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Holiday Rentals in Haleiwa

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57 rentals in Haleiwa.
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North Shore Oahu Tropical 2 Bedroom Beach House, holiday rental in Haleiwa

North Shore Oahu Tropical 2 Bedroom Beach House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Sunset Hale' Close to Beach, holiday rental in Haleiwa

'Sunset Hale' Close to Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beachfront Home, Ocean Views From Every Room (legal & licensed for short stays), holiday rental in Haleiwa

Beachfront Home, Ocean Views From Every Room (legal & licensed for short stays)

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, holiday rental in Haleiwa

Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Enjoy this Lovely Tropical Paradise!!, holiday rental in Haleiwa

Enjoy this Lovely Tropical Paradise!!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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BEAUTIFUL SECLUDED HIDEAWAY!!  A/C AND SPA! THE FABULOUS SUNSET BEACH HOUSE!!, holiday rental in Haleiwa

BEAUTIFUL SECLUDED HIDEAWAY!! A/C AND SPA! THE FABULOUS SUNSET BEACH HOUSE!!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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retreat for 12 days or 30 plus in serenity walk to beach bike or just relax, holiday rental in Haleiwa

retreat for 12 days or 30 plus in serenity walk to beach bike or just relax

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beatiful Private Home Right There at Sharks Cove, holiday rental in Haleiwa

Beatiful Private Home Right There at Sharks Cove

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful *Beachfront* Estate on the Sand at Sunset Beach. Paradise on the Beach, holiday rental in Haleiwa

Beautiful *Beachfront* Estate on the Sand at Sunset Beach. Paradise on the Beach

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cottage, holiday rental in Haleiwa

Cozy Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Beach near Banzai Pipeline, holiday rental in Haleiwa

Sunset Beach near Banzai Pipeline

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset *Beach Front* Hale Kalea - Beach Bikes! Complies w/ new city rental rqmt., holiday rental in Haleiwa

Sunset *Beach Front* Hale Kalea - Beach Bikes! Complies w/ new city rental rqmt.

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Imagine relaxing here! Family friendly. Iconic beach. Fast WIFI. Workcation?, holiday rental in Haleiwa

Imagine relaxing here! Family friendly. Iconic beach. Fast WIFI. Workcation?

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!, holiday rental in Haleiwa

FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beachfront Palaypa - Former Mission House, holiday rental in Haleiwa

Beachfront Palaypa - Former Mission House

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property, holiday rental in Haleiwa

Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pupukea Heights 2 Bedroom, holiday rental in Haleiwa

Pupukea Heights 2 Bedroom

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Luxury Home With Spacious Yard North Shore of Oahu, holiday rental in Haleiwa

Beachfront Luxury Home With Spacious Yard North Shore of Oahu

5 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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OCEANFRONT, ELEVATED  HOUSE SINGLE BEDROOM, holiday rental in Haleiwa

OCEANFRONT, ELEVATED HOUSE SINGLE BEDROOM

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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ON THE SAND! Chuns Reef Beach House  - Oceanfront Main House - A/C - Beach Toys, holiday rental in Haleiwa

ON THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH, holiday rental in Haleiwa

OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SPECIAL RATES NOW THROUGH END OF NOVEMBER!!! 30+ nights required, holiday rental in Haleiwa

SPECIAL RATES NOW THROUGH END OF NOVEMBER!!! 30+ nights required

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Cottage at Sunset • Walk to the Beach, holiday rental in Haleiwa

Charming Cottage at Sunset • Walk to the Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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North Shore Plantation House***************************** Tax ID W********-01, holiday rental in Haleiwa

North Shore Plantation House***************************** Tax ID W********-01

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious One Acre Gated Residence with Spectacular Ocean Views, holiday rental in Haleiwa

Luxurious One Acre Gated Residence with Spectacular Ocean Views

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Honu Pacific Surf- Stunning Oceanfront North Shore Home!, holiday rental in Haleiwa

Honu Pacific Surf- Stunning Oceanfront North Shore Home!

