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Haleiwa Vacation Rentals

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178 rentals in Haleiwa.
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Luxurious,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation rental in Haleiwa
Luxurious,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation rental in Haleiwa
Luxurious,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation rental in Haleiwa

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

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Spectacular Waimea Oceanfront Estate, vacation rental in Haleiwa
Spectacular Waimea Oceanfront Estate, vacation rental in Haleiwa
Spectacular Waimea Oceanfront Estate, vacation rental in Haleiwa

Spectacular Waimea Oceanfront Estate

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Location and Beach,194 5-Star Reviews! Hot Tub, AC, 4 Bikes, vacation rental in Haleiwa
Amazing Location and Beach,194 5-Star Reviews! Hot Tub, AC, 4 Bikes, vacation rental in Haleiwa
Amazing Location and Beach,194 5-Star Reviews! Hot Tub, AC, 4 Bikes, vacation rental in Haleiwa

Amazing Location and Beach,194 5-Star Reviews! Hot Tub, AC, 4 Bikes

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

'Sunset Hale' Close to Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation rental in Haleiwa
Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation rental in Haleiwa
Elegant,Private,Sandy Beachfront,Spa Boutique Resort & Ocean Amenities Galore, vacation 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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Beatiful Private Home Right There at Sharks Cove, vacation rental in Haleiwa
Beatiful Private Home Right There at Sharks Cove, vacation rental in Haleiwa
Beatiful Private Home Right There at Sharks Cove, vacation rental in Haleiwa

Beatiful Private Home Right There at Sharks Cove

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SPECIAL! $750/nt!! 5/nt min. ON THE SAND OF SUNSET BEACH! FABULOUS FUN!!, vacation rental in Haleiwa
SPECIAL! $750/nt!! 5/nt min. ON THE SAND OF SUNSET BEACH! FABULOUS FUN!!, vacation rental in Haleiwa
SPECIAL! $750/nt!! 5/nt min. ON THE SAND OF SUNSET BEACH! FABULOUS FUN!!, vacation rental in Haleiwa

SPECIAL! $750/nt!! 5/nt min. ON THE SAND OF SUNSET BEACH! FABULOUS FUN!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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All New Contemporary Renovation - Perfect North Shore Location, vacation rental in Haleiwa
All New Contemporary Renovation - Perfect North Shore Location, vacation rental in Haleiwa
All New Contemporary Renovation - Perfect North Shore Location, vacation rental in Haleiwa

All New Contemporary Renovation - Perfect North Shore Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!, vacation rental in Haleiwa
FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!, vacation rental in Haleiwa
FULLY RENOVATED! Short Walk to Sunset Beach! Fully Air Conditioned!, vacation rental in Haleiwa

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Enjoy this Lovely Tropical Paradise!!, vacation rental in Haleiwa
Enjoy this Lovely Tropical Paradise!!, vacation rental in Haleiwa
Enjoy this Lovely Tropical Paradise!!, vacation rental in Haleiwa

Enjoy this Lovely Tropical Paradise!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Experience a peaceful 30 days Oct and Nov special offer, vacation rental in Haleiwa
Experience a peaceful 30 days Oct and Nov special offer, vacation rental in Haleiwa
Experience a peaceful 30 days Oct and Nov special offer, vacation rental in Haleiwa

Experience a peaceful 30 days Oct and Nov special offer

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waimea Point Oceanfront House -  (with Air Conditioning), vacation rental in Haleiwa
Waimea Point Oceanfront House -  (with Air Conditioning), vacation rental in Haleiwa
Waimea Point Oceanfront House -  (with Air Conditioning), vacation 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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Beachfront Palaypa - Former Mission House, vacation rental in Haleiwa
Beachfront Palaypa - Former Mission House, vacation rental in Haleiwa
Beachfront Palaypa - Former Mission House, vacation rental in Haleiwa

