40 Best Haleiwa Vacation rentals on Holiday Lettings - Apartments

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39 Vacation rentals

(4) Excellent 

14

Vacation studio in Haleiwa

Oahu / Haleiwa

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Comfortable and very well located this place is perfect for your North Shore Adventures. Across from Sharks Cove and Keiki Beach, walk distance from Banzai Pipeline, Waimea Bay and Foodland Supermarket. Haleiwa town is only 5 miles away. Enjoy a queen bed with 100% cott …see more

from $139 / night

$950 / week

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Responds fast!
avg. 3 hours 46 minutes

from $139 / night

12

Vacation home in Haleiwa

Oahu / Haleiwa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Unique private Zen Villa located on the heart of Historic Haleiwa Town (Known for its country atmosphere, excellent restaurants and quaint shops and the previous home of Bay Watch Hawaii). You can get away from it all or be in Waikiki in a quick 40 minutes driving. It’s …see more

from $260 / night

$1700 - $3276 / week

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avg. 1 hour 2 minutes

from $260 / night

(12) Excellent 

17

Apartment rental in Haleiwa

Oahu / Haleiwa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Just steps to the beach. Spacious (~800 sf), stylish, very private, comfortable one bedroom upstairs apartment accessible by private outside staircase. Has view of beach and ocean. Well equipped kitchen with additional barbecue on private deck, two burner hot plate …see more

from $195 / night

$1300 - $1951 / week

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from $195 / night

(21) Very Good 

Certificate of Excellence

22

Apartment rental in Haleiwa

Oahu / Haleiwa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Our 1 bedroom, 2 bath unit is located on the third floor of a 3 story walk-up which offers additional privacy and a great view of the Pacific Ocean. Newly remodeled, this unit has only been available for rent since January 2014. Our unit features island comfort and ever …see more

Certificate of Excellence

from $166 / night

$1050 / week

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from $166 / night

12

Vacation home in Haleiwa

Oahu / Haleiwa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Aloha,This Ke Iki Kottage is all renovated with a granite kitchen counter top, and a clean bathroom w/ tub & shower also an enclosed outdoor hot water shower. We did the remodel the whole time keeping in mind the almost forgotten Hawaiian Style home that dates back to t …see more

from $250 / night

$1700 / week

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Responds fast!
avg. 3 hours 37 minutes

from $250 / night

(1) Excellent 

9

Haleiwa Vacation home rental

Oahu / Haleiwa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Beautiful beach house entire downstairs half of house including 2 bedrooms, one bathroom, kitchen, living room,large lanai and more. Kitchen includes refrigerator, microwave and sink. Ocean views! Only 50 steps from world famous surf mecca Sunset Beach and Backyards on …see more

from $125 / night

$875 / week

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Responds fast!
avg. 53 minutes

from $125 / night

(4) Excellent 

14

Haleiwa Vacation home rental

Oahu / Haleiwa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
This is a brand new house less than 100 yards from beautiful Ke Iki Beach! It is 1500 sq. feet and has a big gourmet kitchen with all brandnew stainless steel appliances, granite counter tops, a dishwasher, and a gas stove/oven. Recessed lights, vaulted ceilings, and ha …see more

from $295 / night

$2065 / week

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from $295 / night

(27) Very Good 

24

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
Paradise awaits at this completely renovated beachfront condo in the famous North Shore! This private, top floor condominium has direct view of the private beach and ocean in front. The condo is in the front building of the complex, allowing for beautiful ocean and su …see more

from $219 / night

$1394 / week

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Responds fast!
avg. 2 hours 24 minutes

from $219 / night

(3) Excellent 

17

Vacation studio with golf nearby in Haleiwa

Oahu / Haleiwa

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
600 sq. ft. modern studio on 7 mile miracle; Steps to beach, close to bike path & bus line. Near all major Northshore attractions: Turtle Bay, Pipeline, Sunset Beach, Waimea Valley & Waimea Bay, Haleiwa. Very private, quiet upscale neighborhood! Lots of great restaur …see more

from $115 / night

$700 / week

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Responds fast!
avg. 2 hours 29 minutes

from $115 / night

(7) Very Good 

Certificate of Excellence

16

Vacation cottage in Haleiwa

Oahu / Haleiwa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Want to enjoy a quiet and affordable stay on the North Shore surrounded by avocado trees? Recently built, spacious studio cottage with large garage located in cool, quiet and tranquil Pupukea. This home is situated on a fenced and gated acre of land planted with many …see more

