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Hawaii (Maui & Big Island)
PRIVATE ISLAND JOURNEY

Hawaii (Maui & Big Island) Luxury Experience

A carefully considered journey across two distinctive Hawaiian islands, shaped around private experiences, natural landscapes and time at your own pace.

Overview

Two Islands, One Considered Journey

Hawaii (Maui & Big Island) brings together two distinctly different sides of the Hawaiian Islands within one private destination journey. Maui is known for its varied coastline, resort areas and landscapes, while the Big Island of Hawaii offers a broader sense of scale, from the Kohala Coast to its volcanic terrain and the eastern setting around Hilo. The journey can be shaped around private experiences and the interests of each travelling party, rather than following a fixed sightseeing programme. Maui may lend itself to time in Wailea or Kapalua, private boat experiences on the Pacific Ocean, helicopter tours where available, or seasonal whale watching between December and April. On the Big Island, the Kohala Coast, Hilo and its volcanic landscapes create a contrasting setting for exploration. For families, private groups and international travellers, combining both islands allows the pace, accommodation and experiences to be considered as one connected itinerary. Exclusive Concierge Club can coordinate the wider destination arrangements around the journey, with the final structure shaped by the traveller’s priorities, timing and confirmed availability

Maui & Big Island of Hawaii United States Private Island Journey Year-round December–April Multi-Island Destination Experience
What The Experience May Include

The Islands, Curated Around Your Journey

01
Private Island Itinerary
A multi-island itinerary can be structured around the character of Maui and the Big Island, balancing time between each destination according to interests, travel dates and preferred pace.
02
Private Villas and Estates
Accommodation planning may focus on private villas in Maui or private estates on the Big Island, subject to the traveller’s requirements and confirmed availability.
03
Private Ocean Experiences
Private boat charters can be considered for time on the Pacific Ocean, creating a more personal setting for coastal exploration, marine encounters or relaxed time on the water.
04
Seasonal Whale Watching
From December through April, whale watching can form part of a Maui itinerary. Private boat arrangements may be considered where appropriate and subject to availability and operating conditions.
05
Aerial Island Perspectives
Helicopter experiences can be considered where available, offering an aerial perspective of Hawaii’s coastlines, valleys and volcanic landscapes without turning the journey into a conventional sightseeing schedule.
06
Cultural and Destination Experiences
Hawaiian cultural experiences can be incorporated alongside time in places such as Wailea, Kapalua, the Kohala Coast or Hilo, with the itinerary adapted to the interests of the travelling party.
Why Choose ECC

One Journey, Considered in Full

01 A Connected Island Plan →
02 Personalised Experience Planning →
03 Destination-Level Coordination →
04 Discreet Personal Support →
01

A Connected Island Plan

Moving between Maui and the Big Island introduces different landscapes, accommodation considerations and experience possibilities. ECC can coordinate these elements as one journey rather than treating each island as a separate booking.

01
02

Personalised Experience Planning

The itinerary can be shaped around the interests of the travelling party, from private ocean time and seasonal whale watching to cultural experiences, aerial exploration and quieter periods at the accommodation.

02
03

Destination-Level Coordination

Accommodation, transportation, activities and other supporting arrangements can be considered together, helping establish a practical rhythm between arrival, island transitions and time spent experiencing each destination.

03
04

Discreet Personal Support

For private groups, families and high-value travellers, a single point of coordination can simplify the wider planning process while keeping personal requirements and changing preferences central to the journey.

04
How It Works

From Island Briefing to Journey

Step 01 01

Understanding Your Plans

The process begins with your preferred travel period, group composition, interests and expectations for Maui and the Big Island. Seasonal priorities, accommodation preferences and the desired balance between exploration and private time can also be established.

Step 02 02

Shaping the Experience

The journey is then structured around the character of each island. Time in Maui and on the Big Island can be balanced according to your priorities, with suitable private experiences and destination arrangements identified for consideration.

Step 03 03

Confirming the Arrangements

Once the preferred direction is established, accommodation, transportation, private experiences and other relevant arrangements can be confirmed according to availability and the requirements of the final itinerary.

Step 04 04

Preparing the Journey

The practical details are brought together before travel, including island transitions, experience requirements, accommodation arrangements and any personal preferences that need to be communicated to the relevant providers.

Step 05 05

Coordinating the Experience

Throughout the journey, the wider arrangements can be coordinated around the agreed itinerary. Changes or additional requirements can be addressed according to the circumstances and availability at the time.

Experience Flow

A Flexible Rhythm Across Two Islands

DAY 1
01

Maui — Arrival and Coastal Orientation

Begin the journey in Maui with time to settle into the island and establish the pace of the itinerary. Depending on the season and preferences, the opening days may include private ocean experiences, cultural activities, time around Wailea or Kapalua, or other individually selected arrangements.

DAY 2
02

Maui — Private Experiences and Exploration

Maui can provide the setting for a more active or experience-led portion of the journey. Whale watching during the December–April season, private boat charters, helicopter experiences and destination exploration may be incorporated where appropriate and available.

DAY 3
03

Island Transition — Maui to the Big Island

The itinerary then continues to the Big Island of Hawaii, with the transition planned as part of the wider journey rather than treated as an isolated travel segment.

DAY 4
04

Big Island — Kohala Coast and Beyond

Time on the Big Island can centre on the Kohala Coast or extend towards Hilo and other areas according to the interests of the travelling party. Volcanic landscapes and the island’s broader geographic character create a markedly different setting from Maui.

DAY 5
05

Big Island — Final Days and Departure

The final portion remains flexible, allowing additional private experiences, cultural arrangements or quieter time at the accommodation before departure. The precise rhythm depends on travel dates, interests and confirmed arrangements.

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FAQs

Frequently Asked Questions

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A Hawaii (Maui & Big Island) luxury experience is a privately planned journey combining time on Maui and the Big Island of Hawaii with selected accommodation, destination experiences and supporting arrangements. The itinerary can be tailored around the traveller’s interests, preferred pace and travel period.

Yes, a bespoke itinerary can be developed around both islands, with the balance of time determined by your interests and travel plans. Private experiences, accommodation, transportation and other relevant arrangements can be considered together rather than planned independently.

Private experiences in Maui may include boat charters, seasonal whale watching, helicopter tours and Hawaiian cultural experiences. Whale watching is particularly relevant from December through April, while specific activities and arrangements remain subject to availability and operating conditions.

The Big Island can support a varied private itinerary incorporating destination exploration, cultural experiences and time around areas such as the Kohala Coast and Hilo. Its volcanic landscapes also provide a distinctive setting for experiences selected according to the interests of the travelling party.

Yes, the two islands can be combined within a private family journey, allowing the itinerary to balance accommodation, activities and periods of relaxation. The overall pace can be adjusted around family preferences, ages, interests and the practical requirements of travelling between the islands.