Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!From $595/night · Sleeps 7
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
Loading rental map…
Map View · Page 1
Haleiwa Vacation Rentals Map
Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!From $595/night · Sleeps 7
Hale Pono- Oceanfront, private, gated, great views, AC, large propertyFrom $1,183/night · Sleeps 8
Enjoy this Lovely Tropical Paradise!!From $721/night · Sleeps 10
Haleiwa Oceanfront Cottage - Charming 1BR RetreatFrom $450/night · Sleeps 3
Jewel Of Sunset Point at world famous Sunset BeachFrom $323/night · Sleeps 6
1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.From $167/night · Sleeps 2
Oahu North Shore 2 BR Oceanfront Retreat at Sunset BeachFrom $750/night · Sleeps 5
Beachfront Luxury Home With Spacious Yard North Shore of OahuFrom $5,372/night · Sleeps 18
Sunset Beach House in paradise! Inquire for special 30 day rates!From $938/night · Sleeps 5
Incredible secluded beachfront, heart of Oahu's north shore A/CFrom $536/night · Sleeps 7
Private Tropical Paradise in the Heart of the North Shore - beachfront communityFrom $557/night · Sleeps 8
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North ShoreFrom $2,205/night · Sleeps 8
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*From $364/night · Sleeps 5
Lulani House Beachfront Vacation Home in HaleiwaFrom $2,151/night · Sleeps 14
Beachfront top-floor unit on Oahu's north shore!From $251/night · Sleeps 4
Pristine Haleiwa North Shore Beachside Retreat-30 night minimum!From $170/night · Sleeps 4
15 Steps to the Beach! Ground Floor Completely Renovated on the North ShoreFrom $248/night · Sleeps 4
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beachFrom $380/night · Sleeps 6
Modern Luxury on Spectacular Pipeline BeachFrom $715/night · Sleeps 10
4Bed Beachfront home near PipelineFrom $1,680/night · Sleeps 9
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 daysFrom $1,550/night · Sleeps 12
Spacious Beachfront 6-bedroom on Breathtaking Sunset BeachFrom $1,933/night · Sleeps 16
PERFECT LOCATION BEACH FRONT INQUIRE special discounts reduced rates for marchFrom $428/night · Sleeps 4
Hidden Jewel 30-day min stayFrom $207/night · Sleeps 4
Brand New 2 Bedroom HouseFrom $215/night · Sleeps 6
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum StayFrom $746/night · Sleeps 8
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean ViewsFrom $574/night · Sleeps 8
Exclusive Beachfront Home in Private Gated CommunityFrom $3,484/night · Sleeps 9
Sunset Beach House – Polynesian-Style Beachfront RetreatFrom $1,850/night · Sleeps 8
Oceanfront 2 Bedroom at Chun's ReefFrom $395/night · Sleeps 4
Waimea Point Oceanfront House - with Air ConditioningFrom $969/night · Sleeps 6
Hale Kalea - Oceanfront Vacation Rental on the North Shore of OahuFrom $1,285/night · Sleeps 8
The Treehouse Cottage - 30 DAY RentalFrom $244/night · Sleeps 2
From $595/night
Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!
Haleiwa, Hawaii
★★★★★ 10.0/10 · 209 reviews
Aloha! Welcome to your North Shore Paradise where we cater to guests looking for an extended stay.Please message us through the Vrbo reservation...
From $1,183/night
Hale Pono- Oceanfront, private, gated, great views, AC, large property
Haleiwa, Hawaii
★★★★★ 10.0/10 · 130 reviews
Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden,...
From $721/night
Enjoy this Lovely Tropical Paradise!!
Haleiwa, Hawaii
★★★★★ 10.0/10 · 112 reviews
Hale Luana is a private gated fully furnished luxurious custom home, located in Pūpūkea above Waimea Bay on Oahu’s North shore. Enjoy the tranquil...
From $450/night
Haleiwa Oceanfront Cottage - Charming 1BR Retreat
haleiwa, Hawaii
★★★★★ 10.0/10 · 98 reviews
This Haleiwa oceanfront cottage is a charming 1-bedroom retreat set directly on the beach in Oahu's historic Haleiwa town. Offering breathtaking...
From $323/night
Jewel Of Sunset Point at world famous Sunset Beach
Haleiwa, Hawaii
★★★★★ 10.0/10 · 95 reviews
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...
From $167/night
1-Bed, 1-Bath - Walk to Beach. Inquire for May and June.
Haleiwa, Hawaii
★★★★★ 10.0/10 · 58 reviews
Private, detached, gorgeous, newly built, fully equipped, one bedroom guest house ready and waiting to be booked by you! Superb location! Short walk...
From $750/night
Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach
Haleiwa, Hawaii
★★★★★ 10.0/10 · 55 reviews
This two bedroom Sunset Beach vacation home is a serene oceanfront getaway on Oahu's iconic North Shore, offering direct access to the golden sands...
From $5,372/night
Beachfront Luxury Home With Spacious Yard North Shore of Oahu
Haleiwa, Hawaii
★★★★★ 10.0/10 · 47 reviews
30 NIGHT MINIMUM. This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the...
From $938/night
Sunset Beach House in paradise! Inquire for special 30 day rates!
