Hawaii Vacation Packages

This tropical haven is the ultimate escape for adventure seekers and relaxation lovers, offering a perfect blend of island charm and luxury.

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Top Hawaii Vacation Deals

Hawaii is the home to beautiful beaches, colorful shaved ice, lava tubes, and a vibrant culture and history. If Hawaii is one of your dream vacay destinations, it’s easy to see why! And when CheapCaribbean is your booking bestie, it's oh-so easy to plan an incredible trip to a Hawaii resort and get MORE for LESS!

Featured Hotels

Royal Lahaina Resort & Bungalows

Kapalua

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Andaz Maui at Wailea - a Hyatt Hotel

Kapalua

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Kapalua-West Maui Airport : 33 miles

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Grand Hyatt Kauai Resort & Spa

Kauai

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Lihue Airport (LIH) : 17 miles

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Hilton Garden Inn Kauai Wailua Bay

Kauai

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Courtyard King Kamehameha’s Kona Beach Hotel

Hilo

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Kona International Airport : 8 miles

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Alohilani Resort Waikiki Beach

Honolulu

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Honolulu, HI, USA - Honolulu International (HNL) : 15 miles

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Hyatt Regency Waikiki Beach Resort

Honolulu

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Honolulu International Airport : 9 miles

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12 Hotels

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OUTRIGGER Kona Resort & Spa

4 Star Hotel

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Hawaii, Kona, Island of Hawaii

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Courtyard King Kamehameha’s Kona Beach Hotel

3.5 Star Hotel

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Hawaii, Kona, Island of Hawaii

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Sheraton Kauai Coconut Beach Resort

4 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Hilton Garden Inn Kauai Wailua Bay

3.5 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Sheraton Kauai Resort

3.5 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Hilton Waikoloa Village

4.5 Star Hotel

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Hawaii, Kona, Island of Hawaii

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Outrigger Waipouli Beach Resort and Spa

4 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Castle Hilo Hawaiian Hotel

3 Star Hotel

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Hawaii, Kona, Island of Hawaii

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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The Royal Sonesta Kauai Resort

4 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Waimea Plantation Cottages

2.5 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Mauna Lani , Auberge Resorts Collection

5 Star Hotel

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Hawaii, Kona, Island of Hawaii

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Sheraton Kauai Coconut Beach Resort

4 Star Hotel

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Hawaii, Kauai

Best Priced Departure Dates

2026: Feb 16 - Apr 1

4 Nights Includes Taxes + Fees

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Showing 1-12 of 12

Oahu

Hike the famous Diamond Head and dive into the crystal-clear waters of Hanauma Bay—Oahu blends nature and excitement perfectly.

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Maui

Get ready for adventure on Maui’s Road to Hana and Haleakalā National Park, with epic hikes, waterfalls, and jaw-dropping sunrises.

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Island of Hawaii

With its awe-inspiring volcanoes, black sand beaches, and diverse ecosystems, the Island of Hawaii is perfect for unforgettable experiences.

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Kauai

Nature lovers will adore Kauai’s Napali Coast and Waimea Canyon, perfect for hiking and soaking in amazing views.

Take Me There

Hawaii Vacation Deals FAQ

When is the best time to travel to Hawaii?

Hawaii is truly beautiful all-year round, with delicious food and beaches to explore. For the best possible weather, lowest prices, and fewer crowds, you should aim for April to May or September to October. Traveling later in the year means you might even catch a glimpse of yearly migrations—talk about vacation goals!

What kind of resorts are in Hawaii?

Hawaii resorts vary across the islands, so there’s always somewhere special to stay. The Royal Sonesta Kauai resort on Kauai is the eco-traveler’s dream and offers a relaxed pace, while Oahu’s Outrigger Reef Waikiki Beach gives you the hustle and bustle of an exciting city and sparkling beaches. The Westin Maui Resort & Spa Ka’anapali puts you close to incredible views and ocean adventures, and Mauna Lani on the Big Island of Hawaii puts you close to iconic and unforgettable landscapes. Ask your resort’s staff for their local faves!

What are the best things to do in Hawaii?

If your ideal vacay includes hiking and snapping pics of incredible views, Kauai is the destination for you. Drawn to the thrill of volcanoes and unique black-sand beaches? Book that Big Island getaway. When you can’t get enough natural wonders, Maui is a must-see. And if you can’t decide between lounging on the beach and getting a taste of urban excitement, then say aloha to Oahu.

Hawaii Vacation Packages

Top Hawaii Vacation Deals

Featured Hotels

OUTRIGGER Kona Resort & Spa

Courtyard King Kamehameha’s Kona Beach Hotel

Sheraton Kauai Coconut Beach Resort

Hilton Garden Inn Kauai Wailua Bay

Sheraton Kauai Resort

Hilton Waikoloa Village

Outrigger Waipouli Beach Resort and Spa

Castle Hilo Hawaiian Hotel

The Royal Sonesta Kauai Resort

Waimea Plantation Cottages

Mauna Lani , Auberge Resorts Collection

Sheraton Kauai Coconut Beach Resort

Oahu

Hike the famous Diamond Head and dive into the crystal-clear waters of Hanauma Bay—Oahu blends nature and excitement perfectly.

Hike the famous Diamond Head and dive into the crystal-clear waters of Hanauma Bay—Oahu blends nature and excitement perfectly.

Maui

Get ready for adventure on Maui’s Road to Hana and Haleakalā National Park, with epic hikes, waterfalls, and jaw-dropping sunrises.

Get ready for adventure on Maui’s Road to Hana and Haleakalā National Park, with epic hikes, waterfalls, and jaw-dropping sunrises.

Island of Hawaii

With its awe-inspiring volcanoes, black sand beaches, and diverse ecosystems, the Island of Hawaii is perfect for unforgettable experiences.

With its awe-inspiring volcanoes, black sand beaches, and diverse ecosystems, the Island of Hawaii is perfect for unforgettable experiences.

Kauai

Nature lovers will adore Kauai’s Napali Coast and Waimea Canyon, perfect for hiking and soaking in amazing views.

Nature lovers will adore Kauai’s Napali Coast and Waimea Canyon, perfect for hiking and soaking in amazing views.

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