Holiday houses in Kahana Bay

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Top-rated holiday rentals in Kahana Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.

Condo in Kawela Bay

4.97 out of 5 average rating, 274 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

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Guesthouse in Hauula

4.8 out of 5 average rating, 51 reviews

The Jungle Bungalow - AC - Smart TV - 30 Day stays

🌺 Escape the tourist crowds and experience the real Hawai‘i in a peaceful local neighborhood. Just a block from the ocean and the famous tipping palm tree—where seals often rest—you’ll also be within walking distance of the Hau‘ula Loop Trail. Minutes from beaches, surf spots, food trucks, PCC, and BYUH. Perfect for families of up to 4 with 2 queen beds, kitchen, AC, Wi-Fi, smart TV, patio, walk-in closet, shared laundry, and 1 parking spot maximum. Absolutely NO smoking. No large van parking.

Guest favourite

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, 245 reviews

Aloha Beach Front Cottage

This is the slice of Paradise you are looking for. This unique beach cottage (NO AC) at the second floor is steps from a pristine Hawaiian 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

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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

5.0 out of 5 average rating, 91 reviews

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

Guest favourite

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

Home in Kailua

4.86 out of 5 average rating, 81 reviews

Large Kailua Beach Home - Steps To The Beach!

Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!

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An expansive view of the ocean is captured from a balcony, showcasing gentle waves lapping against the sandy beach. Lush palm trees line the shore, and distant greenery is visible along the coastal landscape under a clear blue sky.

Apartment in Punaluu

4.71 out of 5 average rating, 52 reviews

Beautiful Beachfront Family Condo for 4-8 guests

Great ocean views from every room. Sandy beach is great for swimming. The condo can accommodate up to 7 guests. (Base rate is for 4 guests.) NO A/C, but lush green forests, trade-wind breezes, and ceiling fans keep you comfortable in this tropical location. Price includes taxes, parking, and resort fees. Perfect for families, and groups who want privacy and a sandy beach. The condo features an open-concept kitchen with a large dining/living room. Price is discounted due to construction nearby.

Guest favourite

A serene beach scene is presented, with soft golden sand stretching along the shoreline. Gentle waves lap at the coast, reflecting a clear blue sky dotted with fluffy clouds. Lush palm trees line the beach, providing a tropical ambiance to the picturesque landscape.

Condo in Punaluu

4.82 out of 5 average rating, 150 reviews

"The Honu Hale" Beachfront Condo w/ View & Kitchen

Welcome to your little piece of paradise! On a beautiful white sandy beach. Great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Punaluu is on the Windward side of Oahu away from all the crowds of town yet close to lots of amazing things to do! PCC, North Shore beaches, Kualoa Ranch & so much more! There is a fully equipped kitchen & 2 beds for you & your guests. Washer/dryer in the unit & incredible sunrises from your lanai with an ocean view!

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.

Condo in Makaha

4.97 out of 5 average rating, 343 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.

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Top Guest favourite

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

4.85 out of 5 average rating, 98 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.

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

4.88 out of 5 average rating, 160 reviews

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

Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

Superhost

The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.

Townhouse in Laie

4.84 out of 5 average rating, 261 reviews

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

Guest favourite

The serene beach shoreline is depicted at sunset, with gentle waves lapping against the sandy edge. Clouds hover in the sky, tinged with soft golden light. Palm trees stand to the right, contributing to the tranquil coastal scene.

Apartment in Punaluu

4.93 out of 5 average rating, 15 reviews

Cozy Hauula Studio Getaway!

Experience breathtaking ocean views from this 4th-floor studio, offering a perfect blend of comfort and convenience. Featuring a fully equipped kitchen for home-cooked meals, a dedicated workstation for productivity, and direct access to the beach, this studio is ideal for both relaxation and work. Whether you're enjoying the sunrise from your private space or exploring the coastline, this oceanfront retreat offers the perfect getaway.