Lahaina, HIKihei, HIWailea-HiHana, HI

Maui Magic: 14 Nights of Paradise

Trip Overview
H
home (Start)
Wed 20 Aug 2025
1
Lahaina, HI

4 Nights

2
Kihei, HI

4 Nights

3
Wailea-Hi

3 Nights

4
Hana, HI

3 Nights

Overnight Flight
H
home (End)
Fri 5 Sep 2025
Total 14 Nights (at Destinations)

Experience the stunning beauty of Maui with this 14-night premium getaway. From the lush landscapes of the Road to Hana to the serene beaches of Wailea, each day offers a new adventure. Discover the vibrant marine life while snorkeling at Molokini Crater and explore the historical charm of Lahaina. Indulge in luxurious accommodations and savor gourmet dining options featuring fresh local ingredients. Whether you're hiking through Haleakalā National Park or relaxing with a sunset view, Maui promises unforgettable memories. This itinerary is perfect for those seeking both relaxation and adventure in Hawaii's tropical paradise.

...

Lahaina, HI

Aug 21 - 25

4 Nights

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
August 21, 2025 (Overnight Travel)
Flying to Lahaina, HI
August 22, 2025 (Arrival Day)
16:28 - 17:18 (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

August 23, 2025
Free at Leisure - Why not adding an experience?
August 24, 2025
Free at Leisure - Why not adding an experience?
August 25, 2025 (Departure Day)
- Travelling to Kihei, HI -
Top Experiences
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Kihei, HI

Aug 25 - 29

4 Nights

Kihei, located on the sunny shores of Maui’s southwestern coast, is a tropical paradise perfect for travelers seeking a blend of relaxation and adventure. Known for its stunning beaches, such as Kamaole Beach Park and Keawakapu Beach, Kihei offers excellent snorkeling, swimming, and sunbathing opportunities. The town features a variety of local shops, eateries, and vibrant nightlife. Nature enthusiasts can explore nearby attractions like the Kealia Pond National Wildlife Refuge or embark on a whale-watching tour. With its warm climate, scenic views, and friendly atmosphere, Kihei is an ideal destination for a memorable Hawaiian getaway.
Accommodation
Embrace the essence of Maui from Maui Bay Villas by Hilton Grand Vacations, our first property on this Hawaiian island, offering an invigorating mix of outdoor thrills, beachside chill, natural charms, and colorful heritage. Hugging the coast of Maalaea Bay, this oceanfront resort sits on 27 acres that feature contemporary styled suites complete with: 
 	- Separate living area with sleeper sofa 
	- Fully equipped kitchen 
	- Balcony with seating for four
	- Washer and dryer in unit

Guests can enjoy extensive on-property amenities, including: 
	- Large clubhouse with restaurant
	- Family recreation lounge
	- Fitness center
	- Grab-and-go market
	- Large super pool with pool bar
	- Oceanfront beach club
	- Open-lawn recreational space. 

Conveniently located near coastal fairways, fish-filled reefs and coral, scenic waterfalls, and iconic beaches, Maui Bay Villas offers a perfect launch pad for exploring the intangible mystique of Maui.

Daily Resort Charge will be added to the room rate and includes: Guest internet access; self-parking; InnSpire to access apps & stream media to TV from own device; 2, 16oz water bottles per day; domestic long distance calls (30 min a day).

Hilton Grand Vacations Club Maui Bay Villas

(3 km)

Score unavailable

No live prices available

Time Schedule
August 25, 2025 (Arrival Day)
10:00 - 10:50 (50 min)
Private Transfer from Lahaina, HI to Kihei, HI
Enjoy a comfortable journey in a Standard Vehicle from Hyatt Regency Maui Resort And Spa to Hilton Grand Vacations Club Maui Bay Villas.

$ 90

August 26, 2025
Free at Leisure - Why not adding an experience?
August 27, 2025
Free at Leisure - Why not adding an experience?
August 28, 2025
Free at Leisure - Why not adding an experience?
August 29, 2025 (Departure Day)
- Travelling to Wailea-Hi -
Top Experiences
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Wailea-Hi

Aug 29 - Sep 1

3 Nights

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
This is Maui's only luxury boutique hotel, complete with ocean views and an exclusive setting. The hotel offers a private retreat with convenient amenities nearby. The best shopping centre on the island is only a 5-minute drive away. All entertainment, hiking routes, and other island attractions are also easily within reach.  Facilities on offer include a 24 hour reception desk, conference facilities and wireless Internet access. In addition, guests can enjoy a restaurant, a laundry service and car parking. All accommodation units are fully-equipped as standard including air conditioning, separate sitting area and a coffee/tea maker. For leisure, guests can make use of the swimming pool, fitness centre and a variety of spa treatments. Guests can also simply relax in the hot tub or sauna, or play tennis.

Hotel Wailea Maui

(1 km)

98% match

No live prices available

Time Schedule
August 29, 2025 (Arrival Day)
10:00 - 10:20 (20 min)
Private Transfer from Kihei, HI to Wailea-Hi
Enjoy a comfortable journey in a Standard Vehicle from Hilton Grand Vacations Club Maui Bay Villas to Hotel Wailea Maui.

$ 30

August 30, 2025
Free at Leisure - Why not adding an experience?
August 31, 2025
Free at Leisure - Why not adding an experience?
September 1, 2025 (Departure Day)
- Travelling to Hana, HI -
Top Experiences
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Hana, HI

Sep 1 - Sep 4

3 Nights

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
September 1, 2025 (Arrival Day)
10:00 - 12:20 (140 min)
Private Transfer from Wailea-Hi to Hana, HI
Enjoy a comfortable journey in a Standard Vehicle from Hotel Wailea Maui to Hana, HI.

$ 230

September 2, 2025
Free at Leisure - Why not adding an experience?
September 3, 2025
Free at Leisure - Why not adding an experience?
September 4, 2025 (Departure Day)
18:38 - 20:08 (90min)
Departure Transfer
Private pick-up in a Standard Vehicle from Hana, HI to Kahului International Airport (OGG).

$ 160

Flying back to Philadelphia (End of Trip)
Top Experiences