Holiday rentals in Maili

4.92 out of 5 average rating, 111 reviews

Home in Waianae

Beautiful 4-BR Home| Near Beach| Mountain View

A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

4.79 out of 5 average rating, 109 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

4.97 out of 5 average rating, 71 reviews

Home in Waianae

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!

4.97 out of 5 average rating, 280 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.

4.93 out of 5 average rating, 121 reviews

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

4.98 out of 5 average rating, 112 reviews

Home in Waianae

Kalo Homes ~ Makaha Valley Oasis!

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

4.83 out of 5 average rating, 205 reviews

Apartment in Waikiki

Free Parking/Ocean View/Steps to Beach & Mall 33F

Fully newly remodeled in April this year! Everything is brand NEW! Amazing sweeping ocean view! Located on 33rd floor of Waikiki city, just a few minutes’ walk to the famous Waikiki Kahanamoku Beach & Lagoon, Ala Moana Beach Park, Ala Moana Shopping Mall, many restaurants , Cafes and Bars - everything is within walking distance. FREE PARKING is a Big Plus with a designated parking spot in the garage. You’ll have a great time in this brand new home with a queen bed and a sofa to stay!

4.8 out of 5 average rating, 49 reviews

Oceanfront 1-BR Condo in Waianae w/ Sunset Views

Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or explore nearby natural attractions. Enjoy peace and quiet while being just steps from the sand, perfect for snorkeling, sunbathing, or scenic walks. Discover island serenity with everything you need for a memorable stay.

4.96 out of 5 average rating, 162 reviews

Cottage in North Shore

Luxurious Beach Front Oasis Steps to the Ocean

A hidden gem on the North Shore. The cottage is located on a private, gated, 2 acre ocean front property in the quiet and peaceful area of Mokuleia. The beach is the most secluded on the North Shore as there is no public access so at times it is just you and the lone turtle sunbathing on the beach. The cottage has top of the line appliances, sub-zero and viking. The bed feels like heaven and you have your choice of soaking in the free standing tub or showering under the stars.

4.92 out of 5 average rating, 135 reviews

Cottage in North Shore

Tiny living! Quaint Haleiwa cottage

****Calendar is not always accurate, please inquire for availability. ******* Spacious tiny home/cottage, equipped with everything to make your vacation a home away from home. High vaulted ceilings make the small home feel spacious, full kitchen for home cooked meals, a large covered deck for outdoor dining. In the heart of historic Haleiwa town, near Starbucks and 7-11, shopping and food trucks are down the street. We are located on site should you have any issues.

4.94 out of 5 average rating, 132 reviews

Guest suite in Waianae

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.

4.93 out of 5 average rating, 105 reviews

Guest house in Waianae

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.

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Other great holiday rentals in Maili

Top guest favourite

Private room in North Shore

4.96 out of 5 average rating, 249 reviews

Aloha room, at Historic Haleiwa town, with parking

WillRating, 5 stars1 month ago

I usually prefer to stay in a place to myself but my experience staying at Cris’ place may make me question everything I know! Cris was and incredible host who made everything easy and provided great advice and some wonderful solutions to travel challenges I faced. He lent me fins to go snorkeling and helped me figure out how to lock my car while I went there alone. A truly fantastic host with a lovely room to rent. I hope to return very soon.

4.78 out of 5 average rating, 94 reviews

Makaha beach & surf studio "legal rental"

MichaelRating, 5 stars2 months ago

Stayed here for a week and it was great. I watched the sun come up every morning enjoying coffee and the surfers looking for that perfect wave. Slept with the balcony doors open to the crashing waves. So tranquil. It was wonderful 10x better than Waikiki.

5 out of 5 average rating, 10 reviews

Hotel room in Ewa

Marriott Ko Olina Beach Club - Studio Unit Oahu

RizaRating, 5 stars1 month ago

The Marriott is beautiful. Had a gorgeous views of the ocean. I loved the little kitchen area we had as it was so convenient especially with young kids. The beds are comfortable. I love the walking distance to the beach and pools.

Top guest favourite

Resort in Ewa

4.95 out of 5 average rating, 96 reviews

Marriott Ko Olina Beach Club Studio

RayRating, 5 stars2 days ago

Hanna is a great host. Very accommodating and responsive. Her place is the perfect escape from the hustle and bustle of Waikiki. I look forward to visiting her place again soon!

4.94 out of 5 average rating, 442 reviews

Private room in Hauula

Large Spacious Unique Open Beam Cedar Roof Bedroom

Carol MarleneRating, 5 stars1 week ago

Antonette’s “Place in Paradise” met all our expectations! The yard is so pretty with the natural Hawaiian trees and plants, but she has added her own touch of loveliness with numerous plants in pots. Bed very comfortable. Her family was so friendly.