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Haleiwa Holiday Apartments

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133 rentals in Haleiwa.
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Spectacular Waimea Oceanfront Estate, holiday rental in Haleiwa
Spectacular Waimea Oceanfront Estate, holiday rental in Haleiwa
Spectacular Waimea Oceanfront Estate, holiday rental in Haleiwa

Spectacular Waimea Oceanfront Estate

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Best Location, Amazing Beach, Private! 188 5-Star Reviews! Hot Tub, AC, 4 Bikes, holiday rental in Haleiwa
Best Location, Amazing Beach, Private! 188 5-Star Reviews! Hot Tub, AC, 4 Bikes, holiday rental in Haleiwa
Best Location, Amazing Beach, Private! 188 5-Star Reviews! Hot Tub, AC, 4 Bikes, holiday rental in Haleiwa

Best Location, Amazing Beach, Private! 188 5-Star Reviews! Hot Tub, AC, 4 Bikes

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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'Sunset Hale' Close to Beach, holiday rental in Haleiwa
'Sunset Hale' Close to Beach, holiday rental in Haleiwa
'Sunset Hale' Close to Beach, holiday rental in Haleiwa

'Sunset Hale' Close to Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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, holiday rental in Haleiwa
Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, holiday rental in Haleiwa

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Best Beachfront Location on Sunset Beach!, holiday rental in Haleiwa
Best Beachfront Location on Sunset Beach!, holiday rental in Haleiwa
Best Beachfront Location on Sunset Beach!, holiday rental in Haleiwa

Best Beachfront Location on Sunset Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beatiful Private Home Right There at Sharks Cove, holiday rental in Haleiwa
Beatiful Private Home Right There at Sharks Cove, holiday rental in Haleiwa
Beatiful Private Home Right There at Sharks Cove, holiday rental in Haleiwa

Beatiful Private Home Right There at Sharks Cove

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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All New Contemporary Renovation - Perfect North Shore Location, holiday rental in Haleiwa
All New Contemporary Renovation - Perfect North Shore Location, holiday rental in Haleiwa
All New Contemporary Renovation - Perfect North Shore Location, holiday rental in Haleiwa

All New Contemporary Renovation - Perfect North Shore Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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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!!, holiday rental in Haleiwa
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!!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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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!, holiday rental in Haleiwa
FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!, holiday rental in Haleiwa

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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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, holiday rental in Haleiwa
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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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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., holiday rental in Haleiwa
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.

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Waimea Point Oceanfront House -  (with Air Conditioning), holiday rental in Haleiwa
Waimea Point Oceanfront House -  (with Air Conditioning), holiday rental in Haleiwa
Waimea Point Oceanfront House -  (with Air Conditioning), holiday rental in Haleiwa

Waimea Point Oceanfront House - (with Air Conditioning)

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy this Lovely Tropical Paradise!!, holiday rental in Haleiwa
Enjoy this Lovely Tropical Paradise!!, holiday rental in Haleiwa
Enjoy this Lovely Tropical Paradise!!, holiday rental in Haleiwa

Enjoy this Lovely Tropical Paradise!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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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, holiday rental in Haleiwa
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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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?, holiday rental in Haleiwa
Imagine relaxing here! Family friendly. Iconic beach. Fast WIFI. Workcation?, holiday rental in Haleiwa

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

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
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Beachfront Palaypa - Former Mission House, holiday rental in Haleiwa
Beachfront Palaypa - Former Mission House, holiday rental in Haleiwa
Beachfront Palaypa - Former Mission House, holiday rental in Haleiwa

Beachfront Palaypa - Former Mission House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Oceanfront Home on White Sand Beach (legal licensed short stay), holiday rental in Haleiwa
Oceanfront Home on White Sand Beach (legal licensed short stay), holiday rental in Haleiwa
Oceanfront Home on White Sand Beach (legal licensed short stay), holiday rental in Haleiwa

Oceanfront Home on White Sand Beach (legal licensed short stay)

