Holiday rentals in Kahana Bay

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Top-rated holiday rentals in Kahana Bay

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Superhost
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.
Apartment in Punaluu

"Endless Summer" Beachfront Condo w/ Full Kitchen!

Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly 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 in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

4.77 out of 5 average rating, 168 reviews
Top guest favourite
The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.
Cottage in North Shore

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret! The cottage is next to sandy coves, driftwood, shells, and Polo ponies in forested pastures. The ocean is excellent for snorkeling and fishing; there are 2 surf spots, & world-class windsurfing within 2 mile. Mountains behind us offer good hiking trails. The Colony has a nice pool, and a Pickle Ball court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021. Note: We have NO Air Conditioner, 3 ceiling fans, 2 desk fans & ocean

4.88 out of 5 average rating, 164 reviews
Superhost
Two lounge chairs are positioned on a manicured lawn, offering views of the turquoise ocean and clear blue sky. Lush greenery surrounds the area, and palm trees provide gentle shade, creating a serene outdoor setting.
Flat in Punaluu

Blue Hawaii Sandy Beachfront Cottage

Peaceful, beachfront 2nd floor cottage. Ideal for 1-4 guests. Price Includes taxes, parking, resort, and wifi. Galley kitchen with marble countertops, 2-burner cooktop, and beach house charm. NO A/C, but trade-wind breezes and ceiling fans provide comfort in this tropical paradise. This upstairs unit is 1 part of a 2-story, 4-plex building. Amenities include: BBQ, pool, fitness room, and lawn chairs. Rates reduced due to construction onsite, but no construction in the unit or on the beachside.

4.79 out of 5 average rating, 126 reviews
Top guest favourite
A serene pathway leads toward the cottage, bordered by lush greenery and a manicured lawn. The ocean glistens in the distance under a bright blue sky, with a palm tree gently swaying nearby. Large windows of the cottage offer views of the tranquil waters.
Cottage in North Shore

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

5.0 out of 5 average rating, 92 reviews
Top guest favourite
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.
Apartment in Makaha

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.

4.97 out of 5 average rating, 344 reviews
Guest favourite
A bright sleeping area features a spacious bed covered with an orange geometric-patterned blanket. Floor-to-ceiling windows offer expansive views of the ocean and waves, creating a serene backdrop that enhances the room's appeal.
Townhouse in Laie

Sea Cliff House - Oceanfront - 30 Day Stays

Imagine seeing the crystal-clear waters of Laie Bay from nearly everywhere in the house. Eating breakfast out on the lanai so close to the water you feel like you're standing on the ocean. The gentle waves lulling you into a peaceful sleep while the ocean breezes envelope you. This is the Sea Cliff House. This home can only be rented for periods of 30 days or longer. No breakdown in pricing or calendar settings in Airbnb shall suggest that this home can be rented for a shorter period.

4.83 out of 5 average rating, 403 reviews
Superhost
Home in Laie

Perfect for Big Groups | A/C + Short Walk to Beach

Bring your ohana to this beautifully updated Hawaiian retreat! Just steps from the beach and minutes from local favorites, this spacious, modern home combines island charm with sleek, contemporary comfort. Enjoy open living spaces, a fully equipped kitchen, ample seating for large groups, and beautiful mountain views...perfect for gathering after a day of exploring. Ideal for families and groups seeking a relaxing tropical escape filled with warmth, comfort, and the true spirit of aloha.

4.97 out of 5 average rating, 29 reviews
Superhost
Apartment in Punaluu

Beachfront Condo Hawaii Retreat Turtles & Whales

New Listing! Welcome to the Aloha Beachfront Condo directly on the sand! Time to reset and recharge! Beautifully remodeled. Dance among the waves anytime you want! 🌊 Sleep peacefully to the ocean waves from the comfort of your bed. 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 the true Hawaii!

Guest favourite
Tall palm trees stand against a vibrant sunset sky, showcasing shades of pink, purple, and orange. The tranquil ocean reflects the sunset colors, with gentle waves lapping the shore in the background. The scene conveys a serene coastal environment.
Flat in Hauula

4C Pat's at Punalu'u - Palama Paradise

End unit with 3 lanai doors to bring in all the beautiful view and sounds of the sea. It is on a reef-protected, calm beach which is perfect for families with children. Best of all it is away from the busy tourist areas of Waikiki. 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.

4.73 out of 5 average rating, 41 reviews
Superhost
Home in Hauula

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach

This listing represents one unit from "Hina Hideaway," a collection of comparable duplex 3BR/2BA rentals. You'll be assigned one specific unit upon booking. While decor and finishes may vary between individual units, all offer comparable quality, size, configuration, sleeping arrangements, and amenities. Enjoy A/C bedrooms, full kitchen, fast Wi-Fi, washer/dryer, and beach gear. Close to Polynesian Cultural Center, North Shore surf, Turtle Bay, and local food trucks.

4.92 out of 5 average rating, 63 reviews
Guest favourite
A cozy studio space features a spacious bed with a patterned blanket, complemented by wooden cabinetry. A kitchenette area is equipped with a refrigerator, microwave, coffee maker, and meal preparation essentials. Natural light filters in through a window, draped with a teal curtain.
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.

4.85 out of 5 average rating, 376 reviews
Guest favourite
Home in Kawela Bay

Cozy retreat w/golf views & beach

Experience a relaxed North Shore escape at Turtle Bay, where sweeping golf course vistas blend with gentle beach breezes for the perfect Hawaiian getaway. - Sleeps 6 | 3 bedrooms | 4 beds | 2 baths - Golf course views & sunlit outdoor dining area - Fenced backyard w/ cozy BBQ grill & seating - Beach access & beach essentials provided - Family‑friendly: crib, toys, workspace & WiFi - Fully equipped kitchen & dining space

4.92 out of 5 average rating, 75 reviews

Popular amenities for Kahana Bay holiday rentals