Holiday rentals in Kaaawa

4.9 out of 5 average rating, 51 reviews

Apartment in Waikiki

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 favourite

4.9 out of 5 average rating, 267 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

4.85 out of 5 average rating, 27 reviews

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!

4.76 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.

Top guest favourite

Home in Hauula

4.99 out of 5 average rating, 183 reviews

Moeʻuhane Kai Beach Front Home

Amazing beach front property on the East Shore of Oahu. 30-day minimum rental. Hear the waves from every room in the house. Very comfortable home, window units available, but you might rather open the five sets of French Doors & sliding glass door to enjoy the trade winds and ocean sounds. Great fishing right outside the back of the house. Ten minutes from the Polynesian Culture center and great food options. Great Thai food, malasadas, and Dole ice cream. Short drive to North Shore.

4.83 out of 5 average rating, 206 reviews

Apartment in Waikiki

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!

4.96 out of 5 average rating, 163 reviews

Cottage in North Shore

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.

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

Flat 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

4.95 out of 5 average rating, 61 reviews

Guest house in Hauula

Modern 1 Bed by the Beach w/Stay Discounts

Kick back and relax in this calm, stylish space. Located on the relaxing north east shore of Oahu, you're a minutes walk across the street to a beautiful and uncrowded sandy beach. Or take a drive 15 minutes up the road to the world famous surfing beaches of the north shore. If you want to stay in a bit, no problem either. Completely redone in 2022, this one bedroom apartment has a light modern feel that makes it a pleasure to just hang around.

4.84 out of 5 average rating, 312 reviews

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.

4.8 out of 5 average rating, 87 reviews

Flat 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

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Popular amenities for Kaaawa holiday rentals

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Free parking on premises

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Other great holiday rentals in Kaaawa

Private room in Hauula

4.65 out of 5 average rating, 48 reviews

Punaluu 'Ohana Hale

G.B. Rating, 5 stars1 month ago

When you stay with Samantha, it’s like joining the family. You can also come and go as you please/ not interact. But for us and our son the family was the highlight of our trip. The hosts are welcoming, easy to talk to and are filled with local suggestions on what to do and want to eat. They are so accommodating with use of their kitchen and storage space. You can look forward to extremely comfortable beds, clean well kept room, bathroom and a fantastic location. This Airbnb is a hidden gem it gives you easy access to the wonderful adventures nearby.

4.78 out of 5 average rating, 63 reviews

Oceanfront haven- let the waves lure you to sleep!

JenniRating, 5 stars2 months ago

The location was perfect, right on the water, steps to the beach. And seeing the turtles resting on the beach was definitely a highlight. We enjoyed the hiking trails, so many great hikes within 20 minutes drive. And the food trucks were within walking distance and didn't disappoint. Turtle's condo had everything we needed and as advertised. Perfect spot for my son and I to enjoy a wonderful vacation.

5 out of 5 average rating, 3 reviews

Luxurious Beachfront Condo

JacobRating, 5 stars1 week ago

Location was fantastic, having stayed at these condos in the past, this one was the best for our family of 5. The bedding arrangements for our teens was great and the master room felt like a suite. Kitchen had everything we needed and the views were fantastic in the morning.

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.

4.94 out of 5 average rating, 442 reviews

Private room in Hauula

Large Spacious Unique Open Beam Cedar Roof Bedroom

Carol MarleneRating, 5 stars2 weeks ago

Antonette’s “Place in Paradise” met all our expectations! The yard is so pretty with the natural Hawaiian trees and plants, but she has added her own touch of loveliness with numerous plants in pots. Bed very comfortable. Her family was so friendly.

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.

Flat in Hauula

4.64 out of 5 average rating, 74 reviews

Hawaiian sunrise retreat

LakienRating, 5 stars1 day ago

If you ever have a chance to stay on this side of the island…do it! This was my third time staying in this building, but my first time at Peter’s unit, and it was absolutely beautiful. We made a quick two-day trip over from Maui, and this spot made it totally worth it. Although we didn’t get to take full advantage of everything the unit had to offer, I was really impressed by how spacious it was. I also noticed a large bin on the balcony full of beach gear. That will be super thoughtful for longer stays! I’ll definitely be keeping this place in mind for my next visit. Thank you for the lovely accommodations!