Holiday rentals in Haleiwa

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Top-rated holiday rentals in Haleiwa

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Guest favourite

Home in North Shore

4.9 out of 5 average rating, 159 reviews

Fast wi-fi, AC, deck, parking, Private entrance

Welcome you to our home, where we made the perfect studio for professionals who work from home. Quiet and private setting with a dedicated Wi-Fi repeater, fast speeds, lots of natural lighting, and AC. Functional and very well thought of. Work from the cozy leather chairs, comfy bed, dining area or even from private gated deck. 2 minute walk to Starbucks. The studio is perfectly located at the entrance of Hale'iwa town in walking distance to the town's center and 10 min from the nearest freeway.

Guest favourite

Apartment in Waikiki

4.94 out of 5 average rating, 222 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

Top guest favourite

Apartment in Kahuku

4.99 out of 5 average rating, 270 reviews

Modern & Contemporary North Shore Oahu Condo

Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

Guest favourite

Apartment in Waianae

4.97 out of 5 average rating, 284 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Guest favourite

Apartment in Kahuku

4.87 out of 5 average rating, 407 reviews

North Shore Oahu Getaway at Turtle Bay Resort

880 acres of Turtle Bay Resort while staying in our luxury condo. Our beach cottage is a perfect place to relax and unwind. Located at Kuilima Estates West in the Gold Coast "quiet corner" of the property, less car traffic. It's called the Gold Coast for a reason! Enjoy stunning views of the golf course and a peek a boo view of the ocean right from the windows of your living room. Our condo has 3 on site pools, charcoal BBQ pit, tennis courts, and basketball courts in this gated community

Guest favourite

Apartment in Kahuku

4.83 out of 5 average rating, 374 reviews

Luxe Loft at Turtle Bay

Our Luxe Loft is located at Turtle Bay Kuilima Estates East on the North Shore of Oahu. Nestled in between the world famous Palmer Golf course, you will enjoy resort amenities with the comfort of condo living. The North Shore of Oahu is referred to as the 7 mile miracle, for its beautiful white sand beaches, world class waves and crystal blue waters. From Hale'iwa Beach Park to Sunset Beach, you will find the most beautiful shore line found anywhere on earth. It is truly a magical place.

Guest favourite

Apartment in Kahuku

4.93 out of 5 average rating, 171 reviews

Tropical and Romantic Retreat with Inspired Design

Come enjoy this newly updated, designer inspired, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave this tropical paradise. Everything has been updated, including hand-picked pendants that can be dimmed to suit your mood. There is a nearby pool, beach and tropical walking trails. Restaurants and shops can be found at the newly renovated Turtle Bay hotel.

Guest favourite

Apartment in Kahuku

4.91 out of 5 average rating, 182 reviews

Lovely Getaway in Turtle Bay

Enjoy some time away in this quaint 1 BD getaway at the Kuilima Condos at Turtle Bay Resort on Oahu's North Shore. The condo includes one king bed, pull out couch, wifi, tv, full kitchen, and an outdoor patio to enjoy beautiful Turtle Bay. The condo is located in a quiet corner of the property with dedicated space for parking. Enjoy miles of shoreline and beaches, 2 residential swimming pools, 2 PGA golf courses, incredible hiking trails, and numerous activities and restaurants.

Guest favourite

Cottage in North Shore

4.96 out of 5 average rating, 164 reviews

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

Guest favourite

Apartment in Kahuku

4.88 out of 5 average rating, 137 reviews

The Coloradoan

One bed, one bath, close to parking, walk out lanai to large yard area facing 18th hole of Fazio golf course. Five minute walk to beach. Hawaiian country furnishings are deceptively simple but supremely comfortable. Owned by retired Colorado couple that spend winter months in Turtle Bay. Sleeps two only. Lots of amenities. Sorry, no pets, kids or surf boards. Can be rented for 1 to 3 months by tourists for deep discount. Has been popular with seniors and newly weds.

Superhost

Cottage in North Shore

4.91 out of 5 average rating, 137 reviews

Tiny living! Quaint Haleiwa cottage

****Calendar is not always accurate, please inquire for availability. ******* Spacious tiny home/cottage, equipped with everything to make your vacation a home away from home. High vaulted ceilings make the small home feel spacious, full kitchen for home cooked meals, a large covered deck for outdoor dining. In the heart of historic Haleiwa town, near Starbucks and 7-11, shopping and food trucks are down the street. We are located on site should you have any issues.

