Home Vacation Rentals By Owner In Haleiwa, HI

Showing 173 Of 173 Vacation Rentals
Slider Thumb
Exceptional(33)

$261.17

/ Nightly
Guest House

Northshore Pupukea Getaway up the hill from the best beaches on of Oahu

Haleiwa, Hawaii, United States

Pupukea Highlands sits above Waimea Bay and the magnificent beaches that are referred to as the “7 mile miracle” that makes up the North Shore of Oahu. Waiamea Bay is the birthplace of big wave surfing. Pipeline possesses the reputation of the world's most beautiful and dangerous wave. Sunset beach is power surfing at its finest. These well known beaches are a very short drive from our beautiful properties. My family’s one-acre properties that were once part of a large farm are now homes with banana and avocado trees, along with beautiful indigenous plants native to Hawaii. The 1000-foot elevation and five-minute drive to the beaches provide a cool and serene alternative to the quicker paced, people watching and warmer Kamehameha Highway District. Along with Pipeline and Sunset Beach, Haleiwa makes up the final piece of the Triple Crown of Surfing. A seven-mile drive takes you to the quaint former Plantation town of Haleiwa which boast eateries and shopping that have been featured on syndicated food and travel channels. Fishing, diving, zip lining, surfing, paddling, snorkeling, cycling, sailing, shark expeditions, bird watching and skydiving are just some of the activities that are available. The downstairs 2-bedroom unit is designed for 5 but are expandable to accommodate 7 with newly remodeled kitchen and bath and a wraparound patio with large lanai perfect for entertaining and star gazing. All units have TV and Wi-Fi. 30 NIGHT BOOKINGS REQUIRED. INQUIRE FOR MORE DETAILS. Price depends on time of year, length of stay and number of guests.brContact 510-381-0268.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(21)

$496.61

/ Nightly
Private Vacation Home

Private Tropical Paradise in the Heart of the North Shore - beachfront community

Haleiwa, Hawaii, United States

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]brbrAloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.brbrLocated in the heart of North Shore (along the 7 mile miracle of coastline) with the islands' best beaches, surfing, snorkeling and hiking all within walking distance of the house. Our home is on the beach side of the road, just steps down a beach path to the sand. Enjoy a private tropical setting, with the sand 100 steps from your back door and the bike path is out your front door. Bike or walk to Wiamea Bay, Sunset beach, Pipeline, snorkeling at Sharks Cove or hit the local shrimp trucks for a sunset dinner. brbrOur beach house is well maintained and equipped with everything you need including a fully stocked kitchen for cooking, new gas BBQ, blender, coffee maker, washer / dryer, fast internet, printer, apple TV, blue tooth sound systems, snorkling masks, fins, beach chairs, towels, boogie / skim / Wavestorm surf boards, double kayak, a delightfully warm outdoor shower and a great porch to relax and talk story. Bike rentals are available just down the street if desired.brbrOur home is super clean and has an old Hawaii family feel offering a private, lush tropical oasis to enjoy. The house sleeps up to 8, all in proper beds including 2 queens, 2 singles, and 1 bunk bed in bonus room for kids (warning there is no door between bonus/bunk room and kitchen). All bedrooms and main living areas have AC units and the beds are new to keep your comfortable and sleeping well at night. The home includes an automatic gate and parking for 2 cars.brbrWe've upgraded to ultra fast connectivity for those that need to work remote. During the pandemic we had 5 simultaneous zoom sessions as our family worked and attended school remote from Hawaii. brbrWe take joy in our home, the beautiful north shore, and we'll do our best to make sure you have a comfortable and memorable stay.brbr** 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. **
Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(6)

