House holiday rentals in North Shore, Waialua

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Top-rated house rentals in North Shore, Waialua

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Guest favourite

Home in Kailua

4.9 out of 5 average rating, 310 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Guest favourite

Home in Waianae

4.92 out of 5 average rating, 116 reviews

Beautiful 4-BR Home| Near Beach| Mountain View

A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

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

Home in Waikiki

4.98 out of 5 average rating, 105 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Guest favourite

Home in Kahuku

5 out of 5 average rating, 39 reviews

New Ground Floor Luxury Honeymoon Villa near beach

This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers. Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa at Turtle Bay Resort. You will awaken each morning to the sounds of ocean waves and tropical birds just a few steps from your lanai in this small piece of paradise. Later in the day, take a secluded walk down five miles of white sand beaches, enjoying the company of monk seals and whales just off-shore.

Guest favourite

Home in Waianae

4.98 out of 5 average rating, 115 reviews

Skip Homes ~ Makaha Valley Oasis!

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

Superhost

Home in Haleiwa

4.91 out of 5 average rating, 46 reviews

A/C Surfer family home 3 minutes walk to the beach

Make amazing memories at this unique and family-friendly beach house recently add split A/C Through the House The House Is in the heart of North Shores 7 mile miracle. This 3 bed, 1 bath home is perfect for a family beach vacation with the beach walking distance away, shopping, snorkeling, restaurants, groceries and food trucks nearby. This cute beach house is a prime surfing location. Walk to pipeline and catch a breath taking sunset every evening. It’s a true surfers paradise

Superhost

Home in Waianae

4.95 out of 5 average rating, 102 reviews

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

Guest favourite

Home in North Shore

4.99 out of 5 average rating, 77 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) .

Superhost

Home in Kahuku

4.93 out of 5 average rating, 67 reviews

Spectacular golf course front steps from the beach

Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi More than 5 miles of secluded beaches, 3 private swimming pools, 2 private tennis and pickleball courts, charcoal BBQ, 2 PGA golf courses, horseback riding, activity rentals and fine dining all less than a 5 minute walk from your front door!

Guest favourite

Home in Kahuku

4.95 out of 5 average rating, 37 reviews

Aloha Sunny Turtle Bay - Updated 2 BD + Loft

Best location in gated Turtle Bay Resort community on Oahu's North Shore. This fully remodeled 2-story condo boasts 2 bedroom plus loft sleeping area. Stroll ten minutes to multiple white sand beaches or enjoy the pool, golf, and tennis right out your front door. Arnold Palmer Golf Course, Turtle Bay Resort, Roy's and Lei Lei's Restaurants, and TB Stables are all within a 5-10 minute walk. Ten minute drive to Sunset Beach, 30 mins to Charming Haleiwa Town.

Guest favourite

Home in Kahuku

4.88 out of 5 average rating, 17 reviews

Peek-a-Boo Ocean View

Reconnect with loved ones in this family-friendly place. My unit is on the West side and is a 10 minute walk by to Turtle Bay Resort by sidewalk. Resort has restaurants and dining, the beach, family-friendly activities, nightlife. The pool at the resort is for Hotel guests only. Our condo has Cable TV'S in all rooms with upper channels. We will be charging you a $250 security deposit on booking. If there is no damages the $ will go back to your account.