Superhost

Flat in Hauula

4.8 out of 5 average rating, 123 reviews

The Country Cottage🌴 AC, Smart TV - 30 Day Stays

Escape the typical busy touristy areas to experience the real Hawaii in a local country neighborhood🌺 ☕️ Enjoy your morning coffee on the patio 🌊 You’ll be a block from the ocean and the famous tipping palm tree photo-op. Seals are often seen hanging out here. ☀️ Walking distance from the gorgeous Hauula Loop Trail 🌴Minutes from other local fav beaches, surf spots, food trucks and grocery stores as well as the must visit Polynesian Cultural Center and BYUH

Holiday rentals for every style

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Popular amenities for Haleiwa holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Haleiwa

Guest favourite

Flat in Kahuku

4.92 out of 5 average rating, 85 reviews

Turtle Bay Condo Retreat

KeriRating, 5 stars1 month ago

Catherine was very responsive and accommodating! Would definitely book with her again for another staycation :)

Guest favourite

Cottage in North Shore

4.88 out of 5 average rating, 119 reviews

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

SusannaRating, 5 stars1 month ago

We greatly enjoyed our time in his house. We had fantastic sunsets on the lanai. It was very relaxing to spent the afternoon on the lanai and to watch and hear the sea. You can easily reach a small beach from the house, which we only did for some late afternoon walks. We went snorkeling at Shark‘s Cove and at Waimea Beach, we could see a lot of fishes and turtles, inside and outside of the water. The location of the house was very good for us, you can easily reach different beaches, go on a sea shore hike or visit Pearl Harbour. The house was ideal for the two of us. We wanted to relax at the sea and do a lot of snorkeling and swimming which we could do every day. Peter was very friendly and helpful.

Guest favourite

Flat in Kahuku

4.88 out of 5 average rating, 56 reviews

Hidden gem at North Shore Turtle Bay

JackieRating, 5 stars1 week ago

We thoroughly enjoyed our stay at Jeanine’s place. We were visiting for our daughter’s wedding, and the apartment was perfect in terms of amenities and location. The fact that it was so close to Turtle Bay resort was also helpful as much of the wedding party was there.

Guest favourite

Apartment in Waikiki

5 out of 5 average rating, 39 reviews

Oceanfront Dream Home (Car & Parking Available)

ChristopherRating, 5 stars4 weeks ago

Our stay here gave us everything we wanted in a vacation rental / hotel. The wide sliding door welcomed us to amazing view of the ocean and the neighboring Hilton Hawaiian Village. Great to wake up to as well. Really makes you feel like you’re on vacation. The bed was very comfortable and cozy. For a studio suite, I thought it served us well. The two of us had plenty of room. Didn’t get a chance to the use kitchen since we ate out. Nice sided fridge. The AC worked well! I like feeling the air blowing on me when I sleep so it was also positioned perfectly. The shower has great water pressure and rain shower head. Can get in and out quickly. Nice valet folks. Although can be a bit chaotic at certain arrival / departure hours but the valet has a pretty decent system. Love getting home at night and not have to find parking. Prime location. It’s in the middle of a lot so it’s easy to walk to places. Overall, we enjoyed our stay and looking forward to staying here again.

Top guest favourite

Apartment in Kahuku

5 out of 5 average rating, 8 reviews

Aloha Surf Condo - Private Deck - Pool

AliRating, 5 stars4 weeks ago

Staying at this lovely condo in Turtle Bay helped us start our Hawaii trip with deep relaxation and ease. It had everything we needed and more including beach towels, chairs and umbrella, fully stocked kitchen and a huge comfy king bed all in super well decorated surroundings. Easy walk to the public beach and hotel restaurants! We loved our time on the North Shore so much and this place was the perfect spot to come back to.

Apartment in North Shore

4.82 out of 5 average rating, 148 reviews

North Shore Walkup Condo~ 1 min walk to the beach

ShellieRating, 5 stars2 weeks ago

Location is just outside local towns and a quick drive when you need to shop and eat. We felt it was a nice midpoint for our adventures. Beach access was nice and just a short walk away. We saw turtles and seals everyday.

Top guest favourite

Apartment in Kahuku

5 out of 5 average rating, 29 reviews

Cozy Condo at Kuilima Estates-Turtle Bay

ScottRating, 5 stars1 week ago

We had the opportunity to actually MEET Theresa, and her pet dog Eha. She took us on a walking tour through the Turtle Bay complex of the Ritz/Carlton, and then went back to the condo and just visited for about an hour. She's originally from Colorado, but moved to Hawaii a number of years ago and made it her home. The condo is located on the #18 green of the Turtle Bay Fazio course, which is supposed to be opened in August 2025. It's a beautiful location. Theresa has all of the goodies that you'd need for a great North Shore trip - umbrella, chairs, snorkeling equipment, even pickleball gear. It was a great trip, and I hope we get the opportunity to do this again sometime.

Home in North Shore

4.81 out of 5 average rating, 281 reviews

Haleiwa Dream Location

TaraRating, 5 stars2 weeks ago

This property is beautiful, close to the beach, and close to the amazing town of Hale’iwa! Our stay contributed to an amazing vacation in a beautiful destination. Amenities were incredible, communication from host was clear and consistent, and we had a very comfortable stay while exploring O’ahu. Overall, an awesome experience and will for sure be visiting the island again.

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