$446.74

/ Nightly
Condo

Hale'iwa Oceanfront Condo Fully Renovated

Haleiwa, Hawaii, United States

Escape to our brand-new, ground-floor North Shore condo, just 15 steps from the sand! This beautifully renovated beachfront unit sleeps 4 and offers direct access to a pristine, turtle-populated beach from your private lanai. Enjoy modern amenities, ocean sounds, and the perfect location for a serene Hawaiian getaway. Ideal for couples or small families seeking sun, surf, and relaxation.brbrThis entire condo underwent a complete gut renovation in January 2023, ensuring every detail is fresh, modern, and pristine. The open-concept design creates a bright and welcoming atmosphere, perfect for up to four guests.brbrLiving Area: Features a comfortable fold-out memory foam queen sofa, a 50 streaming TV, and high-speed WIFI, all with the soothing sound of the ocean in the background.brbrKitchen: A well-equipped, state-of-the-art kitchen boasts modern appliances, including a dishwasher, making meal preparation a breeze.brbrBedroom: The private bedroom offers a comfortable Queen bed with quality linens for a restful night's sleep.brbrBathrooms: The unit includes two separate, full bathrooms, each with its own shower, sink, and toilet, providing extra convenience for families or couples.brbrFor Families: We provide a Pack-n-play and a high chair for our younger guests.brbrGuests will have exclusive access to the entire apartment for a private and comfortable stay.brbrPrivate Lanai: Your ground-floor lanai opens directly onto the beach path, putting you on the pristine, turtle-populated sands of Fresh Airs beach in 15 steps.brbrShared Community Amenities: Guests are welcome to use the shared facilities, which include:brbrPicnic tables and BBQ area, perfect for watching the sunset.brbrOutdoor shower to rinse off after a swim.brbrCoin-operated laundry facilities.brbrFor your peace of mind, the property is a quiet, peaceful community with a night manager on-site.brbrThis is a family-friendly property in a peaceful community. We welcome children and ask all guests to be respectful of our neighbors.brbrUnit Location: When viewing the complex from the beach, our condo is in the building closest to the ocean on the ground floor, the third unit from the right.brbrRegistration Details: 660060050035, B402, TA-025-390-4384-01brbrThis 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.
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$339.81

/ Nightly
Cottage

Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path

Haleiwa, Hawaii, United States

This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along the bike path. One of our favorites is the elephant truck (thai food) and our kids favorite is the brick oven pizza truck Impossibles Pizza which is across the street from us in the evenings. Turtle bay resort is just a 10 min drive up the road and is a fun place to dine, watch the sunset over the ocean at the pool bar while listening to live music, or partying after dark at the famous surfer bar.brRocky Point Studio sleeps 3 to 4 people and is ideal for a couple or small family. There is a full size bed upstairs in the sleeping loft. A queen size bed in the small downstairs bedroom, and a full size futon in the living area. The open beam ceilings make this one bedroom studio feel open and airy, lots of windows to let in the trade winds and sunlight. Surrounded by palms, plumeria, and avo trees, and with a view of all the surrounding Rocky Point neighborhood, you get the feeling of being in your own island tree house. :) You also have your own private deck for BBQing and relaxing after a long Hawaiian day.brThis is a separate unit from the main house on the property. I live in the main house with our three boys and we are always happy to answer any questions you may have about surf spots, beaches, restaurants.. etc.. :)brThe property is very safe, and is enclosed by a fence and gate.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$331.61

/ Nightly
Private Vacation Home

Luxe Ke Iki Beach Villa by Gather: North Shore Getaway w/AC Near Waimea Bay

Haleiwa, Hawaii, United States

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.brbrOn Oahu’s North Shore, Ke Iki Beach Villa is a single-level 3 BR with A/C, a private yard, and walk-to-beach access near Waimea Bay, Sunset Beach, and Haleiwa’s shops & eateries. Offered as a monthly rental for up to five guests, it blends classic island cottage charm with easy modern comforts.brbrWhat You’ll Love About Ke Iki Beach Villabr* Prime Haleiwa location minutes from world-famous surf and snorkelingbr* Bright open plan with living, dining for six, and garden outlooksbr* Air conditioning in living room and all bedrooms for effortless comfortbr* White kitchen with subway-tile splash, stainless appliances, and an exterior doorbr* Private yard, outdoor shower, boogie boards, and fast Wi-Fi for carefree beach daysbrbrLiving & DiningbrThe light-filled living room features wood-look floors, plush seating, surfboard accents, smart TV, ceiling fans, and wall A/C. Large windows bring in greenery and afternoon glow. Adjacent, the dining table seats six comfortably, perfect for linger-long meals and game nights.brbrChef-Ready KitchenbrCrisp white cabinetry and a subway-tile backsplash frame a well-equipped kitchen with stainless oven, microwave, full-size refrigerator, dishwasher, rice cooker, toaster and toaster oven, and coffee maker with filters. Plenty of prep space and cookware make home cooking easy. A second door opens outside for quick BBQ runs or a breezy coffee.brbrOutdoor OasisbrSlip out to the grassy backyard bordered by lava rock and tropical plantings. Rinse off under the outdoor shower after Shark’s Cove or a Waimea jump, then relax in the shade while dinner sizzles on the BBQ. The aerial view in your gallery shows just how close you are to shoreline sunsets.brbrSleeping Quartersbr* Primary Bedroom – Queen bed, garden view, ceiling fan, window A/C, blackout drapesbr* Guest Bedroom 2 – Two double beds, garden view, ceiling fan, window A/C, blackout drapesbr* Guest Bedroom 3 – One double bed, garden view, window A/Cbr* Guest Bathroom – Clean full bath; note there is no A/C in the bathroombrbrExtrasbr* In-home washer and dryer, quality linens, and essentialsbr* Self check-in lockbox and exterior lightingbr* Laptop-friendly workspace with fast Wi-Fibr* Single-level layout and pets considered with prior approvalbr* Driveway parking for 2 vehiclesbrbrNearbybrWalk or cruise to Haleiwa Town for boutiques, shave ice, and garlic shrimp plates. Spend your days at Waimea Bay, Sunset Beach, and Shark’s Cove. Watch seasonal surf at Banzai Pipeline, hike Pupukea trails, and enjoy laid-back North Shore living. Fly into Daniel K. Inouye International Airport HNL.brbrGood to Knowbr* This property is offered as a monthly rental. The monthly rate applies to a 30-day period and is not prorated based on nights stayed. During your 30-day window, the home is made exclusively available to your party. br* Air conditioning is in the living room and all bedrooms; the bathroom is not air-conditioned. br* TAT ID: TA-017-019-1360-02. br* TMK: 590100120001.brbrReserve your dates nowbrReady for easy North Shore living near iconic beaches and Haleiwa’s local flavor Reserve your month at Ke Iki Beach Villa and start planning the perfect island stay.
Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps

