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Hawaii Kai Vacation Rentals

Hawaii Kai is one of the largest communities on Oahu's south shore. One advantage of booking a Hawaii Kai vacation rental is that you will be close to Honolulu and Waikiki, where most of the fun and entertainment is happening on Oahu, but away from the hustle and bustle. If you plan to go snorkeling or do other ocean activities, Hawaii Kai is a great place to be since it is close to Hanauma Bay, Oahu's most popular snorkeling destination. Hawaii Kai is located at Maunalua Bay, a popular place for jet skiing, parasailing, kayaking, canoe paddling, diving, fishing and boating.

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  • Oceanside Splendor South Shore Oahu!

    Nestled on the "point" of the famed Portlock oceanside neighborhood, this double-sized beachfront lot provides the privacy and space desirable ...

    • 6 bedroom
    • 6 bathroom
    • Sleeps 15
    HI> Honolulu
    5 night min stay5  reviews
    $2,500 per night
      Book Now
  • KokoKai Thai 3-Story Palace Ocean View Villa w.Elevator, Guest Cottage and Pool

    KokoKaiThaiPalace com (Aloha Palace com). First Available Rental is the calendar month of DECEMBER 201 , Call Owner Milan and book NOW! The ...

    • 10 bedroom
    • 7 bathroom
    • Sleeps 22
    HI> Honolulu
    29 night min stay20  reviews
    $799 per night
      Book Now
  • Relax and renew in a lovely part of paradise.

    "Wow!" is the usual reaction of folks seeing the view from this traditional Hawaiian home. Furnished comfortably, with attention to detail for a ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 9
    HI> Honolulu
    7 night min stay10  reviews
    $562 per night
      Book Now
  • Stunning mountain and ocean views from every room!

    NEW LISTING SPECIAL! BOOK NOW for $450/nt for stays now through August 31, 2017! Call for details! A wonderful spot to relax! Awake to ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    HI> Honolulu
    5 night min stay6  reviews
    $550 per night
      Book Now
  • Hale Ohana, Private, Oceanview home w/pool

    Set on the slopes of Koko Head Crater, this spacious, two-story, family-style home offers panoramic ocean views and breathtaking sunset over ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 10
    HI> Honolulu
    5 night min stay8  reviews
    $515 per night
      Book Now
  • Steps to Sun & Sand Delightful Hawaiian home w private pool Perfect for reunions

    Beautiful Hawaiian home in a wonderful location !! Chef`s Kitchen ! 6 Bedroom 3.5 bathrooms This home comfortably sleeps 10-12 and has large ...

    • 6 bedroom
    • 4 bathroom
    • Sleeps 10
    HI> Honolulu
    5 night min stay6  reviews
    $850 per night
      Book Now
  • Beautiful Hawaiian Style Home Near the Ocean

    A beautiful Hawaiian Style home near the ocean with air conditioners in the living room and all 3 bedrooms. NO cleaning fee. A high ceiling home...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Honolulu
    5 night min stay13  reviews
    $353 per night
      Book Now
  • Gated Luxurious Ocean And Diamond Head View!

    Large executive stlye home with four bedrooms, dining room, bar, heated pool! This luxurious resort getaway is located just above the gorgeous ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Honolulu
    5 night min stay5  reviews
    $995 per night
      Book Now
  • Lani Wai Luxurious Marina Front Home!

    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** Brand new ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 12
    HI> Honolulu
    7 night min stay4  reviews
    $1,250 per night
      Book Now
  • Hale Kai - Hawaii's Finest!

    Brand new to the luxury vacation rental market, Hale Kai is the ultimate, spacious beach house. Located on Maunaloa Bay in Portlock, the ...

    • 5 bedroom
    • 4 bathroom
    • Sleeps 12
    HI> Honolulu
    7 night min stay1  reviews
    $1,400 per night
      Book Now
  • Koko Marina Cozy Waterfront Cabana in Hawaii Kai (Honolulu)

    Enjoy this waterfront cabana that sleeps up to 4. Canal is perfect for enjoying the serenity, paddle boarding or kayak the canal that leads to ...

    • 3 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Honolulu
    2 night min stay8  reviews
    $300 per night
      Book Now
  • Relax in a clean, comfy and spacious new house.

    This is your home away from home in a spacious, modern house for relaxing in comfort and convenience. The space is in a fully furnished attached ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Honolulu
    4 night min stay15  reviews
    $175 per night
      Book Now
  • Makani Lani - New Luxury Vacation Rental in Oahu, Hawaii Kai 5BR, 3 Bath

    Makani Lani, meaning “windy or breezy sky”, is your perfect tropical vacation home. Located on a quiet Mariners Ridge cul-de-sac, this hale ...

    • 5 bedroom
    • 4 bathroom
    • Sleeps 12
    HI> Honolulu
    7 night min stay1  reviews
    $800 per night
      Book Now
  • Great Value-ocean-mountain View Studio

    Incredible Ocean and Mountain View Studio that was just renovated! How can you vacation in Hawaii and not have an ocean view!! The location is ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Honolulu
    4 night min stay3  reviews
    $129 per night
      Book Now
  • Luxurious Villa Luana is Perfect for Large Families

    Villa Luana meaning "to relax and live in comfort and ease, and enjoy oneself," which is just what you will do once there. This unique luxury one...

    • 6 bedroom
    • 7 bathroom
    • Sleeps 14
    HI> Honolulu
    7 night min stay6  reviews
    $1,800 per night
      Book Now
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