Vacation rentals in Kaaawa

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Top-rated vacation rentals in Kaaawa

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Guest favorite
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.
Apartment in Punaluu
4.89 out of 5 average rating, 232 reviews

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage at the second floor is steps away from a pristine Hawaiian soft-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

Superhost
Tiny home in Punaluu
4.79 out of 5 average rating, 43 reviews

Rootz Wagon - North Shore Oahu

A unique cultural staycation in Sacred Valley—skip light-polluted Honolulu & enjoy nature’s sounds! Tucked in a private oasis with soaring mountain views, this is an affordable, memorable stay near Oahu’s North Shore. Just a 10-minute walk to the beach & food trucks, with essentials nearby! All visitors are required to join our free 1 hour Mālama ʻĀina (care for the land) program as part of your ag land retreat. This is an Off-grid Chevy van with solar mini fridge, outdoor shower & camping stove

Guest favorite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guesthouse in Kailua
4.8 out of 5 average rating, 199 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

Guest favorite
A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.
Condo in Punaluu
4.77 out of 5 average rating, 151 reviews

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! Read on for info about the renovations going on at the property. 1 bedroom w/ king bed & bed in the living room too! 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 & private lanai looking out at a spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & FREE parking!

Guest favorite
Tall palm trees are positioned along the shoreline, framing a clear view of the vibrant blue ocean and a bright sky dotted with fluffy clouds. The gentle waves can be seen lapping at the sandy beach below.
Home in Hauula
4.91 out of 5 average rating, 35 reviews

Beachfront Condo Ocean View Haven Turtles & Whales

Welcome to the Beachfront Condo Oceanview Haven! Beautifully remodeled 1 bedroom home. FREE Parking. Dance among the waves anytime you want! 🌊 Perfect for two guests! But can sleep up to four! Pristine ocean views from the apartment. 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 Hawaii at its finest!

Superhost
A sandy beach stretches along the shoreline, gently meeting the calm water. In the background, a multi-story building with balconies is partially surrounded by palm trees, creating a serene coastal environment under a clear blue sky with soft clouds.
Condo in Punaluu
4.81 out of 5 average rating, 129 reviews

Live like a local in HNL, HI - Pat’s at Punalu’u

New 18,000 BTU Window AC is now in the living room! Aloha 🏝 Welcome to my recently refreshed (new walk in shower and new tile floors) one bedroom condo located on the beautiful beach in Punaluu (Hauula, Hawaii). There is a lanai with a partial ocean view where you can have a meal or cocktail and relax The kitchen is open concept with a nice counter area for meals & is convenient/comfortable for working from a distance. There is some ocean equipment available to use (boogie boards, fins, etc).

Top guest favorite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Condo in Makaha
4.97 out of 5 average rating, 321 reviews

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.

Top guest favorite
A sea turtle rests on a sandy beach at night, illuminated by soft moonlight. Gentle waves lap at the shore, revealing a gradient of turquoise and deep blue water that contrasts with the pale sand.
Apartment in Hauula
4.83 out of 5 average rating, 89 reviews

7B - Pat's at Punalu'u Plumaria Paradise

This condo is located on a long stretch of reef-protected beach with many turtle sightings. It is perfect for a romantic get-away or for a small family. The ocean is almost always calm and perfect for water activities. Perfect for honeymooners and families. 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.

Guest favorite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
4.96 out of 5 average rating, 109 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Superhost
The image displays a waterfront view featuring a low-rise condominium surrounded by lush palm trees and mountains in the background. The water appears calm and reflective under a bright blue sky with scattered clouds, creating a serene coastal atmosphere.
Apartment in Punaluu
4.74 out of 5 average rating, 195 reviews

30 Steps to the beach! Sleeps 4 TA154-814-0544-01

My place is close to Kaya's Country General Store across the Street Polynesian Cultural Center Laie Temple Laie Point Shark's Cove Marine Sanctuary (snorkeling) Sunset Beach Pipeline Waimea Falls Park Waimea Bay Kahana Bay The Crouching Lion The Old Sugar Mill Kualoa Ranch-horseback riding, 3 wheeling, mountain biking. Where Jurassic Park and Lost were filmed., public transport. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite
The image captures a serene beach scene with soft, golden sand and gentle waves lapping at the shore. Lush green mountains rise in the background, creating a striking contrast with the clear blue ocean. Fluffy white clouds drift overhead, adding to the tranquil atmosphere.
Home in Punaluu
5 out of 5 average rating, 20 reviews

Ocean Views, Steps from Beach - 3 Bedroom/2 Bath

Across the street from the beach, great views of the ocean, beachy decor, clean, fully furnished, fully equipped kitchen, dining area inside and outside on patio deck with great views, window seat looking out to the ocean. AC, Wi-Fi and parking for one car included. Less than 10 min drive to grocery stores, pharmacy, gas station, Laie town, shopping and restaurants. 30 day minimum reservation (contact host to discuss your reservation dates) GET/TA-152-967-4240-01

Guest favorite
An outdoor seating area is featured, with a wooden table and four white metal chairs. A comfortable lounge area, furnished with a wooden bench and colorful cushions, is visible to the right. The background includes lush greenery, enhancing the setting's natural feel.
Guesthouse in Pupukea
4.94 out of 5 average rating, 171 reviews

Dreamy Surf Shack

If you are looking for a dreamy modern surf shack on the North Shore of Oahu then this is the ultimate spot! Located on a quiet private street across from the famous surf breaks and the best beaches. Sunset Beach, BackYards and Velzyland - which offers perfect swimming in the summer and amazing surf all winter, turtle sighting on the sand and spectacular sunsets are all only a 3 minute bike ride away and about a 5-10 minute walk away. @dreamysurfshack

Popular amenities for Kaaawa vacation rentals

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