Build Your Trip

Big Island Vacation Packages | Hawaii Island Travel

Hawaii - aka the Big Island - is nearly twice the size of all the other Hawaiian islands combined. Geographically it's the most diverse island of the archipelago, with deserts, rainforests, volcanoes and, surprisingly, snow-capped mountains.

The mountains create a barrier that blocks the northeasterly trade winds, making the western side of the island the driest region in the archipelago. This coast has the best beaches and water conditions. The eastern coast is rugged, with pounding surf, tropical rainforests and majestic waterfalls.

Hawaii Summer & Fall Savings

Room upgrades, resort credits, FREE breakfast offers, and more

Book by 08/24/25 for select travel through 12/31/25

Hilton Waikoloa Village

Waikoloa Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

Nestled amid swaying palms and overlooking the glistening blue Waiulua Bay, this oceanfront resort blends contemporary facilities with graceful Hawaiian culture.

Book Now
Waikoloa Beach Marriott Resort & Spa

Waikoloa Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

Experience the heart of Aloha at Waikoloa Beach Marriott Resort & Spa, where warm hospitality meets an unbeatable location on the Kohala Coast—just steps from the tranquil Anaeho'omalu Bay and vibrant shopping at Kings' Shops and Queens' Marketplace.

Book Now
Fairmont Orchid, Hawaii

Kohala Coast, Hawaii Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

This luxury AAA Four Diamond resort on the sunny Kohala Coast reflects the warmth and serenity of Hawaii Island.

Book Now
OUTRIGGER Kona Resort and Spa

Kona Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

A legendary Kona resort reborn at Keauhou Bay. Take in spectacular views from iconic Keauhou cliffs. Relax in welcoming rooms and social spaces. Sip at oceanfront pools. Marvel at Feast & Fire Luau. Immerse with daily cultural activities.

Book Now
Royal Kona Resort

Kona Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

Set oceanfront on Kailua Bay in the heart of Kona, the Royal Kona Resort recently completed a $15-million renovation and features all new guestrooms and suites. features all new guestrooms and suites.

Book Now

Hawaii Summer & Fall Savings: Valid on new bookings made 06/30/2025 – 08/24/2025 for select travel through 12/31/2025 unless otherwise indicated. Valid on new bookings for select travel through 12/31/2025 unless otherwise indicated. All offers require inclusion of roundtrip transpacific air and accommodations in select room categories noted above. Certain restrictions and blackout dates may apply. All offers and programs apply to a limited number of rooms, and are subject to availability, change or cancellation without notice.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]