Oʻahu & Maui
Enjoy NO RESORT FEES with your booking!
Soak up the best of Hawaii with a twin-island escape to Oahu and Maui. Start at the fully renovated Outrigger Waikiki Paradise Hotel — just steps from the beach, with top reviews and a perfect walk score. Then fly over to Maui for beachfront bliss at Outrigger Kaanapali Beach Resort, where relaxation meets island adventure.
What's Included
- Roundtrip air into Honolulu (HNL), out of Kahului (OGG)
- 3 nights in Honolulu at Outrigger Waikiki Paradise Hotel
- One-way flight from HNL to OGG
- 3 nights in Maui at Outrigger Kaanapali Beach Resort
- All resort fees included (normally $40 + tax per room per night in Honolulu and $35 + tax per room per night in Maui)
Great Ways to Explore
Relax on the pristine white sands of Waikiki Beach.
Hike Honolulu's Diamond Head Crater for magnificent views.
Discover vibrant marine life while snorkeling in Maui.
Attend a hula show or local luau.
Indulge in authentic Hawaiian cuisine and local specialties.
Experience a dream vacation to Hawaii that perfectly balances the vibrant energy of Honolulu with the serene beauty of Maui. First, step into island bliss at the fully renovated Outrigger Waikiki Paradise Hotel located in the heart of Waikiki. Ranked #5 out of 100 hotels in Honolulu on TripAdvisor, this guest-favorite retreat offers stylish, refurbished rooms, exceptional service, and a 100 walk score — meaning everything you need is right at your doorstep.
Then fly to Maui and settle into your serene oceanside retreat nestled along the golden sands of Kaanapali Beach. Immerse yourself in authentic Hawaiian culture, relax by the beachfront pool, or unwind with a beachfront massage as waves crash nearby.
From lively Waikiki to laid-back Kaanapali, this twin-island getaway blends adventure and relaxation with plenty of Aloha spirit.
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
- Roundtrip air into Honolulu (HNL), out of Kahului (OGG)
- 3 nights in Honolulu at Outrigger Waikiki Paradise Hotel
- One-way flight from HNL to OGG
- 3 nights in Maui at Outrigger Kaanapali Beach Resort
- All resort fees included (normally $40 + tax per room per night in Honolulu and $35 + tax per room per night in Maui)
Relax on the pristine white sands of Waikiki Beach.
Hike Honolulu's Diamond Head Crater for magnificent views.
Discover vibrant marine life while snorkeling in Maui.
Attend a hula show or local luau.
Indulge in authentic Hawaiian cuisine and local specialties.
Experience a dream vacation to Hawaii that perfectly balances the vibrant energy of Honolulu with the serene beauty of Maui. First, step into island bliss at the fully renovated Outrigger Waikiki Paradise Hotel located in the heart of Waikiki. Ranked #5 out of 100 hotels in Honolulu on TripAdvisor, this guest-favorite retreat offers stylish, refurbished rooms, exceptional service, and a 100 walk score — meaning everything you need is right at your doorstep.
Then fly to Maui and settle into your serene oceanside retreat nestled along the golden sands of Kaanapali Beach. Immerse yourself in authentic Hawaiian culture, relax by the beachfront pool, or unwind with a beachfront massage as waves crash nearby.
From lively Waikiki to laid-back Kaanapali, this twin-island getaway blends adventure and relaxation with plenty of Aloha spirit.
Please note that some recommendations in the following suggested itinerary may not be included in your package. Check What's Included above for full details on inclusions.
Day 1. Welcome to Honolulu, Oʻahu!
Once you land, head to your hotel and begin your Hawaiian adventure! Get acquainted with your surroundings and grab a drink at the resort's bar to celebrate your first evening in Hawaii.
Check-in - Outrigger Waikiki Paradise Hotel
Set right on the iconic sands of Waikiki Beach, the Outrigger Waikiki Paradise Hotel places you at the heart of Honolulu’s vibrant coastal scene. Wake up to sweeping ocean views and step straight onto the beach for a morning swim or surf. This modern, island-inspired hotel offers easy access to Kalakaua Avenue’s top shopping, dining, and nightlife.
Relax by the rooftop pool or unwind with a cocktail at the beachfront bar as the sun sets over the Pacific. The hotel features contemporary rooms with private lanais, free Wi-Fi, and all the comforts of home. Guests can also enjoy a state-of-the-art fitness center, on-site dining, and cultural activities that celebrate the spirit of Hawaii. Whether you’re here to explore or simply soak in the aloha vibe, the Outrigger Waikiki Paradise Hotel is your perfect island base.
Day 2. Honolulu
Enjoy your morning at leisure, and then head out to Waikiki beach! Consider taking some surf lessons on the beach - one of the best places on the island to learn - or spend time simply lounging in the sun. Take the afternoon to browse the surrounding boutique fashion stores, waterside cocktail bars, and more.
Waikiki Beach
Day 3. Honolulu
Make the most of your last full day in Honolulu! A great option is to visit the Dole Plantation, where you can take a garden tour, go through a pineapple maze, and watch a proper pineapple cutting or chocolate-making demonstration.
