Kahala Vacation Rentals

Kahala is an upscale Honolulu neighborhood that offers the best of both worlds - pristine white-sand beaches combined with the comfort of luxurious vacation rentals and all the amenities they come with. Choosing Kahala for your vacation destination comes with lots of benefits - you will be away from the hustle and bustle of Waikiki and in the same time be just a 10-minute drive away from it and its endless entertainment choices. Kahala is also within easy reach of a variety of beaches, as well as a world-class golf course. Browse through this fine selection of Kahala vacation homes below and find your perfect home away from home.

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  • 7 Bedroom Estate with 2 pools, jacuzzi, private tennis court, gated

    Spacious beachfront estate is situated on lush tropical grounds, nestled in between palm trees. Enter the grounds thru the privacy gate to enjoy...

    • 7 bedroom
    • 7 bathroom
    • Sleeps 14
    HI> Honolulu
    7 night min stay1  reviews
    $3,675 per night
      Book Now
  • Beautiful Ocean & Diamond Head View

    ~Breezy Spacious and Welcoming Vacation Home~ This Hawaiian home sits up on the mountain with unbelievable, panoramic views of the Pacific ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 10
    HI> Honolulu
    4 night min stay11  reviews
    $280 per night
      Book Now
  • It's paradise! Come & experience the calmness & serenity with the birds singing!

    Beautiful new home, very quiet with view of Diamond Head, ocean and Waikiki. Super spacious of 1780 sq. ft., 3 bedrooms/2 bathrooms, open floor ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Honolulu
    10 night min stay1  reviews
    $521 per night
      Book Now
  • Private Quiet Seperate Studio

    Private 400 studio with a natural breeze. Quiet valley living. Only 2 miles to waikiki beach. Seperate unit from main house. Private entrance, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Honolulu
    3 night min stay1  reviews
    $75 per night
      Book Now
  • 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 ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Honolulu
    7 night min stay26  reviews
    $1,725 per night
      Book Now
  • Luxury Modern Oceanview Villa built by Architect walking distance to

    Beautifully appointed and maintained, large 5,000 square foot elegant home in Oahu's most prestigious neighborhood. Open floor plan, beautiful ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 10
    HI> Honolulu
    7 night min stay5  reviews
    $1,400 per night
      Book Now
  • Luxury Tropical Oasis Kahala Home

    Come and experience a luxury island style right here in Kahala. This 3146 sq. foot 4 bedroom, 4.5 bath luxury estate is on one of the largest ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    HI> Honolulu
    10 night min stay3  reviews
    $1,750 per night
      Book Now
  • Magnificent views, spacious and breezy, affordable 3-bedroom home in Paradise

    Enjoy magnificent unobstructed views of the ocean, Diamondhead and Waikiki from this historic vacation home while living in a spacious, updated ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Honolulu
    5 night min stay16  reviews
    $250 per night
      Book Now
  • Kahala Beach Ocean Front & Garden View 2 Bedroom/Bath

    The Kahala Beach Condo Is Fully Renovated with Koa Wood Flooring Throughout. Modern Asian Inspired Furnishings & Conveniences Such As Free ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Honolulu
    30 night min stay1  reviews
    $250 per night
      Book Now
  • Secluded Mountain Top Home

    NEW LISTING - INTRODUCTORY PRICE THROUGH NOVEMBER 2017!! Hale Mauka, which means Mountain House, provides a rare Hawaiian vacation opportunity ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Honolulu
    3 night min stay1  reviews
    $500 per night
      Book Now
  • Private Resort Living Near Famous Kahala Beach

    This recently built 2 story Kahala home is like your own private resort, with complete privacy behind coral-rock stone walls and lush ...

    • 4 bedroom
    • 6 bathroom
    • Sleeps 8
    HI> Honolulu
    10 night min stay1  reviews
    $1,100 per night
      Book Now
  • 150-200 yards from Kahala Beach Park

    1000 sq ft studio with 2 partitioned bedrooms with queen beds, washer/dryer, stove, microwave, coffee maker, pool, outdoor barbecue & dining ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Honolulu
    7 night min stay7  reviews
    $186 per night
      Book Now
  • ESCAPE TO HAWAIIAN PARADISE~ STEPS TO THE BEACH POOL & SPA A/C IMMACULATE

    HIGH SPEED INTERNET & WIFI CENTRAL AIR CONDITIONING FLAT SCREEN TV'S NETFLIX/AMAZON TV CUSTOM POOL & SPA COVERED LANAI BUILT IN GAS BBQ ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    HI> Honolulu
    10 night min stay29  reviews
    $945 per night
      Book Now
  • Kahala Lani, Steps to the Beach!

    Aloha, and welcome to luxury Hawaiian Living! Nestled in the privacy of upscale Kahala on O'ahu's south shore, Kahala Lani is the ultimate ...

    • 5 bedroom
    • 4 bathroom
    • Sleeps 16
    HI> Honolulu
    7 night min stay4  reviews
    $2,500 per night
      Book Now
  • Gorgeous Estate on the Slopes of Diamond Head

    Treat yourself to ultimate island luxury in this architecturally designed $4M home on 15,000 sq ft lot in one of the most desired locations on ...

    • 4 bedroom
    • 6 bathroom
    • Sleeps 9
    HI> Honolulu
    10 night min stay9  reviews
    $740 per night
      Book Now
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