Holiday rentals in Haleiwa

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Top-rated holiday rentals in Haleiwa

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Guest favourite
A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.
Apartment in Kahuku
4.97 out of 5 average rating, 251 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

Top guest favourite
A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.
Flat in Kahuku
4.9 out of 5 average rating, 253 reviews

Turtle Bay Corner Condo With A Fairway View!

Resort-style amenities at your doorstep, including snorkeling beach access, pool, tennis courts, & 2 world-class golf courses. East Side of Kuilima Estates, on the Fazio 17th w/cool breezes, new washer & dryer, and A/C in bedroom & living room for comfort. The unit is locally owned and operated by longtime North Shore residents. After you have experienced all of the attractions O’ahu has to offer, check out our place on Molokai. Relax there and enjoy a true authentic Hawaiian experience!

Top guest favourite
A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.
Apartment in Kahuku
4.99 out of 5 average rating, 320 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.

Top guest favourite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Apartment in Waianae
4.97 out of 5 average rating, 324 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.

Superhost
A light-filled living area features a comfortable beige sofa adorned with decorative cushions. A coffee table is positioned on a soft area rug, with two dining chairs and a round table near a large window, offering views of the surrounding greenery.
Apartment in Kahuku
4.87 out of 5 average rating, 446 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

Top guest favourite
A comfortable living area features a leather sofa adorned with decorative cushions. A coffee table holds various items, and light streams through large glass doors that open to a private lanai, showcasing views of the surrounding greenery.
Apartment in Kahuku
4.96 out of 5 average rating, 220 reviews

Turtle Bay Condo. Amazing retreat!

* North Shore * Pristine beaches * Rocky shores * Beautiful mountains * 2 PGA golf courses * Horseback riding * Surfing/kayaking/paddle board * Hiking/biking trails * Activity rentals * Restaurants/bars * Entire condo * Comfortable living space * Outdoor amenities * Gated entry * Assigned parking * On-site security guard * Three swimming pools * 2 tennis courts * 4 Pickle ball courts Suitable for couples, adventurers, business travelers, and families.

Guest favourite
A cozy living area features a light-colored sofa and an accent chair positioned around a round coffee table. A ceiling fan provides airflow, while large glass doors open to a private balcony surrounded by greenery. A workspace with a chair is also present.
Apartment in Kahuku
4.96 out of 5 average rating, 169 reviews

The Kuilima Beach Loft

Plan a couples romantic getaway, remote work trip or family retreat! Wake up to the birds chirping and the tropical breezes blowing through the trees in this bright newly renovated condo at Turtle Bay. Located on Oahu's famous north shore - minutes from the beach, restaurants, shops at Turtle Bay Resort and a short drive to snorkeling and surf at Sunset Beach. Fully stocked with local goodies. Local owners means all the insider tips for a great trip.

Guest favourite
An outdoor seating area is featured, with a wooden table and four white metal chairs. A comfortable lounge area, furnished with a wooden bench and colorful cushions, is visible to the right. The background includes lush greenery, enhancing the setting's natural feel.
Guest house in Haleiwa
4.94 out of 5 average rating, 173 reviews

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

Guest favourite
A modern kitchen is featured with light wood cabinetry and natural stone countertops. Three rattan bar stools are positioned at the breakfast bar. Pendant lights with woven shades hang above. Fresh greenery is placed on the counter, enhancing the spacious and airy feel of the room.
Apartment in Kahuku
4.93 out of 5 average rating, 227 reviews

♥ North Shore Paradise at Turtle Bay ♥

For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

Superhost
Home in North Shore
4.75 out of 5 average rating, 118 reviews

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Guest favourite
Home in Kahuku
4.92 out of 5 average rating, 141 reviews

Ground-floor condo w/garden view, pool & beach

Relax in a breezy North Shore condo where island breezes and garden views set the tone for a peaceful stay. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Garden & golf course views + private patio/balcony - Shared outdoor pool, beach access & beach essentials - Full kitchen, Wifi, dedicated workspace & TV - Free washer & dryer, free parking & self check‑in - Resort access, BBQ grill & family‑friendly amenities