Beachfront Palaypa - Former Mission House

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront Home on White Sand Beach (legal licensed short stay), vacation rental in Haleiwa
Oceanfront Home on White Sand Beach (legal licensed short stay), vacation rental in Haleiwa
Oceanfront Home on White Sand Beach (legal licensed short stay), vacation 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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Beautiful *Beachfront* House on the Beach at Sunset Beach. Paradise on the Beach, vacation rental in Haleiwa
Beautiful *Beachfront* House on the Beach at Sunset Beach. Paradise on the Beach, vacation rental in Haleiwa
Beautiful *Beachfront* House on the Beach at Sunset Beach. Paradise on the Beach, vacation rental in Haleiwa

Beautiful *Beachfront* House on the Beach at Sunset Beach. Paradise on the Beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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OCEANFRONT, ELEVATED  HOUSE SINGLE BEDROOM, vacation rental in Haleiwa
OCEANFRONT, ELEVATED  HOUSE SINGLE BEDROOM, vacation rental in Haleiwa
OCEANFRONT, ELEVATED  HOUSE SINGLE BEDROOM, vacation rental in Haleiwa

OCEANFRONT, ELEVATED HOUSE SINGLE BEDROOM

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Imagine relaxing here! Family friendly. Sunset beach. Fast WIFI. Parking. WFA?, vacation rental in Haleiwa
Imagine relaxing here! Family friendly. Sunset beach. Fast WIFI. Parking. WFA?, vacation rental in Haleiwa
Imagine relaxing here! Family friendly. Sunset beach. Fast WIFI. Parking. WFA?, vacation rental in Haleiwa

Imagine relaxing here! Family friendly. Sunset beach. Fast WIFI. Parking. WFA?

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Sunset *Beach Front* Hale Kalea - Beach Bikes! Complies w/ new city rental rqmt., vacation rental in Haleiwa
Sunset *Beach Front* Hale Kalea - Beach Bikes! Complies w/ new city rental rqmt., vacation rental in Haleiwa
Sunset *Beach Front* Hale Kalea - Beach Bikes! Complies w/ new city rental rqmt., vacation 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
Match: Sleeps
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Beachfront Luxury Home With Spacious Yard North Shore of Oahu, vacation rental in Haleiwa
Beachfront Luxury Home With Spacious Yard North Shore of Oahu, vacation rental in Haleiwa
Beachfront Luxury Home With Spacious Yard North Shore of Oahu, vacation 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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Charming House with 60 fT of ocean frontage! minimum 30 nights , $13,500 p/month, vacation rental in Haleiwa
Charming House with 60 fT of ocean frontage! minimum 30 nights , $13,500 p/month, vacation rental in Haleiwa
Charming House with 60 fT of ocean frontage! minimum 30 nights , $13,500 p/month, vacation rental in Haleiwa

Charming House with 60 fT of ocean frontage! minimum 30 nights , $13,500 p/month

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, vacation rental in Haleiwa
Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, vacation rental in Haleiwa
Gorgeous, Spacious, Ideal Family Vacation With 6 Ocean View Bedrooms!, vacation 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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Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, vacation rental in Haleiwa
Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, vacation rental in Haleiwa
Smokie Acre Blossoms - North Shore Oahu, Sunset Beach, vacation 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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Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star, vacation rental in Haleiwa
Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star, vacation rental in Haleiwa
Hidden Jewel on the Beach -Spectacular Views Very clean, AC in bedroom, 5 star, vacation 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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Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, vacation rental in Haleiwa
Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, vacation rental in Haleiwa
Oceanfront 2 Bedroom at Chun's Reef **Special $195 nt 3/5 to 3/31***, vacation 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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Sunset Beach Cottage, vacation rental in Haleiwa
Sunset Beach Cottage, vacation rental in Haleiwa
Sunset Beach Cottage, vacation rental in Haleiwa

