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.
  • 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.

    With breathtaking views of iconic Diamond Head and steps to Waikiki Beach, experience Aloha Spirit with daily activities, regional cuisine and live entertainment at this lively hotel with an urban-Hawaiian vibe.

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  • 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 1, 2 & 3-bedroom villas with full kitchens ideal for large families that sleep up to 12 at this Hawaii beachfront resort.

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  • 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 hotel featuring 1 & 2-bedroom suites offers spacious and comfortable accommodations just a short walk from Waikiki Beach. Free daily breakfast included.

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  • 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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  • Ko Olina Resort Area, 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.

    No Resort Fee. Along a 2-mile stretch of Hawaii's most pristine white sand beaches, this resort features luxury 2 & 3-bedroom villas with panoramic ocean views, kitchens and resort amenities.

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  • 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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  • 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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  • 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, 3- and 4-bedroom suites offering ocean views and five star resort amenities.

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  • 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 1,2 & 3-bedroom suites with gourmet kitchens range in size from 770 to 2,200 square feet.

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  • 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 new luxury hotel for guests who seek the 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.]