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.
All Vacation Rentals All Hawaii Rentals
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The Twin Fin
Waikiki, OahuOur 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.Book Now -
Aulani, Disney Vacation Club Villas
Ko Olina Resort Area, OahuOur 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.Book Now -
Embassy Suites by Hilton Waikiki Beach Walk
Waikiki, OahuOur 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.Book Now -
Ilikai Hotel & Luxury Suites
Waikiki, OahuOur 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.Book Now -
The Ritz-Carlton Residences, Waikiki Beach
Waikiki, OahuOur 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.Book Now -
Ka La'i Waikiki Beach, LXR Hotels & Resorts
Waikiki, OahuOur 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- and 3-bedroom suites with gourmet kitchens range in size from 770 to 2,200 square feet.Book Now -
Aston at the Waikiki Banyan
Waikiki, OahuOur 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.Book Now -
Castle Waikiki Shore
Waikiki, OahuOur 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.Book Now -
Espacio the Jewel of Waikiki
Waikiki, OahuOur 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.Book Now
