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.

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  • Hale Pono- Oceanfront, private, gated, great views, AC, large property

    Welcome to Hale Pono!
    The North Shore of Oahu’s premier luxury getaway.

    Please email me with any questions about available bookings.

    This hidden, elegant beauty sits on pristine property within the exclusive, gated community ...
    Registration Number: TA-166-809-3952-01, 58003095, GE-166-809-3952-01

    • 4 bedroom
    • 5 bathroom
    • Sleeps 8
    Hawaii> Haleiwa
    128  reviews
    from $975 
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  • ON THE SAND! Chuns Reef Beach House - Oceanfront Studio - A\/C - Beach Toys

    ****Please note this property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. Please inquire regarding availability for stays...
    Registration Number: GE-179-329-6384-01, TA-179-329-6384-01, 161009013000

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Haleiwa
    67  reviews
    from $420 
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  • 1-Bed, 1-Bath - Walk to Beach.

    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
    51  reviews
    from $225 
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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
    74  reviews
    from $437 
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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
    93  reviews
    from $115 
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  • Beautiful Private Home Right There at Sharks Cove.

    In compliance with City and County Of Honolulu Ordinance Section 19-18 and Ordinance 22-7 (Bill 41) our house is available to rent for a period of 30 days or more. Please message the owner to find out about shorter stays. By law, the property ...
    Registration Number: 159003078000, GE-051-248-7424-01, TA-051-248-7424-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    171  reviews
    from $660 
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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
    110  reviews
    from $629 
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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
    1  reviews
    from $2,888 
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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

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Haleiwa
    148  reviews
    from $309 
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  • FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!

    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
    155  reviews
    from $345 
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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
    14  reviews
    from $600 
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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
    51  reviews
    from $1,375 
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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

    • 3 bedroom
    • 3 bathroom
    • Sleeps 12
    Hawaii> Haleiwa
    55  reviews
    from $1,463 
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  • Northshore Beachfront Villa

    ALOHA!
    Welcome to our beachfront villa!

    This three bedroom home on Oahu's North Shore is a great place to get away from the hustle and bustle of City life. It's only a forty minute drive from Honolulu Airport - located in a gated ...
    Registration Number: TA-089-262-8992-01, 590030240005, GE-089-262-8992-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 7
    Hawaii> Haleiwa
    2  reviews
    from $375 
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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
    18  reviews
    from $300 
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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
    54  reviews
    from $1,100 
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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

    • 0 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Haleiwa
    13  reviews
    from $165 
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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
    76  reviews
    from $549 
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  • OCEANFRONT, ELEVATED HOUSE SINGLE BEDROOM

    PRIVATE BEACH HOUSE,, LARGE BEDROOM WITH CAL KING SIZE BED, WITH SOUNDS AND SIGHT OF OCEAN, TRAVITINE TILE FLOORS THRUOUT HOUSE AND BATH W/BATH TUB AND SHOWER. HOUSE DECOR is MIXED ASIAN AND BEACHY THEME ,DIRECT SATALITE TV IN LIVING AND ...
    Registration Number: 161004065000, TA-154-073-7024-01, GE-154-073-7024-02

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> haleiwa
    87  reviews
    from $428 
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  • Ohana House Laniakea/Turtle Beach w/ Bikes-30day min

    30 day minimum *Inquire for monthly rate*
    The Ohana House is located Laniakea/Turtle /Papailoa Beach (North Shore's most exclusive beach). Only 5 min walk or 2min by bike to the beach. Strategic located near Haleiwa Town (avoid North Shore ...
    Registration Number: TA-032-035-4304-01, GE-032-035-4304-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Haleiwa
    8  reviews
    from $532 
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  • Hawaii studio\/Haleiwa\/Turtle Beach w\/ Bikes\/AC\/30day minimum

    30 day minimum *Inquire for monthly rate*
    The Hawaii Studio is located Laniakea/Turtle /Papailoa Beach (North Shore's most exclusive beach).Only 5min walk or 2min by bike to the beach. Strategic located near Haleiwa Town (avoid North Shore ...
    Registration Number: TA-032-035-4304-01, GE-032-035-4304-01

