Vacation rentals in Maili

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Top-rated vacation rentals in Maili

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

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Apartment in Waikiki

5.0 out of 5 average rating, 4 reviews

Beautiful Ilikai 2BR/2BTH Corner Suite-Waikiki

Welcome to your perfect Waikiki getaway! This bright and beautifully refreshed 2-bedroom, 2-bath corner residence at the iconic Ilikai offers the ideal mix of comfort, style, and island living. Enjoy 1000 Sqft of interior space, a fully equipped kitchen with island seating, a welcoming dining area for gathering together, and two private balconies showcasing beautiful ocean and city views. Just moments from the beach, Ala Moana Center, world-class dining, shopping, and endless island adventures!

LocationFamilyWalkability

Top guest favorite

Home in Makaha Valley

4.99 out of 5 average rating, 128 reviews

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Discover your dream vacation, just 2 miles from the world-famous Makaha Beach. This pristine rental is perfect for those seeking an authentic Hawaiian experience! ~Stunning Views: From every room including the backyard! ~Culinary Delights: Create island feasts in our fully equipped kitchen. ~Cozy Comfort: Rest easy in plush bedrooms designed for ultimate relaxation. ~Adventure Awaits: Surfing, fishing, & more are within easy reach. Don't miss out on making memories that will last a lifetime!

FamilyLocationOutdoor spaces

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

5.0 out of 5 average rating, 89 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

ValueFamilyAccess

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, 109 reviews

Makaha Hale - Serene 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!

LocationValueHiking

Guest favorite

A charming beach house is positioned near the shore, with a backdrop of lush green mountains. Palm trees sway gently beside the house, which features a covered porch with seating. Blue skies and fluffy white clouds create a serene atmosphere above this scenic coastal setting.

Home in Kaneohe

4.93 out of 5 average rating, 58 reviews

Chinaman’s Ocean Front Beach House

-We are excited to talk with you about our pricing and availability! Don’t hesitate to contact us if you’re interested!- Welcome to our spectacular Ocean Front Beach House. This beautiful escape offers stunning views and is perfectly situated between Kualoa Ranch (Jurassic Park/Lost), the gorgeous Pacific Ocean, and the renowned Chinamans Hat Island. It is the ideal spot for one or two families to come together and rejuvenate on your own private beach, all while enjoying enchanting sunrises.

LocationFamilyDecor

Top 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 Makaha

4.97 out of 5 average rating, 340 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.

ValueLocationHiking

Top guest favorite

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, 159 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.

FamilyLocationComfort

Top guest favorite

The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.

Cottage in Waianae

4.97 out of 5 average rating, 117 reviews

Cottage Nene - Luxury Home by Beaches & Mountains

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

LocationValueAccess

Top guest favorite

Home in Waianae

5.0 out of 5 average rating, 19 reviews

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

Welcome to Lani Kai Villa, your serene sanctuary in the heart of Mākaha Valley! This spacious retreat offers breathtaking mountain and ocean views from every room, blending luxury with serenity. Whether you're prepping local catches in the stylish chef’s kitchen or relaxing in the breezy, open-plan lounge, the home is designed for effortless social connection. Enjoy world-class beaches just minutes away and return to your private oasis to watch the sunset.

FamilyValueGrill

Guest favorite

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

4.81 out of 5 average rating, 129 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.

LocationFamilyComfort

Top guest favorite

A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.

Place to stay in Kailua

4.96 out of 5 average rating, 131 reviews

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

LocationValueCheck-in

Guest favorite

Home in Waianae

4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

Why do guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite homes.

FamilyValueAir conditioning