Vacation rentals in Maili

Guesthouse in Makaha Valley

A dining table is set for four, featuring blue-accented plates and neatly arranged napkins. An elegant orchid centerpiece in a white pot adds a touch of color. Behind the table, a laundry unit is visible, with natural light illuminating the space through a nearby window.

4.89 out of 5 average rating, 92 reviews

Makaha Condo Resort Pool, Hot Tub Gym

Escape to this cozy, intimate studio in Makaha Valley’s exclusive Mauna Olu Cottages, a gated community with 24-hour security. Surrounded by lush, tropical landscapes, this private retreat offers the perfect blend of comfort and tranquility your area is not shared with the main house it’s private and fenced away from each other. Unwind on famous Makaha Beach, just 4 minutes away, explore nearby hiking trails, or simply relax to the soothing sounds of the mountains. With thoughtful amenities 🌿

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.

4.97 out of 5 average rating, 294 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.

The living area features a comfortable teal sofa with decorative pillows, a coffee table, and a television against a backdrop of large windows. A lanai with chairs provides an ocean view, while light wood accents and a blue rug enhance the calm ambiance.

4.93 out of 5 average rating, 128 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.

Top guest favorite

Home in Makaha Valley

4.96 out of 5 average rating, 143 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!

4.84 out of 5 average rating, 205 reviews

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

Apartment in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

4.92 out of 5 average rating, 147 reviews

A newly built cottage is enclosed by a wooden fence, showcasing a modern design with a slanted roof and large windows. Bright blue skies are visible above, and greenery surrounds the property, adding to the serene environment.

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.

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.

4.8 out of 5 average rating, 114 reviews

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

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili 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. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

An expansive view of the ocean meets the horizon, with clear waters and gentle waves reflecting the sky. A beach and lush greenery are visible along the coastline. Other images feature a dining area with woven chairs, a sunlit pool surrounded by tropical foliage, and a close-up of a hot tub with a stainless steel handrail.

4.95 out of 5 average rating, 20 reviews

Corner Oceanfront 1BR Condo w/ Panoramic Views

Enjoy a serene beachfront experience at this 1-bedroom condo in Waianae’s Hawaiian Princess Makaha. Perfect for couples, this peaceful escape offers a private lanai with ocean views, direct beach access, and all the comforts of home. Wake up to the sound of waves and spend your days swimming, relaxing, or exploring nearby trails and dining spots. It’s an ideal location for those seeking both adventure and relaxation on Oahu’s untouched west coast.

5 out of 5 average rating, 51 reviews

Beach Front, King Bed, the Princess - low level

Oceanfront sunsets, toes in the sand from your private 1st floor lanai. I have 30 day rentals! Peaceful and somewhat secluded beach... Bright, cheery newly remodeled condo, King bed. Beach chairs, umbrella, beach towels & boogie board. equipment, tennis, pickle ball, ping pong, golfing (20 mins). Play on the sand or hike the hills and check out the nearby tide pools. Guests have returned to the Hawaiian Princess like a second home for years!

4.74 out of 5 average rating, 206 reviews

A serene ocean view is highlighted by a soft gradient of orange and purple hues in the sky at sunset. Silhouettes of palm trees frame the scene, and calm waters reflect the colorful sky, creating a tranquil island atmosphere.

Home in Kapolei

Ko Olina Vacation 2Bdrm unit with private entrance

A beautiful clean two bedroom unit with private entrance, just a short 4 minute drive from the world famous Ko Olina Beach & Golf resort with the most beautiful sunsets on Oahu. Only 7 min from Ka Makana Ali'i shopping center with great restaurants! Costco is just 4 min away, so you can stock up the large frig with water, beer, & food! Only 25 min from airport. Kapolei is about 30 minutes from Waikiki, away from the crazy hustle & bustle.