Haleiwa, Hawaii
★★★★★ 10.0/10 · 26 reviews
Unit B1 is Ocean Front at Sunset Hale. Split AC units in everyroom. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen,...
From $536/night
Incredible secluded beachfront, heart of Oahu's north shore A/C
Haleiwa, Hawaii
★★★★★ 10.0/10 · 22 reviews
Note: Changes to Hawaii law Jun 2019 limit rentals to 31 days or more on Oahu's North shore (our monthly rate competitive to 8 days at a resort...
From $557/night
Private Tropical Paradise in the Heart of the North Shore - beachfront community
Haleiwa, Hawaii
★★★★★ 10.0/10 · 22 reviews
[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...
From $2,205/night
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Haleiwa, Hawaii
★★★★★ 10.0/10 · 19 reviews
Surfer's Paradise is a 3-bedroom beachfront vacation home on Oahu's legendary North Shore, perfectly situated along the Seven-Mile Miracle near...
From $364/night
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
Haleiwa, Hawaii
★★★★★ 10.0/10 · 18 reviews
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates,...
From $2,151/night
Lulani House Beachfront Vacation Home in Haleiwa
Haleiwa, Hawaii
★★★★★ 10.0/10 · 13 reviews
Lulani House is a stunning gated beachfront retreat on Oahu's North Shore, offering direct access to iconic Three Tables Beach and unforgettable...
From $251/night
Beachfront top-floor unit on Oahu's north shore!
Haleiwa, Hawaii
★★★★★ 10.0/10 · 10 reviews
ONLY $166/NIGHT FOR OCTOBER-DECEMBER DATES!This remodeled condo is on the top floor of a beachfront complex on Oahu's north shore. Experience the...
From $170/night
Pristine Haleiwa North Shore Beachside Retreat-30 night minimum!
HALEIWA, Hawaii
★★★★★ 10.0/10 · 8 reviews
FIND PEACE & ESCAPE FROM STRESS HERE. -This is considered one of the best North Shore neighborhoods for location, privacy & safety. Check out the...
From $248/night
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Haleiwa, Hawaii
★★★★★ 10.0/10 · 6 reviews
Escape to our brand-new, ground-floor North Shore condo, just 15 steps from the sand! This beautifully renovated beachfront unit in Haleʻiwa sleeps 4...
From $380/night
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beach
Haleiwa, Hawaii
★★★★★ 10.0/10 · 5 reviews
Come and enjoy the best the North Shore has to offer in this right-sized sandy beachfront home, perfect for families and small groups. This property...
From $715/night
Modern Luxury on Spectacular Pipeline Beach
Haleiwa, Hawaii
★★★★★ 10.0/10 · 5 reviews
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps...
From $1,680/night
4Bed Beachfront home near Pipeline
Haleiwa, Hawaii
★★★★★ 10.0/10 · 5 reviews
Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin...
From $1,550/night
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Haleiwa, Hawaii
★★★★★ 10.0/10 · 4 reviews
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...
From $1,933/night
Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach
Haleiwa, Hawaii
★★★★★ 10.0/10 · 4 reviews
Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional...
From $428/night
PERFECT LOCATION BEACH FRONT INQUIRE special discounts reduced rates for march
Haleiwa, Hawaii
★★★★★ 10.0/10 · 3 reviews
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...
From $207/night
Hidden Jewel 30-day min stay
Haleiwa, Hawaii
★★★★★ 10.0/10 · 2 reviews
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North...
From $215/night
Brand New 2 Bedroom House
Haleiwa, Hawaii
★★★★★ 10.0/10 · 2 reviews
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...
From $746/night
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Haleiwa, Hawaii
★★★★★ 10.0/10 · 2 reviews
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not...
From $574/night
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views
Haleiwa, Hawaii
★★★★★ 10.0/10 · 1 reviews
Hale Mahina is a tranquil 4-bedroom estate nestled in the lush hills of Pupukea on Oahu's North Shore. Ideal for families or small groups, this...
From $3,484/night
Exclusive Beachfront Home in Private Gated Community
Haleiwa, Hawaii
★★★★★ 10.0/10 · 1 reviews
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...
From $1,850/night
Sunset Beach House – Polynesian-Style Beachfront Retreat
Haleiwa, Hawaii
★★★★★ 9.8/10 · 264 reviews
The Sunset Beach House is a Polynesian-style beachfront vacation home located directly on the sands of Oahu's iconic Sunset Beach. This 4-bedroom,...
From $395/night
Oceanfront 2 Bedroom at Chun's Reef
Haleiwa, Hawaii
★★★★★ 9.8/10 · 236 reviews
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean...
From $969/night
Waimea Point Oceanfront House - with Air Conditioning
Haleiwa, Hawaii
★★★★★ 9.8/10 · 146 reviews
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...
From $1,285/night
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
Haleiwa, Hawaii
★★★★★ 9.8/10 · 140 reviews
Hale Kalea is a luxurious oceanfront vacation rental located on the iconic North Shore of Oahu, between Sunset Beach and Pipeline. With 180-degree...
From $244/night
The Treehouse Cottage - 30 DAY Rental
Haleiwa, Hawaii
★★★★★ 9.8/10 · 134 reviews
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...