Certificate of Excellence

from $109 / night

$700 - $1225 / week

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Responds fast!
avg. 1 hour 25 minutes

from $109 / night

20

Vacation home in Haleiwa

Oahu / Haleiwa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This newly completed home was finished in Nov 2013. Amazing beachfront home located right in front of Pipeline. The home has 5 Bedrooms with three queen beds and four twin beds. Sleeps ten people very comfortably with plenty of room for everyone. Two full living areas a …see more

from $950 / night

$6650 / week

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from $950 / night

(19) Very Good 

27

Haleiwa Vacation apartment rental

Oahu / Haleiwa

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
Come join us and stay in our newly remodeled, contemporary one bedroom/ one bath unit in a quiet cul-de-sac neighborhood across from Three Tables Beach. This is the perfect spot for anyone looking for a quiet place to relax at after exploring the North Shore or enjoyi …see more

from $159 / night

$1025 / week

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Responds fast!
avg. 2 hours 24 minutes

from $159 / night

(5) Good 

17

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
North Shore , Oahu's most private condo complex. This amazing condo sleeps 2 comfortably and up to 3 in a master bedroom suite with private bath and entrance. Perfect for couples looking for a amazing getaway. Walking distance to world class resturants , beaches, …see more

from $89 / night

$650 / week

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from $89 / night

18

Home rental in Haleiwa

Oahu / Haleiwa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
*Longer minimum stay requirements may apply. Rates may vary depending on length of stay* Aloha and welcome to the beautiful Ehukai Hale located on Oahu's fabled North Shore!  Conveniently situated among the island's most sought-after sites, Ehukai Hale is the perfect ho …see more

from $700 / night

$4900 / week

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from $700 / night

(1) Very Good 

18

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
We are located in the Kawialoa portion of Haleiwa which is a walk to the beach and a bike 3 minute bike ride to Laniakea also know as Turtle Beach and the same time to the famous Waimae Bay famous for it's big wave event, the Eddie Aikau event. It is a private entrance …see more

from $75 / night

$525 - $666 / week

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from $75 / night

25

Haleiwa Vacation home rental

Oahu / Haleiwa

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
Nestled on the shoreline of the iconic Sunset Beach on Oahu’s North Shore, is Blue Mahina. This custom 4BD, 3BA home offers nearly 3000 sqft. of open living space with captivating ocean views of the Pacific Ocean. After entering through the private iron wood gate, you …see more

from $1000 / night

$7000 - $10500 / week

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from $1000 / night

(3) Very Good 

19

Haleiwa Vacation studio rental

Oahu / Haleiwa

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Air conditioning
Cute & cozy newly renovated, private 270 sq ft studio in Oahu's North Shore, across from Velzyland Beach. Fully furnished, with a Queen bed and a Full size refrigerator. Kitchen is fully accessorized. HD 36' Flat screen cable TV , AC, wired and wireless internet are i …see more

from $125 / night

$800 / week

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from $125 / night

(3) Excellent 

9

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Child friendly
About our Unit - Welcome to our home. We encourage you to take advantage of the privacy that this unit offers. Here you won’t get the foot traffic of the other units. Although the property as a whole is very quiet and serene, still the location of this unit takes quiet …see more

from $226 / night

$1500 / week

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from $226 / night

15

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
This 1 bedroom house is perfect for surfers and ocean lovers alike. Listen to the waves from this pristine and airy space nestled behind palms just steps from the beach. Swim with sea turtles every day right in front of the home. Will update pictures after september fi …see more

from $200 / night

$1200 / week

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from $200 / night

5

Haleiwa Vacation guest house rental

Oahu / Haleiwa

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Private garden
Walk to Beach from Our Quiet Garden Studio Cottage at Sunset Beach, set in a fenced in green tropical landscaped yard, great for a couple. Walk to Backyards, Sunset, V-land and Pipeline. No smoking. Some of the unique things about our property is the quiet setting, the …see more

