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, 255 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, 254 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, 323 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
Two individuals are positioned on stand-up paddleboards in a serene body of water. Lush greenery surrounds the water, with palm trees and other foliage visible in the background under a bright blue sky with scattered clouds.
Tiny home in North Shore
4.91 out of 5 average rating, 342 reviews

Mango Garden Cottage

This garden cottage is surrounded by mango trees, a garden and a ranch. The living space is a tiny home and it has a large separate tiled bathroom and showers about 5 ft away all within the private yard and private gate. Listen to the surf at night or the natural sounds of trees during the day. There is a yard to relax in when you're not at the beach. Your garden cottage is separate from the property's house and located in the center of the north shore. This is an ideal spot next to town!

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, 447 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
Apartment in Kahuku
4.93 out of 5 average rating, 195 reviews

The Turtle Bay Signature

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
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, 228 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, 104 reviews

Condo near Turtle Bay w/pool, beach & BBQ

Experience a relaxed North Shore escape near Turtle Bay with resort‑style perks, easy beach access, breezy evenings and a gated community vibe. - Sleeps 4 | 1 bedroom + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access with essentials & kayak - Private patio or balcony with BBQ grill - Full kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys, books & board games

Guest favourite
Flat in North Shore
4.95 out of 5 average rating, 190 reviews

Ocean Views Studio - 100 Foot Wave Getaways

Luxurious open floor plan, steps to the beach. Watch and hear the waves roll in from your 4 poster bed or private deck. On site parking behind a privacy gate at the entrance. Quiet, peaceful nights with stars illuminating the sky. Large soaking tub for luxurious baths. The beach is steps to your unit. Watch the whales, dolphins and turtles from the lanai.

Popular amenities for Haleiwa holiday rentals

When is the best time to visit Haleiwa?

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Avg. price$301 SGD$254 SGD$301 SGD$225 SGD$236 SGD$227 SGD$254 SGD$243 SGD$229 SGD$230 SGD$234 SGD$236 SGD
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Frequently Asked Questions

  • What are the best places to stay in Haleiwa?

    Haleiwa has a range of stays, including vacation rentals near the coastline, set among historic plantation-style buildings, or close to surf spots. Neighborhoods around the town center are often suggested for easy access to shops, dining, and the beach.

  • What are the best things to do in Haleiwa with kids?

    Families often explore the gentle waves at Haleiwa Ali‘i Beach Park, visit local shave ice shops, or join guided kayak and paddleboard rentals. Educational stops like nearby farms and small museums are also frequently suggested.

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

    Explore Haleiwa’s historic town center, walk the beach at Haleiwa Ali‘i Beach Park, or watch surfers at renowned North Shore breaks. Art galleries and local markets invite browsing for handmade goods.

  • How is the weather in Haleiwa?

    Haleiwa typically has warm, tropical weather, with temperatures ranging from around 65–89°F (18–32°C) throughout the year. Rain is more common in winter months, while summer is often drier and warmer.

  • When is the best time to visit Haleiwa?

    Late spring through early autumn is often recommended for sunnier, drier days, especially for outdoor activities and swimming. Winter is popular among those interested in big wave surfing and seasonal events.

  • What are the best places to visit in Haleiwa?

    Visit the Haleiwa historic town center, explore art galleries, or relax at Haleiwa Ali‘i Beach Park. The area is also known for surf spots and local food markets.

  • What are some hiking trails in Haleiwa?

    Explore hiking trails that wind through tropical forests, coastal viewpoints, and lush valleys around Haleiwa. Trails are often suggested for birdwatching, native plants, and scenic overlooks of the North Shore.

  • What are some family activities we can do in Haleiwa?

    Families can explore calm shorelines at Haleiwa Ali‘i Beach Park, enjoy art activities in local studios, or take boat tours to look for sea turtles. Outdoor markets and small museums offer interactive, hands-on experiences.

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

    Popular day trips include exploring botanical gardens, scenic waterfalls, or traditional Hawaiian cultural sites near the North Shore. Some visitors choose to visit family-friendly farms or join guided nature tours.

  • Are there any pet friendly accommodations available in Haleiwa?

    Many vacation rentals and stays in Haleiwa welcome pets, especially in areas close to green spaces and beaches. It is helpful to confirm pet policies with hosts in advance.

  • What are some local tips for visiting Haleiwa?

    Start your days early for quieter beaches and easier parking, and try weekday visits to enjoy a slower pace. Supporting local farmers’ markets and food trucks can deepen your connection to the community.

  • What is Haleiwa known for?

    Haleiwa is known for its surf culture, historic townscape, and vibrant local arts scene. The town draws visitors with North Shore beaches, island flavors, and seasonal surfing competitions.

  • What are the best hidden gems to explore in Haleiwa?

    Haleiwa has lesser-known art galleries, tucked-away local cafés, and quiet beaches where turtles are sometimes sighted. Exploring the backstreets or chatting with shop owners can lead to unique finds around town.

  • What are the best foods to try in Haleiwa?

    Haleiwa has a mix of fresh local seafood, island-style plate lunches, poke, and popular shaved ice treats. Food trucks and cafés around town serve flavors rooted in Hawaiian, Asian, and fusion traditions.

  • What should I bring for a trip to Haleiwa?

    Consider packing lightweight clothing, sun protection such as hats and sunscreen, comfortable sandals or water shoes, and a reusable water bottle. Bringing a rain jacket can be handy during winter months.

  • What is the nightlife in Haleiwa like?

    Haleiwa's nightlife is often laid-back, with live music at local bars, relaxed beachside venues, and casual spots to enjoy craft brews or tropical cocktails. Many places focus on early evening gatherings and a friendly social scene.

  • What are the most popular events or festivals in Haleiwa?

    Haleiwa has the Haleiwa Arts Festival in summer, which spotlights local artists and crafts. Major surf competitions are often hosted in winter, drawing crowds to the North Shore’s renowned waves. Seasonal celebrations also bring music, food, and cultural activities to the area.

  • Are there family friendly vacation rentals in Haleiwa?

    Haleiwa has vacation rentals suited for families, featuring kitchens, multiple bedrooms, and outdoor gathering spaces. Areas around the town center and near beaches are frequently suggested for convenience.

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

Destinations to explore

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