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Maui in Style: Ka'anapali, Road to Hana & Haleakala

Beach Vacations

Tour, Escorted tour
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Epic Scenery A private-guided Hawaii escape through Maui’s wild coasts, golden beaches and volcanic peaks, blending island beauty with tranquil days in the sun.

Trip Overview:

Bask in the gentle rhythms of Maui on this eight-day journey, where each day blends island beauty with moments of pure indulgence. 

Begin in Ka’anapali, where the scent of plumeria drifts on the breeze and evenings are crowned by a sunset sail across the Pacific, the horizon brushed in gold and rose.

Slow your pace in Kapalua, a place of quiet elegance, where pristine beaches and lush golf courses offer serene days under the Hawaiian sun. Journey south to Wailea, pausing for a private-guided drive along the legendary Road to Hana, a ribbon of coastal highway lined with waterfalls, rainforest and hidden black-sand coves.

Greet the dawn atop Haleakala, watching the first light spill over the vast volcanic crater in a moment that feels almost otherworldly. Wailea’s calm waters and crescent beaches invite restful days, whether by the shore, in the spa, or exploring local dining and artisan shops.

From start to finish, this escape captures the soul of Maui-its wild beauty, its warm spirit, and its timeless invitation to slow down. It’s a journey for travellers who want more than a holiday; it’s a chance to be part of the island’s rhythm, returning home with the scent of the ocean still in your memory.



Highlights:
  • Begin in Ka’anapali, where ocean breezes and sunset sails set a serene Maui rhythm.
  • Unwind in Kapalua’s peaceful embrace, surrounded by pristine beaches and rolling green landscapes.
  • Follow the Road to Hana, discovering waterfalls, rainforest canopies, and hidden black-sand shores.
  • Watch sunrise from Haleakala’s summit as light spills across the vast volcanic crater.
  • End in Wailea, where calm seas, coastal dining, and soft sands invite complete relaxation.


Included Services:
  • Private arrival and departure airport transfers
  • 7 nights in deluxe accommodations
  • Private transfer from Kapalua to Wailea
  • Shared Deluxe Ka’anapali Sunset Sail with private transfers (max 40 guests)
  • Private Deluxe Road to Hana Tour
  • Shared Haleakala Sunrise Tour (max 24 guests)
  • 1 Breakfast, 1 Lunch

Excluded Services:
  • Travel insurance
  • International and domestic airfare & airfare taxes
  • Entrance fees to sites not explicitly listed as included
  • Meals and beverages not mentioned
  • Gratuities
  • Items of a personal nature
  • Passport & Visa fees if applicable

7 Nights Starting From
Per Person

May 29, 2026 through December 31, 2028
Book by:
December 17, 2028 12:00 AM GMT
Itinerary Overview
Day 1
Welcome to Maui
Day 2
Deluxe Ka’anapali Sunset Sail
Day 3
At Leisure in Kapalua
Day 4
From Kapalua to Wailea
Day 5
Private-Guided Deluxe Road to Hana Tour
Day 6
Haleakala Sunrise Tour
Day 7
At Leisure in Wailea
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Prices are per-person based on double occupancy, unless otherwise noted.