Sunset Beach Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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FALL SPECIAL $160/NT FOR SEPT AND OCT~JUST 300 STEPS TO SUNSET BEACH, vacation rental in Haleiwa
FALL SPECIAL $160/NT FOR SEPT AND OCT~JUST 300 STEPS TO SUNSET BEACH, vacation rental in Haleiwa
FALL SPECIAL $160/NT FOR SEPT AND OCT~JUST 300 STEPS TO SUNSET BEACH, vacation rental in Haleiwa

FALL SPECIAL $160/NT FOR SEPT AND OCT~JUST 300 STEPS TO SUNSET BEACH

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, vacation rental in Haleiwa
Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, vacation rental in Haleiwa
Open Now:  SUNSET PT. 3 BEDROOM, ocean views , yard, bikes, vacation rental in Haleiwa

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Banzai Pipeline Beachfront - Private, clean 4 bedroom 3 bath on White Sandy, vacation rental in Haleiwa
Banzai Pipeline Beachfront - Private, clean 4 bedroom 3 bath on White Sandy, vacation rental in Haleiwa
Banzai Pipeline Beachfront - Private, clean 4 bedroom 3 bath on White Sandy, vacation rental in Haleiwa

Banzai Pipeline Beachfront - Private, clean 4 bedroom 3 bath on White Sandy

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Chun's Hideaway, vacation rental in Haleiwa
Beachfront Chun's Hideaway, vacation rental in Haleiwa
Beachfront Chun's Hideaway, vacation rental in Haleiwa

Beachfront Chun's Hideaway

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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North Shore beachfront, luxury with hot tub and air conditioning, vacation rental in Haleiwa
North Shore beachfront, luxury with hot tub and air conditioning, vacation rental in Haleiwa
North Shore beachfront, luxury with hot tub and air conditioning, vacation 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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NEW Pipeline Beachfront Home, vacation rental in Haleiwa
NEW Pipeline Beachfront Home, vacation rental in Haleiwa
NEW Pipeline Beachfront Home, vacation rental in Haleiwa

NEW Pipeline Beachfront Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property, vacation rental in Haleiwa
Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property, vacation rental in Haleiwa
Beautiful Private Cottage/Home on 1.5 Acres of a lush, gated property, vacation 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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Beachfront | Sunsets | Spa | Surf Spot - .  HOUSE RECENTLY REMODELED, vacation rental in Haleiwa
Beachfront | Sunsets | Spa | Surf Spot - .  HOUSE RECENTLY REMODELED, vacation rental in Haleiwa
Beachfront | Sunsets | Spa | Surf Spot - .  HOUSE RECENTLY REMODELED, vacation rental in Haleiwa

Beachfront | Sunsets | Spa | Surf Spot - . HOUSE RECENTLY REMODELED

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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OCEAN FRONT & SHORT WALK TO FAMOUS HALEIWA TOWN, vacation rental in Haleiwa
OCEAN FRONT & SHORT WALK TO FAMOUS HALEIWA TOWN, vacation rental in Haleiwa
OCEAN FRONT & SHORT WALK TO FAMOUS HALEIWA TOWN, vacation rental in Haleiwa

OCEAN FRONT & SHORT WALK TO FAMOUS HALEIWA TOWN

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Home at the world famous Banzai Pipeline, vacation rental in Haleiwa
Beachfront Home at the world famous Banzai Pipeline, vacation rental in Haleiwa
Beachfront Home at the world famous Banzai Pipeline, vacation 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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SUNSET BEACH LUXURY VACATION RENTAL -  ON THE BEACH  WITH AIR CONDITIONING, vacation rental in Haleiwa
SUNSET BEACH LUXURY VACATION RENTAL -  ON THE BEACH  WITH AIR CONDITIONING, vacation rental in Haleiwa
SUNSET BEACH LUXURY VACATION RENTAL -  ON THE BEACH  WITH AIR CONDITIONING, vacation rental in Haleiwa

