Year Round |  Starting at £8435 Per person

The Hawaiian Escape: 14-Nights, 3-Island Self-Drive

Discover the magic of Hawaii through a carefully curated island-hopping journey across O’ahu, Maui, and Hawaii Island — blending tropical relaxation, cinematic landscapes, volcanic beauty, and unforgettable adventure.

Beginning with an overnight stay in Los Angeles before crossing the Pacific, this self-drive escape has been designed to offer the freedom to experience Hawaii at your own pace while following a thoughtfully curated route through some of the islands’ most breathtaking locations.

Along the way, expect world-famous beaches, dramatic coastal drives, lush Jurassic landscapes, rich Hawaiian culture, volcanic scenery, hidden local experiences, and moments that feel completely removed from everyday life.

From the history of Pearl Harbor National Memorial to unforgettable island sunsets, this escape balances adventure and relaxation while showcasing the incredible diversity each island has to offer.

Carefully selected experiences throughout the journey reveal a deeper side of Hawaii beyond the typical tourist path — with a few surprises intentionally left to discover along the way.

Your Hawaiian Island Escape

Nice to knows

This is a self-drive escape
Exploring Hawaii by car offers the greatest flexibility and allows you to discover hidden beaches, scenic viewpoints, and local gems at your own pace. Car hire is included on each Hawaiian island featured within this itinerary.
Island hopping is part of the adventure
Travelling between islands is straightforward, with regular inter-island flights connecting Oahu, Maui, and the Big Island.
Hawaii enjoys year-round warm weather
Temperatures typically range between 24°C and 31°C throughout the year, making Hawaii a fantastic destination in every season.
Nature shapes the experience
Volcanic activity, ocean conditions, and weather can occasionally affect access to certain attractions, making every visit slightly different and unique.
Remember your Aloha and Mahalo, some local words can go along way!

Oahu (4 Nights)
Discover the vibrant heart of Hawaii, home to Waikiki Beach, Pearl Harbor, Diamond Head, and some of the islands' most iconic coastal scenery.

Maui (4 Nights)
Experience stunning beaches, breathtaking coastal drives, charming Hawaiian towns, and the relaxed island atmosphere that makes Maui one of Hawaii's most loved destinations.

The Big Island (5 Nights)
Explore Hawaii's largest island, famous for its dramatic volcanic landscapes, black sand beaches, waterfalls, diverse climates, and unforgettable natural beauty.

Los Angeles (Overnight Transit Stay)
Begin and end your Hawaiian adventure with a convenient overnight stay in Los Angeles before continuing your onward journey.

What features on your Hawaiian Escape

Accommodation & private airport transfer in Los Angeles
Accommodation during your stay on the Hawaiian Islands
Car hire on each Hawaiian Island
Full digital itinerary
Concierge support during your escape

Handpicked activity’s on each island, To list some below:

Night-Time Manta Ray Snorkelling Adventure
Private Road to Hana Experience
Luxury Couples Spa Experience
Coffee Farm Experience
Ocean Wildlife Experience (Seasonal Whale Watching or Snorkelling)

Flight Guidance

International & Domestic flights are booked independently by guests, allowing flexibility with airline preferences, airline rewards schemes, departure airports, and schedules. Signature Escapes provides full guidance on the recommended flight routes and arrival timings, which once booked will be added to your final itinerary.

Your Journey with us

We recommend contacting us so we can confirm availability across accommodation, experiences, inter-island travel, and transfers included within your Hawaiian Escape.
Please note:
- Pricing is based on double occupancy
- Rates are subject to seasonal availability
- Prices may vary during peak travel periods and holidays
Once your booking has been confirmed, we’ll begin carefully arranging and managing the details of your Hawaiian Escape to ensure a seamless experience from beginning to end.
While international & domestic flights to and from Hawaii are booked independently, we’re happy to provide recommended flight options through our trusted affiliate partner, British Airways.
Your time in Hawaii should feel effortless, relaxing, and completely stress-free. Throughout your journey, you’ll have access to dedicated concierge support via our messaging features and email should you require any assistance while away.
Whether it’s itinerary guidance, local recommendations, or travel support during your escape, we’ll always be on hand to help when needed.
Once you’ve returned home, we’ll follow up via email or a scheduled call to hear more about your experience, gather feedback on your journey, and ensure every aspect of your Hawaiian Escape went smoothly.