Another alternative is to hike Diamond Head Crater, a moderate hiking location that takes about 1 hour and 5 minutes to complete. When you reach the top, you'll be able to see stunning 360-degree views of Oahu, including Waikiki, the Ko'olau Mountains, and the Pacific Ocean.
Head back to your hotel for dinner, and make sure all your belongings are packed for tomorrow's journey to Maui.
Diamond Head
Day 4. Oʻahu - Kahului, Maui
The Hawaiian adventures continue! Board your flight and get ready for new experiences. Once you've landed, head to your resort and get settled in. During your stay, take advantage of the complimentary Kaanapali Trolley for guests - it makes stops at Whalers Village, Kaanapali Golf Course, and Fairway Shops.
Tonight, relax with a cocktail and rest up for your first full day in Maui tomorrow.
Fly from Oʻahu to Maui
Check-in - Outrigger Kaanapali Beach Resort
OUTRIGGER Kāʻanapali Beach Resort is located right on Kāʻanapali Beach and is surrounded by scenic tropical gardens. Some of the best features of the resort include free nightly hula shows, free Hawaiian activities, and a shuttle to Kaanapali Golf Course.
There are three on-site restaurants that guests have access to. The Maui Brewing Company is a family-friendly, open-air establishment that offers locally crafted beers and island-inspired dishes. The poolside bar, Pau Hana Pool Shack, offers small bites, while Hele On serves everything from breakfast wraps and coffee to lunch and snacks.
Guests can take part in complementary cultural activities such as lei making and ukelele classes, as well as having access to activities like whale watching, snorkeling, and surfing. The resort features daily hula shows and dinner theater performances. There is also a garden to relax in and an outdoor pool to lounge by.
Guest rooms have a balcony or a patio. Amenities include a private bathroom, hairdryer, air-conditioning, TV, phone, free Wi-Fi, desk, iron/ironing board, hypoallergenic bedding, an in-room safe, and a coffee maker.
Kapalua Airport is just a short 7-minute drive from the resort.
Day 5. Lahaina
Start your day at the resort’s on-site coffee shop, Hele On. Have some breakfast or coffee before you head out for activities.
Today you might consider the fun snorkeling tour to Pu'u Keka'a to discover marine life, or check out the scenic Molokini Crater. Alternatively, you can take a ukelele class or engage with another cultural activity the resort offers, such as lei making. Make sure to check the resort's activity calendar so you can catch a hula show or a dinner theater show.
Molokini Crater
Day 6. Lahaina
For your last full day in Maui, you might want to relax at the hotel. Relax by the poolside with small bites from the resort's pool bar, Pau Hana Pool Shack, then enjoy lunch at the resort's restaurant Maui Brewing company, known for locally brewed beers and island-inspired dishes.
Don't forget to stop by the gift shop before heading back to your room tonight. Make sure your bags are packed and that you are prepared for your flight home tomorrow.
Outrigger Kaanapali Beach Resort
Day 7. Depart Maui
Your incredible vacation in Hawaii has unfortunately come to an end. It's time to head to the airport and board your flight home.
Fly home!
We have selected the most economical flight schedule for you. Please note that shorter and more convenient flight options may be available at an additional cost.
Advertised vacation package prices are per person based on two people traveling together, unless otherwise noted. Advertised package rates are based on select departures as noted on the booking calendar above, were available via the Great Value Vacations website and may not represent current prices.
Vacation packages include round-trip economy class airfare on valid international carriers as noted in specific package inclusions and as indicated on booking engine calendar, which may also include code share flight agreements between carriers as indicated during the booking process. Carriers may vary based on city of origin.
Air fares are based on a 14-day advance purchase and include round-trip economy class airfare, including carrier and government-imposed taxes and fees, and the September 11th Security Fee of $5.60 per enplanement originating at a U.S. airport. Fluctuations in exchange rates may affect some taxes or fees. Other departure dates and origins are available at slightly higher rates. Fares apply to North American originating passengers only, and are not eligible for accrual of frequent flyer points/mileage. Seats are limited and fares may not be available on all flights. Child/infant discounts are not available, and stopovers are not permitted. Advance seat selection is controlled by the carrier(s), and may not be available on all flights. Baggage fees may apply; please check with carrier for specific policies.
Vacation packages are subject to availability, are capacity controlled, may not be available on every date or on all flights, and may be restricted to certain hotel room and car categories. Higher rates may also be available throughout travel period. Full payment is required at the time of reservation. Rates cannot be combined with any other discount/promotion, and are valid for new bookings only. Offers may be changed or withdrawn at any time without notice. Website contains special pricing that is exclusively for Internet sale only. Bookings made through our call center may incur a concierge fee of up to $25 per person.
Escorted vacation packages are per person based on two travelers (unless otherwise specified), and typically include hotel accommodations; transportation with professional driver/guide; sightseeing as listed, some meals, local taxes, hotel service charges and porterage of one (1) suitcase per person, due to limited capacity on motor coaches. Space is limited and prices may be restricted to certain travel dates, length of stay or room type. Driver and guide gratuities are not included, and are at the discretion of the traveler. Terms and conditions apply. Minimum child ages and handicapped traveler restrictions may apply on escorted tours; please call for details.
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