SUNSET BEACH LUXURY VACATION RENTAL - ON THE BEACH WITH AIR CONDITIONING

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Hale Makai - Charming Surf Cottage By The Sea!, vacation rental in Haleiwa
Hale Makai - Charming Surf Cottage By The Sea!, vacation rental in Haleiwa
Hale Makai - Charming Surf Cottage By The Sea!, vacation rental in Haleiwa

Hale Makai - Charming Surf Cottage By The Sea!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New Contemporary Renovation - Perfect Location, vacation rental in Haleiwa
New Contemporary Renovation - Perfect Location, vacation rental in Haleiwa
New Contemporary Renovation - Perfect Location, vacation rental in Haleiwa

New Contemporary Renovation - Perfect Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Payment Protection

NEW North Shore Oceanfront At Rocky Point, vacation rental in Haleiwa
NEW North Shore Oceanfront At Rocky Point, vacation rental in Haleiwa
NEW North Shore Oceanfront At Rocky Point, vacation rental in Haleiwa

NEW North Shore Oceanfront At Rocky Point

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Bungalow at Waimea Bay Point, vacation rental in Haleiwa
The Bungalow at Waimea Bay Point, vacation rental in Haleiwa
The Bungalow at Waimea Bay Point, vacation rental in Haleiwa

The Bungalow at Waimea Bay Point

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., vacation rental in Haleiwa
Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., vacation rental in Haleiwa
Luxurious Oceanfront Home With Sweeping Tropical Views. You Can Surf Backyards., vacation 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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Luxurious One Acre Gated Residence with Spectacular Ocean Views, vacation rental in Haleiwa
Luxurious One Acre Gated Residence with Spectacular Ocean Views, vacation rental in Haleiwa
Luxurious One Acre Gated Residence with Spectacular Ocean Views, vacation rental in Haleiwa

Luxurious One Acre Gated Residence with Spectacular Ocean Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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ON THE SAND! Chuns Reef Beach House  - Oceanfront Main House - A/C - Beach Toys, vacation rental in Haleiwa
ON THE SAND! Chuns Reef Beach House  - Oceanfront Main House - A/C - Beach Toys, vacation rental in Haleiwa
ON THE SAND! Chuns Reef Beach House  - Oceanfront Main House - A/C - Beach Toys, vacation rental in Haleiwa

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Pupukea Heights 2 Bedroom, vacation rental in Haleiwa
Pupukea Heights 2 Bedroom, vacation rental in Haleiwa
Pupukea Heights 2 Bedroom, vacation rental in Haleiwa

Pupukea Heights 2 Bedroom

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, vacation rental in Haleiwa
Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, vacation rental in Haleiwa
Haleiwa Beachfront Condo.  Perfect Peaceful Paradise!, vacation rental in Haleiwa

Haleiwa Beachfront Condo. Perfect Peaceful Paradise!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Ocean View Home Steps from the Most Desirable Beaches -, vacation rental in Haleiwa
Beautiful Ocean View Home Steps from the Most Desirable Beaches -, vacation rental in Haleiwa
Beautiful Ocean View Home Steps from the Most Desirable Beaches -, vacation 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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OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH, vacation rental in Haleiwa
OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH, vacation rental in Haleiwa
OCEANFRONT NORTHSHORE HOME | ALOHA BEACH & SURF | ROCKY POINT & SUNSET BEACH, vacation rental in Haleiwa

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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The Lanai on Sunset Beach, vacation rental in Haleiwa
The Lanai on Sunset Beach, vacation rental in Haleiwa
The Lanai on Sunset Beach, vacation rental in Haleiwa

The Lanai on Sunset Beach

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Oceanfront Paradise!! -   'The House at Log Cabins', vacation rental in Haleiwa
Oceanfront Paradise!! -   'The House at Log Cabins', vacation rental in Haleiwa
Oceanfront Paradise!! -   'The House at Log Cabins', vacation 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., vacation rental in Haleiwa
Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove., vacation rental in Haleiwa
Zen Tropical Beachfront Studio. Close to Log Cabins, Pipeline, Shark's Cove., vacation 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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