Holiday houses in Ewa Gentry

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Top-rated holiday rentals in Ewa Gentry

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Guest favourite
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
4.97 out of 5 average rating, 60 reviews

Sunset Hale

Experience Oʻahu’s North Shore at Mokuleia Beach Colonies. A peaceful escape from the hustle of Waikiki. Our oceanfront 2-bedroom, 1-bath beach cottage offers panoramic ocean views, island charm, and space to unwind. Enjoy a remodeled kitchen, walk-in shower, outdoor shower, ocean breezes, and ceiling fans in each room. Relax in the gated community with a heated pool, tennis, and pickleball courts. Watch sunsets from the cottage and embrace island living. LEGAL Vacation Rental NUC No.90/TVU-0631

Top Guest favourite
Home in North Shore
5 out of 5 average rating, 34 reviews

Hibiscus Hale on Gated Estate + Walk to the Beach

Take it easy at this tranquil getaway on Oahu's North Shore. This eclectic container-turned-guesthouse is insulated & cooled with 2 split A/C units, has a cozy queen bed with all the amenities - Wifi, smart TV, off-street parking right in front of your unit & outdoor dining and gazebo area. Located on a large orchard, you'll be literally surrounded by avocado, mango and lemon trees that are free for the picking. The beach for surfing, snorkeling, shell-collecting is an easy 10 minute walk away.

Top Guest favourite
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, 86 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 favourite
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, 107 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!

Top Guest favourite
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, 334 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.

Top Guest favourite
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, 113 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.

Top Guest favourite
Condo in Waikiki
4.98 out of 5 average rating, 43 reviews

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

🏝️BRAND NEW LISTING. FREE PARKING! NO RESORT FEES 🏝️ Aloha & Welcome to the iconic, irresistible Ilikai Hotel & Luxury Suites! Experience this ocean front home and be captivated with its stunning beautiful ocean & lagoon views with its sunset & fun fireworks show on Friday night at 7:45 pm! This place has it all! Surrounded by a lively neighborhood with just steps away from the beach, this studio condo provides an unbeatable and memorable experience for your Hawaii getaway!

Top Guest favourite
Aerial view of a coastal property lined with homes along a sandy beach. Lush greenery and palm trees are visible, leading to a backdrop of mountains under a partly cloudy sky. Gentle waves lap against the shore, creating a serene beach environment.
Home in North Shore
4.98 out of 5 average rating, 105 reviews

Haleiwa Waterfront House

Location, location, location! This lovely DUPLEX home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (35 minute drive to the airport) .

Top Guest favourite
Condo in Downtown Honolulu
4.98 out of 5 average rating, 272 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

Guest favourite
A spacious living area features light grey walls and a wooden floor. A large L-shaped sofa sits on a plush area rug, complemented by decorative art on the wall. A staircase with wooden railings leads to the upper level, adding to the inviting layout.
Townhouse in Kapolei
4.81 out of 5 average rating, 253 reviews

Beautiful and Spacious.

Come relax and unwind at your 3 bedroom, 2.5 bath home away from home. Located in Oahu's second city of Kapolei which is just 10 minutes from Waikele outlets, the prestigious Ko'olina Lagoons and Disney's Aulani Resort. With Costco, Target, restraunts, and Ka Makana Ali'i mall right down the road, this home has everything you need to enjoy your Hawaiian get away.

Top Guest favourite
Home in Waianae
4.95 out of 5 average rating, 124 reviews

Kalo Homes The Makaha Bungalow | Single-LVL Abode

Kick back and settle into The Makaha Bungalow — a laid-back island retreat in the exclusive, 24-hour gated Mauna Olu Estates in Makaha Valley. Single-level living, boho-inspired interiors, and a relaxed pace make this the kind of place you actually unwind. Makaha Beach is just 2 miles down the valley.

Guest favourite
A modern high-rise building features a sleek glass exterior reflecting the vibrant surroundings. The ground level is marked by a wide entrance and large windows. Pedestrians are seen on the street, highlighting the bustling atmosphere of the area.
Condo in Downtown Honolulu
4.88 out of 5 average rating, 322 reviews

Elegant, Spacious Downtown Hideaway w/Parking

Renovated in 2018 with everything you need to feel comfortable at home. Located in the heart of Honolulu at the Aston Executive Center Hotel, so any sights you may want to see is a stones throw away. Restaurants, groceries, Walmart and China town are all within several blocks.

Popular amenities for Ewa Gentry holiday rentals

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