Diamond Head, Oahu

Oahu Vacation Rentals

 
From bustling Waikiki to the dramatic waves of the North Shore, Oahu has something for everyone. Start and end your day in your island home away from home, a condo or suite vacation rental from Pleasant Holidays.
  • 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 stunning views of iconic Diamond Head and steps from Waikiki Beach, this lively hotel with an urban-Hawaii vibe invites guests to embrace the Aloha Spirit with daily activities, regional cuisine and live entertainment.

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  • Aulani, Disney Vacation Club Villas
    Aulani, Disney Vacation Club Villas
    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.

    Spacious one-, two- and three-bedroom villas with full kitchens ideal for large families that sleep up to 12 at this Hawaii beachfront resort.

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  • Embassy Suites by Hilton Waikiki Beach Walk
    Embassy Suites by Hilton Waikiki Beach Walk
    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 all-suite Waikiki resort boasts free daily breakfast, evening poolside reception, and a prime location steps from Waikiki Beach and top shopping, dining, and cultural experiences at Waikiki Beach Walk®.

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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.

    This is a historic high-rise set above the spectacular Waikiki shoreline. One- and two-bedroom city and ocean view rooms include gourmet kitchens, lanai and Wi-Fi access.

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  • Ka La'i Waikiki Beach, LXR Hotels & Resorts
    Ka La'i Waikiki Beach, LXR Hotels & Resorts
    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.

    Discover the ultimate luxury getaway just steps from Waikiki Beach. Sumptuous one-, two- and three-bedroom suites with gourmet kitchens range in size from 770 to 2,200 square feet.

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  • The Ritz-Carlton Residences, Waikiki Beach
    The Ritz-Carlton Residences, Waikiki Beach
    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.

    Discover a distinctive resort experience with stylishly appointed studios, three- and four-bedroom suites offering ocean views and premium resort amenities.

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  • Aston at the Waikiki Banyan
    Aston at the Waikiki Banyan
    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.

    Just a block from the beach, this affordable, family-friendly property features 1-bedroom condos with mountain or ocean views near shopping and restaurants.

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  • Castle Waikiki Shore
    Castle Waikiki Shore
    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.

    Waikiki's only condominium resort directly on the beach features comfortably appointed studios as well as one- and two-bedroom suites.

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  • Espacio the Jewel of Waikiki
    Espacio the Jewel of 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.

    A rich suite of on-site amenities awaits at this luxury hotel for guests who seek the ultimate in personalized service and privacy.

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