home
oahu
maui
kauai
big-island
lanai
molokai

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.

List
Map

  • 15% off for monthly reservations! Fantastic View, Immaculate, Beautiful,Peaceful

    Enjoy gorgeous unobstructed ocean, marina & mountain views from our beautiful newly built guest house. Located on the ridge, in a safe, quiet and upscale neighborhood in Hawaii Kai, East Honolulu, just around the corner from famous Hanauma Bay, ...
    Registration Number: GE-040-238-6944-01, TA-040-238-6944-01, 390750020000

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Honolulu
    190  reviews
    from $318 
      View Property

  • PARADISE PROMISED! Spacious 6 bedroom private home, 30 day min stay.

    This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period. Please contact us for further information prior to booking.

    This home has been ...
    Registration Number: 390240060000, GE-130-584-7808-02, TA-130-584-7808-01

    • 6 bedroom
    • 4 bathroom
    • Sleeps 12
    Hawaii> Honolulu
    95  reviews
    from $1,772 
      View Property

  • EXCLUSIVE EXECUTIVE HOME WITH FABULOUS 180o OCEAN VIEW.

    URGENT!! BARGAIN OPPORTUNITY! I have the month of January vacant! $7,600 for the month. ($280 per night) THAT'S A STEAL FOR THIS PROPERTY. HOP ON IT RIGHT NOW!! "Wow!" is the usual reaction of folks seeing the view from this traditional ...
    Registration Number: TA-166-425-8048-01, GE-166-425-8048-02, 390280160000

    • 4 bedroom
    • 3 bathroom
    • Sleeps 9
    Hawaii> Honolulu
    59  reviews
    from $518 
      View Property

  • Private Boutique Resort in Hawaiian Paradise-Lush Backyard, Pool, Wifi & BBQ!


    A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so ...
    Registration Number: 570010130038, GE-088-128-9216-01, TA-088-128-9216-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 16
    Hawaii> Honolulu
    7  reviews
    from $4,019 
      View Property

  • Ocean View Cottage with Separate Suite

    Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, ...
    Registration Number: 390830520000, GE-060-165-9392-01, TA-060-165-9392-01

    • 0 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Honolulu
    54  reviews
    from $361 
      View Property

  • Please contact me for specific dates that you may be interested in.


    This is your home away from home in an immaculate, spaciously designed guest house built for relaxing in comfort, style & convenience. This an attached 2 bedroom + 2 bath fully-equipped house + sofa bed and a very large stocked kitchen with ...
    Registration Number: GE-114-345-1648-01, TA-114-345-1648-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Honolulu
    113  reviews
    from $515 
      View Property

  • Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool

    Enjoy your own waterfront slice of Hawaii at Ohana Kai! Located in a gated community along Hawaii Kai’s stunning waterway, you’ll enjoy marina and Koko Head views from every room. Unwind in the casual charm of this peaceful paradise with its...
    Registration Number: 390080100000, GE-177-601-5360-01, TA-177-601-5360-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Honolulu
    1  reviews
    from $406 
      View Property

  • Villa Luana: Summer Special! Massive Price Drop! Book Now and Save Big!

    Villa Luana (meaning happy or content) provides an ideal setting for relaxing in blissful comfort. With several living spaces, a gourmet kitchen, and a large dining area, HIGH SPEED WIFI, this elegant home perfectly accommodates everything from ...
    Registration Number: TA-192-269-3632-01, 390810920000, GE-192-269-3632-01

    • 6 bedroom
    • 7 bathroom
    • Sleeps 14
    Hawaii> Honolulu
    12  reviews
    from $867 
      View Property

  • Aloha Nalu: Luxury family friendly Home w/Pool,AC,soaking tub,Diamond Head Views

    Discover one of Oahu's luxury vacation rentals with its gorgeous private pool terrace overlooking the Pacific Ocean and Diamond Head, Aloha Nalu (meaning “warm, welcoming sea”) will surely sweep you into the spirit of aloha. The villa sits ...
    Registration Number: GE-019-941-5808-01, 390130060000, TA-019-941-5808-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    12  reviews
    from $1,359 
      View Property

  • Spend the summer at the Hale Kai Home. Private pool and Panoramic ocean views

    This property is a legally established dwelling that is rented for periods of 30 days or more at any one time. Contact us for more details.

