Vacation rentals in Kaaawa Beach

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Top-rated vacation rentals in Kaaawa Beach

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Superhost

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Condo in Hauula

4.9 out of 5 average rating, 276 reviews

Secluded White Sandy beach just 30 steps away

Enjoy the 17% discount (as I pay the taxes out of the proceeds of your payment unlike most other listings that add it on) Don’t be fooled by the other smaller studios with just a niche that barely fits a bed. This is the largest true one bedroom model at Pats. This beautiful beachfront condo is the most preferred unit located at the far end on the ground floor just 30 steps to the powdery white sand beach with the only door facing East. Assigned parking close by. Avoid lengthy elevator waits

Superhost

Condo in Honolulu

5 out of 5 average rating, 4 reviews

Wake Up to Waves Oceanview Retreat (Car Available)

* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right on Waikiki Beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

Superhost

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.

Condo in Kahuku

4.99 out of 5 average rating, 283 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.

Superhost

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.

Condo in Waianae

4.97 out of 5 average rating, 289 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

Tall palm trees sway in the gentle breeze along the shoreline, framing a vibrant view of the ocean. The water exhibits a gradient of blues, with soft white clouds scattered across a bright sky, creating a serene coastal atmosphere.

Condo in Hauula

4.75 out of 5 average rating, 12 reviews

Aloha Beachfront Suite Paradise Bound North Shore

Welcome to the Aloha Beachfront Suite! Beautifully remodeled studio condo on the water. Completely renovated in 2025! Everything is new. Dance among the waves anytime you want! Sleeps two guests comfortably. 🌊 Unbeatable location! On the North Shore, close to many local attractions -Polynesian Cultural Center, Keana Zipline, Ritz Carlton Turtle Bay Resort and Kualoa Ranch. Enjoy the spectacular views and sites of the area. Parking is included. It’s time to experience Hawaii at its finest!

Superhost

A scenic view of the Koolau mountain range is showcased against a clear blue sky. Lush greenery in the foreground contrasts with the majestic mountains, while fluffy white clouds drift above, adding to the tranquil atmosphere of the landscape.

Guest suite in Kailua

4.92 out of 5 average rating, 25 reviews

Stunning Views. To inquire please contact owners.

What a location ! You will be amazed by the mountain views and be soothed by the trade winds, birds singing and fragrances of Hawaii. Just a short walk to Kailua and Lanikai beach, rated one of the 10 best beaches in the world. Very private, shares no walls with the owners, and has a separate entrance and outside private yard area to enjoy. Renowned for kite surfing, kayaking and SUP rentals, snorkeling, surfing and hiking. Ideal for remote working or a complete get away !

Superhost

A serene beach scene features gentle waves lapping at the shoreline. Tall palm trees frame the view, with a captivating sunset casting warm hues across the sky. Lush greenery lines the sandy path, inviting relaxation by the water's edge.

Apartment in Hauula

4.87 out of 5 average rating, 45 reviews

Aloha Paradise Beach

Spectacular ocean and sunrise views. Quiet, rural area, on a pristine, sandy beach. Hear the soothing sounds of small waves. Safe for snorkeling and swimming due to a protective coral reef 1/4 mile offshore. Some construction going on at the other end of the property during weekdays. Price includes taxes, resort fees, wifi, and parking. Bonus: see giant green-sea turtles sleep on the beach at night. Perfect for remote workers and travelers who want to stay more than 30 days.

Superhost

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Condo in Hauula

4.77 out of 5 average rating, 144 reviews

Amazing Beachfront Condo!

Welcome to the beach! Your little piece of paradise! This 1 larger bedroom, 1 bath condo has a newly remodeled kitchen! Right on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer & your private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

Superhost

A tranquil sleeping area features a spacious bed adorned with decorative pillows in shades of blue. Flanking the bed are two nightstands with minimalist designs. A nature-inspired wall art piece brings a calming ocean view to the room, softly illuminated by modern sconces.

Condo in Kahuku

4.92 out of 5 average rating, 122 reviews

The Seascape at Turtle Bay

Welcome to your favorite escape! Our NEWLY RENOVATED condo located at Turtle Bay Kuilima Estates East has been fully updated as of September 2023. Our space is ideal for couples, friends, or families sleeping up to 5 people. This top floor corner unit with vaulted ceilings is full of natural light, tropical breezes, and unobstructed views of the pool and golf course. This is one of the few legal and licensed vacation rentals on Oahu.

Superhost

A modern studio interior features a cozy seating area with a gray sofa and a dining table surrounded by white chairs. A vibrant orange surfboard adorns the wall, while large glass doors open to a balcony. Lush greenery adds a touch of nature to the space.

Apartment in Honolulu

4.99 out of 5 average rating, 173 reviews

Nine Thousand Waves

This modern studio was personally renovated and designed to be my home while in Hawaii - prioritizing quality, function, and comfort. - Unbeatable location! Steps to Waikiki, Ala Moana Beach, and Ala Moana Mall - Newly renovated and designed - High speed internet + WIFI (for those living that remote life!) - Parking available ($32/night - this is cheap for Waikiki) - Laundry room right next to the unit (accessible via app).

Superhost

A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.

Guesthouse in Kailua

4.86 out of 5 average rating, 407 reviews

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

Superhost

An open-concept cottage features large sliding glass doors, allowing natural light to fill the space. A comfortable seating area is visible, surrounded by lush greenery. The kitchen is equipped with modern appliances, while textures of wood and natural elements contribute to a harmonious ambiance.

Cottage in Waialua

4.96 out of 5 average rating, 171 reviews

Oceanfront Cottage - 100 Foot Wave Getaways

Welcome to the Oceanfront Cottage at 100 Foot Wave Getaways. Escape to your private beachfront hideaway, inspired by the legendary waves of Pe‘ahi (Jaws), and fall asleep to the sound of waves on the North Shore of Oahu with stunning ocean and mountain views and a luxurious king bed with organic Egyptian cotton sheets.