Lahaina, HIWailea-HiHana, HIKaanapali, HI

Maui Adventure with Friends Awaits

Trip Overview
H
home (Start)
Tue 10 Jun 2025
1
Lahaina, HI

1 Night

2
Wailea-Hi

1 Night

3
Hana, HI

1 Night

4
Kaanapali, HI

0 Nights

Overnight Flight
H
home (End)
Sat 14 Jun 2025
Total 3 Nights (at Destinations)

Embark on an unforgettable 3-night getaway to the stunning island of Maui, Hawaii with your two closest friends. Experience the breathtaking landscapes, from the lush rainforests to the pristine beaches, all while indulging in premium accommodations and fine dining. Explore the famous Road to Hana, where picturesque waterfalls and scenic vistas await at every turn. Spend a day soaking up the sun at the iconic Wailea Beach and take a sunset cruise for a truly magical evening. Whether youre snorkeling in vibrant coral reefs or enjoying a luau, this trip promises adventure and relaxation in paradise. Get ready to create memories that will last a lifetime!

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Lahaina, HI

Jun 10 - 11

1 Night

Lahaina, HI, located on the picturesque island of Maui, offers travelers a blend of rich history and vibrant culture. Once the capital of the Hawaiian Kingdom, this charming town boasts historic sites, art galleries, and delightful eateries along Front Street. Relax on the golden sands of Baby Beach, or embark on a whale-watching adventure. Explore the Lahaina Banyan Court Park, home to one of the largest banyan trees in the U.S., or delve into the past at the Lahaina Heritage Museum. With stunning sunsets, lively nightlife, and a warm aloha spirit, Lahaina is a must-visit Hawaiian gem.
Accommodation
Located on 40 spectacular oceanfront acres on famed Ka'anapali Beach, the AAA 4-Diamond award-winning Hyatt Regency Maui Resort and Spa offers unlimited activities and amenities in a setting of tropical paradise.  This standout among Maui resorts truly offers something for everyone: rooftop astronomy program; half-acre free-form pool with a 150-foot lava tube water slide; children's activity pool; an extensive collection of Asian art; manicured grounds and exotic wildlife; daily cultural activities and penguin feedings; tennis; championship golf; children's program; 100,000 square feet of event space for meetings or destination weddings; nightly entertainment including "Drums of the Pacific” Lu‘au; ten award-winning restaurants and lounges; 24-hour athletic club and daily fitness classes; and Maui's only oceanfront full-service spa and salon. Each newly renovated guestroom features authentic Hawaiian touches with a modern twist, and private lanai with glass balcony to enjoy breathtaking views and spectacular Maui sunsets.

Hyatt Regency Maui Resort And Spa

(4 km)

95% match

No live prices available

Time Schedule
June 10, 2025 (Arrival Day)
Flying to Lahaina, HI
15:21 - 16:11 (50min)
Arrival Transfer
After Landing, private pick-up in a Standard Vehicle from Kahului International Airport (OGG) to Hyatt Regency Maui Resort And Spa. Look for a sign with your name upon arrival.

$ 90

June 11, 2025 (Departure Day)
- Travelling to Wailea-Hi -
Top Experiences
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Wailea-Hi

Jun 11 - 12

1 Night

Wailea, located on the sun-soaked southwestern coast of Maui, Hawaii, is a luxurious paradise known for its pristine beaches, upscale resorts, and world-class golf courses. Travelers can indulge in the serene beauty of Wailea Beach, explore the vibrant marine life while snorkeling at Molokini Crater, or relax in the lush, tropical ambiance of the area's lavish spas. The Shops at Wailea offer high-end shopping and dining experiences, while nearby hiking trails provide stunning views of the island's natural splendor. Whether you're seeking relaxation, adventure, or a bit of both, Wailea promises an unforgettable Hawaiian escape.
Accommodation
Our Hotel's Policies Have Changed  ” Weve updated our reservation and cancellation policies and extended Hilton Honors Points and status. All United States properties require face coverings in all indoor public areas for guests and team members. Please visit our  dedicated COVID-19 page  for the latest. Prior to travelling, please check the local government website for your destination to understand any local requirements or restrictions that may be in place.Daily Resort Charge will be added to the room rate and includes: Guest internet access; Resort transportation between Ho'olei and Grand Wailea; beach umbrellas for use on Wailea Beach; local, toll-free, and credit card calls (no access fee).

