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Five Spectacular Oceanfront Vacation Rentals in Hawaii

Gather Vacations
| Destinations, Hawaii, Vacation Rentals

Discover the enchanting allure of Hawaii, a tropical paradise where the soothing murmur of the ocean and the awe-inspiring vistas of the islands set the stage for a vacation you’ll never forget. Envision starting your day with the gentle sound of waves greeting you as they caress the shore and step out onto your lanai, where panoramic views of the shimmering blue waters stretch out before you. Join us in this blog as we take you on a tour of some of our finest oceanfront vacation rentals in Hawaii. Prepare to indulge in luxury, unwind, and be captivated by the mesmerizing charm of the Hawaiian Islands.

  • Royal Kahala

Welcome to Royal Kahala Estate, an exquisite oceanfront paradise located in the prestigious neighborhood of Kahala on Oahu’s South Shore. As you enter the grand room with open beam ceilings, you’ll be captivated by the stunning view of turquoise waters. Two wings extend from this central space, offering luxurious amenities such as a gourmet kitchen, game room, home gym, office, and guest rooms with en suite bathrooms. With sliding walls that seamlessly blend indoor and outdoor living, the primary bedroom provides a private retreat where you can fall asleep to the soothing sounds of the ocean waves. 

The enchanting backyard features a modern-style pool, a beachfront lawn, and direct access to the crystal-clear ocean, making it an ideal destination for swimming, snorkeling, and surfing. Positioned close to Honolulu’s top attractions and Hanauma Bay’s renowned snorkeling, Royal Kahala Estate is Oahu’s most irresistible luxury vacation rental, offering a peaceful, fulfilling, and unforgettable experience.

  • Maunalua Bay Estate 

Introducing Maunalua Bay Estate, a modern masterpiece among ultra-luxury homes in Oahu. Designed by renowned architect Jim McPeak and built by developer Mark Gosselin, this remarkable residence offers large spaces and captivating ocean views. Each room is a suite, providing unparalleled comfort and privacy, with spacious bedrooms and ensuite bathrooms. The builder’s trademark style is evident throughout, showcased by the round-about driveway, floating step entrance, and the grand room with 25-foot ceilings and endless ocean vistas. Embracing Hawaii’s indoor/outdoor lifestyle, the estate seamlessly integrates the grand room with the outdoor lounge and ocean-side yard, featuring an infinity-edge pool and jacuzzi that merge with the horizon.

Below the yard lies a hidden sand terrace, offering a private retreat above Oahu’s stunning seascape, with private ocean access to the Portlock Tide Pools nearby. In Portlock, a prestigious neighborhood known for its luxurious homes and breathtaking views, Maunalua Bay Estate provides an exclusive coastal lifestyle. It is surrounded by the beauty of southeast Oahu and convenient proximity to Hanauma Bay, Hawaii Kai Town Center, and Koko Marina.

  • Hale Nalu 

Escape to the pristine beaches of O’ahu’s North Shore and immerse yourself in the beauty of Hale Nalu. This remarkable vacation home offers a one-of-a-kind beachfront experience, where you can wake up to the sound of waves and step out into your backyard to feel the sand beneath your feet. With six bedrooms, four bathrooms, and two separate living spaces, Hale Nalu provides ample space for up to 14 guests, making it perfect for large families seeking a beach retreat. In addition, the property is thoughtfully designed with a lava rock wall, video surveillance, and a custom sliding gate, ensuring privacy and security during your stay.

Step inside and be greeted by a welcoming open-concept great room where you can gather with your loved ones to plan your day or relax in the comfortable sitting area. The updated kitchen features stainless steel appliances and a breakfast bar. At the same time, the adjacent living room offers a bright and beachy atmosphere with a stunning view of the lanai, backyard, and ocean beyond. Enjoy the gentle ocean breeze as you unwind on the covered lanai, fire up the outdoor grill, or nap in the hammock swaying between two palm trees. Explore the nearby attractions, from the famous Waimea Bay for cliff jumping in the summer to the world-renowned Pipeline and Sunset Beach surf spots.

  • Haena Beach House

Experience contemporary luxury in a private beachfront setting at Haena Beach House. This exceptional vacation retreat offers breathtaking panoramic views of the Pacific from its spacious living areas and beautifully appointed bedrooms. With each bedroom featuring its full bath, wet bars, and lounge areas in select suites, this home ensures optimal comfort and privacy for large groups. Enjoy the convenience of modern amenities, including wireless internet and an exterior home surveillance system, providing peace of mind during your stay.

Relish the beauty of Hawaii from the inviting lanais of Haena Beach House and start your day with coffee on the charming dining room lanai overlooking the rolling waves. The covered lanai downstairs is perfect for al fresco dining and relaxing on plush outdoor sofas. Upstairs, soak up the sun on the lanai’s lounge chairs. Explore the wonders of north Kauai, from hiking the Kalalau Trail to snorkeling at Tunnels Beach and immersing yourself in the breathtaking scenery of Lumahai Beach. Hanalei Bay, the Hanalei River for kayaking and stand-up paddling, and the vibrant town of Hanalei, with its dining and shopping options, are just a short drive away. 

  • Waterfalling Estate 

Indulge in the pinnacle of luxury at Waterfalling Estate, an exceptional oceanfront retreat tucked away on the awe-inspiring Hamakua Coast. Discover a realm of exclusivity where a private waterfall, an Olympic-sized swimming pool featuring a two-story waterslide, a luxurious spa, and a personal nine-hole golf course await. Delight in world-class sports and leisure pursuits with the resort-caliber tennis and basketball court, complete with stadium seating. This esteemed estate has hosted A-list celebrities, including Love Island (Season 3) participants, and captivated European royalty, offering an unparalleled sanctuary of seclusion and extraordinary moments.

Experience the abundant comforts of the five primary suites, each featuring ocean views, ensuite bathrooms, and intelligent flat-screen televisions. Additional accommodations include a bunk room with four beds, accommodating large groups easily. The estate’s sprawling 8-acre grounds provide a relaxing haven, with plush seating areas, multiple bar spaces, and two BBQ grill areas for gatherings. Marvel at the panoramic ocean vistas from the wraparound lanais and savor moments of tranquility while listening to the soothing sounds of the private waterfall. Discover the ultimate retreat where luxury and natural beauty harmonize seamlessly at Waterfalling Estate.

The Gather Difference

At Gather, we take pride in our extraordinary portfolio of oceanfront vacation rentals in Hawaii. From stunning beachfront villas to luxurious estates with breathtaking views, we offer various options to suit anyone’s desires. So whether you seek a tranquil getaway or an adventure-filled escape, our collection of homes is designed to provide an unforgettable experience. 

Click here to explore the full range of our remarkable properties and start planning your dream vacation in Hawaii. Book now and embark on an extraordinary journey that will create cherished memories for years to come.

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