from $95 / night

$666 / week

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from $95 / night

7

Vacation camper van in Haleiwa

Oahu / Haleiwa

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
Aloha guys! we are Hawaii Surf Campers, we have two different old school VW campers for you guys to enjoy your trip to paradise with a hint of adventure during your stay. Make the most of your vacation in Paradise taking advantage of the flexibility that our camper vans …see more

from $160 / night

$1120 / week

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Responds fast!
avg. 3 hours 34 minutes

from $160 / night

(6) Good 

19

Home rental in Haleiwa

Oahu / Haleiwa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Aloha, I have a charming 2 bedroom house. It is a 2 minute walk to the beach! Literally just walk across the street! Beach views from the front porch. We are directly across from Three Tables beach (this beach is perfect for families and elderly as it is protected by t …see more

from $160 / night

$1120 / week

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from $160 / night

(2) Excellent 

13

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 0 mi
  • Car not necessary
Count your steps to a beautiful sandy beach and blue ocean, up to 2 guests can enjoy this spacious 1 bedroom, 1 bathroom fully furnished living and kitchen area with WiFi and air condition. You never have to leave this beachfront condo to feel as though you have been to …see more

from $275 / night

$1700 / week

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from $275 / night

(2) Excellent 

12

Haleiwa Vacation caravan/mobile home rental

Oahu / Haleiwa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The old school camper Surf Bus is a great option for people looking for adventure around the island, giving a lot of flexibility on where to go and when to go. Enjoy a coffee with ocean view, or a sunset followed by a nice dinner right on the beach. There are a few stat …see more

from $160 / night

$1120 / week

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Responds fast!
avg. 3 hours 34 minutes

from $160 / night

6

Vacation home in Haleiwa

Oahu / Haleiwa

3 5 90 nights min

  • 3 bedrooms
  • Sleeps 5
  • 90 nights min
  • Child friendly
  • Ask about pets
Simple Plantation style (single wall) house near Waialua Sugar Mill Gated with walls on all 4 sides Entry requires 3 steps as we are in flood zone Near Waialua and Haleiwa Elem. School Near public beach park for vacation renters Near many other beaches as well, opposit …see more

from $12000 / night

$84000 / week

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from $12000 / night

18

Vacation bungalow in Haleiwa

Oahu / Haleiwa

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1,000 mi
  • Child friendly
  • Pet friendly
Triple Crown Surfing begins Nov. 11th.- Dec. 20th, 2015 $1.15 Million, Total prize purse!!! Style 3 bedroom, 1 bath, 2 parking, home off Waialua Beach Road. Located near Waialua and Haleiwa Elementary School, Haleiwa Town Center. Included are: • Refrigerator (new) / …see more

from $98 / night

$686 / week

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from $98 / night

(3) Very Good 

16

Haleiwa Vacation studio rental

Oahu / Haleiwa

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
We are located in the Kawialoa portion of Haleiwa which is a walk to the beach and a bike 3 minute bike ride to Laniakea also know as Turtle Beach and the same time to the famous Waiamae Bay famous for it's big wave event, the Eddie Aikau event. It is a private entrance …see more

from $100 / night

$630 - $805 / week

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from $100 / night

(7) Very Good 

8

Haleiwa Vacation studio rental

Oahu / Haleiwa

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Ask about children
The unit is on a beautiful large lot in the mountains ( a five minute drive down to the beach and food shopping) with a stunning ocean view. If you are a animal lover you'll enjoy the cats, dog & goats that are on the property. The unit is newly remodeled and has a full …see more

from $85 / night

$535 / week

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Responds fast!
avg. 1 hour 43 minutes

from $85 / night

19

Vacation home in Haleiwa

Oahu / Haleiwa

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
The Pipeline House is a uniquely designed piece of paradise that sits on the beach, front and center at the world famous Bonzai Pipeline! Pipeline or Ehukai Beach which means, sea spray is located on the best stretch of beach throughout all of Hawaii and is referred to …see more

from $950 / night

$6650 / week

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from $950 / night

53

Haleiwa Vacation home rental

Oahu / Haleiwa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Go green: New photovoltic system added to reduce your carbon footprint. Hawaii tax ID: w 0135 3072-01 This 1950's style Hawaiian beach house, affectionately known as the "Pink Palace" is a 3 bedroom 2 bath home, located 200 yards from the ocean, at one of H …see more

