Maui 5 Day Express All-Inclusive Vacation Package
If you want Maui distilled into its most iconic form, this Maui resort all-inclusive vacation package delivers in a way that feels both polished and grounded. You’ll be based at the oceanfront Sheraton Maui Resort, set at legendary Black Rock (Pu‘u Keka‘a), where the island’s natural drama, Polynesian traditions, and classic resort atmosphere come together effortlessly.
This five-day escape is designed for travelers who want Maui to feel complete–even on a shorter stay. Mornings unfold at the resort, days balance curated island experiences with time to explore at your own pace, and evenings settle into the relaxed rhythm Maui is known for. It’s the kind of trip that feels elevated without feeling overdone–thoughtfully planned, beautifully located, and unmistakably Maui.
Your Maui 5-day Express All-Inclusive Package is listed in Day by Day format. Vacation features in Green and Orange are included. Hotel Info & Rates are listed below Day 5.
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Trip Overview
FLIGHT INFORMATION
Depart: Call for assistance
Arrival: Kahului, Maui (OGG)
7 MEALS
4 Breakfasts, 3 Dinners
ACTIVITIES
2 Activity Days
Itinerary
Day 1
Your Arrival to Maui Includes:
- Flower Lei Greeting
- Maui Rental Car for 5 Days – Compact car picked up upon arrival at Kahului Airport. One car per couple. (Car upgrades available. Major credit card required.)
- Five Days (4 nights) at the Sheraton Maui Resort. Resort/Hospitality fees not included.
The rest of your day is yours to ease into island time–wander the grounds, watch the light shift over the ocean, or just let Maui start working its magic. If your arrival time permits, the nightly torch lighting and cliff diving ceremony at Black Rock is a beautiful way to begin your stay.
ACCOMMODATIONS & PRICING
Day 2
MORNING
- Island Breakfast at your Resort – whether that means indulging at the resort’s legendary No Ka Oi breakfast buffet, going coffee-house style with java and local pastries to-go, or opting for the luxury of breakfast enjoyed in your room, how you begin each day is your choice.
OPEN DAY
Today Maui unfolds at your own pace. Stay close and savor your Kaanapali resort, wander over to Whaler’s Village, or take advantage of your included rental car and start exploring Maui.
EVENING
- Hawaiian Luau – Experience paradise with a beachfront luau, where traditional Hawaiian food, music, hula, and storytelling come together under the glow of the Maui stars. Open bar included.
Day 3
MORNING
- Island Breakfast at your Resort – whether that means indulging at the resort’s legendary No Ka Oi breakfast buffet, going coffee-house style with java and local pastries to-go, or opting for the luxury of breakfast enjoyed in your room, how you begin each day is your choice.
Choose one of the following signature island experiences:
- Road To Hana Nature Safari – Journey the legendary Road to Hana on this small-group guided tour. This full-day adventure features lush rainforests, cascading waterfalls, ocean vistas, and charming small towns–all without the stress of navigating the 600 curves and 59 bridges yourself.
- Rainforest Waterfall Hike – Venture into a peaceful Hawaiian rainforest on this easygoing guided hike, with the chance to swim beneath a waterfall.
- Maui Molokini Snorkel Excursion – Sail across sparkling waters to the crescent-shaped Molokini Crater, a flooded volcanic caldera known for its crystal-clear visibility. Snorkel among vibrant reef fish and marine life, then enjoy a BBQ lunch served onboard.
- Maui Whale Watching Sail – (Seasonal– December 15 to April 15) – Head out to sea for a chance to witness humpback whales in their natural habitat as they migrate through Maui’s warm waters.
- Pineapple Farm Tour – Visit a working farm in upcountry Maui with the option to shop local pineapple products. Complimentary fresh pineapple included.
- Bike Down Haleakala – Ride from summit to sea level on a thrilling 26-mile guided descent down the slopes of Haleakala. Bike and helmet included. (Weight limit: under 280 lbs.)
- Zip Lining Adventure – Soar through the West Maui mountains on an 8-line course with sweeping views of the Kaanapali coastline and volcanic ridges. (Ages 10+, weight between 80–260 lbs.)
- Haleakala Sunrise Experience Tour – Rise early for a guided visit to Haleakala National Park and witness sunrise from the summit of the dormant volcano.
AFTERNOON
Open
EVENING
- Oceanside Sunset Dinner – Enjoy a laid-back, open-air dinner at one of Kaanapali’s favorite beachfront restaurants–while soaking in Maui’s golden sunset hour.
Day 4
MORNING
- Island Breakfast at your Resort – whether that means indulging at the resort’s legendary No Ka Oi breakfast buffet, going coffee-house style with java and local pastries to-go, or opting for the luxury of breakfast enjoyed in your room, how you begin each day is your choice.
Choose one of the following signature island experiences:
- Rainforest Waterfall Hike – Venture into a peaceful Hawaiian rainforest on this easygoing guided hike, with the chance to swim beneath a waterfall.
- Maui Molokini Snorkel Excursion – Sail across sparkling waters to the crescent-shaped Molokini Crater, a flooded volcanic caldera known for its crystal-clear visibility. Snorkel among vibrant reef fish and marine life, then enjoy a BBQ lunch served onboard.
- Maui Whale Watching Sail – (Seasonal– December 15 to April 15) – Head out to sea for a chance to witness humpback whales in their natural habitat as they migrate through Maui’s warm waters.
- Pineapple Farm Tour – Visit a working farm in upcountry Maui with the option to shop local pineapple products. Complimentary fresh pineapple included.
- Bike Down Haleakala – Ride from summit to sea level on a thrilling 26-mile guided descent down the slopes of Haleakala. Bike and helmet included. (Weight limit: under 280 lbs.)
- Zip Lining Adventure – Soar through the West Maui mountains on an 8-line course with sweeping views of the Kaanapali coastline and volcanic ridges. (Ages 10+, weight between 80–260 lbs.)
- Haleakala Sunrise Experience Tour – Rise early for a guided visit to Haleakala National Park and witness sunrise from the summit of the dormant volcano.
AFTERNOON
Open
EVENING
- Sunset Dinner Sail – Kick off your shoes and step aboard for a barefoot cruise along the Maui coast. This relaxing evening sail includes dreamy views, an island-style buffet, and an open bar – perfect for toasting your final night on the Valley Isle.
Day 5
MORNING
- Island Breakfast at your Resort – whether that means indulging at the resort’s legendary No Ka Oi breakfast buffet, going coffee-house style with java and local pastries to-go, or opting for the luxury of breakfast enjoyed in your room, how you begin each day is your choice.
Return your rental car to the Kahului Airport and begin your journey home with memories made and Maui in your heart.
IMPORTANT TRIP INFORMATION:
- Includes most taxes and some gratuity for included vacation features.
- All breakfasts are at your resort. Some dinners require a short drive.
- You may dine anytime during normal restaurant hours for breakfasts.
- You may add days to this package – call for details and rates.
Great Discounts Are Being Given Off Rates Shown!
📞 Call 800-256-4211
Hotel Rates Shown Below Include Daily Vacation Features Listed in Bold Green & Orange.
Sheraton Maui Resort
$2,990 per adult: Resort View Room
- Legendary Black Rock Location
- Oceanfront Oasis
- Voted “Hawaii’s Best Hotel”
Click to See Hotel Info & Photos and Additional Room Categories Sheraton Maui Resort
Trip Highlights
Road to Hana
Pineapple Farm Eco-Tour
Molokini Snorkeling
