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.

  • Brand new Studio Apartment

    This is a brand new (Nov 2015) 366 sf studio apartment located on the ground floor.. It is ideal for two persons, includes off street parking for one car. Air conditioning, full linens, full kitchen with stainless steel appliances and all the amen...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Waialua

    129 USD - 179 USD

    nightly

    699 USD - 999 USD

    weekly

    1,999 USD - 2,500 USD

    monthly

  • Duplex Newly Remolded! Close To Haleiwa Town And Family Friendly

    This newly remolded unit has two bedrooms. Both rooms have a queen size bed. The bathroom has a tub/shower combination. It has new kitchen cabinets and all your appliances. There is a large patio and a very nice weber grill to kick back and watch ...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Waialua

    145 USD - 175 USD

    nightly

    1,225 USD - 1,225 USD

    weekly

  • 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

    149 USD - 229 USD

    nightly

    999 USD - 1,399 USD

    weekly

    2,999 USD - 2,999 USD

    monthly

  • 2BR 1BA Beach side East Duplex with A/C

    Welcome to paradise! For your Hawaii vacation, you need a comfortable home. All bedding is brand new Sealy posturpedic pillow top.A/C has been installed in each room. Let others battle the crowds at the overpriced hotels while you relax at a beaut...

    2 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Waialua

    149 USD - 229 USD

    nightly

    999 USD - 1,399 USD

    weekly

    2,999 USD - 3,500 USD

    monthly

  • 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

    170 USD - 170 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

  • Newly Remodeled Ground Floor Beach Front Condo. Haleiwa's Hidden Treasure.

    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 laidback Hawaii. Our condo is located just down the beach from some of the world’...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    195 USD - 195 USD

    nightly

    1,230 USD - 1,230 USD

    weekly

    4,600 USD - 4,600 USD

    monthly

  • Newly Remodeled Ground floor beachfront! Haleiwa's Hidden Treasure.

    This ground floor, one bedroom, two bath oceanfront condo. It is the perfect setting for the vacationer who would like to experience the feel of laidback Hawaii. Our condo is located just down the beach from some of the world’s most famous surfing...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    195 USD - 195 USD

    nightly

    1,230 USD - 1,230 USD

    weekly

    4,600 USD - 4,600 USD

    monthly

  • Right on the Beach - Top Floor Privacy - Newly Remodeled with AC in Bedroom

    Paradise awaits at this completely renovated beachfront condo in the famous North Shore! This private, top floor condominium has direct view of the private beach and ocean in front. The condo is in the front building of the complex, allowing for...

    1 Bedrooms, 2 Bathrooms, Sleeps 2

    HI>Haleiwa

    205 USD - 205 USD

    nightly

    1,295 USD - 1,295 USD

    weekly

    4,500 USD - 4,500 USD

    monthly

  • Oasis for 6, a short walk from Backyards and Sunset Beaches

    This two bedroom, two bath home, is one block from the beach, located at Backyards. The upstairs living room and dining room has great light with high ceilings and big windows. The arial photo of the beach shows you how close we are to the ocean. ...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Haleiwa

    250 USD - 275 USD

    nightly

    1,750 USD - 1,925 USD

    weekly

    7,750 USD - 8,525 USD

    monthly

  • Oceanfront Beach House - Tropical Paradise! Last Minute Fall Special!

    Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our recently renovat...

    3 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Haleiwa

    250 USD - 345 USD

    nightly

    2,415 USD - 2,415 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 - 425 USD

    nightly

    2,500 USD - 2,500 USD

    weekly

  • Contemporary ocean view home steps from the beach in Haleiwa

    Oahu's North Shore is home to some of the most famous beaches and surf spots in the world . This home is located minutes from the historic Haleiwa town and Alii Beach Park and only steps to Kaiaka beach. Kaiaka beach is an uncrowded sandy beac...

    4 Bedrooms, 2 Bathrooms, Sleeps 10

    HI>Haleiwa

    500 USD - 500 USD

    nightly

    9,000 USD - 9,000 USD

    monthly

  • 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

  • The Most Amazing Haleiwa Beach Front Condominium

    The Best of the Best! Relaxation - Romance - Recreation. Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

  • Spectacular House facing North Shore's most beautiful Beach !

    Come to Oahu's North Shore to experience this unique Oceanfront property, a one of a kind location. The most spectacular Ocean Views ! Come to one of Hawaii's best locations, a semi-secluded beach is right in front, with a secret lagoon and s...

    2 Bedrooms, 2 Bathrooms, Sleeps 7

    HI>Haleiwa

  • Beautiful Waialua Beachfront

    Enjoy amazing sunsets as you relax on the lanai of this beautiful beachfront home. Take in the panoramic views of Oahu's North Shore as you watch the turtles swim out front & and the whales breach in the winter. Located on the quiet side of the No...

    3 Bedrooms, 3 Bathrooms, Sleeps 8

    HI>Waialua

  • North Shore Beachfront Condominium

    Haleiwa Surf condominium located just a few feet from the beach to enjoy drinks, meals and sunsets on your own spacious balcony. This Condominium is 'tropical' style with modern amenities including cable TV and fast internet connection. . The be...

    2 Bedrooms, 2 Bathrooms, Sleeps 5

    HI>Haleiwa

  • 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

  • ISLAND GETAWAY RATE SPECIALS

    New Listing North Shore, Large Property with 1500 sq ft. well kept home, located on a gated private estate. Manicure lawn, with Palm Trees swaying in the tropical breeze. Your Vacation Oasis come with: -BRAND NEW AIR CONDITIONERS IN EACH ROOM -3 ...

    3 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Waialua

  • Private 'Sunset Hale' Close to Beach $179/night

    Nestled in a beautiful country neighborhood, with lush mountains rising above the acre that surrounds you. Farm animals add to the rural setting. In this setting it's hard to imagine that the world's most beautiful and pristine beaches are, lite...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Haleiwa