from $300 / night

$2100 - $3000 / week

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from $300 / night

7

Vacation home rental

Oahu / Haleiwa

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
The House at Log Cabins is situated with ocean and sunset views, caressed by tradewinds, and framed by swaying palm trees. Its large, partially shaded deck is ideal for outdoor dining, checking the surf or watching humpback whales breach. Down the steps from the 40 foot …see more

from $665 / night

$4650 / week

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from $665 / night

17

Vacation home in Haleiwa

Oahu / Haleiwa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Unique private Zen Villa located in Historic Haleiwa Town (Known for its country atmosphere, excellent restaurants and quaint shops and the previous home of Bay Watch Hawaii!!). You can get away from it all or be in Waikiki in a quick 40 minutes driving. It’s really the …see more

from $285 / night

$1850 - $3425 / week

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Responds fast!
avg. 1 hour 2 minutes

from $285 / night

33

Villa rental in Haleiwa

Oahu / Haleiwa

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Air conditioning
Spectacular modern beachfront home, gated and private with white sand beach, swimming, snorkeling and world class surfing right out back door! This exclusive neighborhood of twenty high end homes is quiet and peaceful. We are directly oceanfront with fantastic views. …see more

from $1295 / night

$9065 / week

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Responds fast!
avg. 2 hours 30 minutes

from $1295 / night

14

Haleiwa Vacation home rental

Oahu / Haleiwa

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This Spectacular upscale beachfront home is located on the famous North Shore of Oahu next to Waimea Bay. We have a Balinese lounge under this 3 story house surrounded by wonderful garden's located directly on a semi private beach with wild green Sea Turtles that call t …see more

from $750 / night

$5250 / week

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from $750 / night

(20) Excellent 

18

Vacation apartment in Haleiwa

Oahu / Haleiwa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Haleiwa Surf - Condo on the Beach Ocean Front and Ocean View- Clean ,Comfortable,and Cozy for a few!! Sleeps 4 ( 2 Bedroom) (2 Living Room) This is an end unit of a 3 story building walk up with no elevator. The place sits right on the beach with great surfing, swimmi …see more

from $186 / night

$1225 / week

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Responds fast!
avg. 2 hours 0 minutes

from $186 / night

12

Haleiwa Vacation home rental

Oahu / Haleiwa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
New Home completed in 2015. Amazing island and coastline views. Directly Oceanfront, Gated, Private, Spacious, Pool, Spa, , Garden, Fruit Trees, Great Parking, Lounge Chairs, Air Conditioning, Pool and Beach supplies including beach chairs, snorkel and mask, beach towel …see more

from $950 / night

$6650 / week

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Responds fast!
avg. 2 hours 30 minutes

from $950 / night

15

Vacation home in Haleiwa

Oahu / Haleiwa

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Private garden
3200 sq. ft. country estate in Pupukea. 2 story home overlooking Waimea Bay and the beautiful Pacific Ocean. 4 bedroom, 2 ½ bath, outdoor hot and cold shower. 1 king bed, 3 queen beds, Large 60 foot lanai offers breathtaking 180 degree ocean view. See all the surf b …see more

from $349 / night

$2443 / week

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Responds fast!
avg. 1 hour 25 minutes

from $349 / night

8

Vacation home in Haleiwa

Oahu / Haleiwa

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
Our home is across the street from a beautiful sandy beach, family friendly lots of activities. You’ll love the newly remodeled home, ( It's is the lower level of our two story home.) neighborhood, comfy beds, kitchen, and our cozy town. Great for couples, solo advent …see more

from $250 / night

$1750 / week

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from $250 / night

38

Vacation home in Haleiwa

Oahu / Haleiwa

4 6 60 nights min

  • 4 bedrooms
  • Sleeps 6
  • 60 nights min
  • Child friendly
  • Private garden
Beachfront estate on near private beach with multiple surfing spots --in the front yard --- minimum 2 months --- again minimum rental time is 2 months available from November 1 to march 31 --- no exceptions!! Home 1 mile from town of Haleiwa and 1 1/2 mile from Waimea b …see more

from $1000 / night

$7000 / week

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from $1000 / night

1