Maui Dream Wedding - Vacation Rentals in Haleiwa

Sunset Oceanfront Hale Kalea - Beach Cruisers! From US $1,741
         

9.8 (136 Reviews)
House
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Rocky Point Studio From US $431
         

9.6 (100 Reviews)
Apartment
  • Air Conditioner
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  • TV
Beachfront | Sunsets | Spa | Surf Spot From US $1,811
         

9.6 (280 Reviews)
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The Nicest Getaway! From US $442
         

8.4 (28 Reviews)
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Luxury Places to Stay in Haleiwa

Over 405+ Luxury Places to Stay in or Near Haleiwa
Exclusive Beachfront Home in Private Gated Community From US $3,624
         

Haleiwa Waterfront House From US $2,400
         

9.8 (11 Reviews)
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Top-Rated Vacation Rentals with a Pool in Haleiwa

Over 23+ Top-Rated Vacation Rentals with a Pool in or Near Haleiwa
Enjoy this Lovely Tropical Paradise! From US $647
         

"Pua Pono House" | Pupukea Acerage, Fruit Trees From US $545
         

10.0 (60 Reviews)
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  • Parking
  • Pool
  • Balcony/Terrace
Ocean views, indoor and outdoor brilliance! From US $855
         

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9.4 (24 Reviews)
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Hawaii Oceanfront Beach House Paradise on the Beach Family Activities From US $969
         

OCEANFRONT NORTH SHORE - SURF SAND ALOHA! From US $350
         

9.8 (66 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Haleiwa

Over 30+ Pet-Friendly Vacation Rentals in or Near Haleiwa
Brand New 2 Bedroom House From US $186
         

10.0 (2 Reviews)
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  • Pet Friendly
  • TV
Paradise Apartment in North Shore Oahu Hawaii From US $332
         

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8.0 (10 Reviews)
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  • Pet Friendly
  • Security/Safety
The Hibiscus TVU-1869 - ke Iki Beach Bungalows From US $1,838
         

The Gardenia TVU-1870 - Ke Iki Beach Bungalows From US $1,603
         

See More Pet-Friendly Vacation Rentals in Haleiwa on PetFriendly.io

Large Vacation Homes & Villas in Haleiwa

Over 67+ Large Vacation Homes & Villas in or Near Haleiwa
Modern Luxury on Spectacular Pipeline Beach From US $882
         

10.0 (4 Reviews)
House
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Waimea Bay Luxury Estate Views & Hot Tub From US $1,630
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
North Shore Rural Serene Home with Ocean-MT Views From US $839
         

9.8 (62 Reviews)
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  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Haleiwa

Over 2+ Wheelchair Accessible Vacation Homes in or Near Haleiwa
Banzai Surf Escape -w/AC, Epic beach by the house! From US $460
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
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Picture perfect views at Sunset Beach From US $816
         

9.6 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Haleiwa Vacation Rentals and Airbnb Places to Stay Under $200

Over 53+ Haleiwa Vacation Rentals and Airbnb Places to Stay Under $200
The Green Pineapple Studio apts From US $126
         

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New
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FALL SPECIAL~ONLY 139USD~A GREAT LOCATION~JUST STEPS 2 THE BEACH ON SUNSET POINT From US $169
         

Hawaii studio/Haleiwa/Turtle Beach w/Bikes/AC/30day minimum From US $136
         

Brand New Studio with Sunset View From US $176
         

10.0 (2 Reviews)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

Instantly Bookable Vacation Homes in Haleiwa

Over 116+ Instantly Bookable Vacation Homes in or Near Haleiwa
North Shore Garden Hideaway Apartment, No Steps From US $421
         

10.0 (90 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Studio, Sleeps 4, A/C, Kitchen, Beach 5m Drive From US $432
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Pristine Hale'iwa Oceanfront Condo From US $285
         

North Shore Beach House with Ocean View From US $523
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Haleiwa Vacation Rentals

With more than 414 Haleiwa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mauidreamwedding and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Haleiwa.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mauidreamwedding Haleiwa, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Haleiwa. Places to stay near Haleiwa are 890.85 ft² on average, with prices averaging US $724 a night.

Mauidreamwedding makes it easy and safe to find and compare vacation rentals in Haleiwa with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Haleiwa

Type Count
Vacation Homes 290
Holiday Apartments 77
Cottages 16
Villas 6
Cabin Rentals 3
B&B 2
Hotels 2
Others 2

Use these Quick Filters to Find a Vacation Rental in Haleiwa

Pro Tip: Mauidreamwedding makes it easy to compare the best listings on Mauidreamwedding homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mauidreamwedding homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Haleiwa.

Weather in Haleiwa

View the weather forecast for Haleiwa before booking your Haleiwa Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 85°F       Low 70°F
June - August
High 89°F       Low 74°F
September - November
High 89°F       Low 73°F

Complexes around Haleiwa, HI


Haleiwa Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Haleiwa?
How many vacation rentals are available in Haleiwa?

Currently, the total number of properties listed in 2026 is over 414 in the Haleiwa area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Haleiwa.