House vacation rentals in Haleiwa

4.86 out of 5 average rating, 440 reviews

A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

Home in Kailua

Kailua Beach Park - 1 BR Cottage

Kailua Beach was 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 a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/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 showers, sinks and plumbing fixtures April 2022!

A scenic view of a paved road lined with tall palm trees swaying gently in the breeze. Lush greenery and colorful tropical flowers frame the roadway, enhancing the natural beauty of the surroundings. Soft sunlight filters through the clouds, casting a warm glow over the landscape.

4.93 out of 5 average rating, 125 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!

4.97 out of 5 average rating, 113 reviews

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Waikiki

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.

Top guest favorite

4.96 out of 5 average rating, 143 reviews

Kalo Homes - Makaha's Hidden Gem

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

5 out of 5 average rating, 25 reviews

A spacious living area features a large, L-shaped sectional sofa positioned on a colorful rug. Two large windows provide natural light, while white blinds allow for privacy. A small table holds magazines, and a ceiling fan is installed above for comfort.

Home in North Shore

Family Haleiwa home — welcoming 3BR

Aloha. Our Haleʻiwa home has three bedrooms (1 Cal king, 2 queens), AC throughout, and a kitchen for meals together. Relax in the living areas, rinse off after the beach in the outdoor shower, or enjoy quiet evenings outside. Steps from shops and town, our home is cared for and comfortable. Whether you’re visiting home, reuniting with family, or marking a special moment, we welcome you to feel at home here in Haleʻiwa. Listing complies with all local transient accommodation rules.

4.89 out of 5 average rating, 54 reviews

A modern living room features a plush gray couch with decorative pillows, complemented by a round coffee table with a wireframe design. Natural light filters through sheer curtains, illuminating the space. A decorative vase and items on a wooden shelf add style to the inviting atmosphere.

Home in Haleiwa

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

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

4.95 out of 5 average rating, 109 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)

4.94 out of 5 average rating, 78 reviews

An aerial view captures the sandy beach lined with umbrellas and lounge chairs. Soft waves lap against the shore, where sandy areas meet clear turquoise water. Palm trees provide shade alongside a nearby building, enhancing the inviting coastal atmosphere.

Home in Kahuku

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!

5 out of 5 average rating, 16 reviews

A spacious deck features several white lounge chairs facing the ocean, with the sun rising on the horizon. Palm trees sway gently in the breeze, and the tranquil sea can be seen beyond the railing.

Home in Hauula

Seabreeze:Oceanfront, AC, Outdoor Shower, 30 Day

Seabreeze is a beautiful newly designed N. Shore home w/ 110' of ocean front, spectacular sunrises & majestic mountain views. Dine on the lanai w/ turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous view). We are at the water's edge w/ a lrg lanai & ample seating where sea life can often be seen. 1 home from ocean access & min. to Pounders & Kokololio Beaches; white sand gems w/ fantastic body surfing.

4.69 out of 5 average rating, 116 reviews

The exterior of a spacious lodge-style home with multiple gable roofs is surrounded by lush landscaping. A large deck extends along the front, offering ample seating space with views of the surrounding greenery. The property is complemented by a well-maintained lawn.

Home in Haleiwa

Sunset Beach Lodge Retreat

Spacious 4-bedroom, 2-bath home just 150 yards from Sunset Beach! Set on a full acre, this peaceful getaway offers room to relax, a fully equipped kitchen, and a large yard. Perfect for families or groups looking to enjoy the sun, surf, and space—just a short walk to the sand! Whether you’re planning a beach vacation, a surf trip, or just want to relax in a quiet coastal spot, this home is the ideal base. 🏖️ Sun, space, and serenity – just steps from the sand.

4.97 out of 5 average rating, 39 reviews

A modern kitchen is showcased, featuring a spacious island with transparent stools and marble countertops. Stainless steel appliances are neatly arranged alongside wooden cabinetry, while a window allows natural light to illuminate the space.

Home in North Shore

A/C Home Heart of Haleiwa !

This stylish place to stay is perfect for a family trip to paradise! Newly renovated 3 bed, 2 bath house awaits your arrival in the notorious surf town of Haleiwa. Walk to Haleiwa beach park, catch a wave at Ali'i Beach or drive a few minutes up the road to surf the 7 mile miracle of the North Shore. Explore the restaurants, food trucks and shops this quaint surf town has to offer; all just steps away. This will be an airbnb stay you will always remember!

An aerial view captures a sandy beach stretching along the coast, bordered by clear turquoise waters. Colorful umbrellas dot the beach, while small boats can be seen in the water. Lush green hills rise in the background, complementing the scenic landscape.