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Surf, sand, sun…Island style living at its best!  NEW LISTING open calendar!, holiday rental in Haleiwa

Surf, sand, sun…Island style living at its best! NEW LISTING open calendar!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Studio one block to Sunset Beach, quiet neighborhood, holiday rental in Haleiwa

Beautiful Studio one block to Sunset Beach, quiet neighborhood

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Haleiwa Waterfront House, holiday rental in Haleiwa

Haleiwa Waterfront House

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Northshore Pupukea Getaway up the hill from the best beaches on of Oahu, holiday rental in Haleiwa

Northshore Pupukea Getaway up the hill from the best beaches on of Oahu

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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North Shore Haleiwa home in family neighborhood, newly remodeled, close to beach, holiday rental in Haleiwa

North Shore Haleiwa home in family neighborhood, newly remodeled, close to beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Haleiwa Beachfront Luxury, holiday rental in Haleiwa

Modern Haleiwa Beachfront Luxury

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Beach Hideaway Short Walk To Rocky Point, holiday rental in Haleiwa

Charming Beach Hideaway Short Walk To Rocky Point

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Haleiwa Waterfront House, holiday rental in Haleiwa

Haleiwa Waterfront House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Zen Ambiance On The Sand At Ke Iki Beach, holiday rental in Haleiwa

Zen Ambiance On The Sand At Ke Iki Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Contemporary Renovation - Perfect Location, holiday rental in Haleiwa

New Contemporary Renovation - Perfect Location

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Northshore Pupukea Getaway up the hill from the best beaches on of Oahu, holiday rental in Haleiwa

Northshore Pupukea Getaway up the hill from the best beaches on of Oahu

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hawaiian Style Home With a Huge Deck Close to Rocky Point, holiday rental in Haleiwa

Hawaiian Style Home With a Huge Deck Close to Rocky Point

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bare Feet Retreat at Sunset Beach-- come relax with us!, holiday rental in Haleiwa

Bare Feet Retreat at Sunset Beach-- come relax with us!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Cottage at Log Cabins, holiday rental in Haleiwa

Beachfront Cottage at Log Cabins

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Large Private Home with Spectacular Sunset Views, holiday rental in Haleiwa

Large Private Home with Spectacular Sunset Views

5 bedrooms
9 bathrooms
Sleeps 11
Match: Sleeps
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Tranquil, overlooking iconic surf Beach.  House. 2 bed/2 bath. Parking secure., holiday rental in Haleiwa

Tranquil, overlooking iconic surf Beach. House. 2 bed/2 bath. Parking secure.

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Awesome private studio w/AC one block to Sunset Beach, holiday rental in Haleiwa

Awesome private studio w/AC one block to Sunset Beach

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sunset Beach Surf Studio, holiday rental in Haleiwa

Sunset Beach Surf Studio

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Vintage camper Surf Bus, holiday rental in Haleiwa

Vintage camper Surf Bus

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Classic Hawaiian style A-frame Cottage just steps away from the beach, holiday rental in Haleiwa

Classic Hawaiian style A-frame Cottage just steps away from the beach

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Maluhia Beach House ~ Peace & Tranquility, holiday rental in Haleiwa

Maluhia Beach House ~ Peace & Tranquility

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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North shore beachfront home, holiday rental in Haleiwa

North shore beachfront home

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautifully Restored Cottage | AC in Bedrooms | 2 Blocks to Beach & Harbor, holiday rental in Haleiwa

Beautifully Restored Cottage | AC in Bedrooms | 2 Blocks to Beach & Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rock Piles | Beachside Guesthouse, Private Water-View Balcony, Steps to Shore, holiday rental in Haleiwa

Rock Piles | Beachside Guesthouse, Private Water-View Balcony, Steps to Shore

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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