Vacation rentals in Kaaawa Beach

4.9 out of 5 average rating, 51 reviews

A spacious sleeping area is complemented by a large window providing an unobstructed ocean view. The bed features a light-colored wooden frame with a simple design. A comfortable armchair and a small table are positioned nearby, with tropical leaf patterns accenting the decor.

Condo in Honolulu

Dreamy Beachfront Home (Car & Parking 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. :-)

Top guest favorite

An aerial view captures the cottage community nestled along the oceanfront, bordered by lush greenery and mountains in the background. The shoreline is lined with palm trees, with the ocean's gentle waves lapping at the rocks. The serene landscape reflects a tranquil retreat.

Cottage in Waialua

5 out of 5 average rating, 35 reviews

Island Jewel, North Shore Bliss

An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities you’ve come to expect plus more, including a tennis court, pickleball court, basketball hoop, and an outdoor pool. Our cottage also offers an outdoor shower, and is just steps away from the ocean. Maximum occupancy — 4 individuals

4.85 out of 5 average rating, 27 reviews

An expansive view of a lush green valley meets a tranquil coastline. Gentle waves lap against a sandy beach, framed by rolling hills and dotted with trees. Clouds drift softly overhead, creating a serene atmosphere in this natural landscape.

Place to stay in Hauula

Majestic Paradise Cabin

Tucked away in a private valley with breathtaking views, you can stay here for your retreat and be educated about this sacred land. It is a CAMPING experience. All visitors to the land will be REQUIRED to participate in our Malama Aina (care for the land) tour/program as part of your ag land education retreat. World famous beaches and food trucks within a short distance in every direction, as well as onsite activities. 10-12min walk to the beach. Make memories here that will last a lifetime!

4.97 out of 5 average rating, 282 reviews

Condo in Waianae

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.

A panoramic view showcases the cottage complex nestled along a sandy beach. Palm trees sway gently in the breeze, framing the peaceful ocean and inviting blue waters in the background. The cottages feature teal roofs, complementing the tropical landscape.

4.76 out of 5 average rating, 245 reviews

Dreamy Beachfront Cottage with Breathtaking Views

Looking for a beautiful, beachfront place to stay? This is the place! Imagine a tropical beach, floating in calm ocean water, and enjoying a simple, relaxed life. This cottage has lovely ocean views, a large, covered patio facing the ocean, a newly remodeled galley-style kitchen, and it's furnished with everything you'll need for a great vacation. Watch incredible sunrises come up over the ocean, and see giant, green-sea turtles sleep on this beach before heading back out to sea at dawn.

4.83 out of 5 average rating, 206 reviews

A panoramic view of the ocean and surrounding landscape is visible through large floor-to-ceiling windows. A small dining table and chairs are situated near the windows, offering a vantage point to enjoy the scenery.

Condo in Honolulu

Free Parking/Ocean View/Steps to Beach & Mall 33F

Fully newly remodeled in April this year! Everything is brand NEW! Amazing sweeping ocean view! Located on 33rd floor of Waikiki city, just a few minutes’ walk to the famous Waikiki Kahanamoku Beach & Lagoon, Ala Moana Beach Park, Ala Moana Shopping Mall, many restaurants , Cafes and Bars - everything is within walking distance. FREE PARKING is a Big Plus with a designated parking spot in the garage. You’ll have a great time in this brand new home with a queen bed and a sofa to stay!

4.7 out of 5 average rating, 27 reviews

The interior of a dome tent features panoramic windows showcasing a lush green landscape. Mountains are visible in the distance, and soft natural light illuminates the space. Blue curtains frame the windows, adding a touch of color to the serene setting.

Tent in Laie

4M Dome Tent Getaway Laie, Oahu

Stay in a cozy 4-meter dome tent in Laie, Hawaii, with stunning sunset views over the mountains. Inside, enjoy a queen bed with fresh linens and solar-powered lighting for an eco-friendly retreat. Guests have access to a shared bathhouse with a sink, toilet, and shower. Just minutes from beaches, surf spots, and the Polynesian Cultural Center, this is the perfect getaway for couples or solo travelers looking to relax, explore, and experience the beauty of Hawaii in a unique setting.

4.96 out of 5 average rating, 163 reviews

A serene beachfront view showcases soft sandy shores meeting tranquil turquoise waters. Lush greenery frames the scene, while a large tree provides gentle shade. The coastline is dotted with a small swing, inviting moments of relaxation and reflection by the ocean.

Cottage in Waialua

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

A panoramic view of the ocean is captured from the balcony. Lush palm trees frame the scene, and gentle waves can be seen rolling onto the shore under a bright blue sky. The tranquility of the seaside setting is evident.