Discover a blissful, breezy retreat on Maui's southern shore at Ho'olei at Grand Wailea. The neighbor of Grand Wailea, a Waldorf Astoria Resort, this private enclave blends residence living and resort amenities for the ultimate 'home away from home.' Each of our two-story luxury villas features three bedrooms, three bathrooms, a lanai (balcony), full kitchen, private elevator and garage - perfect for a family getaway or destination wedding.

Aloha! Find the best of both vacation worlds at Ho'olei at Grand Wailea. Enjoy a laidback stay and peaceful Hawaiian living in our spacious luxury townhomes. And when you're ready for adventure, take our shuttle to the Grand Wailea resort for all the amenities and experiences you're looking for on a tropical getaway.

Ho'olei at Grand Wailea

(1 km)

98% match

No live prices available

Time Schedule
June 11, 2025 (Arrival Day)
10:00 - 11:10 (70 min)
Private Transfer from Lahaina, HI to Wailea-Hi
Enjoy a comfortable journey in a Standard Vehicle from Hyatt Regency Maui Resort And Spa to Ho'olei at Grand Wailea.

$ 110

June 12, 2025 (Departure Day)
- Travelling to Hana, HI -
Top Experiences
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Hana, HI

Jun 12 - 13

1 Night

Nestled on the eastern coast of Maui, Hana, HI is a tranquil paradise offering a serene escape from the bustling world. Accessible via the scenic Hana Highway, the journey itself is an adventure, winding through lush rainforests, cascading waterfalls, and dramatic coastal views. In Hana, travelers can explore the pristine beaches of Hamoa and Koki, swim in the refreshing Pools of Ohe’o, and hike through the bamboo forest to Waimoku Falls. The town’s rich Hawaiian culture, local cuisine, and welcoming community provide an authentic experience, making Hana a must-visit destination for nature lovers and those seeking peace and relaxation.
Accommodation

No hotel selected for this destination

Time Schedule
June 12, 2025 (Arrival Day)
10:00 - 12:10 (130 min)
Private Transfer from Wailea-Hi to Hana, HI
Enjoy a comfortable journey in a Standard Vehicle from Ho'olei at Grand Wailea to Hana, HI.

$ 230

June 13, 2025 (Departure Day)
- Travelling to Kaanapali, HI -
Top Experiences
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Kaanapali, HI

Jun 13 - 13

0 Nights

Kaanapali, located on the picturesque island of Maui, Hawaii, is a premier tropical destination known for its stunning beaches, crystal-clear waters, and luxurious resorts. Visitors can relax on the famous Kaanapali Beach, explore vibrant coral reefs while snorkeling, or embark on a whale-watching tour during the winter months. The area also boasts world-class golf courses, exquisite dining options, and the Whalers Village shopping center. For a cultural experience, attend a traditional Hawaiian luau. With its blend of natural beauty and upscale amenities, Kaanapali offers an unforgettable Hawaiian getaway for travelers seeking both adventure and relaxation.
Accommodation
Located in the Kaanapali area overlooking the Kaanapali golf course. Minutes walk to the the fairway shops and Whalers Village.Fronting the fairways of Kaanapali Beach Resort - the spacious vacation condos of Kaanapali Maui at the Eldorado are the perfect base for exploring the area. The property features three swimming pools and a private beach cabana for enjoying coastal views. Located a short walk from the Whalers Village shops and restaurants - the resort is close to everything our guests could want or need in Maui.
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IMPORTANT ARRIVAL CHECK IN INFORMATION
KAANAPALI MAUI EL DORADO FRONT DESK HOURS ARE 6AM-10PM.
ARRIVALS BETWEEN 10P-6A ARE ASKED TO CALL SECURITY TO CHECK IN.
ON PROPERTY CALL EXTENSION 811 OR DIAL 9-264-5716
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Kaanapali Maui at the Eldorado by Outrigger

(1 km)

82% match

No live prices available

Time Schedule
June 13, 2025 (Arrival Day)(Departure Day)
10:00 - 12:30 (150 min)
Private Transfer from Hana, HI to Kaanapali, HI
Enjoy a comfortable journey in a Standard Vehicle from Hana, HI to Kaanapali Maui at the Eldorado by Outrigger.

$ 270

07:55 - 08:45 (50min)
Departure Transfer
Private pick-up in a Standard Vehicle from Kaanapali Maui at the Eldorado by Outrigger to Kahului International Airport (OGG).

$ 90

Flying back to Philadelphia (End of Trip)
Top Experiences