Hale Kai Vacation Rentals

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  • Hale Kai - Best Value Beachfront Home Steps from Beach

    Youtube Video Presentation: https://youtu.be/-c1tR8mMI1g

    Hale Kai in Hawaiian means “ocean house” as there are spectacular views of the coastline and a white sand beach from every room. This home sleeps four with two bedrooms, two ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Koloa
    53  reviews
    from $750 
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  • 'Hale Kai' - Ocean Front/Beach Front Retreat - Private Tennis Court & Pool

    Welcome to Hale Kai, a stunning, private, gated historic Hawaiian estate located on nearly 3 acres of oceanfront property (500-foot frontage) directly on the calm waters of historic Keauhou Bay on the Big Island of Hawaii.

    This main ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Kailua
    15  reviews
    from $2,376 
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  • 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 ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Honolulu
    11  reviews
    from $525 
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  • Hale Kai #116 Oceanfront Condo, just steps to the beach, pool and BBQ!

    Fully remodeled first floor direct oceanfront condo, just steps from the pool, beach, and BBQ. The Hale Kai has a small quiet feel, that has guests returning year after year, "Hale Kai", your home by the sea. Experience amazing views of Molokai ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Lahaina
    40  reviews
    from $269 
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  • Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views

    Hale Kainani 6
    E Komo Mai
    Set within the exclusive resort community of Kukui`ula, this luxury Poipu vacation rental offers the ultimate location for your group getaway. The home is brand-new, finished and furnished in comfortable elegance ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 10
    Hawaii> Koloa
    8  reviews
    from $1,442 
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  • Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

    Hale Kai O Kihei 216

    Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

    This Hale Kai O’ Kihei condo offers a breathtaking ocean view from ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Kihei
    33  reviews
    from $217 
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  • Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

    Fully remodeled in September 2021, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei welcomes you! This second floor condo is luxurious and comfortable and includes a brand new, top of the line split air ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    98  reviews
    from $199 
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  • Hale Kai O Kihei 112

    This bright ground floor one bedroom unit was recently upgraded. Enjoy stunning ocean views from the lanai, with a pristine swimming pool and the ocean just steps away.
    Located at Hale Kai O Kihei condo complex in the heart of Kihei, you are...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    6  reviews
    from $349 
      View Property
  • Hale Kai Malia: Spacious, Stylish Ocean View Villa

    Superbly stylish in every way, this 4BR/4.5BA South Shore showplace offers all the luxuries you’d expect in a glamorous Kukui‘ula villa—tropical charm, abundant space, elegant furnishings, expansive ocean-and-mountain views—and many ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    Hawaii> Koloa
    12  reviews
    from $1,788 
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  • Ocean front, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

    Fully remodeled in June 2023, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei welcomes you! This second floor condo is luxurious and comfortable and includes a brand new, top of the line split air ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    39  reviews
    from $145 
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  • Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches

    Hale Kai O Kihei 312

    Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

    This Hale Kai O’ Kihei condo offers a breathtaking ocean view from ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    2  reviews
    from $173 
      View Property
  • Modern Design Oceanfront Beach Hale Kai Condo 1Bed

    Summary:
    Discover charm and comfort in our ground floor vacation rental, nestled by the pool and oceanfront. Immerse yourself in stunning sunsets just steps from the water. This cozy unit boasts a fully equipped kitchen, a luxurious king-size...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    2  reviews
    from $197 
      View Property
  • Hale Kaimana O-622 a place to connect and enjoy

    Optional services offered upon request: Mid-stay housekeeping. Babysitting services provided by a First Aid and CPR certified family member. Please inquire for rates and availability.

    Aloha and welcome to our ocean view beach villa! This...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kapolei
    79  reviews
    from $752 
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  • Hale Kailani O-522 a place to gather and relax

    Optional services offered upon request: Mid-stay housekeeping. Babysitting services provided by a First Aid and CPR certified family member. Please inquire for rates and availability.

    Aloha and welcome to our ocean view beach villa! This ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kapolei
    96  reviews
    from $709 
      View Property
  • Hale Kai O'Kona #7: Luxury Oceanfront End-Unit, Only 2 Min Walk to Beach w/ AC

    Experience the ultimate tropical vacation by staying at this Big Island Beach House, a luxurious oceanfront property located in the western condo community of Hale Kai O'Kona. This stunning vacation home is managed by Gather, the premier ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kailua Kona
    8  reviews
    from $632 
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  • "Hale Kai" at Kapaa Sands- Oceanfront Split Level -2 Bedroom 1.5 Bath

    "Hale Kai" is well appointed two bedroom perched on a bluff overlooking Papaloa Bay just steps down to the Beach. The panoramic view will mesmerize you and the sound of the ocean soothe your soul. You'll fall in love from the moment you walk ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Kapaa
    34  reviews
    from $290 
      View Property
  • Welcome to Hale Kai 2! Immerse Yourself in this Coastal Getaway

    Maximum occupancy strictly enforced in accordance with local ordinances.

    Welcome to Hale Kai 2! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Whether you're unwinding in the steamy...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kapolei
    6  reviews
    from $529 
      View Property
  • Hale Kai O Kihei Condo w/ Shared Pool, Ocean View-Beaches Await

    Hale Kai O Kihei 202

    Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

    This Hale Kai O’ Kihei condo offers a breathtaking ocean view from ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    42  reviews
    from $182 
      View Property
  • Hale Kai O Kihei Condo w/ Shared W/D, A/C-Great Location

    Hale Kai O Kihei 211

    Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

    This Hale Kai O’ Kihei condo offers a breathtaking ocean view from ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Kihei
    12  reviews
    from $242 
      View Property
  • Oceanfront in Hilo Hale Kai Suites- Pele Suite - King Bed, Living Room, Bath

    Come visit and see our gorgeous 2024 room renovations! Beds, furnishings, art, decor - everything is ALL NEW. The amazing ocean front view remains the same ;-)

    Hale Kai Hawaii Suites offers four oceanfront rooms (booked individually) and...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Hilo
    74  reviews
    from $175 
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