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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.

  • Hawaii Kai Lagoon front Townhouse

    Beautiful waterfront townhome . Features a full kitchen, living-room and lanai as well as 3 bedrooms and 2 1/2 bathrooms. Has captivating mountain & marina views and is fully furnished. On the water! Enjoy boating, kayaking, surfing, and other wa...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Honolulu

    3,800 USD - 3,800 USD

    monthly

    127 USD - 185 USD

    nightly

  • 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

    HI>Honolulu

    160 USD - 160 USD

    nightly

    1,060 USD - 1,060 USD

    weekly

    4,180 USD - 4,180 USD

    monthly

  • 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

  • Mamma Mia! It's Beautiful!

    Aloha! Welcome to Modern Hawaiian Living! New from top to bottom!!! Newly built and beautifully decorated with custom teak furniture from Bali and the most comfortable sofas, beds, linens and more! This home is equipped with everything you nee...

    2 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Honolulu

    290 USD - 390 USD

    nightly

    2,730 USD - 2,730 USD

    weekly

  • 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 ocean. Conveniently near beaches such as Haunama bay, hikes at Koko Crater, and lots of shopping and din...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Honolulu

    350 USD - 420 USD

    nightly

    2,350 USD - 2,350 USD

    weekly

    9,600 USD - 9,600 USD

    monthly

  • Hale Ohana, Ocean View w/pool, conveniently located 20 minutes from Waikiki

    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

    575 USD - 875 USD

    nightly

    4,725 USD - 6,125 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

    650 USD - 1,350 USD

    nightly

    4,550 USD - 8,400 USD

    weekly

  • Quiet Southeast Oahu 100' Oceanfront With Dock, Views Diamond Head To Koko Head

    For GUEST REVIEWS see duplicate listing #709768. Quiet and conveniently located at the tip of south Oahu's Niu Peninsula, yet close to downtown Honolulu and Waikiki, this single level gated home features 100 feet of calm water oceanfront with a 1...

    4 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Honolulu

    795 USD - 1,095 USD

    nightly

    5,565 USD - 7,665 USD

    weekly

  • 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

    5,600 USD - 5,600 USD

    weekly

    800 USD - 800 USD

    nightly

  • Ocean Beachfront Banyan Tree Beach House

    Welcome to our elegant plantation style beachfront home in Hawaii Kai. The spacious and open house has breathtaking views of Moanalua Bay, Diamond Head and Koko Head craters. Step outside to the lanai and be shaded by a huge banyan tree, then wand...

    5 Bedrooms, 5 Bathrooms, Sleeps 13

    HI>Honolulu

    1,400 USD - 2,500 USD

    nightly

    9,800 USD - 17,500 USD

    weekly

  • 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

  • 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

  • Majestic Ocean Front Villa with panoramic views, of crashing waves, Diamond Head

    Panoramic ocean front property on cliffs at Kawaihoa Point (Koko Head) with magnificent view of Diamond Head and sweeping view of ocean. Incredible whale watching and its own turtle highway, right below for turtle watching. Secluded Villa with fi...

    5 Bedrooms, 6 Bathrooms, Sleeps 10

    HI>Honolulu

  • Relax at this 5 bed/ 3 bath Marina Front home w/ private pool!

    *** PERFECT LAYOUT FOR LARGE FAMILY OR GROUP *** Whether you are planning a family gathering or traveling with a group of friends our home is ideal for you. With two master suites on opposite sides of the home you can enjoy the main living ar...

    5 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Honolulu

    3,850 USD - 7,350 USD

    weekly

    16,500 USD - 31,500 USD

    monthly

  • Beautiful Beach House on the sand

    Charming, historic three bedroom, two bath beach front bungalow on Niu Beach. The original 1927 year old cottage was completely and lovingly remodeled in 2010, updating all electrical, plumbing, and appliances. This relaxed and stylish beach hou...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    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