Holiday rentals in Haleiwa

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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

Top-rated holiday rentals in Haleiwa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in North Shore
5 out of 5 average rating, 33 reviews

Hibiscus Hale on Gated Estate + Walk to the Beach

Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

Superhost
Apartment in North Shore
4.93 out of 5 average rating, 67 reviews

🏝 North Shore Island Bungalow, Steps to Beach

Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of shops and restaurants. Enjoy island living with modern amenities. Surf, snorkel and swim with turtles at the beach across the street. INCLUDED > Smart TV + Neflix > Nespresso machine > Washer/Dryer/Dishwasher > Spacious lanai > Two designated workspaces + monitor > Local guidebook > Early checkin for direct bookings

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 Makaha
4.97 out of 5 average rating, 333 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
Flat in Pupukea
4.98 out of 5 average rating, 41 reviews

A/C PONO Studio 3 minutes walk to the beach #B

Enjoy a stylish experience at the Central located place 3 minutes walking to the beach new studio W A/C on 1 acre property This is the country side off Oahu in the heart of North Shores 7 mile miracle. is perfect for beach vacation with the beach walking distance away, shopping, snorkeling, restaurants, groceries and food trucks nearby. This cute beach studio is a prime surfing location. Walk to pipeline and catch a breath taking sunset every evening. It’s a true surfer Paradise

Top guest favourite
Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.
Home in North Shore
4.98 out of 5 average rating, 105 reviews

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

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 Pupukea
4.94 out of 5 average rating, 175 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 Kawela Bay
4.93 out of 5 average rating, 236 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
4.76 out of 5 average rating, 123 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, 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 North Shore
4.9 out of 5 average rating, 187 reviews

Peaceful & Functional Studio - Perfect for Couples

Welcome you to our home, where we made the perfect studio for couples who are visiting Hawaii. Quiet and private setting with lots of natural lighting and AC, very conveniently located for those that want to explore the island. Functional and very well thought of. 2 minute walk to Starbucks. The studio is perfectly located near the entrance of Hale'iwa town and in walking distance to the town's center and 10 min from the nearest freeway.

Guest favourite
An open floor plan studio is presented, featuring a spacious bed with a wooden frame. Natural light fills the room from windows that offer views of the surrounding landscape. A functional kitchen and seating area are visible, contributing to the inviting atmosphere.
Flat in North Shore
4.95 out of 5 average rating, 171 reviews

Oceanfront Studio - 100 Foot Wave Getaways

Open floor plan studio located on 2 beautiful acres fronting pristine beach. We offer a Privacy gate entrance for your security, parking on site within the gate.Steps to the sand and ocean. Minimal and beautiful Bali furnishings, full kitchen with all you need to prepare meals, luxurious soaking bathtub and hawaii style outdoor shower. Quiet,beautiful sunsets,stars at night.

Superhost
A wide, sandy beach stretches along the shore, bordered by gentle waves and lush greenery. The sky above is filled with soft clouds, contrasting against the vibrant blue. The peaceful landscape invites relaxation and exploration along the coastline.
Home in Kahuku
4.86 out of 5 average rating, 332 reviews

Hawaiian Country Retreat - 30 day stays

This is a brand new house with new furnishings built and finished in April 2019. It is situated in the quiet country of the North Shore of Oahu just minutes from world famous beaches and surf breaks. Located in a gated community that is family friendly and safe, and a 10 min walk to an amazing stretch of wide open mostly deserted beach.

Superhost
Tiny home in North Shore
4.95 out of 5 average rating, 21 reviews

Peaceful NorthShore Farm cottage

Escape the busy areas of the island and escape to this quiet off grid farm retreat. You will enjoy spectacular star gazing at night, privacy and quiet mornings with an ocean breeze. Enjoy beautiful ocean and mountain views. Close to north shore beaches and Haleiwa town for restaurants. You wont need a 4x4 but it is Dirt road access.

Popular amenities for Haleiwa holiday rentals

When is the best time to visit Haleiwa?

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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.

Destinations to explore

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