Hale Kai Vacation Rentals

  • 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
    from $1,756 
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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
    from $3,171 
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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
    from $382 
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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
    from $2,617 
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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
    from $447 
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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
    from $581 
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  • 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
    from $2,628 
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  • 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
    from $1,399 
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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
    from $483 
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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
    from $426 
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  • 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
    from $379 
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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
    from $500 
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  • Welcome to Hale Kai | Ko Olina

    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
    from $909 
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  • Beachfront Top Floor Ocean Views I Hale Kai O Kihei 307

    This recently remodeled, bright one bedroom condo has oversized Italian tile throughout and A/C in the living room, keeping the space airy and cool. Matching granite in kitchen and bathroom lend to a cohesive, clean and modern look. Living room ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $505 
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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
    from $479 
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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
    from $603 
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  • Welcome to Hale Kai 2 in Ko Olina! Immerse Yourself in this Coastal Getaway

    Maximum occupancy strictly enforced in accordance with local ordinances.

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

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kapolei
    from $874 
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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. Hale Kai Kea also has a spacious bonus room furnished with a sofa, two twin size beds, small dining area ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Koloa
    from $820 
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  • 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
    from $339 
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  • #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
    from $813 
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