy tour, lei making, hula lessons and Hawaiian lessons
In-Room Coffee: Enjoy a selection of signature coffee and tea from the convenience of your guest room
Internet Access: Wireless high speed internet access in guest rooms and throughout the resort
Oceanarium Educational Program: Conducted by the ‘Alohilani Oceanarium dive team (See daily event listing for details)
Spa U’ilani Services:
- Guests receive a complimentary add on enhancement to any massage or facial. Please note spa services must be reserved in advance and add on enhancement requested at the time of booking.

$150 Savings

Hyatt Regency Waikiki Beach Resort & Spa

Waikiki City View Room
3 Nights from $469 Per Person

Reduced Rate
Premium Wi-Fi in guestrooms and public areas
Two (2) reusable souvenir Hyatt water bottles with water stations on each floor
One reusable Hyatt Regency Waikiki Tote Bag
Biki’ bicycle ride sharing service – one time credit of 4 USD per person (2 persons maximum)
Frozen treats provided poolside
Discounted surfing lessons and rental of beach equipment from Billabong
Resort Cultural Activities including lei making, hula lessons, and ukulele lessons
Stayfit Gym access
GoPro usage
Use of beach amenities and chairs
Use of beach toys for children
House slippers and personal amenity items pre-set in guest room
In-room coffee and tea
Long distance and international calls – up to 60 minutes per day
Unlimited local and 1-800 telephone calls
Sunrise yoga class
Self-guided local tours

$100 Savings

Prince Waikiki

Ocean View Room
3 Nights from $859 Per Person

Access to 7,000+ Digital Newspapers/Magazines Worldwide Using PressReader
1 Prince Waikiki Eco Shopping Bag, per room, per stay
Two customized reusable bottles of water per room with access to on site Fill Stations
Complimentary admission for 2 guests to the Honolulu Museum of Arts when showing room key
10% off tickets to “Hawaii Theater Presents” shows plus one complimentary bottle of water per person for guests of Prince Waikiki for all events at Hawaii Theater
Ala Moana Shopping Center Premier Shopping Pass
Children 5 years old and under eat free at 100 Sails Restaurant (all meal periods) when accompanied by a paying adult
Daily 24 Hour Access to Fitness Center (hours subject to change)
Unlimited Internet Connection, In Room and Within Lobby and Pool Areas
Complimentary 60 minutes of International Phone Calls Daily per room
Complimentary Local and Toll Free Calls
10% off Couples Massage (any duration), 10% off any single 90 Minute Service, 10% off Retail Products with any spa service from Naio Bliss Spa
20% off Golf at Hawaii Prince Golf Club (includes complimentary driving range balls)
10% off All Private & Semi Private Tennis Lessons at Hawaii Prince Golf Club
Daily Resort Charge and inclusions are subject to change at any time

$150 Savings

Sheraton Waikiki

Partial Ocean View Room
3 Nights from $929 Per Person

Reusable Sheraton Waikiki logo water tumblers for 2 guests per stay
Daily Introduction to Stand Up Paddle Boarding Land
Demonstration for 2 guests
Daily Meditation Class for 2 guests
Daily GoPro Hero 5 Rental with accessories
Daily enhanced High-speed Internet access
Daily MiFi Rental – unlimited high speed internet access with service around the island of Oahu
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 Hiui’wai for 2 guests, Immerse yourself in the healing waters of Waikiki as you experience a traditional Hawaiian sunrise ceremony to renew the mind, body and spirit
Daily morning Yoga for 2 guests

$100 Savings

Waikiki Beach Marriott Resort and Spa

Waikiki City View Room
3 Nights from $359 Per Person

Fitness Classes Daily
Cultural Classes Daily
$10 Off Premium Golf Club Rentals & Discounted Tee Times at Hawaii Tee Times
30% Off Your Electric Bike Ride at Hele on Waikiki
Nanea Game Room Access (21+)
2 Beach Chairs, 2 Boogie Boards, OR 1 Beach Chair and 1 Boogie Board from Waikiki Sand Bar

