HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa townFrom $560/night · Sleeps 8
North Shore Surf Town
Haleiwa Vacation Rentals
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 find why this surf town remains a timeless favorite for visitors to Oahu's North Shore.
Rental Listings
Haleiwa Vacation Rentals Listings
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Haleiwa Vacation Rentals Map
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa townFrom $560/night · Sleeps 8
Beach House on Spectacular North Shore Beach - Sunset/Ke IkiFrom $1,250/night · Sleeps 7
The Bungalow at Waimea Bay PointFrom $539/night · Sleeps 7
Hale I'a: 5 Bedroom Home with Oceanfront Pool at Sunset BeachFrom $1,268/night · Sleeps 12
North shore beachfront villa on Ke-iki beachFrom $488/night · Sleeps 6
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum RentalFrom $197/night · Sleeps 4
Modern vacation home - Bikes/Surfs/Beaches/SunFrom $232/night · Sleeps 4
Oahu North Shore Serene Home with Ocean & Mountain ViewsFrom $589/night · Sleeps 10
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.From $194/night · Sleeps 2
Pipeline Beachfront House - Sleeps 12 GuestsFrom $1,023/night · Sleeps 12
Haleiwa Waterfront HouseFrom $2,256/night · Sleeps 6
Laniakea Beach House – Oceanfront Bliss on Oahu’s Turtle BeachFrom $1,750/night · Sleeps 10
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike pathFrom $255/night · Sleeps 4
Sunset Beach - Spectacular Private White Sandy Beach FrontageFrom $850/night · Sleeps 8
North Shore Beachfront Condominium 30 day rental periodFrom $364/night · Sleeps 5
Oceanfront Beach House - Tropical Paradise!From $502/night · Sleeps 6
The Most Amazing Haleiwa Beach Front CondominiumFrom $247/night · Sleeps 4
Lovely, spacious private estate, 300 ft to Sunset Beach TA#083767910401From $908/night · Sleeps 8
Beachfront Cottage at Log CabinsFrom $401/night · Sleeps 6
4 bedroom, 2.5 bath, Sleeps 9 in bedsFrom $840/night · Sleeps 9
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkgFrom $235/night · Sleeps 2
#05 - Hale Kai - BEACHFRONT Exclusive Area North ShoreFrom $650/night · Sleeps 6
Awesome private studio w/AC one block to Sunset BeachFrom $269/night · Sleeps 3
Perfect North Shore, Oahu Vacation House.From $398/night · Sleeps 6
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhoodFrom $215/night · Sleeps 3
3-bedroom estate in peaceful Haleiwa HawaiiFrom $392/night · Sleeps 8
The Nicest Getaway!!From $442/night · Sleeps 4
Hale Nalu: Ocean View Home w/ Oahu beach in the backyard, Hale NaluFrom $1,361/night · Sleeps 14
Lovely Oceanview House@Pupukea in Paradise / Surfers HQFrom $506/night · Sleeps 10
"Waimea Vista" | Oceanfront, Walkable to BeachesFrom $498/night · Sleeps 6
Spacious 4-bedroom home with AC located minutes from Hale’iwa town and WaimeaFrom $765/night · Sleeps 14
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beachFrom $188/night · Sleeps 4
Country EscapeFrom $298/night · Sleeps 8
From $560/night
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
Haleiwa, Hawaii
★★★★★ 9.8/10 · 124 reviews
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Contact us for more...
From $1,250/night
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki
Haleiwa, Hawaii
★★★★★ 9.8/10 · 108 reviews
LOCATION, LOCATION, LOCATION. This charming beachfront house is located on one of the largest and most beautiful beaches the North Shore of Oahu has...
From $539/night
The Bungalow at Waimea Bay Point
Haleiwa, Hawaii
★★★★★ 9.8/10 · 103 reviews
The cozy North Shore Waimea Bay, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally...
From $1,268/night
Hale I'a: 5 Bedroom Home with Oceanfront Pool at Sunset Beach
Haleiwa, Hawaii
★★★★★ 9.8/10 · 77 reviews
Hale I'a is a luxurious 5-bedroom, 5.5-bath oceanfront estate on Oahu's famous North Shore, offering over 6,000 sq. ft. of living space and panoramic...
From $488/night
North shore beachfront villa on Ke-iki beach
Haleiwa, Hawaii
★★★★★ 9.8/10 · 72 reviews
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...
From $197/night
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Haleiwa, Hawaii
★★★★★ 9.8/10 · 66 reviews
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront...
From $232/night
Modern vacation home - Bikes/Surfs/Beaches/Sun
Haleiwa, Hawaii
★★★★★ 9.8/10 · 65 reviews
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...
From $589/night
Oahu North Shore Serene Home with Ocean & Mountain Views
Haleiwa, Hawaii
★★★★★ 9.8/10 · 64 reviews
This Oahu North Shore vacation home is a 3-bedroom, 3-bath retreat set on a lush, landscaped acre. Perfect for families and groups, this serene...
From $194/night
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.
Haleiwa, Hawaii
★★★★★ 9.8/10 · 58 reviews
A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an...
