Hale Kai Vacation Rentals

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  • Secluded Luxury Home w/Pool, Spa, A/C, Ocean Views: Hale Kainani #6 E Komo Mai

    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
    5  reviews
    from $1,856 
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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 2
    Hawaii> Kihei
    4  reviews
    from $381 
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  • 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
    3  reviews
    from $660 
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  • Ocean front, Hale Kai O Kihei 218, incredible sunsets, remodeled June 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
    12  reviews
    from $405 
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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
    43  reviews
    from $814 
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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 $2,600 
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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
    27  reviews
    from $310 
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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
    36  reviews
    from $299 
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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
    21  reviews
    from $314 
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  • Hale Kai #101 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 101





    Beautiful oceanfront two bedroom condo with king bed, two twin beds and sleeper sofa that can accommodate up to six people. The condo was fully remodeled and refurnished in 2014. The ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Lahaina
    104  reviews
    from $264 
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  • 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
    10  reviews
    from $332 
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  • Hale Kai O Kihei Condo w/ Free WiFi, Shared Pool-Waves Await!

    Hale Kai O Kihei 101

    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
    15  reviews
    from $238 
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  • Luxury Oceanfront End-Unit, Only 2 Min Walk to Beach w/ AC: Hale Kai O'Kona #7

    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
    5  reviews
    from $896 
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  • Welcome to Hale Kai!

    Maximum occupancy strictly enforced in accordance with local ordinances.

    Welcome to Hale Kai! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Once you're finally able...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kapolei
    5  reviews
    from $727 
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  • Hale Kai #117 - Your oceanfront home in West Maui

    ALOHA AND WELCOME TO HALE KAI # 117




    ARLENE'S MAUI OCEANFRONT CONDO






    Hale Kai #117 is just steps to the sand, ocean and pool. From this one level, ground floor, non-smoking, oceanfront condo, you can...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Lahaina
    67  reviews
    from $223 
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  • Hale Kai #120 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 120





    Experience your perfect Maui vacation. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home, including a full ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Lahaina
    74  reviews
    from $244 
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  • Hale Kai #215 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 215





    Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    89  reviews
    from $210 
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  • Oceanfront in Hilo Hale Kai Suites- Pele Suite - King Bed, Living Room, Bath

    Hale Kai Hawaii Suites offers four oceanfront rooms (booked individually) and a spectacular, panoramic view of the blue Pacific Ocean and Hilo Bay. We overlook the popular Honolii surfing beach in a peaceful location just 2 miles north of ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Hilo
    56  reviews
    from $215 
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  • 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
    47  reviews
    from $291 
      View Property   Book Now
  • Hale Kai #118 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 118




    NOTE FROM THE OWNER:


    _When I remodeled this apartment, which has been in our family since the Hale Kai was built, I took special care to make it wheelchair and walker accessible....

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    68  reviews
    from $179 
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  • Hale Kai #104 - Your Home by the Sea in West Maui

    We would like to welcome you to our #104 “home by the sea” in West Maui.
    Step back in time and visit romantic old Hawaii during your stay at this unique condo. When you enter, our tropical and colorful décor will welcome you. This ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    81  reviews
    from $200 
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  • Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach

    E Komo Mai, Welcome to Hale Kai Kea!

    This island home features 3 large bedrooms, each with a king sized bed and ensuite full bathroom. The home is outfitted with tropical-inspired furniture, and ceiling fans throughout. The open layout of...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Koloa
    81  reviews
    from $756 
      View Property   Book Now
  • Hale Kai #103 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 103





    Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    82  reviews
    from $264 
      View Property   Book Now
  • Oceanfront in Hilo Hale Kai Suites - Moana Room - King Bed, Private Bathroom

    Hale Kai Hawaii Suites offers four oceanfront rooms (booked individually) and a spectacular, panoramic view of the blue Pacific Ocean and Hilo Bay. We overlook the popular Honolii surfing beach in a peaceful location just 2 miles north of ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Hilo
    41  reviews
    from $196 
      View Property   Book Now
  • Hale Kai #108 - Your Home by the Sea in West Maui

    ALOHA AND WELCOME TO HALE KAI # 108





    Hale Kai # 108, our “home by the sea”, was decorated to reflect the charm of old Hawaii but with all of the comforts of home – flat panel TV, DVD player, free wi-fi, a fully ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Lahaina
    95  reviews
    from $187 
      View Property   Book Now
  • Oceanfront in Hilo Hale Kai Suites Bamboo Room - King Bed, Private Bathroom

    Hale Kai Hawaii Suites offers four oceanfront rooms (booked individually) and a spectacular, panoramic view of the blue Pacific Ocean and Hilo Bay. We overlook the popular Honolii surfing beach in a peaceful location just 2 miles north of ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Hilo
    62  reviews
    from $193 
      View Property   Book Now
  • Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more

    Hale Kai O Kihei 212

    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
    10  reviews
    from $251 
      View Property   Book Now
  • #05 - Hale Kai - BEACHFRONT Exclusive Area North Shore

    LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067


    This home will not be affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    104  reviews
    from $625 
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  • Hale Kai 217 - Maui Oceanfront Majesty with Old Hawaii Spirit

    ALOHA AND WELCOME TO HALE KAI # 217




    MAUI MAGIC





    Imagine walking through your new oasis, and having one of the most outstanding views of the ocean. The ocean is so hypnotic, that nothing else seems to ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Lahaina
    78  reviews
    from $200 
      View Property   Book Now
  • Hale Kai O Kihei Condo w/ Free WiFi, Shared W/D-Near Everything!

    Hale Kai O Kihei 106

    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 6
    Hawaii> Kihei
    22  reviews
    from $452 
      View Property   Book Now

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