Holiday houses in Maili

4.92 out of 5 average rating, 112 reviews

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

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, 282 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, 122 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.

4.96 out of 5 average rating, 134 reviews

Kalo Homes - Makaha's Hidden Gem

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

4.83 out of 5 average rating, 206 reviews

Condo 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, 163 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.

4.96 out of 5 average rating, 100 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

🌺Repeat Visitors' Favorite: Experienced Oahu travelers return for the unmatched mountain & ocean views 🌺Spacious for Large Groups ♨️ Private 9-seat hot tub for relaxing soaks under the stars 🏊‍♀️ Pool & Spa: Brand new Ocean-view community pool in a quiet, gated neighborhood 🔥 Outdoor grill in private backyard and 10-seat dining table for family BBQ nights 🏖️ Beach: Only 5 min drive to the famous Makaha Beach 🏠 One-story, step-free, perfect for grandparents and kids

4.91 out of 5 average rating, 136 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.

Guest suite in Makaha Valley

4.94 out of 5 average rating, 132 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.

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Other great holiday rentals in Maili

Guest suite in Kailua

5 out of 5 average rating, 15 reviews

Lanikai Garden Studio - Licensed Since 1985!

JohnRating, 5 stars40 months ago

Even better than we expected! (And we expected it to be great). The studio is larger than we thought and every detail is carefully thought out. The place is extremely clean and very close to the beach. Do not worry about privacy, the studio has its own gate and garden area. We hope to return soon.

4.84 out of 5 average rating, 99 reviews

Condo in Kapolei

Ko Olina Beach Villas ★Ocean View★Free Parking★

JayRating, 5 stars2 weeks ago

Amazing place to take your family. The balcony opens up to a partial view of the ocean, and large trees along the parking lot. Morning breeze watching sunrise with a cup of coffee and birds chirping in the background, a great way to start the day. Watching sunset through the monkey pod trees, just as amazing. There were a few things not provided, but a quick trip to Target took care of missing items. There were no crowds at our lagoon. After a swim in the salt water lagoon, you can return to the Villa's pool for a cool fresh water dip and relax in the lounge chairs. Tap water not great tasting, but a short trip to ice machine, there is filtered water available. After a morning and afternoon visiting sites in Oahu and dealing with crowds, it's nice to return to the villa to relax in the lagoon or pool.

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, 11 reviews

Hotel room in Kapolei

Marriott Ko Olina Beach Club - Studio Unit Oahu

DawneilRating, 5 stars2 weeks ago

I cannot say enough about the Marriott in Ko Olina. We didn’t want to leave. The walking path along the ocean to all the other resorts was nice. Marriott was by far the nicest for outdoor Grounds and landscaping. They even had air pumps for rafts on the property and wonderful grilling areas with utensils. I would definitely book this AirBNB again.