United States
The Ultimate Island Vacation

Ker & Downey’s Hawaii Luxury Tour is the ultimate luxury island vacation. Over 14 nights, experience all that the Big Island, Maui, and Lana’i have to offer in true Ker & Downey style. From sunset sails to private helicopter rides and plenty of beach time in between, this journey was crafted with culture, nature, and adventure seekers in mind.



Your Hawaii Luxury Tour first begins on the Big Island. With its geological formations, snow-capped mountains, lush valleys, and jet-black beaches, the island of Hawaii represents nature’s power. Upon arrival, settle in at your hidden oasis situated along the South Kohala coast.

Your four-night luxury island vacation takes you to the roads less traveled. For example, you will have unique access to the volcanoes located on the Kona side of the island. Travel through lava tubes and subterranean corridors before setting off on a private helicopter tour around the entire island of Hawaii. Then enjoy a sunset sail and private night snorkel adventure in search of Kona’s infamous manta rays. Finally, explore the waterfalls and coastlines of North Kohala. Your private guide will lead you on a hike to a seven-tiered waterfall. Here you can enjoy a refreshing swim to cool off before partaking in a private picnic overlooking secluded Pololu Valley. Of course, you will also have ample time for leisurely moments at the beach and at the hotel spa.

Your Hawaii Luxury Tour then continues in Maui at a beautiful adults-only resort. Soak in the 180-degree ocean views of three Hawaiian Islands, breathtaking mountain scenery, and 15 acres of Zen-inspired landscaped grounds.

Over four nights, experience all that this luxury island vacation destination has to offer. Travel along the road to Hana, stopping en route to visit a rainbow eucalyptus grove, a native Hawaiian settlement, a local farm, or a plethora of tide pools. Indeed, the choice is yours to customize as you wish with Ker & Downey. You will also have an entire day dedicated to swimming with the Hawaiian sea turtles of Turtle Town on a private kayaking trip. Cap it all off with a hike to the summit of Haleakala to witness sunset from its peak. Of course, no Hawaii Luxury Tour would be complete without an authentic Hawaiian luau!

Next, board the fast passenger ferry to Lana’i, the final stop on your luxury island vacation. The sixth largest of the Hawaiian Islands, Lanai — known as “Pineapple Island” — is also the smallest publicly accessible inhabited island among the island chain. Your luxury resort accommodations place you along the southeastern coast of this pristine island.

First begin your time on Lana’i on a completely customizable tour around the island. Whether visiting Keahiakawelo (Garden of the Gods), Kaiolohia (Shipwreck Beach), or Puu Pehe (Sweetheart Rock)— you will witness some of Lanai’s most recognizable landmarks. You will also have the opportunity to go on a horseback ride into the hills surrounding Koele. We set aside one afternoon for a sunset sailing excursion and one evening for a special torch lighting ceremony experience. Otherwise, the rest of the time is yours to spend at your leisure on your luxury island vacation. Participate in one of your hotel’s crafts and culture demonstrations, and head into town to explore and experience local character.

Finally, conclude your Hawaii Luxury Tour in Honolulu on Oahu. You only have one night here, but we promise to make it count. As soon as you arrive, set out on a full-day excursion around Oahu and the famous North Shore with your private guide. You will have the chance to make several stops throughout the day. Whether spending time on an isolated beach, enjoying a shrimp-filled lunch, tasting the island’s best coffee and chocolate, or snorkeling or stand-up paddling, the day promises to be fulfilling. Following an overnight at the Four Seasons Oahu, experience a half-day visit to Pearl Harbor before your departing flight home.

Book Your Own Hawaii Luxury Tour

Contact a Ker & Downey Travel Professional to personalize your own Hawaiian luxury island vacation, and read more about the seasonality and pricing in North America. For even more travel inspiration, follow us on Instagram, Facebook, and Twitter.