4.76 out of 5 average rating, 140 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!

4.8 out of 5 average rating, 123 reviews

A cozy living area is presented, featuring a comfortable couch and a plush armchair. Natural light enters through double doors that open to a private outdoor space. A decorative lamp adds warmth, while a woven rug complements the wood flooring.

Apartment in Hauula

The Country Cottage🌴 AC, Smart TV - 30 Day Stays

Escape the typical busy touristy areas to experience the real Hawaii in a local country neighborhood🌺 ☕️ Enjoy your morning coffee on the patio 🌊 You’ll be a block from the ocean and the famous tipping palm tree photo-op. Seals are often seen hanging out here. ☀️ Walking distance from the gorgeous Hauula Loop Trail 🌴Minutes from other local fav beaches, surf spots, food trucks and grocery stores as well as the must visit Polynesian Cultural Center and BYUH

4.8 out of 5 average rating, 87 reviews

The image captures a serene beach scene featuring two palm trees swaying gently in the breeze. Clear turquoise waters stretch out to the horizon, where the ocean meets a bright blue sky. Soft sandy shores are visible in the foreground.

Apartment in Hauula

The Palms at Punalu'u - North Shore

Welcome to The Palms at Punalu'u This newly renovated beachfront studio condo is ideal for a restful, relaxed, laid-back vacation. Located in the "country area" of Oahu, on the windward side of the Island, this area has a more rural, easygoing atmosphere than the hustle and bustle of Honolulu and Waikiki. You get to see the authentic charm of old Hawaii. It's a ground-floor unit, so there is no waiting for the elevator

4.86 out of 5 average rating, 109 reviews

The image captures a panoramic view of two small islands situated off a tropical coastline, separated by clear turquoise waters. A sandy beach is visible at the water's edge, framed by palm trees and residential areas, showcasing the natural beauty and calming atmosphere of the surrounding landscape.

Home in Kailua

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

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Popular amenities for Kaaawa Beach vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Kaaawa Beach

Guest suite in Kailua

5 out of 5 average rating, 15 reviews

Lanikai Garden Studio - Licensed Since 1985!

JohnRating, 5 stars40 months ago

Even better than we expected! (And we expected it to be great). The studio is larger than we thought and every detail is carefully thought out. The place is extremely clean and very close to the beach. Do not worry about privacy, the studio has its own gate and garden area. We hope to return soon.

A stretch of sandy beach gently meets the turquoise water under a bright blue sky. Scattered palm trees line the shore, and a few distant buildings are visible amidst lush greenery. The soft waves create a serene atmosphere as they lap at the sand.

4.66 out of 5 average rating, 134 reviews

Tiki Time

MorganRating, 5 stars11 months ago

This stay was a highlight of our trip, especially for the kids. Having the beach so close was fantastic. We were lucky to catch the turtles our first morning and enjoyed being able to walk to some delicious food trucks. Security is on site and they are super friendly and helped us out when we had some rental car trouble one morning. The beds and pillows were incredibly comfortable - I wish I could have brought my pillow home! Highly recommend staying here.

Apartment in Honolulu

4.83 out of 5 average rating, 18 reviews

Waikiki Grand 612 - Large Studio, Pool & Balcony

CorinRating, 5 stars1 month ago

The stay was nice and close to the beach.. they also have a roof balcony to sit on!

4.78 out of 5 average rating, 109 reviews

Hawaii Sunrise Cottage on Sandy Beach!

RyanRating, 5 stars10 months ago

This place is in a gorgeous location with access to all types of great beaches and sites.

A lush landscape features rows of green banana plants under a dramatic sky filled with clouds. The towering Ko’olau Mountains are visible in the background, capturing the beauty of nature. The scene showcases a tranquil ambiance, perfect for an outdoor experience.

Tent in Laie

4.71 out of 5 average rating, 77 reviews

North Shore Oahu Camping / Glamping Tent Laie #5

AshleyRating, 5 stars1 week ago

great place to stay, the tent was spacious and clean!

A green sea turtle glides gracefully in clear blue waters, surrounded by rocky seabed. Two snorkelers can be seen in the background, exploring the underwater environment. The vibrant marine scenery is enhanced by the sunlight filtering through the water, creating a serene atmosphere.

Guest suite in Hauula

5 out of 5 average rating, 17 reviews

Hauula Beach Living with Aloha

CharityRating, 5 stars1 week ago

Aya’s place exceeded our expectations. Her place was very clean, quiet and was fully stocked for a comfortable stay. We will be back.