Slider Thumb

Select Dates for Price

SUNSET BEACH FRONT LUXURY RENTAL WITH A/C.. n72 JET JACUZI SPA COMING NOV/2025

Haleiwa, Hawaii, United States

ID TA # 006-537-8816-01brGE # 006-537-8816-01 This property is a legal vacation rental and all city ordinance are fallowed.brNewly installed air conditioning, splitters in each bedroom and living room with each having their own remote control. Complete Updated furnishings in February 2021. brCOMING NOVEMBER 2025 IS A 72 JET 8 PERSON TOP OF THE LINE JACUZI.brSEE THE PICTURES.brAll beds have Aireloom mattresses (except the day bed)brIf you have any questions about availability or cancelation or any other question please brtext or call 8082868410, walterlop@aol.com brBuilt in 2004, Hawaiian Haven is an executive-style island estate that spares no amenity.. Custom-made African Mahogany throughout with open beams, doors, windows, louvers and its retractable outdoor bar windows lead to the large lanai that overlooks a manicured backyard, the ocean and an wide and inviting white sand beach. The 4,000 square feet of living space also includes four very private bedrooms, each with its own complete bathroom. An enormous gourmet kitchen that overlooks the Pacific blue awaits you. The entire home is an oasis and is situated in Paradise. 5 full baths with an indoor/outdoor shower, open air skylights and spectacular ocean views. There are two complete laundry rooms, upstairs and downstairs, a wine refrigerator. Travertine flooring and hardwood throughout, state of the art audio visual, 50 inch plasma television provide inside comfort, while Humpback whales as close as 200 meters, and spinner dolphins jumping during magnificent sunsets... are just part of the your heaven on earth experience in this Hawaiian Luxury Estate located on the North Shore of Oahu. Pamper yourself in this home away from home and treat yourself to this once-in-a lifetime e vacation retreat.
Bed 4

Bed

Bath 5

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(58)

$193.89

/ Nightly
Cottage

Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.

Haleiwa, Hawaii, United States

A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an added outdoor shower area, beautiful acre of green lawn and a TV room with 50' Plasma TV/DVD and quiet split Air Conditioning.brbrAway from the crowds, this is a beautiful, serene, gated property for the honeymooners, couples or quiet individuals. The acre and half is shared with the owners home on the same property. Less than 5 minutes to beach at a cool elevation. Surrounded by tropical fruit trees and plants including Mango, Banana, Avocado, Star Fruit, Tangerine, Lychee, Jack Fruit, Lemon, Pomolo, Macadamia and Coconut trees.brbrSleeps 2 adults maximum, no exceptions (one king size bed + one single bed). We added a single bed located in the TV room for two singles traveling. The TV/Bed room can be private by closing the curtains. To maintain the special nature and experience of your stay; sorry, not suitable for children or pets and please, no smoking.brbrAt the perfect elevation with cool Hawaiian breezes and away from noise and traffic this cottage/home gives you privacy with tinted glass windows, WiFi, cable, washer/dryer, microwave, dishwasher, AC and of course, plenty of aloha!brbrFor the quiet, private persons you will find this to be a very special place to stay for a total retreat and recharged vacation. You will feel at home, private and at peace in this beautiful, tropical paradise.brbrWe like to think of our place as a retreat from the world. A place to recharge, a base to return to, a feeling of peace and beauty. It is a home, away from home. Of course, we want the cottage to reflects this and wish our guests this experience. brbrbrTax ID W01675842-02brGeneral Excise Tax ID W01675842-01brThis listing's rental period is a minimum of 30 nights
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Home Most popular vacation rentals in Haleiwa