Day to Day Itinerary

Arrival into Los Angeles LAX Airport where you will be collected by private transfer to your Hotel.
We can provide some sights to see or you can take the time to recharge before your Hawaiian escape begins the next morning.
Collected by private transfer who will return you back to LAX airport for your flight across the Pacific where its just open water between you and the breathtaking Islands of Hawaii.
Once arrived into Honolulu airport you will then collect your hire car with full details provided.
Spend the day exploring one of O‘ahu’s most iconic landscapes with a curated experience through the breathtaking valleys and filming locations of Kualoa Ranch.
Surrounded by dramatic mountain scenery and lush tropical landscapes, today combines adventure, scenery, and a touch of cinematic history before returning for a relaxed evening.
Step away from the coastline to experience one of the island’s most important cultural and historic locations, blending powerful history with stunning harbour views and a slower-paced afternoon to explore at leisure.
Enjoy a slower day soaking up the atmosphere of Waikīkī, whether that’s unwinding on the beach, exploring the designer boutiques and local shops, or simply taking in the island lifestyle at your own pace.
Optional recommendations and experiences are available for those looking to make the most of their final full day in Honolulu.
Leave the energy of Honolulu behind as you journey onwards to Maui — an island known for its stunning coastlines, luxury resorts, and laid-back island charm.
After your inter-island flight and collection of your rental car, enjoy time to settle in and experience the next chapter of your Hawaiian escape.
Spend your first full day in Maui discovering the island at your own pace with the freedom of your hire car. From scenic coastal drives and golden beaches to hidden viewpoints, local cafés, and laid-back island towns, today is all about experiencing the relaxed charm and natural beauty that make Maui so unforgettable.
Optional recommendations for beaches, scenic stops, dining, and sunset locations are included within your personalised itinerary.
Today offers the chance to experience Maui from the water with a choice of unforgettable ocean experiences. Depending on the season, guests can choose between exploring Hawaii’s crystal-clear waters through a curated snorkelling experience or witnessing Maui’s incredible humpback whale migration along the island’s breathtaking coastline.
Seasonal whale watching experiences are available during the winter migration months.
Experience Maui’s legendary Road to Hāna through a privately guided island adventure designed to showcase some of Hawaii’s most spectacular scenery.
From lush rainforest landscapes and cascading waterfalls to dramatic coastal viewpoints, today combines luxury, comfort, and unforgettable island exploration to end your Maui escape in style.
Today your Hawaiian journey continues as you travel from Maui to the stunning island of Hawai‘i, also known as the Big Island.
After your inter-island flight into Kona, settle into your next luxury stay and enjoy the island’s unique blend of volcanic landscapes, dramatic coastlines, and relaxed island atmosphere.
Enjoy a slower day at leisure, giving you time to relax and make the most of your luxury resort and Kona’s stunning coastline at your own pace. Whether you choose to unwind by the pool, explore nearby beaches, or enjoy the island’s laid-back atmosphere, today is designed for pure relaxation before an unforgettable evening experience.
As night falls, head out onto the water for one of Hawaii’s most unique wildlife encounters — an incredible manta ray snorkelling experience beneath the stars along the Kona coastline.
Begin the day with a relaxed Kona coffee farm experience, offering an insight into one of Hawaii’s most celebrated local traditions while enjoying scenic surroundings and locally produced flavours.
Later, journey across Hawai‘i Island to explore its dramatic volcanic landscapes, where lava fields, breathtaking viewpoints, and unforgettable scenery showcase the raw natural beauty that makes the Big Island so unique.
Today is all about experiencing the diverse beauty of Hawai‘i Island, combining lush tropical scenery with the stunning coastline of the Big Island. Discover one of Hawaii’s most iconic waterfalls surrounded by vibrant rainforest landscapes before continuing north towards the breathtaking Kohala Coast.
Spend time relaxing along the white sands and crystal-clear waters of Hapuna Beach, widely regarded as one of Hawaii’s most beautiful beaches, while taking in the island’s dramatic coastal scenery and slower pace of life.
Spend your final full day unwinding in complete luxury with a couples spa experience at one of Hawai‘i Island’s most breathtaking coastal resorts. Surrounded by the peaceful atmosphere of the Kona coastline, today is designed for pure relaxation and reflection before your Hawaiian escape comes to an end.
From ocean views and serene surroundings to personalised treatments and island tranquillity, it’s the perfect way to end your journey through Hawaii.
After an unforgettable journey across the Hawaiian Islands, today you’ll depart Kona and return to Los Angeles, where your Signature Escape officially concludes.
Guests may choose to return home or continue their travels with an optional extended stay in LA.

Frequently Asked Questions

Your Signature Escape includes all services, accommodation, experiences, and support outlined within the “Your Escape Features” section of this itinerary.
What’s Not Included
- International or domestic flights unless otherwise stated
- Local hotel or tourism taxes payable directly to the property
- Resort fees where applicable
- Car parking charges
- Car hire fuel, tolls, insurance, or traffic fines
- Travel insurance
- Visa or entry requirements
- Meals unless specifically stated
- Tips and gratuities
- Personal expenses and minibar charges
- Late check-out fees or additional hotel services
All pricing shown is subject to availability at the time of booking and may vary depending on travel dates, supplier availability, and seasonal demand.
Accommodation rates, experiences, and transfer pricing may fluctuate prior to confirmation.
The order of activities and itinerary structure may occasionally vary due to operational requirements, supplier scheduling, weather conditions, or local circumstances.
All experiences, excursions, accommodation, and transfers remain subject to availability at the time of booking.
Certain outdoor activities and experiences may be weather dependent and alternative arrangements may occasionally be required.

From the Founders...

Behind the escape…

“Aloha — we look forward to bringing you on one of our most memorable and ambitious escapes so far.

Over a year in the making, Hawaii formed part of our wider journey around the world, combined with Japan to create an unforgettable adventure spanning more than three weeks.

This escape has been inspired by our own experience travelling through the Hawaiian islands as we celebrated our 10-year anniversary together. One of the most special moments of the trip was celebrating at Four Seasons Resort Hualalai, after our unforgettable afternoon visiting The Hawaii Volcanoes National Park.

Some of our favourite memories came from the unexpected moments along the journey — visiting local coffee farms and seeing first-hand how coffee is grown and produced was something we found incredibly fascinating, especially after discovering a love for authentic coffee during our earlier travels through Costa Rica.

From dramatic volcanic landscapes and island road trips to ocean views, hidden local experiences, and the treasures we brought home that now sit proudly alongside keepsakes from our other journeys, Hawaii became far more than just a destination for us.

This escape was carefully curated to share that same sense of adventure, celebration, and discovery with others looking to experience the magic of the islands in a truly unforgettable way.”