Holiday rentals in Kaaawa

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Top-rated holiday rentals in Kaaawa

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Guest favourite
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.
Apartment in Punaluu
4.9 out of 5 average rating, 298 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
A serene beach stretches along the shoreline, with soft golden sand meeting the clear blue water. Gentle waves lap at the beach, and a few figures can be seen in the distance enjoying the water. Tall palm trees provide a green backdrop against the bright sky.
Flat in Punaluu
4.77 out of 5 average rating, 26 reviews

Secret Beach with Sunrise Views

Inexpensive, all-inclusive rate for an ocean-front condo on a secret beach with stunning sunrise views! Large remodeled kitchen with full-size appliances make this condo perfect for families. Outdoor amenities include: BBQ area, pool, large lawn + picnic areas. NO A/C but lots of trade-wind breezes. The daily rate includes taxes, parking, resort fees, Smart TV, high speed WiFi. Current rates reduced due to construction nearby. A private sandy beach is just a steps away, waiting for you to enjoy.

Superhost
An expansive view of the ocean is captured from a balcony, showcasing gentle waves lapping against the sandy beach. Lush palm trees line the shore, and distant greenery is visible along the coastal landscape under a clear blue sky.
Flat in Punaluu
4.71 out of 5 average rating, 52 reviews

Beautiful Beachfront Family Condo for 4-8 guests

Great ocean views from every room. Sandy beach is great for swimming. The condo can accommodate up to 7 guests. (Base rate is for 4 guests.) NO A/C, but lush green forests, trade-wind breezes, and ceiling fans keep you comfortable in this tropical location. Price includes taxes, parking, and resort fees. Perfect for families, and groups who want privacy and a sandy beach. The condo features an open-concept kitchen with a large dining/living room. Price is discounted due to construction nearby.

Guest favourite
A view from the balcony features a swimming pool bordered by lush greenery and palm trees swaying in the breeze. The ocean sparkles in the sunlight, with a sandy beach visible nearby, creating a serene coastal scene.
Flat in Punaluu
4.81 out of 5 average rating, 62 reviews

Beautiful Beachside Condo Oahu

Relax and unwind at this peaceful place to stay. Located directly on the beach on Oahu's east side shores, this newly renovated condo boasts a massive lanai with breath taking ocean views. The unit can comfortably sleep up to 5 people (1 King Bed, 1 Queen pull out bed, 1 twin pull out ottoman), has a fully equipped kitchen, one dedicated parking space, and a lovely community pool. Just 10 minutes away from some of the Island's biggest attractions, you'll have no where else you need to be.

Guest favourite
A large sliding glass door opens to a private lanai, showcasing stunning views of the ocean and palm trees. The bright blue waters and clear skies are visible, creating a serene atmosphere. Colorful chairs adorn the lanai, inviting guests to relax and enjoy the scenery.
Apartment in Punaluu
4.8 out of 5 average rating, 110 reviews

"Sand & Seashore Beachfront Living" Views for Days

Incredible views! This larger 726 sq ft one bedroom is located on the Windward side of Oahu! Welcome to the country! Away from the crowded beaches & downtown, yet close to many beautiful attractions that this island has to offer! This condo has a beautifully remodeled kitchen, spacious living room, separate bedroom & full bathroom. This white sand beach is perfect for swimming, snorkeling with sea turtles, paddle boarding, fishing & just relaxing in the sun! Pool & BBQ area, free parking!

Guest favourite
A bright sleeping area features a spacious bed covered with an orange geometric-patterned blanket. Floor-to-ceiling windows offer expansive views of the ocean and waves, creating a serene backdrop that enhances the room's appeal.
Townhouse in Laie
4.83 out of 5 average rating, 402 reviews

Sea Cliff House - Oceanfront - 30 Day Stays

Imagine seeing the crystal-clear waters of Laie Bay from nearly everywhere in the house. Eating breakfast out on the lanai so close to the water you feel like you're standing on the ocean. The gentle waves lulling you into a peaceful sleep while the ocean breezes envelope you. This is the Sea Cliff House. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.

Guest favourite
A bright kitchen offers modern amenities and an island with four bar stools. Stainless steel appliances, including a refrigerator and oven, are complemented by gray cabinets. A large window allows natural light to illuminate the space while providing views of the surrounding greenery.
Home in Hauula
4.95 out of 5 average rating, 40 reviews

Beautiful Getaway, walking distance to the beach

Newly redone home in a peaceful neighborhood. Two bedrooms with private entrance and free parking. Perfect location for all your O'ahu adventures. Short walk to the beach, 2 minute drive to popular hiking, 5 minute drive to the Polynesian Cultural Center and BYU. There are two queen beds, a central living room area, a full bathroom and a fully equipped kitchen. Feel free to reach out with the contact in my bio if you have any booking requests that aren't available on the calendar.

Guest favourite
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.
Flat in Punaluu
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.

Guest favourite
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
4.85 out of 5 average rating, 376 reviews

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.

Superhost
Apartment in Punaluu
4.75 out of 5 average rating, 169 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.

Superhost
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.
Flat in Punaluu
4.84 out of 5 average rating, 201 reviews

Aloha Hidden Treasure

This is the slice of Paradise. This unique ocean front condo located at the four floor, is steps away from a pristine Hawaiian soft-sand beach. Sit & enjoy the ocean. Take it easy at this unique getaway. The price has a big discount, because building is under construction, can be noisy between 8 to 4, M to F. Better be out to enjoy the beach and the island. TMK#530080020054 TA-075-900-3648-01

Guest favourite
A serene beach area features gentle waves lapping at the shore. A sailboat rests on the soft, sandy beach, surrounded by a calm aqua-blue ocean. Lush greenery and houses frame the sandy expanse under a clear blue sky with scattered clouds.
Home in North Shore
4.81 out of 5 average rating, 334 reviews

Haleiwa Dream Location

Newly renovated home, excellent location, just 650 feet walking distance to beach and 5-minute bike ride to Haleiwa Town. This is a great getaway for singles, couples, or families wishing to explore without needing to drive. 30-day minimum rental required. Note the beach in the top photo is directly across the street.

Popular amenities for Kaaawa holiday rentals