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    Sheraton Princess Kaiulani
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    Hyatt Regency Waikiki Beach Resort & Spa
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    Waikiki Beach Marriott Resort & Spa
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    OUTRIGGER Waikiki Beachcomber Hotel

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O'ahu Holidays

The Heart of Hawai'i

Witness breathtaking sunsets over Waikiki Beach

Witness breathtaking sunsets over Waikiki Beach

When you think of Hawai’i, you probably think of O’ahu Island. O’ahu is home to Waikiki, Honolulu, the iconic hub of shopping, entertainment, and beaches, as well as the famous North Shore, where world-class barrels break for world-class surfers. O’ahu is a thriving hub of nature and metropolis at once. Adventure, fun, and relaxation are all high on the radar in O’ahu which is why we just keep coming back for more.

If this sounds like your perfect tropical getaway, contact your friendly My Hawaii Expert today.

O'ahu

O'ahu hotels & resorts

Sheraton Princess Kaiulani - Hero Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image

Sheraton Princess Kaiulani

Hyatt Regency Waikiki Beach Resort & Spa - Hero Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image

Hyatt Regency Waikiki Beach Resort & Spa

Waikiki Beach Marriott Resort & Spa - Hero Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image

Waikiki Beach Marriott Resort & Spa

Sheraton Waikiki - Hero Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image

Sheraton Waikiki

Sheraton Princess Kaiulani - Hero Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image Sheraton Princess Kaiulani - Gallery Image

Sheraton Princess Kaiulani

Hyatt Regency Waikiki Beach Resort & Spa - Hero Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image Hyatt Regency Waikiki Beach Resort & Spa - Gallery Image

Hyatt Regency Waikiki Beach Resort & Spa

Waikiki Beach Marriott Resort & Spa - Hero Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image Waikiki Beach Marriott Resort & Spa - Gallery Image

Waikiki Beach Marriott Resort & Spa

Sheraton Waikiki - Hero Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image Sheraton Waikiki - Gallery Image

Sheraton Waikiki

View all O'ahu hotels & resorts

O'ahu Packages

Woman in a swimsuit sitting on a boat, gazing at mountains across the water, holding a hat.
Book By 30 April 2026 Map
13 nights
Return flights included
Pride of America Logo

Hawaiian Islands Paradise Escape in 2026

HawaiiIsland of Hawai'i+ 3
Multiple 2026 Departures

10 Night Fly, Stay & Cruise Holiday With $4000 Bonus Value Including City Stays, Onboard Beverages, Specialty Dining, Shore Excursion Credit, Wifi & More

Valued at $6990

From $4,990 *pp

A family walks hand in hand along a tropical pathway, with palm trees and a beach in the background. A joyful child in the middle. Tropical drinks in vibrant colors line a beachside counter with palm trees, blue sky, and ocean in the background; a relaxed, sunny vacation vibe. A couple on a balcony overlooks a calm ocean under a partly cloudy sky. They hold glasses of champagne next to a table with snacks, conveying relaxation.
Book by 30th April, 2026
6 nights
Return flights included
Hyatt Regency Waikiki Beach Resort & Spa Logo

Hyatt Regency Waikiki Beach Resort & Spa

O'ahu
Travel from May 26 - Mar 27

6 Nights, Flights & up to $2400 Bonus Value with Daily Breakfast, Transfers, Day of Arrival Club Lounge Access, All-Day Happy Hour Drinks and Menu at SWIM Bar, Resort Fee Included & More

UP TO $2400 BONUS VALUE

From $2,799 *pp

Woman in a swimsuit sitting on a boat, gazing at mountains across the water, holding a hat.
Book By 30 April 2026 Map
13 nights
Return flights included
Pride of America Logo

Hawaiian Islands Paradise Escape in 2026

HawaiiIsland of Hawai'i+ 3
Multiple 2026 Departures

10 Night Fly, Stay & Cruise Holiday With $4000 Bonus Value Including City Stays, Onboard Beverages, Specialty Dining, Shore Excursion Credit, Wifi & More

Valued at $6990

From $4,990 *pp

A family walks hand in hand along a tropical pathway, with palm trees and a beach in the background. A joyful child in the middle. Tropical drinks in vibrant colors line a beachside counter with palm trees, blue sky, and ocean in the background; a relaxed, sunny vacation vibe. A couple on a balcony overlooks a calm ocean under a partly cloudy sky. They hold glasses of champagne next to a table with snacks, conveying relaxation.
Book by 30th April, 2026
6 nights
Return flights included
Hyatt Regency Waikiki Beach Resort & Spa Logo

Hyatt Regency Waikiki Beach Resort & Spa

O'ahu
Travel from May 26 - Mar 27

6 Nights, Flights & up to $2400 Bonus Value with Daily Breakfast, Transfers, Day of Arrival Club Lounge Access, All-Day Happy Hour Drinks and Menu at SWIM Bar, Resort Fee Included & More

UP TO $2400 BONUS VALUE

From $2,799 *pp

View all Deals

Experience the best of O'ahu

Experience the best of O'ahu

To get the best of your experience, take a tour around the island with plenty of stops along the way including Diamond Head for hiking, Hanauma Bay for reef snorkelling, Kualoa Ranch Private Nature Reserve, surf breaks on the North Shore, and the iconic Dole Pineapple Plantation. Take another tour to Pearl Harbor and Battleship Missouri Memorial. Hike Manoa Falls for freshwater swims, Lanikai Beach for sun-basking turtles, Sea Life Park for family fun, and Waikiki Starlight Luau at Hilton Hawaiian Village. Make sure your stay in Hawaii is long enough to soak in all the magic of O’ahu.

If this sounds like your perfect tropical getaway, contact your friendly My Hawaii Expert today.

O'ahu
1 of 10
Amazing to deal with

Amazing to deal with

Went above and beyond

Went above and beyond

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MY HAWAII Perfectly Packaged Holidays

We’re the industry Experts on curating the best deals and life-changing experiences. These are getaways you’ll be talking about for a lifetime. Find your perfectly packaged Hawai’i holiday today and discover the Aloha Spirit! Make Hawai’i your dream come true.

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