    This remarkable property is located in the highly sought-after East Honolulu neighborhood and is ...
    Registration Number: GE-011-442-5856-01, 390130180000, TA-011-442-5856-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    11  reviews
    from $648 
      View Property

  • Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset

    Situated in the famed oceanside neighborhood of Portlock on a rare double-sized ocean lot, this Hawaii Kai vacation rental home provides the ultimate in privacy and accommodations for your large group. Multiple estate structures surround a ...
    Registration Number: GE-060-531-3536-01, TA-060-531-3536-01, 390160020000

    • 6 bedroom
    • 7 bathroom
    • Sleeps 12
    Hawaii> Honolulu
    2  reviews
    from $1,356 
      View Property

  • Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking

    ****Contact Owners for stays other than 30 days***
    Step away from noise and traffic of Waikiki and join us in heavenly Hahaione valley. This quiet home is just minutes from Moanalua bay, a must for the water the water sports enthusiast and ...
    Registration Number: TA-088-558-4896-01, GE-088-558-4896-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Honolulu
    30  reviews
    from $166 
      View Property

  • Executive Balinese Vacation Home in Hawaii Kai

    Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite ...
    Registration Number: TA-025-225-0112-01, GE-025-225-0112-01, 391010920000

    • 5 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    2  reviews
    from $1,036 
      View Property

  • Private, Peaceful & Prestigious Home w/ Ocean, other Islands, and Mountain Views

    Open floor plan, over 1500 sq. ft., filled w/ imported Chinese furniture, beautiful ocean, other islands, mountain views, full size decks - master bedroom & dining room, full size kitchen w/ appliances, house sits back from the road - private, ...
    Registration Number: GE-174-234-4192-01, TA-174-234-4192-01, 1390760570000

    • 1 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Honolulu
    3  reviews
    from $231 
      View Property

  • Beachfront Luxury Villa

    The mayor and city council have conspired to put short term rentals out of business and hand the hotels a 100% monopoly on vacation accommodations. They are requiring us to advertise and quote a 30 night rental rate. You can stay as few or as ...
    Registration Number: TA-048-406-5280-01, GE-048-406-5280-01, 1390020080000

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    Hawaii> Honolulu
    2  reviews
    from $1,799 
      View Property

  • Island Style Elegance on a Beach Access

    Island style elegance with beach access.

    Immerse yourself in the island inspired luxury of Portlock Paradise. Sitting on large lush ocean access property, Portlock Paradise offers four bedrooms, 3 with ensuite bathrooms, an indoor and ...
    Registration Number: 390020180000, TA-008-452-3520-01, GE-008-452-3520-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    2  reviews
    from $558 
      View Property

  • NEWLY REMODELED Mansion with Central A/C, Pool & Jacuzzi overlooking the Ocean

    *All rentals are made for a min period of 30 days with price reflecting the full period*

    Experience true luxury living with your own private salt water pool and Jacuzzi hot tub overlooking the ocean.

    Situated at the top of Kamehame...
    Registration Number: 391070860000, GE-021-991-0144-01, TA-021-991-0144-01

    • 5 bedroom
    • 5 bathroom
    • Sleeps 11
    Hawaii> Honolulu
    1  reviews
    from $974 
      View Property

  • WATERFRONT! FISH FROM DOCK OR KAYAK TO THE OCEAN. MINUTES TO BEACH! LUXURY HOME

    Wrapped In A Silhouette Of Sea To Sky Views…Walls Of Glass Open To Dramatic Bold Sweeps Of Color. The Enchantment Begins As Your Eyes Feast On The Expansive Color Of Turquoise. The Main Living Spaces Flow Seamlessly To Embrace A Commercial ...
    Registration Number: 390080040066, TA-171-328-4608-01, GE-171-328-4608-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Honolulu
    1  reviews
    from $526 
      View Property

  • Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!

    Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous ...
    Registration Number: 1390080680063, TA-181-932-1856-01, GE-181-932-1856-01

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Honolulu
    1  reviews
    from $162 
      View Property

  • Hawaiian Waterfront Home with Private Swimming Pool and Mountain Views

    This property is a legal dwelling rented for 30 or more consecutive days.
    Contact owner for more details and pricing 🌴 Darrenperman@me.com


    A Rare Private House in Hawaii! This family-friendly house is 'On the Water' with boat ...
    Registration Number: TA-071-856-5376-01, 390320140000, GE-071-856-5376-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    67  reviews
    from $717 
      View Property

Showing 1 of 4 pages.

Home
About
Privacy Policy
Terms
Disclaimer
Sitemap
To-Hawaii.com © 2006-2024
back-top