5% Discount

Embassy Suites by Hilton Waikiki Beach Walk

Level 8 Standard Suite
3 Nights from $569 Per Person

Complimentary full cooked to order breakfast daily
Nightly two hour cocktail reception
Shopping and Dining Discounts Booklet received upon check-in
Welcome amenity/tote bag
Guest internet access
Exercise and Cultural activities
Beach towels
In-room tea kettle
Discounts at select Waikiki restaurants and shopping
Discounts for poolside cabanas a daybeds
Complimentary dessert at Ruth’s Chris with purchase of entree
Complimentary youth entrance per paid adult at Waikiki Aquarium and Bishop Museum

$150 Savings

Sheraton Princess Kaiulani

Princess Ocean View Room
4 Nights from $429 Per Person

Daily Enhanced High-speed Internet Access
Mi-Fi rental (one per room per stay) – personal device providing high speed WiFi anywhere on island
Complimentary Surfboard Storage. Available at the pool services desk lobby level
Daily meditation class for 2 guests
Twice daily Yoga classes for 2
Cultural activities for 2 guests, including Sunrise ceremony, Hula, Ukulele, Haku, Kupe (Bracelet), Lauhala (weaving), Story time with Tutu and Historic Tours, plus daily orchid/flower lei making (Some activities require reservations)
Souvenir tote beach bag per room per stay

40% Discount

Waikiki Beachcomber by Outrigger

Waikiki City View Room with King Bed
3 Nights from $339 Per Person

One Waikiki Beachcomber drawstring bag per room
The New Sound of Waikiki by Makana digital album
Wireless high-speed Internet access, maximum 4 devices per room
In-room coffee and tea
Use of beach towels
Access to pool and hot tub spa
Local and international phone calls up to 60 minutes daily
All Good reef-friendly sunscreen available at the pool
Access to fitness center
Concierge in the all-new Beachcomber Activities Lounge
Live music at Maui Brewing Co.
Self-service 24-hour business center
Chromecast Wireless 4k streaming from your smart device to the TV
Honolulu Museum of Art: free admission for 2 adults
Waikiki Aquarium: One (1) Free Junior Admission (ages 4-12) per paying adult OR $1 off regular Adult Admission for Outrigger guests without kids
Bishop Museum: $5 off General Admission for up to four adults or one free child’s admission for each paying adult (show guestroom keycard)
Waikiki Beachcomber Daily Resort Charge and inclusions are subject to change without notice and restrictions may apply

$125 Savings for 125th Anniversary

Moana Surfrider, A Westin Resort & Spa

Historic Banyan Room
3 Nights from $769 Per Person

Complimentary Catamaran Sail for Two
Complimentary one day rental of GoPro Camera
Enhanced Wi-Fi access in guestroom and public areas
Wi-Fi on Island: Complimentary rental of MiFi devi
Daily Cultural Activities including hula lessons, lei making, history tour and morning ocean ritual
Ukulele Lessons
Yoga: Start your morning in complete relaxation with yoga offered daily in a peaceful environment located in front of the Moana Surfrider
Yoga Nidra Meditation
Moana Surfrider Shopping Tote (one per stay per room)

3% Discount

Outrigger Reef Waikiki Beach Resort

Resort View Room
3 Nights from $759 Per Person

Wi-Fi, maximum 4 devices per room
Local and international phone calls up to 60 minutes daily
2 Outrigger OZONE reusable bottles
In-room coffee and tea, replenished daily
Access to pool and hot tub spa
Use of beach towels
All Good reef-friendly sunscreen available at the pool
Free breakfast for children 5 years and younger with purchase of an adult meal from menu at Kani Ka Pila Grille
Honolulu Museum of Art: Free admission for 2 adults
Waikiki Aquarium: One (1) Free Junior Admission (ages 4-12) per paying adult OR $1 off regular Adult Admission for Outrigger guests without kids
Bishop Museum: $5 off General Admission for up to four adults or one free child’s admission for each paying adult (show guestroom keycard)

Lush & dramatic | Slow-paced | Nature-forward

Known as the “Garden Isle,” Kauaʻi is defined by emerald cliffs, waterfalls, and raw natural beauty. With fewer resorts and a quieter pace, it’s perfect for nature lovers, couples, and repeat Hawaii travelers seeking a more intimate, unplugged experience.

Click arrow to learn more about what Kauaʻi has to offer.

