Vacation rentals in Kaaawa

A multistory beach cottage is viewed from the shoreline, showcasing its white and turquoise façade. Lush palm trees line the beachfront, complementing the soft sand. The clear turquoise waters reflect the building, creating a serene coastal scene.

4.89 out of 5 average rating, 247 reviews

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian sand beach. It is extremely calming to sit & enjoy the ocean while your loved ones play in this secret sandy beach, protected by the reef. Is a perfect getaway. Enjoy the secret beach and all the island attractions. Price has discount, because main building is under construction, can be very noisy between 8 to 4, M to F. TMK#530080020132 TA-143-890-4320-01

A serene beach scene is presented, with soft golden sand stretching along the shoreline. Gentle waves lap at the coast, reflecting a clear blue sky dotted with fluffy clouds. Lush palm trees line the beach, providing a tropical ambiance to the picturesque landscape.

4.82 out of 5 average rating, 151 reviews

"The Honu Hale" Beachfront Condo w/ View & Kitchen

Welcome to your little piece of paradise! On a beautiful white sandy beach. Great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Punaluu is on the Windward side of Oahu away from all the crowds of town yet close to lots of amazing things to do! PCC, North Shore beaches, Kualoa Ranch & so much more! There is a fully equipped kitchen & 2 beds for you & your guests. Washer/dryer in the unit & incredible sunrises from your lanai with an ocean view!

Beachfront Condo Hawaii Retreat Turtles & Whales

New Listing! Welcome to the Aloha Beachfront Condo directly on the sand! Time to reset and recharge! Beautifully remodeled. Dance among the waves anytime you want! 🌊 Sleep peacefully to the ocean waves from the comfort of your bed. Unbeatable location! On the North Shore, close to many local attractions -Polynesian Cultural Center, Keana Zipline, Turtle Bay and Kualoa Ranch. Enjoy the spectacular views and sites of the area. Parking is included. It’s time to experience the true Hawaii!

4.73 out of 5 average rating, 41 reviews

Tall palm trees stand against a vibrant sunset sky, showcasing shades of pink, purple, and orange. The tranquil ocean reflects the sunset colors, with gentle waves lapping the shore in the background. The scene conveys a serene coastal environment.

Apartment in Hauula

4C Pat's at Punalu'u - Palama Paradise

End unit with 3 lanai doors to bring in all the beautiful view and sounds of the sea. It is on a reef-protected, calm beach which is perfect for families with children. Best of all it is away from the busy tourist areas of Waikiki. Note: This building is undergoing work that may involve noise and off-property, nearby parking If you choose to stay and find these issues to be unacceptable, please contact me and a full refund will be given for any unoccupied nights.

4.84 out of 5 average rating, 262 reviews

The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.

Townhouse in Laie

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

The serene beach shoreline is depicted at sunset, with gentle waves lapping against the sandy edge. Clouds hover in the sky, tinged with soft golden light. Palm trees stand to the right, contributing to the tranquil coastal scene.

4.93 out of 5 average rating, 15 reviews

Cozy Hauula Studio Getaway!

Experience breathtaking ocean views from this 4th-floor studio, offering a perfect blend of comfort and convenience. Featuring a fully equipped kitchen for home-cooked meals, a dedicated workstation for productivity, and direct access to the beach, this studio is ideal for both relaxation and work. Whether you're enjoying the sunrise from your private space or exploring the coastline, this oceanfront retreat offers the perfect getaway.

Top guest favorite

5.0 out of 5 average rating, 18 reviews

Ocean Sounds by Turtle Bay

Be among the first guests to stay at this oceanfront getaway. Newly furnished, cozy, and designed for relaxing. Located near Turtle Bay Resort (25 min drive) on a quieter stretch of the island with fewer crowds and more calm ocean. Fall asleep to the waves and wake up to sunrise outside your window. ❗️Note: there’s construction on the parking side of the building till 9/1, so parking is limited and the curb appeal is not at its best.

4.85 out of 5 average rating, 376 reviews

A cozy studio space features a spacious bed with a patterned blanket, complemented by wooden cabinetry. A kitchenette area is equipped with a refrigerator, microwave, coffee maker, and meal preparation essentials. Natural light filters in through a window, draped with a teal curtain.

Guest suite in Hauula

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

4.75 out of 5 average rating, 170 reviews

Ocean Breeze Punalu'u

Stay right on the beach in beautiful Punalu'u on Oahu's luscious east side. One bedroom condo apartment has an onsite pool, fitness center, 24 hour security, assigned parking, wifi, and cable. Recently renovated apartment is close to hiking, numerous secluded beaches, the PCC, and Oahu's North Shore. Construction is finished for the rest of 2026! Construction is set to resume some time in early 2027.

A sea turtle rests on a sandy beach, leaving a trail in the soft sand. The gentle waves of the ocean lap at the shore, with distant mountains visible under a cloudy sky.

4.66 out of 5 average rating, 93 reviews

Private Escape on the Beach

Enjoy a quiet and private stay steps from the beach in this lovely 2 bedroom condo in Oahu. With two spacious lanais (patios) with oceans views from each and direct beach access, you won't want to leave! Enjoy the tropical scenery of the north easy side of the island close to main attractions such as the Polynesian Cultural Center and Kualoa Ranch and just a 30 minute drive to the famous North Shore.

The oceanfront condo is displayed from a water-level perspective, showcasing its multi-story structure. Lush palm trees surround the property, and gentle waves lap at the soft sand beach. The building features a light-colored exterior with multiple balconies overlooking the ocean.