Owner Direct Vacation Rentals in Haleiwa

The Best Owner Direct Vacation Rentals in Haleiwa. Explore thousands of vacation home rentals, large cabins, and villas near Haleiwa

Kalani Hawaii Private Lodging From US $285
         

9.6 (201 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Surfers Paradise! From US $491
         

9.8 (50 Reviews)
House
  • Parking
  • TV
  • View
Aloha Surf Cabin - Private Yard & Entrance! From US $132
         

New
Cabin
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
Great location, right by beaches and snorkeling! From US $549
         

|
8.7 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Hawaii Oceanfront Beach House Paradise on the Beach Family Activities From US $969
         

The Three Tables Remote Retreat From US $159
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • View

Luxury Places to Stay in Haleiwa

Over 410+ Luxury Places to Stay in or Near Haleiwa
Exclusive Beachfront Home in Private Gated Community From US $3,484
         

Haleiwa Waterfront House From US $2,548
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waimea Bay Luxury Estate Views & Hot tub From US $2,210
         

9.4 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Beachfront | Sunsets | Spa | Surf Spot From US $2,143
         

9.6 (268 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Haleiwa

Over 24+ Top-Rated Vacation Rentals with a Pool in or Near Haleiwa
Enjoy this Lovely Tropical Paradise! From US $855
         

"Pua Pono House" Tropical Acreage, Beach ~5m drive From US $391
         

10.0 (49 Reviews)
House
  • Parking
  • Pool
  • Balcony/Terrace
Ocean views, indoor and outdoor brilliance! From US $855
         

|
9.4 (24 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
North Shore Garden Studio From US $331
         

9.4 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
North Shore Private Estate From US $720
         

9.2 (5 Reviews)
House
  • Parking
  • Pool
  • TV
Sunsetbeach Front North Shore Home In Haleiwa From US $585
         

8.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Haleiwa

Over 29+ Pet-Friendly Vacation Rentals in or Near Haleiwa
Beautiful ocean views, just steps away from Banzai Pipeline From US $1,704
         

|
7.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Beach Retreat, One Block Walk to the Beach From US $271
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3-Bedroom Home Plus Mother-in-Law-Suite in Peaceful Haleiwa Hawaii From US $853
         

North Shore Ocean View Retreat From US $259
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Haleiwa on PetFriendly.io

Large Vacation Homes & Villas in Haleiwa

Over 63+ Large Vacation Homes & Villas in or Near Haleiwa
Amazing Ocean View! From US $712
         

|
9.5 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • View
North Shore Rural Serene Home with Ocean-MT Views From US $1,386
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waimea Bay Luxury Estate Views & Hot Tub From US $1,630
         

|
9.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • View
The Green Pineapple Estate home From US $293
         

New
House
  • Parking
  • Breakfast
  • Child Friendly
Oceanfront Beach House - Tropical Paradise! From US $931
         

9.6 (27 Reviews)
Condo
  • Parking
  • TV
  • Balcony/Terrace
The Perfect North Shore Getaway! From US $1,995
         

10.0 (55 Reviews)
House
  • 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 $423
         

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

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

Haleiwa Varoom and Airbnb Places to Stay Under $200

Over 50+ Haleiwa Varoom and Airbnb Places to Stay Under $200
Backpackers Vacation Inn and Plantation Village From US $86
         

Beach Side Studio Rental. From US $136
         

9.6 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
FALL SPECIAL~ONLY 139USD~A GREAT LOCATION~JUST STEPS 2 THE BEACH ON SUNSET POINT From US $169
         

The Green Pineapple Studio apts From US $126
         

|
New
Apartment
  • Parking
  • Breakfast
  • Child Friendly
1 Mile from Pipeline Surf Break! From US $93
         

9.2 (31 Reviews)
Apartment
  • Parking
  • TV
  • View
ICE OPTIONAL IN PARADISE.SURF IS UP.WALK to PIPE where the BIG WAVE ACTION IS From US $185
         

Instantly Bookable Vacation Homes in Haleiwa

Over 126+ Instantly Bookable Vacation Homes in or Near Haleiwa
THE TREEHOUSE COTTAGE - 90 DAY RENTAL From US $244
         

9.8 (133 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Turtle Bay One Bedroom From US $458
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Modern vacation home - Bikes/Surfs/Beaches/Sun From US $232
         

9.8 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Haleiwa Beachfront Condo. Perfect Peaceful Paradise! From US $247
         

Sunset Oceanfront Hale Kalea - Beach Cruisers! From US $1,630
         

9.8 (131 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Oceanfront 2 Bedroom at Chun's Reef From US $511
         

9.8 (229 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Haleiwa Vacation Rentals

With more than 419 Haleiwa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect 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 Ownerdirect 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 950.19 ft² on average, with prices averaging $733 a night.

Ownerdirect 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 295
Holiday Apartments 75
Cottages 20
Villas 5
Cabin Rentals 3
B&B 2
Others 2
Hotels with Suites 1

Use these Quick Filters to Find a Vacation Rental in Haleiwa

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect 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