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.

  • 1BR/1BA Apartment (2 persons maximum) 1 Mile from Pipeline Surf Break!

    This spacious one bedroom apartment is located at Keiki in the neighborhood of Sunset Beach. It is just two minutes walk to the beach and some of the worlds most famous surf spots. The apartment is the entire first floor of the main house. Foodlan...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>haleiwa

    100 USD - 125 USD

    nightly

    3,000 USD - 3,000 USD

    monthly

  • 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

    185 USD - 185 USD

    nightly

    1,250 USD - 1,250 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 - 185 USD

    nightly

    1,295 USD - 1,295 USD

    weekly

    4,500 USD - 4,500 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

  • E Komo Mai (Welcome) to Hawaii! Beachfront & Renovated!

    Location, location, location! Renovated baths & kitchen with air-conditioning in bedroom! This is the best beachfront unit with spectacular views of the ocean, literally a stone's throw from your lanai. What better way to spend your vacation i...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    190 USD - 190 USD

    nightly

    1,225 USD - 1,225 USD

    weekly

    4,650 USD - 4,650 USD

    monthly

  • Hidden Jewel on the Beach- w/ A/C in Bedroom, 2 bathroom, Stunning views,

    Aloha and welcome to this Hidden Jewell in Historic Haleiwa Town on the Beautiful North Shore...Please contact us for available dates. This beautifully furnished non smoking beachfront condo is perfect for Honeymooners, Anniversaries and family v...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    210 USD - 210 USD

    nightly

    1,390 USD - 1,390 USD

    weekly

  • North Shore Beachfront Condo on Ground Floor with Double Lanai

    NOW BOOKING FOR THE CHRISTMAS HOLIDAY SEASON - CALL OR EMAIL FOR RATES! This amazing two bedroom condo is perfect for two couples who want a little privacy or for a family. There are queen beds and a separate bath in each of the bedrooms plus a f...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Haleiwa

    229 USD - 229 USD

    nightly

    1,540 USD - 1,540 USD

    weekly

  • Oceanfront Beach House - Tropical Paradise! Last Minute Mid March 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 - 350 USD

    nightly

    2,450 USD - 2,450 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

    345 USD - 345 USD

    nightly

    2,350 USD - 2,350 USD

    weekly

  • Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore

    The elegance of baroque paired with the simplicity of modern design creates a unique interior style we call, 'Modern Baroque' defined as romantic simplicity. Sophisticated upscale furnishings & accessories from Restoration Hardware adorn the Hale ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Haleiwa

    395 USD - 395 USD

    nightly

    9,750 USD - 9,750 USD

    monthly

  • The Best Secluded Swimming And Surfing Beach On The North Shore

    Beachfront House. The Main house can accommodate 6 guest total. The adjacent guest unit, separately priced, can accommodate 2 guests for a total of 8 guests total for the property. White sand swimming area protected by reef. Surf break beyond. T...

    3 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Haleiwa

    400 USD - 500 USD

    nightly

    2,800 USD - 3,500 USD

    weekly

    10,500 USD - 10,500 USD

    monthly

  • Beachfront Luxury Home With Spacious Yard North Shore of Oahu

    Ho'onanea is a new, beautiful and private beachfront retreat on a stunning crowd-free beach on Oahu's North Shore. Featuring glorious, panoramic ocean views that welcome you in, and perfectly manicured, spacious and private yard with a tree swing...

    5 Bedrooms, 5 Bathrooms, Sleeps 18

    HI>Haleiwa

    2,500 USD - 4,500 USD

    nightly

    31,500 USD - 31,500 USD

    weekly

  • Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots

    Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Please note this home is only available for 60 days at a time - no exceptions. Close-to-town convenience but behind the front gate it feels miles away. S...

    4 Bedrooms, 3 Bathrooms, Sleeps 6

    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

  • 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

  • Oceanfront Condo. High Season Availabilty.

    Welcome to Haleiwa and the North Shore of Oahu! Our Condo is located just past Haleiwa Ali'i Beach Park on a quiet strand of beach with views of Pua’ena Point and Ka’ena Point. The beach is friendly to all ocean goers (adults and children) with s...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

  • North Shore Oceanfront Condominium - Haleiwa Surf Vacations

    Enjoy the Hawaiian experience that you have always dreamed of! This beautifully furnished beachfront one bedroom two bath, second floor condominium is located in the only condominium unit in Haleiwa town. Nestled right in between two beautiful st...

    1 Bedrooms, 2 Bathrooms, Sleeps 2

    HI>Haleiwa

  • Steps to Golden Hawaiian Sand ( Haleiwa Hale )

    Our home is across from the beach, family friendly lots of activities. You’ll love out newly remodeled home, neighborhood, comfy bed, kitchen, and our cozy town. Great for couples, solo adventurers, business travelers, and families (with kids). W...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Haleiwa

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

    Our Home is located right past Aliʻi Beach. A five minute walk. 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...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Haleiwa

  • Hawaii Surf Campers - Your accommodation on wheels exploring Oahu

    The old school camper Surf Bus is a great option for people looking for adventure around the island, giving a lot of flexibility on where to go and when to go. Enjoy a coffee with ocean view, or a sunset followed by a nice dinner right on the beac...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Waialua

  • What We Do Not Have in Haleiwa is Listed Below.

    If you have read the other VRBO descriptions and comments, to further comment would be redundant. This is what we DO NOT have in the sleepy town of Haleiwa. 1. We don't have sidewalks. 2. No homeless sleeping on the sidewalks. 3. No parking mete...

    1 Bedrooms, 2 Bathrooms, Sleeps 3

    HI>Haleiwa