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Diamond Head Vacation Rentals

Vacationing on the foothills of the most popular and photographed extinct volcano in the world is an experience of a lifetime! Most of the Diamond Head vacation rentals are vacation condos located on the Gold Coast of Waikiki. Here you will never be bored. You can go swimming at Kaimana Beach (a nice family beach, great for swimming and snorkeling), do Hawaii's most popular hike to the Diamond Head lookout, or just immerse yourself into the abundant selection of seaside shops and restaurants located along Waikiki's Kalakaua Avenue. Find your favorite Diamond Head vacation rental below.

  • Delightful Vintage Hawaiian-Style Oceanfront Studio Apartment

    “The Cottage” is a sunny, charming 'Hawaiiana-style' unit ocean view studio condominium on one of the upper floors of the Diamond Head Beach Hotel and Residences on the Gold Coast of Waikiki. Lovingly furnished by its Owner, its a 'home-away-from...

    0 Bedrooms, 1 Bathrooms, Sleeps 4


    140 USD - 140 USD


    850 USD - 850 USD


  • Spectacular View - Luxury Living on a Private Beach Cove

    PLEASE SCROLL BELOW CALENDAR TO FIND RENTAL RATES. *NO EVENTS/WEDDING Elegant, Hawaiian style, 4600 sq. ft. home with spectacular ocean views and lush, tropical gardens. Located 100 feet from the ocean in a secluded beach-side community, the ho...

    4 Bedrooms, 3 Bathrooms, Sleeps 8