From $1,023/night
Pipeline Beachfront House - Sleeps 12 Guests
Haleiwa, Hawaii
★★★★★ 9.8/10 · 14 reviews
This Oahu North Shore home is a spacious 4-bedroom retreat with panoramic ocean views from every room. Located steps from Pipeline and minutes from...
From $2,256/night
Haleiwa Waterfront House
Haleiwa, Hawaii
★★★★★ 9.8/10 · 11 reviews
LEGALLY LICENSED VACATION RENTALLocation, location, location! This lovely home is perfectly situated on a beautiful white sandy beach, at the end of...
From $1,750/night
Laniakea Beach House – Oceanfront Bliss on Oahu’s Turtle Beach
Haleiwa, Hawaii
★★★★★ 9.6/10 · 282 reviews
Laniakea Beach House is a beachfront vacation home on Oahu's North Shore, set directly along the famous sea turtle haven of Laniakea Beach. With 4...
From $255/night
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
Haleiwa, Hawaii
★★★★★ 9.6/10 · 243 reviews
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...
From $850/night
Sunset Beach - Spectacular Private White Sandy Beach Frontage
Haleiwa, Hawaii
★★★★★ 9.6/10 · 117 reviews
Welcome to Oahu-Rentals.com located at world famous Sunset Beach in North Shore Oahu, Hawaii. Settle into your beautifully restored beach house, with...
From $364/night
North Shore Beachfront Condominium 30 day rental period
Haleiwa, Hawaii
★★★★★ 9.6/10 · 64 reviews
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...
From $502/night
Oceanfront Beach House - Tropical Paradise!
Haleiwa, Hawaii
★★★★★ 9.6/10 · 53 reviews
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at...
From $247/night
The Most Amazing Haleiwa Beach Front Condominium
Haleiwa, Hawaii
★★★★★ 9.6/10 · 40 reviews
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...
From $908/night
Lovely, spacious private estate, 300 ft to Sunset Beach TA#083767910401
Haleiwa, Hawaii
★★★★★ 9.6/10 · 39 reviews
30 DAY RENTAL*****A beautiful, peaceful, private north shore estate, 300 ft from sunset beach. The main house has 4 bedrooms and 4 bathrooms and...
From $401/night
Beachfront Cottage at Log Cabins
Haleiwa, Hawaii
★★★★★ 9.4/10 · 48 reviews
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or...
From $840/night
4 bedroom, 2.5 bath, Sleeps 9 in beds
Haleiwa, Hawaii
★★★★★ 9.4/10 · 27 reviews
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer. We have been waiting to...
From $235/night
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg
Haleiwa, Hawaii
★★★★★ 9.4/10 · 3 reviews
Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes...
From $650/night
#05 - Hale Kai - BEACHFRONT Exclusive Area North Shore
Haleiwa, Hawaii
★★★★★ 9.2/10 · 130 reviews
LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067 This home will not be affected by the new...
From $269/night
Awesome private studio w/AC one block to Sunset Beach
Haleiwa, Hawaii
★★★★★ 9.2/10 · 97 reviews
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and...
From $398/night
Perfect North Shore, Oahu Vacation House.
Haleiwa, Hawaii
★★★★★ 9.2/10 · 62 reviews
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or...
From $215/night
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhood
Haleiwa, Hawaii
★★★★★ 9.0/10 · 104 reviews
This is a beautifully furnished studio, only a 2 min walk to the waves. In a quiet neighborhood, on the ocean side of Kam Hwy. Brand new Air...
From $392/night
3-bedroom estate in peaceful Haleiwa Hawaii
Haleiwa, Hawaii
★★★★★ 8.6/10 · 18 reviews
Haleiwa is waiting for you at this serene 3-bedroom home plus mother-in-law-suite. With 3 queen beds and 1 king bed, this brilliant property offers a...
From $442/night
The Nicest Getaway!!
Haleiwa, Hawaii
★★★★★ 8.4/10 · 28 reviews
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer.This one bedroom plus queen...
From $1,361/night
Hale Nalu: Ocean View Home w/ Oahu beach in the backyard, Hale Nalu
Haleiwa, Hawaii
★★★★★ 8.0/10 · 1 reviews
Set along the world-famous North Shore of Oahu, Hale Nalu is a true oceanfront retreat with room for up to fourteen guests and two fully independent...
From $506/night
Lovely Oceanview House@Pupukea in Paradise / Surfers HQ
Haleiwa, Hawaii
★★★★★ 4.0/10 · 1 reviews
Awesome sunset views included ;-) Close to the Ocean yet far enough away to not be bothered by traffic noise from Kam-Hwy. Get ready to fall in Love...
From $498/night
"Waimea Vista" | Oceanfront, Walkable to Beaches
Haleiwa, Hawaii
★★★★★ 11 reviews
Vrbo Premier Host presents: Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary,...
From $765/night
Spacious 4-bedroom home with AC located minutes from Hale’iwa town and Waimea
Haleiwa, Hawaii
★★★★★ 8 reviews
Located in Haleiwa, this house is a dream for guests seeking a private, soothing getaway. With four spacious bedrooms.Bedroom 1: King size bed with...
From $188/night
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Haleiwa, Hawaii
★★★★★ 1 reviews
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore...
From $298/night
Country Escape
Haleiwa, Hawaii
★★★★★ 1 reviews
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the...