Haleiwa Vacation Rentals

This beachfront plantation-style town is the largest community on Oahu's North Shore. Haleiwa offers plenty of dining and shopping opportunities while still retaining a laid-back and relaxed atmosphere. Vacation in Oahu's countryside and enjoy easy access to several world-famous surfing beaches, such as Sunset Beach and Waimea Bay. Haleiwa vacation rentals range from moderately priced homes and cottages to luxurious seaside retreats and villas. Find your perfect Haleiwa vacation rental below.

  • Beautiful North Shore Home at Ke Iki Beach. 30-day minimum bookings.

    Beautiful, fully renovated, 3/1 on very private acre above Ke Iki Beach. House is classic, old Hawaii style with sweeping ocean views. Short walk or bike ride to Pipeline, Waimea, Sunset. Easy access via bike path to miles of world class surf ...
    Registration Number: 590080020000, GE-018-615-0912-01, TA-018-615-0912-01

    • 5 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    from $561 
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  • 1-Bed, 1-Bath - Walk to Beach. Inquire for March.

    Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk to beautiful parks and beaches and minutes drive to historic Haleiwa Town.

    This ...
    Registration Number: GE-103-420-9280-01, TA-103-420-9280-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Haleiwa
    from $191 
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  • Smokie Acre Blossoms - North Shore Oahu, Sunset Beach

    This upstairs, 3-bedroom 2-bath home, with its spacious open floor plan, oversized rooms, vaulted high ceilings, and panoramic windows gives you sweeping views of the Pacific Ocean and is backdropped by the rugged Ko'olauloa Mountains. Sit ...
    Registration Number: 5901400900000, TA-104-468-6848-01, GE-104-468-6848-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    from $527 
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  • Work & play near 5 beaches, serene experience 30 day or greater stay

    TAX ID #TA057-911-5008-02 GE#057-911-5008-02 Our guest area is a great place to come and work from our guest area (we have excellent internet connection and a relaxed computer station counter) we accept 30 nights or longer. For your safety and ...
    Registration Number: TA-057-911-5008-02, GE-057-911-5008-02, 590040550000

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Haleiwa
    from $143 
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  • Enjoy this Lovely Tropical Paradise!!

    Enjoy this Lovely Tropical Paradise!! Registration Number: GE-096-482-7136-01, TA-096-482-7136-01 ********************************************************************************************************...
    Registration Number: TA-096-482-7136-01, GE-096-482-7136-01

    • 5 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Haleiwa
    from $849 
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  • Exclusive Beachfront Home in Private Gated Community

    Welcome to Hale 4 U! Walk thru the front door to be greeted by a breathe taking panoramic view of the most unique coastline in the Hawaiian Islands. Nestled in a gated community that features a private bay, this beachfront 5 bedroom, 3-5 ...
    Registration Number: TA-070-626-9184-01, GE-070-626-9184-01

    • 5 bedroom
    • 4 bathroom
    • Sleeps 9
    Hawaii> Haleiwa
    from $3,470 
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  • 'Sunset Hale' Close to Beach

    Aloha,

    Thank you for considering Sunset Hale!

    In compliance with the city guidelines regarding vacation rentals in our area, this property is rented once per 30 days. Please contact us directly regarding your requested dates, and ...
    Registration Number: GE-010-526-5152-02, TA-010-526-5152-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Haleiwa
    from $401 
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  • Beautiful Oceanfront Oahu North Shore Property - ONE booking every 30 days

    For more information please go to HonuPacificSurf.com

    This beautiful beachfront property is located on the famous North Shore of Oahu. The house is a 3 story, 4 bedroom, 3.5 bathroom with open living space and a relaxing lounge area under...
    Registration Number: 16101201, TA-108-239-6672-01, GE-108-239-6672-01

    • 4 bedroom
    • 4 bathroom
    • Sleeps 12
    Hawaii> Haleiwa
    from $1,247 
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  • On the Ocean ~ Beautiful Home On Secluded Beach

    Inquire about available dates even if shown as blocked, as some dates are blocked for homeowners and they are flexible.

    * Exciting News! Maluhia has upgraded with split AC throughout, enhancing comfort in every room of this Papailoa ...
    Registration Number: 0040960000000, TA-020-234-2400-01, GE-020-234-2400-01

    • 4 bedroom
    • 6 bathroom
    • Sleeps 10
    Hawaii> Haleiwa
    from $1,282 
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  • RENOVATED! Short Walk to Beach, Air con. Please inquire about shorter stays!