Top Three Things to do on Kauaʻi

Explore the Nā Pali Coast
Take a boat tour, kayak, or helicopter ride to witness the stunning cliffs, waterfalls, and emerald valleys of this breathtaking coastline.

Hike the Kalalau Trail
Trek along this iconic 11-mile trail (or just a portion) for jaw-dropping views of the Pacific and lush Kauaʻi landscapes.

Visit Waimea Canyon
Known as the “Grand Canyon of the Pacific,” this awe-inspiring natural wonder offers scenic lookouts and incredible hiking trails.

Explore Kauaʻi

Classic Vacations partners with Project Expeditions so you can enjoy everything the island has to offer. Add excursions and tours to your bookings now.

20% Discount

Grand Hyatt Kauai Resort & Spa

Garden View Room
5 Nights from $2,469 Per Person

Reduced room rate
Daily breakfast for all registered guests
Welcome Lei
Self-parking
Two complimentary reusable water bottles per stay
Purified water stations throughout the resort
Reusable tote bag, located in closet
Nespresso coffee maker with coffee and tea in room
Access to 24 hour Anara Spa fitness center
Fitness and yoga classes at Anara Spa
Guided morning sunrise walk
Hawaiian Cultural Center, cultural activities including lei making, ukulele and hula lessons
Koi fish feeding daily
Parrot time Monday – Friday
Hydroponic garden tour, twice a week
Sunscreen and after sun- lotion available at the Pool desk
One hour tennis or pickle ball court time daily
Recreational bicycle use
Complimentary beach chairs and umbrellas
Nightly entertainment at Seaview Terrace
Poipu Bay golf course and club house shuttle services
$20 discount on green fees at Poipu Bay golf course
Nightly shuttle service to restaurants in Poipu area

40% Discount

Outrigger Kauai Beach Resort

Garden View Room
5 Nights from $799 Per Person

Weekly cultural activities
Daily beachfront yoga classes
Weekly E Komo Mai welcome reception
2 water bottles and complimentary FloWater Stations throughout the resort
Discount on Hawaiian Rainforest Spa treatment
$25 activity credit per room at the Concierge desk
24/7 access to the Fitness Center
Use of in-room safe
Local and toll-free calls up to 60 minutes daily
Access to the Business Center

$300 Savings

Waipouli Beach Resort & Spa Kauai by Outrigger

Partial Ocean View Room
4 Nights from $1519 Per Person

Guest parking
Wi-Fi in guest rooms, suites, and throughout resort
Long-distance phone calls
Use of in-room safe
Crib on request
Luggage storage
Access to the business center (8am to 4pm)
Access to fitness center
Access to barbecue grills.

$300 Savings

Kiahuna Plantation Resort Kauai by Outrigger

Garden View Room
4 Nights from $769 Per Person

Free parking
Free high speed in room internet access
Free local & Long Distance Phone Calls USA and Canada

Volcanic landscapes | Extreme diversity | Adventure-driven

The Big Island offers the most geographic diversity in Hawaiʻi, from black-sand beaches and active volcanoes to snow-capped mountains. Best for adventurous travelers, it rewards exploration and longer stays, with distinct regions that feel like multiple destinations in one.

Click arrow to learn more about what the Big Island has to offer.

Top Three Things to do on the Big Island

Explore Hawaii Volcanoes National Park
Witness the awe-inspiring Kīlauea and Mauna Loa volcanoes, hike through lava fields, and see active volcanic landscapes.

Snorkel at Kealakekua Bay
Swim with vibrant marine life in crystal-clear waters near the famous Captain Cook Monument.

Stargaze at Mauna Kea
Experience breathtaking night skies from the summit or visitor center of one of the world’s best astronomical observation sites.

Explore The Big Island

Classic Vacations partners with Project Expeditions so you can enjoy everything the island has to offer. Add excursions and tours to your bookings now.