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Right on the Water, Newly Constructed Home!, holiday rental in Haleiwa
Right on the Water, Newly Constructed Home!, holiday rental in Haleiwa
Right on the Water, Newly Constructed Home!, holiday rental in Haleiwa

Right on the Water, Newly Constructed Home!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Beachfront Home at the world famous Banzai Pipeline, holiday rental in Haleiwa
Beachfront Home at the world famous Banzai Pipeline, holiday rental in Haleiwa
Beachfront Home at the world famous Banzai Pipeline, holiday rental in Haleiwa

Beachfront Home at the world famous Banzai Pipeline

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming House with 60 fT of ocean frontage! minimum 30 nights , $12.000 p/month, holiday rental in Haleiwa
Charming House with 60 fT of ocean frontage! minimum 30 nights , $12.000 p/month, holiday rental in Haleiwa
Charming House with 60 fT of ocean frontage! minimum 30 nights , $12.000 p/month, holiday rental in Haleiwa

Charming House with 60 fT of ocean frontage! minimum 30 nights , $12.000 p/month

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, holiday rental in Haleiwa
Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, holiday rental in Haleiwa
Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, holiday rental in Haleiwa

Open Now: SUNSET PT. 3 BEDROOM, ocean views , yard, bikes

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star.., holiday rental in Haleiwa
Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star.., holiday rental in Haleiwa
Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star.., holiday rental in Haleiwa

Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star..

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
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, holiday rental in Haleiwa
Beachfront Luxury Home With Spacious Yard North Shore of Oahu, holiday rental in Haleiwa

Beachfront Luxury Home With Spacious Yard North Shore of Oahu

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Sunset Beach Cottage, holiday rental in Haleiwa
Sunset Beach Cottage, holiday rental in Haleiwa
Sunset Beach Cottage, holiday rental in Haleiwa

Sunset Beach Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, holiday rental in Haleiwa
Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, holiday rental in Haleiwa
Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, holiday rental in Haleiwa

Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Banzai Pipeline Beachfront - 4 bedroom on Sandy Beach ( 1 rental per 30 days), holiday rental in Haleiwa
Banzai Pipeline Beachfront - 4 bedroom on Sandy Beach ( 1 rental per 30 days), holiday rental in Haleiwa
Banzai Pipeline Beachfront - 4 bedroom on Sandy Beach ( 1 rental per 30 days), holiday rental in Haleiwa

Banzai Pipeline Beachfront - 4 bedroom on Sandy Beach ( 1 rental per 30 days)

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, holiday rental in Haleiwa
Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, holiday rental in Haleiwa
Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, holiday rental in Haleiwa

Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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North Shore beachfront, luxury with hot tub and air conditioning, holiday rental in Haleiwa
North Shore beachfront, luxury with hot tub and air conditioning, holiday rental in Haleiwa
North Shore beachfront, luxury with hot tub and air conditioning, holiday rental in Haleiwa

North Shore beachfront, luxury with hot tub and air conditioning

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront | Sunsets | Spa | Surf Spot, holiday rental in Haleiwa
Beachfront | Sunsets | Spa | Surf Spot, holiday rental in Haleiwa
Beachfront | Sunsets | Spa | Surf Spot, holiday rental in Haleiwa

Beachfront | Sunsets | Spa | Surf Spot

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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'Hale Noa' Private. Beachfront. Fenced. Excellent Location., holiday rental in Haleiwa
'Hale Noa' Private. Beachfront. Fenced. Excellent Location., holiday rental in Haleiwa
'Hale Noa' Private. Beachfront. Fenced. Excellent Location., holiday rental in Haleiwa

'Hale Noa' Private. Beachfront. Fenced. Excellent Location.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Chun's Hideaway, holiday rental in Haleiwa
Beachfront Chun's Hideaway, holiday rental in Haleiwa
Beachfront Chun's Hideaway, holiday rental in Haleiwa

Beachfront Chun's Hideaway

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, holiday rental in Haleiwa
Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, holiday rental in Haleiwa
Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, holiday rental in Haleiwa

