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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.

  • Marina front 1 bedroom in Hawaii Kai

    Enjoy beautiful views in one of the best neighborhoods on Oahu. Ready to get away from the crowds of Waikiki and just relax? This is the place! Large 1 bedroom unit looks out into Koko Marina. Watch jet skiers, boaters and much more as you sit out...

    1 Bedrooms, 1 Bathrooms, Sleeps 4


    160 USD - 160 USD


    1,060 USD - 1,060 USD


    4,180 USD - 4,180 USD


  • Oh My! It's Beautiful!

    Aloha! Welcome to Modern Hawaiian Living! ハワイにいると想像してみて下さい。それはあなたが夢見ていた休暇です。まるで特別な休暇で訪れたかのような家。 利便性のある静かで安全な場所。 试想您已经在这里, 1000梦幻一下子实现了。永远留下美好的回忆! 这座别墅是为您过最舒服的假期而设计了。别墅位置非常安静,也离夏威夷最美丽,好玩的地点近。 New from top to bottom!!! Newly built and beautiful...

    2 Bedrooms, 2 Bathrooms, Sleeps 5


    299 USD - 425 USD


    2,975 USD - 2,975 USD


  • Executive Home with Pool & Marina frontage

    Island living at its best! Luxury waterfront home with pool, boat dock, WiFi broadband internet access, 6 flat screen TV's, game room with x-box, and 3 master bedrooms with Kings. Total of 4 bedrooms with AC, with 3 additional sofa sleepers throu...

    4 Bedrooms, 4 Bathrooms, Sleeps 12


    695 USD - 1,995 USD


    6,965 USD - 6,965 USD



    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


  • Seabreeze Executive Home

    Come to Hawaii and enjoy the best weather in the world. No more snow or sleet. Always balmy and breezy year round the temperature rarely dips below 70 degrees F even during winter. Seabreeze provides you a clean, fresh, delightful, peaceful & r...

    2 Bedrooms, 2 Bathrooms, Sleeps 4


  • Oceanfront Banyan Tree Beach House, Hawaii Kai

    Welcome to our elegant plantation style beachfront home on Portlock Beach in Hawaii Kai, just outside of Honolulu. The spacious and open living area, dining room and designer kitchen all draw your eyes outside to the breathtaking views of Moanalua...

    5 Bedrooms, 5 Bathrooms, Sleeps 13


  • 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 10


  • LAST MINUTE DISCOUNT- 10% OFF OR MORE-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 of a kind home was built perfectly for multiple families or large groups. Offering multiple separate ...

    6 Bedrooms, 5 Bathrooms, Sleeps 12



    A Private Oasis Resting on Kamehame Ridge is the beautiful Hale Laulea, meaning "house of peace and happiness". Guests appreciate this home's unique, contemporary executive style. Unpack and unwind in this spacious four bedroom, three bathroom hou...

    4 Bedrooms, 3 Bathrooms, Sleeps 8


  • A wonderful spot to relax, awake to amazing sunrises framed in every window...

    NEW LISTING SPECIAL! BOOK NOW for $450/nt now through May 31st, 2017! Call for details! A wonderful spot to relax! Awake to amazing sunrises framed in every window...and enjoy while sipping your morning coffee on the dining deck! The Maun...

    4 Bedrooms, 2 Bathrooms, Sleeps 8