Guest favourite
A modern studio apartment features a queen-sized bed with decorative pillows and a cozy throw. Natural light enters through double sliding doors, highlighting a tropical backyard view. A comfortable chair and a television are positioned in the corner, creating a relaxing space.
Guest suite in Haleiwa
4.85 out of 5 average rating, 165 reviews

Sunset Beach Garden Studio

Newly built, our super private guest suite is located at Sunset Beach, on Oahu’s North Shore. Short walk to the beach & Ted's Bakery. Parking is free & right by your front door. Kitchenette & bathroom are fully equipped. New appliances, blinds, mattress, sheets, towels and very quiet split AC unit! We only rent for 30 days in order to comply with local short term rental laws.

Popular amenities for Haleiwa holiday rentals

When is the best time to visit Haleiwa?

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Avg. price£174£147£174£130£136£131£147£140£132£133£135£136
Avg. temp23°C23°C23°C24°C25°C26°C27°C27°C27°C26°C25°C24°C

Frequently Asked Questions

  • How is the weather in Haleiwa?

    Haleiwa has a tropical climate, with warm weather year-round. Average temperatures range from 68°F (20°C) in winter to 86°F (30°C) in summer. Rainfall is most frequent from November to March, while the rest of the year is generally drier.

  • What are some of the best things to do in Haleiwa?

    Popular activities in Haleiwa include surfing at Banzai Pipeline, snorkeling at Shark's Cove, and hiking trails like the Pu'u O Mahuka Heiau State Historic Site. Visitors also enjoy a leisurely walk through Haleiwa Art Gallery to experience local and international artwork.

  • What is the best time of year to visit Haleiwa?

    The most popular time to visit Haleiwa is during the winter months, from November to February, when the North Shore Surfing Championships take place. The Haleiwa Arts Festival in July also draws many visitors, featuring local and visiting artists.

  • What are the best places to stay in Haleiwa?

    Popular areas to stay in Haleiwa include Pupukea, with its proximity to surfing spots, and Kawailoa, known for its beachfront properties. The historic downtown of Haleiwa also has a range of accommodations close to shopping and dining options.

  • What are the best places to visit in Haleiwa?

    Visitors often enjoy the historic Haleiwa Town, known for its local art scene and unique shops. The Waimea Valley is a popular nature spot, and the Haleiwa Harbor is frequently visited for boating and fishing. The Dole Plantation, about 16 km away, provides an educational tour about pineapple farming.

  • What are some hiking trails in Haleiwa?

    Hiking enthusiasts can explore the Ehukai Pillbox hike for panoramic ocean views, or the Waimea Valley Trail for a journey through botanical gardens ending at a waterfall. The Kaunala Trail is another recommended trail, providing views of native forest and wildlife.

  • What are some family activities to do in Haleiwa?

    Families can explore Waimea Valley, a cultural and natural preservation area with botanical gardens and a waterfall. The North Shore Surf and Cultural Museum provides insight into the surfing history of the region. Haleiwa Ali'i Beach Park is a perfect spot for a beach day, with calm waters suitable for children.

  • What are some of the best day trip ideas in Haleiwa?

    Day trips can include a visit to the Polynesian Cultural Center, about 26 km away, to learn about Pacific Island cultures. A trip to the Laie Hawaii Temple, 27 km away, is an opportunity to see impressive architecture. The Kualoa Ranch, approximately 38 km away, allows visitors to explore a working cattle ranch and movie location.

  • Are there vacation rentals with a dedicated workspace in Haleiwa?

    Yes! Work meets play with ease at over 40 vacation rentals in Haleiwa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Haleiwa?

    Four-legged friends are welcome in Haleiwa. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Haleiwa have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Haleiwa. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Haleiwa?

    Haleiwa has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Haleiwa

  • Total holiday rentals

    Explore 110 holiday rentals in Haleiwa

  • Verified guest reviews

    Over 5,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Haleiwa holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Haleiwa rentals

  • 4.7 Average rating

    Haleiwa stays receive an average rating of 4.7 out of 5 from guests

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