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.

  • 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

  • Paradise Found Here! Come Live Aloha

    Aloha, Welcome to our Haleiwa home. Being that it is our island home you will find many upgrades and attention to detail. This condo is modern with touches of Hawaiiana decor. It is a 1 bedroom, 2 bath second floor unit, that offers a spectacular ...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    155 USD - 155 USD

    nightly

    990 USD - 990 USD

    weekly

  • Paradise found HERE! Come Live Aloha

    Completely renovated with special touches that we know you'll appreciate. This condo is modern with touches of Hawaiiana. It is a 1 bedroom, 2 bath, second floor unit, that offers spectacular ocean views from the kitchen, living room, and lanai....

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    155 USD - 155 USD

    nightly

    990 USD - 990 USD

    weekly

    3,600 USD - 3,600 USD

    monthly

  • Paradise Found Here! Renovated Beach Front Condo!

    Aloha, Welcome to our Haleiwa home. We've just completed a total renovation which we know you'll appreciate. This condo is modern with touches of Hawaiian decor. It is a 1 bedroom, 2 bath second floor unit, that offers a spectacular ocean view fro...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    155 USD - 155 USD

    nightly

    990 USD - 990 USD

    weekly

  • Cute condo at the perfect location! Step out your lanai door and onto the beach

    This tranquil one bedroom, two bath, oceanfront condo is the perfect place to experience the laid back Hawaiian lifestyle. Our condo is located just steps from a quiet, sandy beach. It is located on the first floor which allows you to step from ...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Haleiwa

    159 USD - 159 USD

    nightly

    1,113 USD - 1,113 USD

    weekly

    4,200 USD - 4,200 USD

    monthly

  • New Listing -Beachfront 1 Bed condo W/a/c-, Discount Nov 22- Dec 04- $150.00

    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

  • 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 - 229 USD

    nightly

    1,299 USD - 1,399 USD

    weekly

  • Beautiful Sandy Beachfront Home with Internet

    STUNNING BEACHFRONT LOCATION. Pride of ownership shows in this clean and comfortable 3 bedroom, 3 bath home. A perfect gathering place for family and friends. Everything you need is provided for the vacation of a lifetime. Outdoors we have a picn...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Haleiwa

    350 USD - 350 USD

    nightly

    2,400 USD - 2,400 USD

    weekly

  • Beachfront Chun's Hideaway

    If you are looking for the true Hawaiian beachfront experience, then you need to look no further. It is located in the most desirable area of the North Shore between Haleiwa and Waimea Bay. This is an amazing oceanfront property located on the nic...

    3 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Haleiwa

    495 USD - 725 USD

    nightly

    5,075 USD - 5,075 USD

    weekly

  • 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

    932 USD - 2,000 USD

    weekly

    3,995 USD - 3,995 USD

    monthly

  • Chic, light filled, 4 bedroom beachfront home, Special $995 per night!

    The City and County of Honolulu only permits one booking per 30 day period. The Transient Accommodation Tax ID number for this property is listed below as required by the State of Hawaii. Beach Oasis is a newly renovated private retreat lo...

    4 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Waialua

    6,965 USD - 14,000 USD

    weekly

    29,850 USD - 60,000 USD

    monthly

  • 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

  • 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

  • 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

  • Chic, light filled, 4 bedroom beachfront home, $10,000 per month

    The City and County of Honolulu only permits one booking per 30 day period. The Transient Accommodation Tax ID number for this property is listed below as required by the State of Hawaii. Beach Oasis is a newly renovated private retreat loc...

    4 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Waialua

  • 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

  • NEW Listing**Aloha - Welcome to Haleiwa Beach Hale located on the North Shore

    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 and respite soon after ar...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Haleiwa