Vacation rentals in Maili

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Top-rated vacation rentals in Maili

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Superhost

A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.

Condo in Waianae

4.79 out of 5 average rating, 111 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

Top guest favorite

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 out of 5 average rating, 39 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 favorite

The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.

Home in Waianae

4.97 out of 5 average rating, 75 reviews

Makaha Hale - New 3 BR Home

Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

Superhost

A beach cottage is nestled among palm trees, with large windows reflecting the warm hues of a sunset. The grassy area leads toward the ocean, enhancing the serene coastal atmosphere. The horizon showcases the fading light over tranquil waters.

Townhouse in North Shore

4.95 out of 5 average rating, 22 reviews

Sunset Hale

Experience paradise at Mokuleia Beach Colony in our oceanfront 2 bedroom, 1 bath beach cottage with panoramic ocean and coastline views. Enjoy a remodeled kitchen, walk-in shower, and a spacious living area. Amenities include secured and gated community, a heated pool, tennis and Pickleball courts. NOTE: Rates are for for 2 people. 2nd bedrm is small w/ two single beds. You may add up to 2 more people max w/ a $25 fee per person per night plus tax. LEGAL Vacation Rental NUC No.90/TVU-0631

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 Waianae

4.97 out of 5 average rating, 286 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.

Guest favorite

An outdoor seating area features a comfortable arrangement of plush sofas surrounding a wooden coffee table. The landscape displays lush greenery, with a mountain backdrop. A vibrant sunset casts hues of orange and pink across the sky, enhancing the serene atmosphere.

Home in Makaha Valley

4.98 out of 5 average rating, 41 reviews

Kalo Homes ~ Moana Beach Cottage

Nestled in Oahu's remotest destination, this cottage unveils a beauty with its stunning ocean and mountain views where time slows down. Embrace the rhythm of nature's theater as you discover the extraordinary within this sanctuary, interiorly designed and furnished by MCYIA, an interior architecture and design firm renowned for its pursuit of excellence to bring guests well-being, curating spaces that not only look good but also nourish the soul, fostering a sense of well-being.

Guest favorite

The image captures a serene beachfront scene framed by tall palm trees. Shades of blue from the ocean sky merge with the azure waters. A lush green lawn and vibrant vegetation are visible in the foreground, creating a peaceful coastal atmosphere.

Condo in Ewa

4.93 out of 5 average rating, 132 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

Guest favorite

An aerial view captures the expansive, sandy beach alongside a calm turquoise lagoon. The villa is surrounded by lush greenery and palm trees, with the resort-style building elegantly positioned near the water's edge, enhancing the tranquil coastal ambiance.

Condo in Ewa

4.89 out of 5 average rating, 19 reviews

3BD/3BA Villa in Paradise - Ko Olina Beach Villas

Relax and unwind at this villa in paradise. You will never want to leave this luxurious resort-style living in our 3 bedroom apartment in the exclusive Ko Olina Beach Villas. Featuring a seculded lagoon offering the perfect relaxing beach atmosphere with calmer waters and more seculsion than almost any other resort on Oahu. This villa offers all of the benefits of resort-style accommodations, but the flexibility and privacy of a fully-equipped condominium

Guest favorite

Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.

Villa in Ewa

4.88 out of 5 average rating, 203 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Guest favorite

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

Guest suite in Waianae

4.94 out of 5 average rating, 139 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Guest favorite

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

Guesthouse in Waianae

4.94 out of 5 average rating, 109 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Superhost

A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.

Condo in Waianae

4.92 out of 5 average rating, 239 reviews

Makaha Dream

The Makaha Dream is a gated beachfront condo (Hawaiian Princess) on the fabulous Turtle beach, directly next to Mount Lahilahi. Listen to the melodic sound of waves hitting the shore, watch seals and turtles from your own balcony. Relax and enjoy the west side, away from the hustle and bustle of the city. Experience Hawaiian sunsets lighting up the evening skies, it doesn’t get any better than this!