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.

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  • Updated, Top Floor 2 Bedroom Unit with Enclosed Lanai and Lush, Garden Views

    Beautifully renovated, this top-floor unit is bright and cheery, comfortable and clean, one of our most popular rentals. Bright new features ...
    Registration Number: TA-041-730-6624-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay1  reviews
    $238 per night
      Book Now
  • Recent Renovations Create a Relaxing Retreat at this Premiere Top Floor Unit

    Situated in a great location in building four on the top floor of the Kahala Beach Apartments, this unit has great light and a relaxing ...
    Registration Number: TA-119-210-5984-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $229 per night
      Book Now
  • Kahala Beach Unit #450 - Kahala

    Located in one of the most desirable locations in the building, this unit is situated on the top-floor of the Kahala Beach Apartments and one ...
    Registration Number: TA-145-021-3376-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $229 per night
      Book Now
  • Elegantly Renovated Top Floor 2 Bedroom Rental with Partial Ocean Views

    This gorgeous Kahala apartment features fabulous ocean views from the enclosed lanai, a wonderful open kitchen and two and a half baths. Located ...
    Registration Number: TA-041-730-6624-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $259 per night
      Book Now
  • Kahala Beach #446 Vacation Rental

    This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the...
    Registration Number: TA-003-036-7744-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $241 per night
      Book Now
  • Spacious 3 Bedroom Beachfront Condo Overlooking Waialae Golf Course

    Renovated in 2013 with new high quality laminate wood flooring and a brand new guest bathroom, this conveniently located 3-bedroom unit one the ...
    Registration Number: TA-208-090-9312-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Honolulu
    30 night min stay0  reviews
    $268 per night
      Book Now
  • Kahala Beach Unit #325 - Kahala

    Beautifully renovated in 2013, this exquisite Kahala Beach unit was completely remodeled with a gorgeous new kitchen, new bathrooms and new ...
    Registration Number: TA-138-381-5168-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $230 per night
      Book Now
  • Kahala Beach #344 Vacation Rental

    Nestled above the courtyard koi ponds on the third floor of the famous Kahala Beach Apartments, your vacation home awaits you with a beautifully ...
    Registration Number: TA-066-990-6944-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Honolulu
    30 night min stay0  reviews
    $238 per night
      Book Now