Vacation rentals in Kaaawa

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

4.93 out of 5 average rating, 232 reviews

Condo in Waikiki

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

4.74 out of 5 average rating, 43 reviews

Apartment in Hauula

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.

4.87 out of 5 average rating, 89 reviews

Coconut Cottage by the Sea!

Enjoy a memorable visit when you stay in this unique sandy beachfront cottage! Incredible view of the ocean & you will love amazing sunrises right out your window! This special condo has a great little kitchen, brand new king bed & shared W/D! Protected reef beach is perfect for swimming, snorkeling, paddleboarding, fishing & just relaxing! There is a BBQ area, pool, gym, security & FREE parking! Area that is away from crowds yet close to great attractions, food trucks & famous surf beaches!

4.97 out of 5 average rating, 290 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.

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!

4.76 out of 5 average rating, 253 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.

4.92 out of 5 average rating, 26 reviews

Guest suite in Kailua

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 !

5 out of 5 average rating, 5 reviews

Apartment in Waianae

Luxury Westside Oasis in Scenic Makaha Valley

Escape to a luxurious two-bedroom condo in tranquil Makaha, Oahu, where Pacific views and serenity await! Nestled on the peaceful untamed West side, this newly furnished retreat offers 3 beds, a full kitchen, and an on-site pool - perfect for a quiet Hawaiian escape. Just 5 minutes from Makaha Beach, snorkel at Makua, or unwind at Keawaula, with beach gear included. Far from Honolulu’s hustle, this is your sanctuary for relaxation. Book now for your serene island getaway!

4.88 out of 5 average rating, 139 reviews

Condo in Kahuku

The Coloradoan

One bed, one bath, close to parking, walk out lanai to large yard area facing 18th hole of Fazio golf course. Five minute walk to beach. Hawaiian country furnishings are deceptively simple but supremely comfortable. Owned by retired Colorado couple that spend winter months in Turtle Bay. Sleeps two only. Lots of amenities. Sorry, no pets, kids or surf boards. Can be rented for 1 to 3 months by tourists for deep discount. Has been popular with seniors and newly weds.

4.91 out of 5 average rating, 191 reviews

Condo in Waikiki

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.