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Haleiwa
    12  reviews
    from $205 
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  • SUNSET BEACH LUXURY VACATION RENTAL - ON THE BEACH WITH AIR CONDITIONING

    ID TA # 006-537-8816-01
    GE # 006-537-8816-01 This property is a legal vacation rental and all city ordinance are fallowed.
    Newly installed air conditioning, splitters in each bedroom and living room with each having their own remote ...
    Registration Number: TA-006-537-8816-01, 15900300500, GE-006-537-8816-01

    • 4 bedroom
    • 5 bathroom
    • Sleeps 10
    Hawaii> Haleiwa
    103  reviews
    from $1,367 
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  • North Shore Oahu Gated Private Estate on lush 1 acre near Sunset Beach

    Welcome to the Green Pineapple, a gorgeous 3 bedroom estate on Oahu's North Shore. Take a walk down memory lane in style, as this gorgeous North Shore Oahu estate has all the charm of Hawaii's vintage era, in this two-story, luxury home. *400mb...
    Registration Number: 590220050000, TA-197-424-3328-01, GE-197-424-3328-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    1  reviews
    from $267 
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  • Epic Location! Short Stroll to iconic beaches to surf and snorkel.

    - LOCATION! Beautiful home Very conveniently located.
    - Quiet Neighborhood, this is NOT a party home.
    - 1 designated parking stall, street parking in often unavailable in this popular area
    - LARGE open floor plan.
    - private entrance ...
    Registration Number: GE-013-962-6496-01, TA-013-962-6496-01

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    2  reviews
    from $405 
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  • Newly Remodeled Ocean-View Home With A\/C, Steps From Pipeline: Ehukai Beach Hale

    This newly remodeled Haleiwa vacation rental home is just steps from the sand at Ehukai Beach Park and world-famous Banzai Pipeline. Complete with ocean views and air conditioning in the living areas, it has a chic, modern beach house feel with ...
    Registration Number: TA-143-012-9664-01, GE-143-012-9664-01, 590200160000

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Haleiwa
    2  reviews
    from $552 
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  • Prime Sunset Beach Loft! Modern, Spacious & Private + Cold A\/C!

    Aloha! Relax and experience North Shore perfection from the comfort of this chic and modern loft. Located just across the street from world class beaches & the historic North Shore bike path that stretches the famous tropical coastline known as ...
    Registration Number: GE-076-962-6112-01, TA-076-962-6112-01

    • 1 bedroom
    • 2 bathroom
    • Sleeps 3
    Hawaii> Haleiwa
    5  reviews
    from $375 
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  • NEW LISTING: North Shore Beach House with Ocean View

    Peaceful and centrally-located beach house along the Seven Mile Miracle, the surfing mecca on Oahu which includes Waimea Bay, Banzai Pipeline, and Sunset Beach. Large 2 bedroom/1 bathroom with high ceilings, off-street parking with spectacular ...
    Registration Number: GE-056-372-6848-01, TA-056-372-6848-01, 123456789055

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Haleiwa
    4  reviews
    from $545 
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  • Private Tropical Paradise in the Heart of the North Shore - beachfront community

    [Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]

    Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of ...
    Registration Number: TA-089-654-7328-01, 590030220000, GE-089-654-7328-01

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Haleiwa
    18  reviews
    from $450 
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  • Jewel Of Sunset Point
    at world famous Sunset Beach

    A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at ...
    Registration Number: GE-090-863-2064-01, TA-090-863-2064-01, 590010600000

    • 2 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Haleiwa
    89  reviews
    from $233 
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  • Oceanfront Rocky Point Hale

    This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.

    The Rocky Point Hale is a quintessential North Shore ...
    Registration Number: 159020670000, GE-083-468-9536-01, TA-083-468-9536-01

    • 4 bedroom
    • 7 bathroom
    • Sleeps 10
    Hawaii> Haleiwa
    8  reviews
    from $2,500 
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