Diamond Head Oahu

Oahu Vacation Packages

 
Oahu, "The Gathering Place," is home to Honolulu, Hawaii's largest city. Iconic Waikiki dazzles with its classic beaches, exciting nightlife and world-class cuisine. The North Shore is a surfer's paradise, home to the Banzai pipeline and scenic rainforests, offering a laid-back island style visitors are sure to enjoy. To the West, Pearl Harbor is rich in history with its WWII memorials and massive ships. Throughout the island a fusion of asian, polynesian and western culture give Oahu a flavor all its own. Enjoy the best deals to Oahu with our Hawaii vacation packages.

Hawaii: FREE 3-Day Midsize Hertz Car Rental

  • Book by 06/30/24 for select travel through 12/16/24
  • The Twin Fin
    The Twin Fin
    Waikiki, Oahu Our 4-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.

    Affording breathtaking views of iconic Diamond Head and steps from Waikiki Beach, this this lively hotel with an urban-Hawaiian vibe invites guests to embrace the Aloha Spirit with daily activities, regional cuisine and live entertainment.

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  • 'Alohilani Resort Waikiki Beach
    'Alohilani Resort Waikiki Beach
    Waikiki, Oahu 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.

    Named among the Best Resorts in Hawaii in the 2022 Condé Nast Readers' Choice Awards, this family-friendly resort across from Waikiki Beach is within easy walking distance of shops, restaurants, and attractions.

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  • OUTRIGGER Waikiki Beach Resort
    OUTRIGGER Waikiki Beach Resort
    Waikiki, Oahu 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.

    Escape to sun, sand & surf on legendary Waikiki Beach. From the beach boys to Duke's Waikiki you experience beach life with live music and entertainment, vibrant cultural events, and accommodations overlooking iconic Waikiki Beach and Diamond Head.

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  • Hilton Hawaiian Village Waikiki Beach Resort
    Hilton Hawaiian Village Waikiki Beach Resort
    Waikiki, Oahu 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.

    Lush grounds, six spectacular pools, a beachfront lagoon, waterfalls and an array of shops and restaurants are all part of the "Village" experience at this expansive resort.

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  • OUTRIGGER Reef Waikiki Beach Resort
    OUTRIGGER Reef Waikiki Beach Resort
    Waikiki, Oahu 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.

    This distinctive, refined hotel presents a new vision of hospitality, combining timeless traditions with modern elegance.

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  • Turtle Bay Resort
    Turtle Bay Resort
    North Shore, Oahu 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.

    Surrounded by the beauty and majesty of Oahu's legendary North Shore, this luxurious resort embodies the very essence of Hawaii. Enjoy expansive ocean and bay views in Junior and Family suites with 725 square feet accommodating up to 4 guests.

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  • Sheraton Waikiki Beach Resort
    Sheraton Waikiki Beach Resort
    Waikiki, Oahu 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.

    Located on the best stretch of Waikiki Beach, this trendy, sophisticated resort ushers in a new level of style to the Waikiki scene.

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  • The Royal Hawaiian, a Luxury Collection Resort, Waikiki
    The Royal Hawaiian, a Luxury Collection Resort, Waikiki
    Waikiki, Oahu 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 legendary hotel, known as the "Pink Palace of the Pacific," offers a redefined luxury experience.

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  • Aulani, A Disney Resort & Spa
    Aulani, A Disney Resort & Spa
    Ko Olina Resort Area, Oahu 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.

    Inspired by the wonders and traditions of Hawaii, Aulani has been uniquely designed for families. Accommodation options include spacious rooms, 1- and 2-bedroom suites inspired by the beauty of Hawaii.

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  • Sheraton Princess Kaiulani
    Sheraton Princess Kaiulani
    Waikiki, Oahu 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.

    Experience comfort and relaxation in the heart of Waikiki at this hotel while enjoying an exceptional vacation value.

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  • Romer Waikiki at The Ambassador
    Romer Waikiki at The Ambassador
    Waikiki, Oahu 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.

    At the gateway to Waikiki, this hotel connects guests with the creative and modern spirit of the neighborhoods of Honolulu. Centered around Waikiki’s creative culture, it’s a neighborhood hotel made for more than beach days.

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  • Ilikai Hotel & Luxury Suites
    Ilikai Hotel & Luxury Suites
    Waikiki, Oahu Our 4-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.

    Ilikai Hotel & Luxury Suites is a historic high-rise set above the spectacular Waikiki shoreline. 1 & 2-bedroom city and ocean view come with gourmet kitchens, lanai and Wi-Fi access.

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  • OUTRIGGER Waikiki Beachcomber Hotel
    OUTRIGGER Waikiki Beachcomber Hotel
    Waikiki, Oahu 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.

    Steps from the beach, Hawaii's only handcrafted Hotel in the Heart of Waikiki. Curated by local artists and influencers, inspiring beach, culture, and art. Infused stylish hotel rooms and suites with unique personality and culture of the island.

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  • Aqua Palms Waikiki
    Aqua Palms Waikiki
    Waikiki, Oahu Our 3-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.

    This hotel is conveniently located just a block from the beach and shopping and offers a wealth of amenities.

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  • DoubleTree by Hilton Alana Waikiki Beach
    DoubleTree by Hilton Alana Waikiki Beach
    Waikiki, Oahu 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.

    This intimate boutique hotel is set at the gateway to Waikiki, just a short walk from the beach, and offers suites and tastefully appointed rooms.

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Hawaii FREE 3-Day Midsize Hertz Car Rental Offer: Valid on new bookings made 05/06/24 – 06/30/24 for travel 05/06/24 – 12/16/24. Minimum 3-nights' hotel accommodation at any resort in our portfolio for Hawaii and roundtrip airfare required. Bookings receive a 3-day FREE midsize Hertz car rental; additional car rental days may be added at an additional rate. Age restrictions may apply for car rental. Destination hotels and airports without Hertz locations in close proximity may result in delays and require additional transfer costs at the traveler's expense in order to redeem FREE rental. This entire offer is based on availability and can be modified or closed out at any time.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]