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.

  • Haleiwa Beachfront Condo. Perfect Peaceful Paradise!

    This one bedroom, two bath oceanfront condo is set up to sleep four guests. It is the perfect setting for the vacationer who would like to experience the feel of peaceful and relaxing Hawaii. Our condo is located just down the beach from some of t...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    155 USD - 155 USD

    nightly

    1,000 USD - 1,000 USD

    weekly

    4,000 USD - 4,000 USD

    monthly

  • Vacation in Paradise; A Classy Hawaiian Feel Steps from the Beach

    You feel like you're living in Hawaii in this 2 bedroom 1 bathroom house just steps from the beach. You are less than five minutes from restaurants, shopping, deep sea fishing, surfing, snorkeling, stand-up paddling, hiking, cycling, and of cours...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Waialua

    159 USD - 159 USD

    nightly

    1,099 USD - 1,099 USD

    weekly

  • New Listing -Beachfront 1 Bed condo bedroom has a/c-, Fantastic views, updated

    Aloha and welcome to your Beachfront Oasis in Haleiwa Hawaii renowned for its legendary beaches, Haleiwa is a favorite refuge for Hawaii's residents and a must-see for visitors. You and your family will create lifetime memories here at Haleiwa Su...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Haleiwa

    175 USD - 175 USD

    nightly

    1,225 USD - 1,225 USD

    weekly

  • Haleiwa Surf - Recently Remodeled Condo on the Beach

    Ocean front unit that is maintained continually. It is an end unit of a 3 story building walk up with no elevator. The location is right on the beach with great surfing, swimming, and snorkeling right out the door. Ocean equipment such as surfbo...

    1 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Haleiwa

    175 USD - 175 USD

    nightly

    1,125 USD - 1,125 USD

    weekly

  • Quaint Haleiwa House - Close to everything Beach, Shops, Restaurants

    The North Shore of Oahu is renowned for its legendary beaches, Haleiwa is a favorite refuge for Hawaii’s residents and a must-see for visitors Our house is located in historic Haleiwa Town complete with its charming shops, restaurants and art gal...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Haleiwa

    185 USD - 225 USD

    nightly

    1,295 USD - 1,400 USD

    weekly

    4,500 USD - 5,000 USD

    monthly

  • 2BR 1BA Beach Side West Duplex w A/C

    This is a lovely 2 bedroom 1 bath duplex with a futon couch that sleeps up to 6. It is located 150 yards away from a beautiful white sand beach and has ocean views from it back deck. A/C has been installed in each room. Surfing, fishing, snorkelin...

    2 Bedrooms, 1 Bathrooms, Sleeps 7

    HI>Waialua

    189 USD - 189 USD

    nightly

    1,299 USD - 1,299 USD

    weekly

  • Tranquil Beachfront Cottage-a/c in bedrooms / Incredible views located in garden

    Welcome to Paradise!! You will absolutely fall in love with this tranquil, quaint 2 bedroom 2 bath cottage located beachfront on the magnificent North Shore. This cottage is Perfect for a couple, 2 couples or small family of 4. Tranquility sta...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    335 USD - 335 USD

    nightly

    2,200 USD - 2,200 USD

    weekly

  • Beautiful Oceanfront - Great for families- Perfect to relax and getaway

    Aloha, Welcome to your Beautiful Oceanfront Vacation home with 3 bedrooms and 2 full baths..Your vacation starts as you turn on to a private street with a gated entrance that open to your dream vacation with parking for two vehicles. From the tim...

    3 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Haleiwa

    335 USD - 335 USD

    nightly

    2,200 USD - 2,200 USD

    weekly

  • Nine Beaches- Sun, Sand, Surf!

    Welcome to the surf capital of the world! You are steps from our never-ending beaches! You are also less than five minutes from restaurants, shopping, deep sea fishing, surfing, snorkeling, stand-up paddling, hiking, cycling, and of course, sun t...

    4 Bedrooms, 2 Bathrooms, Sleeps 8

    HI>Waialua

    337 USD - 337 USD

    nightly

    2,297 USD - 2,297 USD

    weekly

  • Modern North Shore Maison

    Nestled in a quiet beach neighborhood, this newly renovated modern beach home is a perfect hawaii retreat. The property offers privacy and a unique indoor-outdoor areas for dining and lounging. With vaulted ceilings, the kitchen and living room a...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    395 USD - 395 USD

    nightly

    2,500 USD - 2,500 USD

    weekly

  • Newly Remodeled Duplex Overlooking The Valley. Close To Haleiwa And Surf.

    This newly remodeled Duplex has 2 bedroom and one bath upstairs that sleeps 4 people. It has a Nice kitchen with new appliances and a comfy living area. There is a large covered lanai and is only minutes from the bustling Haleiwa town and popular...

    2 Bedrooms, 1 Bathrooms, Sleeps 7

    HI>Waialua

  • 5 Acre Ocean View Suite! Great location! Very Quiet and Private.

    Beautiful new home on a 5 acre parcel that is privately gated. This newly built home has a very large 900 square foot one bedroom, one bath unit down stairs. It has a separate entry with its own lanai and yard to watch the most beautiful sunsets. ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Haleiwa

  • Beachfront Holidays & Summer Rental

    This is a beautiful, fully furnished home on the beach in Waialua. There are two bedrooms (one king and one queen) and two full baths (master bath has a Jacuzzi tub). The living/dining and kitchen area is an open floor plan with vaulted ceilings...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Waialua

  • Serene and Peaceful Family Home **NEW Listing ** Aloha

    Our Home is located right past Aliʻi Beach. A beautiful kamaʻaina, Hawaiian-style home with a feeling of love and relaxation, this land has been in our family for more than four generations. You will feel a sense of peace soon after arriving to th...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Haleiwa

  • Gorgeous, Remodeled, Sandy Beachfront Home! HOLIDAY SPECIAL $700 PER NIGHT!

    5br/3br (3br/2ba on first floor with fully remodeled kitchen) and 2br/1ba on second floor, with sink/refrigerator/microwave). RATE PER NIGHT IS: $700 per NIGHT for entire 5br/3ba Home or $550 per night for 3br/2ba downstairs home only. NOTE: We o...

    5 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Haleiwa

  • Eco-B&B Yoga & Foodie Retreat

    An eco-friendly escape surrounded by an organic garden featuring edible, ornamental, and medicinal plants. Experience the view of Mt. Kaalaa and the Kaiaka river off the lanai. The location makes doing a variety of activities very convenient. Beac...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Haleiwa