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Hawaii Kai Vacation Rentals

Hawaii Kai is one of the largest communities on Oahu's south shore. Here you will find a modest, but upscale selection of vacation rentals. 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, kayaking, canoe paddling, diving, fishing and boating.

  • Luxury Guest House, on Golf Course, Across to Beach

    Minutes removed and worlds apart... Luxury, fully furnished suite, private duplex unit with 540 square feet, for singles or couples, weekly and up to one month. Five minute walk to famous Sandy Beach and Makapuu Beach. Three miles from great r...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honolulu

    182 USD - 182 USD

    nightly

    1,271 USD - 1,271 USD

    weekly

  • Family-friendly tropical hideaway. Everything you need to relax, enjoy Hawaii!

    W00416538-02 is our Hawaii tax number. Our home sleeps 8, has 3 bedrooms , 2 1/2-baths and is in quiet Hawaii Kai neighborhood. Split master with double sink, private shower and large jacuzzi tub, walk-in closet. Fully furnished with double bed i...

    3 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Honolulu

    375 USD - 700 USD

    nightly

    8,000 USD - 13,000 USD

    monthly

  • 2017 Winter/Spring discounts, private 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 Diamond Head. Decorated with a touch of island decor, this villa is perfect for indoor/outdoor living. The...

    3 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Honolulu

    500 USD - 875 USD

    nightly

    3,500 USD - 6,125 USD

    weekly

  • 10% off introductory offer! Pool/Spa! Newly updated with all new furnishings!

    This three bedroom, three bath, newly updated, pool/spa home is now available for rent! The home has been outfitted with ALL NEW furnishings – including beds, mattresses, bed and bath linens. The home has a brand new kitchen, laundry facilities,...

    3 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Honolulu

    549 USD - 959 USD

    nightly

    3,843 USD - 4,865 USD

    weekly

  • Delightful Hawaiian home with private pool & beautiful view .

    Beautiful Hawaiian home in wonderful location !! 6 Bedroom 3.5 bathrooms This home comfortably sleeps 10-12 and has large open living spaces. Enjoy the trade winds while BBQ'ing on the gas grill located on the patio off the private pool Perfec...

    6 Bedrooms, 3 Bathrooms, Sleeps 14

    HI>Honolulu

    750 USD - 1,250 USD

    nightly

    7,000 USD - 7,000 USD

    weekly

  • Heaven in Hawaii

    Located in Hawaii Kai our condo offers tropical landscaping with an awesome mountain and great ocean view. You will be able to relax and enjoy all the amenities of paradise in Hawaii or hit Waikiki for the night life and excitement. This unit ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Honolulu

  • Ohana home sleeps 5!

    Away from the hustle and bustle of Waikiki yet just minutes away from it all, you will find this newly built (2013) two level, one bedroom Ohana home. Situated on the hill in this quiet residential neighborhood in Hawaii Kai is the perfect island...

    1 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Honolulu

  • Steps to Beach Luxurious Condo

    This beautiful 3rd floor condo in an upscale high rise is surrounded by lush gardens, across from beach, walking only minutes away, private balcony, close to everything; private entrance from elevator, next to the Oahu Club Gym, Costco etc. Everyt...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

  • LAST MINUTE DISCOUNT- 10% OFF OR MORE- Nani Wai Beautiful Marina Front!

    Welcome home to Nani WaiOnce you step inside the gate of this beautiful marina front home, you will feel as if you have literally stepped into your own private compound - an island paradise just for you and your loved ones! With 5 bedrooms, 4 bath...

    5 Bedrooms, 4 Bathrooms, Sleeps 14

    HI>Honolulu

  • HOLIDAYS AT THE TOP OF HAWAII KAI

    Enjoy your holiday season with forever views of the ocean, Koko Head, Diamond Head, Molokai and Lanai from every room. Spacious, fully furnished, 2 bd, 1 ba on main level & private master suite on 2nd level. Chef's kitchen with breakfast nook, bui...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu