Haleiwa Vacation Rentals – Historic Surf Town Meets Beachfront Charm
Haleiwa vacation rentals immerse you in the heart of Oahu's North Shore surf culture. Stay steps from world-class beaches, local art galleries, food trucks, and historic charm – all in one of Hawaii's most beloved seaside towns.
Why Stay in Haleiwa?
Haleiwa is a gateway to Oahu's legendary North Shore and offers a unique blend of natural beauty, small-town hospitality, and world-class surf. Whether you're catching waves at Waimea Bay or shopping for local art, this town delivers a true Hawaiian vibe.
Top Attractions in and Around Haleiwa
- Matsumoto Shave Ice – A local landmark since 1951
- Haleiwa Harbor – Book snorkeling, shark diving, or fishing charters
- Waimea Bay & Valley – Surf in winter, swim at the falls in summer
- Puʻu o Mahuka Heiau – Ancient Hawaiian sacred site with ocean views
- Laniakea Beach – Famous for sea turtle sightings
Key Features of Haleiwa Vacation Rentals
- Beach cottages and ocean-view homes steps from the sand
- Full kitchens, lanais, A/C, and local-style furnishings
- Walkable to shops, art galleries, restaurants, and surf spots
- Pet-friendly and family-friendly options available
- Peaceful locations with quick access to adventure
Who Should Book a Haleiwa Rental?
- Surfers chasing the North Shore's world-famous breaks
- Couples seeking a romantic, small-town coastal vibe
- Families who want outdoor fun with local flavor
- Travelers looking for authentic, non-resort-style Hawaii
Explore More Nearby
Want to expand your North Shore stay? Check nearby listings in Ehukai Beach, Kuilima Estates, and Sunset Beach for more surfside vacation rentals. You can also explore local farms, shrimp trucks, and secluded beach paths just minutes from town.
Browse our curated selection of Haleiwa vacation rentals below and discover why this surf town remains a timeless favorite for visitors to Oahu's North Shore.
FANTASTIC apartment in charming Haleiwa with WiFi, AC beachfront
Unwind in Haleiwa at this charming apartment. This superb rental features 1 bedroom with a king bed, a cozy living room with a day bed and a bathroom stocked with a hair dryer. Guests can enjoy amenities like WiFi, AC, and a washing machine during their stay. Experience...
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our profile. PLEASE CONTACT FOR CLARITY ON HAWAII REQUIREMENTS FOR ONLY 1 RENTER PER 30-DAY PERIOD TO ENSURE CLARITY ON WHAT...
Private Tropical Paradise in the Heart of the North Shore - beachfront community
[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...
Sunset Beach House in paradise! Inquire for special 30 day rates!
Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...
Ehukai Beach Hale: Newly Remodeled Ocean View Home With A/C, Steps From Pipeline
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.This updated Haleiwa vacation rental home is...
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views
Enjoy the Flexibility of a Monthly Stay!This property is available for monthly rentals, offering you the comfort and convenience of an extended getaway. Whether you stay for a few weeks or the full month, you'll enjoy a consistent, all-inclusive monthly rate—no need...
North Shore Beach House with Ocean View
Centrally-located beach house along the Seven Mile Miracle, the surfing mecca on Oahu which includes Waimea Bay, Banzai Pipeline, and Sunset Beach. Large 2 bedroom/1 bathroom with high ceilings, off-street parking with spectacular ocean and sunset views and beach...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Hale Malina - Luxurious beachfront Vacation Home on Oahu's Sunset Beach
Hale Malina is a luxury custom home is located in a quiet gated community directly beachfront on Sunset Beach, with miles of beautiful sandy beach and world class surf break right outside your door. The property is 20,000 sq. ft and has 3 bedrooms and 3 baths, vaulted...
Beachfront top-floor unit on Oahu's north shore!
LOWEST PRICE YET – 25% OFF FOR JULY 13–AUG 10, 2025! ONLY $130/NIGHT.This remodeled condo is on the top floor of a beachfront complex on Oahu's north shore. Experience the North Shore lifestyle, including breathtaking sunsets, world-class surfing, snorkeling, and...
Lulani House Beachfront Vacation Home in Haleiwa
Imagine walking out the back gate of your beachfront vacation home, entering a private path with tropical trees overhead and white sand beneath your toes. Then you see it, the turquoise blue water, waves, rays, and views of Three Tables Beach that you and your loved...
Jewel Of Sunset Point <br>at world famous Sunset Beach
A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Welcome to Surfer’s Paradise by Gather, a newly remodeled, legal nightly beachfront rental on the North Shore of Oahu. With its clean, spacious, and uncluttered space, Surfer’s Paradise is the perfect place to enjoy every second of your vacation.Please note that the...
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...
Enjoy this Lovely Tropical Paradise!!
Enjoy this Lovely Tropical Paradise!! Registration Number: GE-096-482-7136-01, TA-096-482-7136-01 ********************************************************************************************************
1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.
Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk to beautiful parks and beaches and minutes drive to historic Haleiwa Town.This incredible, newly constructed modern home...
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Brand new rental on the North Shore, 15 steps from the beach! This property was 100% renovated in January 2023 and everything is in *MINT* condition. Everything is brand new. You're going to love the tasteful decor, the incredibly comfortable beds and sheets, the...
Pipeline Beach*Studio Large*AC*wifi*Free Pk*Steps To White Sand Beach*30nite min
The studio has a TV with cable, internet connection, air conditioner, a full kitchen with an oven and stove, a refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The studio is very clean, very comfortable with soft sheets....
Exceptionally Pristine Haleiwa North Shore Beachside Retreat
Summertime on Oahu's North Shore! -AVOID TRAFFIC MESS AT THIS LOCATION-The large Winter surf has gone down and diving, paddling & fishing beckon you just minutes away down a private beach access. Shell collecting, monk seal & green sea turtle watching, sunsets over the...
PERFECT LOCATION BEACH FRONTnINQUIRE special discounts reduced rates for march
Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Haleiwa Oceanfront Cottage - Charming 1BR Retreat
Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...
Hale Laule'a - North Shore Oahu Estate. Walk to Sunset Beach!
**In compliance with Hawaii vacation rental laws, this property is held for your exclusive use for a period of 30 days or greater regardless of your actual length of stay. Please inquire for details or questions regarding pricing and availability. Total pricing for the...
North Shore Getaway w/ Ocean Views steps to Beaches and Surf
This beautiful getaway features a secure gated driveway accessed by remote in which you will enter. Drive up left side of Garage to recessed home where you will access a set of stairs only accessed by you and your guests. This entry leads to an open floor plan Private...
Spectacular home with ocean views across the whole of the north shore.
Oceanview Paradise at Sunset BeachLocated on the majestic North Shore of Hawaii, this 3-bedroom, 3-bathroom retreat offers a slice of paradise with panoramic ocean views. Just a short stroll away from the world famous Sunset Beach, this home provides the quintessential...
Banzai Surf Escape -w/ AC, Epic beach by the house!
Banzai Surf Escape has all of your basic needs so that you can best spend your time relaxing near the ocean and enjoying all of the local spots. The open floor plan allows you to breath and relax during your stay. Enjoy air conditioning after a hot day at the beach and...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
North Shore Oceanfront Retreat Sunset Beach
Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...
Surf Ohana House, on Sunset Pt. w parking space, bikes
Aloha Please Note: max 2 adults, no children. The Surf Ohana is a beautiful large one bedroom for max of 2 adult guests, one child. The double living room is open to dining room and vintage style kitchen. The large living room space w kitchen can be open to bedroom. W...
SUNSETYARDS ON SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...
Exclusive Beachfront Home in Private Gated Community
Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...
Sunset Beach House – Polynesian-Style Beachfront Retreat
A Note About The $1,150/nt Rate: It is calculated as $1,350/nt with a 15% discount that brings it to exactly $1,147.50/nt. Please note, It is only for dates that are very close to the current date that I have not been able to book so I lower the price to encourage...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
Private three bedroom/ two bathroom BEACHFRONT home. TAKE ADVANTAGE OF OFF SEASON DISCOUNT AND SPEND A MONTH IN PARADISE THIS FALL!!! Contact HVROAHU com for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and...
North shore beachfront villa on Ke-iki beach
ALOHA!Welcome to our beachfront villa!This three bedroom home is located in a gated community fronting Ke-Iki beach, famous for its sand, surf and sunsets. It's also a great place to catch a glimpse of Humpback whales and spinner dolphins passing in the far-off waters....
Beachfront Palaypa - Former Mission House
Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...
The Bungalow at Waimea Bay Point
Our cozy North Shore Waimea Bay Point, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally located on the most prime shoreline location of Oahu's North Shore. The ocean zone in front of the property is a...
North Shore Oahu: Stunning Beachfront Custom Home
Welcome to our custom-built beachfront home on Oahu's picturesque North Shore! This stunning property is designed to provide you with the ultimate beachside retreat, complete with breathtaking ocean views.As you step inside, you'll be greeted by an open and spacious...
Pipeline Beachfront House - Sleeps 12 Guests
Minimum 30-day consecutive rental required. Please contact the Host for availability. Located right on the beach where dreams are made for many professional surfers every winter. This three-story house has four bedrooms and four and a half baths. Enjoy amazing ocean...
Surfers Paradise!
AMAZING COUNTRY RETREAT ON THE COVETED NORTH SHORE!! Enjoy creating memories with your family and friends at our favorite place in the world. Surf, hike, swim, snorkel, take in the rays!!! This private estate offers ocean views just up the hill from world renowned...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Sunset Pt. BEACH Cottage/ almost beachfront w yard, bikes for 2 guests only.
Adorable with yard , locking gates, and privacy, and next to the beach ! The Beach Cottage is almost beach front with lovely outside space, deck, bikes, AC, and more.Located in it's own yard on the tip of Sunset pt with private yard & parking. Please inquire w total #...
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki
LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has to offer. Relax and enjoy the sun, surf and sand that is right under your toes. Whether you are ready to surf, snorkel,...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
The City of Honolulu recently enacted a law which allows rental homes to be rented once within a 30 day block of time. While few guests visiting Hawaii are able to stay 30 days, the law is that the owner may only rent the house once within a 30 day window, regardless of...