$100 Savings

Mauna Kea Beach Hotel, Autograph Collection

Golf Vista Room
5 Nights from $3,319 Per Person

Best Available Rate
$100 Resort Credit

$100 Savings

The Westin Hapuna Beach Resort

Premier Ocean View Room
5 Nights from $1,769 Per Person

$100 Resort Credit
Daily Unlimited Internet connections
Daily Pool and beach chair service
Daily Cultural activities including Sunrise Ceremony, Lei making, Hula, and Ukulele lessons
Eco shopping bag (one per room, per stay)
Complimentary reusable water flask (one per person, per stay. Max 2 per room.)
In-room package of sanitizing wipes (one per room, per stay)
Purified water refill stations
Nightly dining shuttle service to Mauna Kea Beach Hotel
Hospitality lounge with lockers and showers for early arrivals and late departures
Local and long distance calls (United States only)
10% off Westin Family Kids Program, when in operation
Daily Koi Fish Feeding
10% off merchandise at Hapuna Golf Pro Shop

$50 Savings

Waikoloa Beach Marriott Resort
& Spa

$50 Resort Credit
Enhanced High Speed Guestroom & Public Wi-Fi
Daily Beach Yoga Class for 2
Daily Pool Fitness Class for 2
Daily Cultural Activity Classes
Daily Tennis/Pickleball Court Rental for 2
Specialty Welcome Beverage for 2 (one time only)

5% Discounted Rate

Outrigger Kona Resort & Spa

Resort View Room
5 Nights from $679 Per Person

Tote bag per stay
Guided cultural and historical tours of Keauhou Bay
Manta Talk at Manta Learning Center
Daily pool refreshments
Daily yoga or fitness class
1 daily paddleboard rental for 2-hours
Enhanced Wi-Fi access
Discounted green fees at Kona Country Club
20 percent off a 90-minute treatment at Ho ola Spa
Complimentary tennis, basketball, and bocce ball courts and equipment
Cultural activities including hula lessons, lei making, and slide races
20 percent off snorkel gear rentals at Keauhou Bay Adventures (Poolside)
10 percent discount on boat tours booked from Keauhou Bay Adventures
20 percent off beach chairs and umbrellas at Keauhou Bay Adventures (Poolside)

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

Car upgrade is subject to availability at the time of booking. 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.

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Maui

Diverse landscapes | Romantic & refined | Adventure meets luxury

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Andaz Maui at Wailea Resort

Fairmont Kea Lani Maui

Ho'olei Villas at Grand Wailea

Montage Kapalua Bay

Hana-Maui Resort

Hyatt Regency Maui Resort & Spa

Wailea Beach Resort Marriott Maui

Westin Maui Resort & Spa

Honua Kai Resort & Spa Ka'anapali Beach

Kapalua Villas Maui

Royal Lahaina Resort & Bungalows

Sheraton Maui Resort

AC Hotel by Marriott Maui Wailea

Outrigger Ka‘anapali Beach Hotel

The Ritz-Carlton Maui Kapalua

Grand Wailea, A Waldorf Astoria Resort

O‘ahu​

Urban energy | Iconic beaches | Culture & history

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Aulani, A Disney Resort & Spa

Halekulani

The Ritz-Carlton Oahu, Turtle Bay

The Royal Hawaiian, A Luxury Collection Resort

Alohilani Resort Waikiki Beach

Hyatt Regency Waikiki Beach Resort & Spa

Prince Waikiki

Sheraton Waikiki

Waikiki Beach Marriott Resort and Spa

Embassy Suites by Hilton Waikiki Beach Walk

Sheraton Princess Kaiulani

Waikiki Beachcomber by Outrigger

Moana Surfrider, A Westin Resort & Spa

Outrigger Reef Waikiki Beach Resort

Kauaʻi

Lush & dramatic | Slow-paced | Nature-forward

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Top Three Things to do on Kauaʻi

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Grand Hyatt Kauai Resort & Spa

Outrigger Kauai Beach Resort

Waipouli Beach Resort & Spa Kauai by Outrigger

Kiahuna Plantation Resort Kauai by Outrigger

Big Island

Volcanic landscapes | Extreme diversity | Adventure-driven

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Mauna Kea Beach Hotel, Autograph Collection

The Westin Hapuna Beach Resort

Waikoloa Beach Marriott Resort& Spa

Outrigger Kona Resort & Spa

O‘ahu

Top Three Things to do on O‘ahu

Explore O‘ahu

Explore Kauaʻi

Explore The Big Island

Waikoloa Beach Marriott Resort
& Spa