Smokie Acre Blossoms - North Shore Oahu, Sunset Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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, holiday rental in Haleiwa
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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW Pipeline Beachfront Home, holiday rental in Haleiwa
NEW Pipeline Beachfront Home, holiday rental in Haleiwa
NEW Pipeline Beachfront Home, holiday rental in Haleiwa

NEW Pipeline Beachfront Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Pupukea Heights 2 Bedroom, holiday rental in Haleiwa
Pupukea Heights 2 Bedroom, holiday rental in Haleiwa
Pupukea Heights 2 Bedroom, holiday rental in Haleiwa

Pupukea Heights 2 Bedroom

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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, holiday rental in Haleiwa
SPECIAL RATES NOW THROUGH END OF NOVEMBER!!! 30+ nights required, holiday rental in Haleiwa

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., holiday rental in Haleiwa
Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., holiday rental in Haleiwa
Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., holiday rental in Haleiwa

Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards.

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
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, holiday rental in Haleiwa
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

Holiday Rental House
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, holiday rental in Haleiwa
OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH, holiday rental in Haleiwa

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Ocean View Home Steps from the Most Desirable Beaches -, holiday rental in Haleiwa
Beautiful Ocean View Home Steps from the Most Desirable Beaches -, holiday rental in Haleiwa
Beautiful Ocean View Home Steps from the Most Desirable Beaches -, holiday rental in Haleiwa

Beautiful Ocean View Home Steps from the Most Desirable Beaches -

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Waimea Bay Point Cottage  (with Air Conditioning), holiday rental in Haleiwa
Waimea Bay Point Cottage  (with Air Conditioning), holiday rental in Haleiwa
Waimea Bay Point Cottage  (with Air Conditioning), holiday rental in Haleiwa

Waimea Bay Point Cottage (with Air Conditioning)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Lanai on Sunset Beach, holiday rental in Haleiwa
The Lanai on Sunset Beach, holiday rental in Haleiwa
The Lanai on Sunset Beach, holiday rental in Haleiwa

The Lanai on Sunset Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfront Paradise!! -   'The House at Log Cabins', holiday rental in Haleiwa
Oceanfront Paradise!! -   'The House at Log Cabins', holiday rental in Haleiwa
Oceanfront Paradise!! -   'The House at Log Cabins', holiday rental in Haleiwa

Oceanfront Paradise!! - 'The House at Log Cabins'

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove., holiday rental in Haleiwa
Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove., holiday rental in Haleiwa
Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove., holiday rental in Haleiwa

Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove.

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
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, holiday rental in Haleiwa
North Shore Plantation House***************************** Tax ID W********-01, holiday rental in Haleiwa

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

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
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, holiday rental in Haleiwa
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach House on Spectacular North Shore Beach - Sunset/Ke Iki, holiday rental in Haleiwa
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki, holiday rental in Haleiwa
Beach House on Spectacular North Shore Beach - Sunset/Ke Iki, holiday rental in Haleiwa

Beach House on Spectacular North Shore Beach - Sunset/Ke Iki

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Best Luxury Condo on the Beach North Shore, holiday rental in Haleiwa
Best Luxury Condo on the Beach North Shore, holiday rental in Haleiwa
Best Luxury Condo on the Beach North Shore, holiday rental in Haleiwa

Best Luxury Condo on the Beach North Shore

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Sunset Beach - Spectacular Private White Sandy Beach Frontage, holiday rental in Haleiwa
Sunset Beach - Spectacular Private White Sandy Beach Frontage, holiday rental in Haleiwa
Sunset Beach - Spectacular Private White Sandy Beach Frontage, holiday rental in Haleiwa

Sunset Beach - Spectacular Private White Sandy Beach Frontage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, holiday rental in Haleiwa
Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, holiday rental in Haleiwa
Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, holiday rental in Haleiwa

Haleiwa Beachfront Condo. Perfect Peaceful Paradise!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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