    This Cottage by the Sea is the perfect getaway for your Hawaiian Vacation. This 3 bedroom 2 bath completely remodeled home sparkles like New, in walking distance to the Best North Shore Beaches, Attractions, and Eateries. After a long day at the...
    Registration Number: TA-057-752-7808-01, 580050180003, GE-057-752-7808-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 7
    Hawaii> Haleiwa
    from $585 
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  • Zen Ambiance On The Sand At Ke Iki Beach

    This amazing timber frame home provides privacy and luxury on the beach. A central courtyard garden creates a zen atmosphere while the fully appointed kitchen allows the creation of gourmet meals or just mai tais to enjoy overlooking beautiful ...
    Registration Number: 159003007000, GE-026-381-5168-01, TA-026-381-5168-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    from $723 
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  • Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!

    Aloha, and welcome to paradise!

    Please CALL ME before BOOKING. For accommodations please give me, Ashley, a call: (801)735-2878. I like to speak with all future guests before accepting bookings. I'm just six minutes from this beautiful ...
    Registration Number: TA-061-502-2592-01, GE-151-625-8304-01

    • 7 bedroom
    • 8 bathroom
    • Sleeps 14
    Hawaii> Haleiwa
    from $1,765 
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  • Sunsetyards almost beach front w bikes Sunset Pt./ June-Aug 2025, 30 day minimum

    ALOHA is what Sunsetyards is all about. Partial ocean views.
    This classic beach house is deep in surf history and is located on the tip of Sunset Pt. Windows and garden all around create beautiful ocean and garden light. Lanai is half ...
    Registration Number: GE-151-548-3136-01, TA-151-548-3136-01

    • 3 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Haleiwa
    from $325 
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  • The Perfect North Shore Getaway!!

    Hale Malina is a luxury custom home is located in a quiet gated community directly beachfront on Sunset Beach, with miles of beautiful sandy beach and world class surf break right outside your door.

    The property is 20,000 sq. ft and has ...
    Registration Number: GE-024-872-9600-01, TA-024-872-9600-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 12
    Hawaii> Haleiwa
    from $1,995 
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  • Sunset Beach Retreat, One Block Walk to the Beach

    Sunset Beach Retreat is only a one block walk to the famous Sunset Beach and Backyards on the North Shore of Oahu.

    This spacious upstairs 3 bedroom, 2 bath home has a fully equipped kitchen, stocked linens, two lanais, large fenced in ...
    Registration Number: 590010040006, GE-131-721-4208-01, TA-131-721-4208-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    from $268 
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  • Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*

    The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other
    eating utensils. The unit is very clean, very comfortable with soft ...
    Registration Number: GE-067-786-3424-01, TA-067-786-3424-01

    • 3 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Haleiwa
    from $362 
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  • Log Cabins Beach Home

    Paradise At Your Doorstep

    Vacation Rental located at Log Cabins/Rock Piles/Pipeline

    Welcome to the newly listed Ke Waena Beach Cottage situated on the world famous North Shore, Oahu. Settle into your tastefully restored intimate ...
    Registration Number: TA-121-502-9248-01, GE-121-502-9248-01

    • 3 bedroom
    • 3 bathroom
    • Sleeps 7
    Hawaii> Haleiwa
    from $1,323 
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  • Pipeline Beach*Studio Large*AC*wifi*Free Pk*Steps To White Sand Beach*30nite min

    The studio has a TV with cable, internet connection, air conditioner, a full kitchen with an oven and stove, a refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The studio is very clean, very ...
    Registration Number: GE-067-786-3424-01, 159003081000, TA-067-786-3424-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Haleiwa
    from $201 
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  • Sunset Beach House in paradise! Inquire for special 30 day rates!


    Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit.
    The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or ...
    Registration Number: 590020080000, TA-098-696-8064-01, GE-098-696-8064-01

    • 2 bedroom
    • 2 bathroom
    • Sleeps 5
    Hawaii> Haleiwa
    from $1,070 
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  • Walk to Pipeline Rocky Point and Waimea

    Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all ...
    Registration Number: 59020050, TA-036-160-3072-01, GE-036-160-3072-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    from $1,074 
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