
Vacation rentals in Kaaawa
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Kaaawa
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Amazing Beachfront Condo!
Welcome to the beach! Your little piece of paradise! This 1 large bedroom has a new king bed, and there is a bed in the living room as well. 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 remodeled kitchen, washer/dryer & private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

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

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

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 a large, covered patio facing the ocean, a newly remodeled galley kitchen, and everything you need for a great vacation. NO A/C, but lush green forests, trade-wind breezes, and ceiling fans keep you comfortable in our tropical location. Price includes taxes, resort fees, and wifi + spectacular sunrises over the ocean.

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!

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.

North Shore Discounted Stay - Plumeria Place
🗺️ Off-Grid Cabin w/ Mountain View’s•Walk to Beach•Hiker’s Basecamp 🏕️This off-grid cabin sleeps 1–2 and is nestled on Oʻahu’s scenic North Shore, just a short walk (<1 mile) to the beach and minutes from the Polynesian Cultural Center. Enjoy lush mountain views and nearby trails for hiking ⚠️NOTE: This is not a luxury resort—it’s a rugged, back-to-nature experience. Expect bugs, geckos, and the occasional rainstorm. Ideal for travelers craving nature, simplicity and adventure

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.

Countryside Getaway
Escape the typical busy touristy areas to experience the real Hawaii in a local country neighborhood 🌺 ☕️ Enjoy your morning coffee on the patio surrounded by palm leaves and nature🦎🐓 🌊 You’ll be walking distance to the ocean ☀️ 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

Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Steps from an uncrowded beach, enjoy lush scenery, local farms, hiking, golfing, surfing, kayaking, and much more. Local laws require a minimum 30-day booking, but you are not required to stay all 30 days. Please message us with any questions.

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
Popular amenities for Kaaawa vacation rentals
Other great vacation rentals in Kaaawa

Oceanfront haven- let the waves lure you to sleep!

Hibiscus Hale - Perfect for 2!

Hawaii Camping Close to Hukilau Beach, Laie #1

Large Spacious Unique Open Beam Cedar Roof Bedroom

On The Beach in Punaluu WATERFRONT

Hawaiian sunrise retreat

Ultimate Beach Escape: 1BR Cozy NorthShore Unit

North Shore Oahu Camping / Glamping Tent Laie #5
Destinations to explore
- Honolulu Vacation rentals
- Oahu Vacation rentals
- Kauaʻi County Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikiki Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- Kaanapali Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Kailua Beach
- Waimea Bay Beach
- Kualoa Ranch
- Kepuhi Beach
- Lanikai Beach
- Mālaekahana Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Banzai Pipeline
- Mākoa Beach
- Kalama Beach
- Kapiolani Park Beach
- Hanauma Bay
- White Plains Beach
- Bishop Museum
- Sans Souci Beach
- Kahala Hilton Beach
- Diamond Head Beach Park
- Wet 'n' Wild Hawaii
- Ke Iki Beach
- Pyramid Rock Beach
- Kalani Beach
- Nimitz Beach
- Makao Beach
