Oahu Luxury Vacation Villas – Indulge in Island Elegance
For discerning travelers who crave the pinnacle of privacy, sophistication, and tropical beauty, Oahu’s luxury villa rentals offer an unparalleled vacation experience. From the sun-drenched beaches of Kailua to the dramatic cliffs of Portlock, these villas are handpicked to deliver comfort, exclusivity, and unforgettable ocean views. Whether you're planning a family getaway, a wellness retreat, or a long-awaited reunion, each home promises resort-style living in the heart of paradise.
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
Royal Hawaiian Estate offers an unforgettable oceanfront experience on the serene shores of Waimanalo Beach on Oahu's windward coast. This sprawling 9-bedroom estate accommodates up to 20 guests and features resort-style amenities including a heated pool, waterslide, lava rock hot tub, and expansive tropical gardens. With two gourmet kitchens, spacious lounges, and direct beach access, it’s the perfect setting for weddings, reunions, or luxurious group getaways.
Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu
This charming Kailua Beachfront Vacation Home offers a laid-back, island-style experience in one of Oahu’s most beautiful beach towns. With four bedrooms, ocean views, and an expansive manicured lawn, this home is perfect for families seeking peaceful beachfront living. Swim, paddle, or fish right from the backyard. The home is outfitted with a fully equipped kitchen, updated furnishings, and natural breezes—no AC needed. Just minutes from Kailua Town, it’s a fantastic balance of seclusion and accessibility. Inquire today for your next beachfront escape.
Kahala Beachfront Estate – Private Resort-Style Living
Perfect for multi-generational families or corporate retreats, the Kahala Beachfront Estate offers resort-style living in a private, gated setting. Nestled between swaying palms, the estate boasts two pools, a jacuzzi, tennis court, and waterfalls across its lush tropical grounds. The main house and cottage together offer multiple suites with upscale furnishings, ocean views, and gourmet kitchens. Lounge beneath the skylights, savor the ocean breeze, and dine al fresco under the stars. Just a stroll from the Kahala Hotel and close to Waikiki, this elegant estate blends serenity with convenience.
Kai Aniani – Beachfront on Oahu's North Shore
This beautiful oceanfront home in Waialua on Oahu's North Shore lives up to its name — Kai Aniani or “Sea of Glass.” The fully remodeled A-frame estate features a soaring great room with wall-to-wall ocean views, chef’s kitchen, and 55-foot covered lanai. With 5 bedrooms including a private studio suite, a 110” movie projector, and curated beach gear, this home is built for luxury living and entertaining. From Mount Ka‘ala views to direct beach access, every detail inspires wonder. Book your stay and enjoy true North Shore elegance.
Moani Kaiolohia – Country Beach House with Private Sport Court
Escape to the quiet charm of the North Shore at Moani Kaiolohia, a gated Oahu beach house with private sport court for pickleball, badminton and basketball. This two-story, 6-bedroom estate sits on an acre of beachfront land and features an outdoor Jacuzzi and a massage deck and hammock hidden in a tree-covered area for privacy and it is only yards from the beach. Dual kitchens allow for flexible accommodations, ideal for two families or large groups. Relax in the hammock, dine beneath the trees, or unwind in the massage pavilion by the sea. With AC in 4 bedrooms and an artist-friendly ambiance, Moani Kai offers a relaxed yet luxurious Hawaiian retreat.
Hale Makai at Diamond Head – Oceanfront Estate
Hale Makai at Diamond Head is a rare beachfront estate offering direct ocean access and uninterrupted views of the Pacific. This luxurious 5-bedroom, 5.5-bath villa is designed for sophisticated travelers seeking peace and indulgence. Located on prestigious Kahala Avenue, the estate features a private courtyard, beachfront lawn, pool, hot tub, and multiple lanais for outdoor dining and lounging. Whether you're sipping wine at sunset or enjoying the sounds of the surf, Hale Makai is a truly exceptional Oahu getaway.
Walker's Lanikai Beach House – Historic Oceanfront Retreat
Step into a piece of Hawaiian history at Walker's Lanikai Beach House, a 1934 estate crafted by John Walker, renowned for constructing Hawaiian landmarks like the Bishop Museum. This oceanfront property offers a main house with three bedrooms, a guest cottage, and a boathouse, accommodating up to 14 guests. Enjoy direct access to Lanikai Beach's soft sands and reef-protected waters. The home's vintage charm is preserved with modern amenities, providing a perfect blend of history and comfort. Relax on the oceanfront patio, take in the panoramic views, and experience the timeless allure of Lanikai.
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
Discover tranquility at Hale Lanikai, a beautifully renovated beachfront home on Lanikai Beach. This tropical retreat features a three bedroom main house and a separate one bedroom guest cottage, accommodating up to 8 guests. Enjoy upgraded Hotel Collection linens, Aveda toiletries, and a fully equipped kitchen. Each bedroom offers air conditioning and ceiling fans for comfort. Step onto the ocean deck to witness breathtaking sunrises over the Mokulua Islands, or take a dip in the calm, reef-protected waters just steps away. Hale Lanikai provides an unforgettable Hawaiian getaway.
Hale Ohana – Bali-Inspired Beachfront Luxury
Experience tropical elegance at Hale Ohana, a stunning 6-bedroom, 7-bathroom Bali-inspired villa on Oahu's North Shore. This beachfront sanctuary offers unobstructed ocean views and direct access to pristine sands. The highlight is a breathtaking infinity pool that seamlessly merges with the horizon, providing a tranquil escape. Inside, spacious interiors with air conditioning ensure comfort, while large pocket doors open to an expansive lanai, blending indoor and outdoor living. Accommodating up to 20 guests, Hale Ohana is perfect for family gatherings or group retreats, offering a unique blend of tropical luxury and modern comfort.
Hale Kai Sunset Estate – Private Beachfront Paradise
Discover Hale Kai Sunset Estate, a luxurious 4-bedroom, 3-bathroom beachfront home on Oahu's North Shore. Nestled behind a secure, gated entrance, this estate offers unmatched privacy and direct access to pristine white sand beaches. Wake up to the soothing sound of waves and enjoy panoramic ocean views from the expansive deck. The estate's open-concept design and modern amenities provide a comfortable and elegant setting for up to 6 guests. Perfect for family retreats or romantic getaways, Hale Kai Sunset Estate is your private paradise on the North Shore.
Sunset Beach House – Polynesian-Style Beachfront Retreat
Welcome to the Sunset Beach House, a 4-bedroom, 3-bathroom Polynesian-style home located directly on the sands of Sunset Beach. This exotic beachfront property offers a Jacuzzi on the deck overlooking the ocean and a private volleyball/badminton court. Accommodating up to 8 guests, it's perfect for families or groups seeking a relaxing and exciting vacation in one of Hawaii's most beautiful settings. Enjoy the gorgeous, uncrowded beach just steps from your door, and experience the natural beauty and tranquility of Oahu's North Shore.
Waialua Oceanfront Luxury Home – Secluded North Shore Escape
Experience unparalleled luxury at this Waialua Oceanfront Luxury Home on Oahu's North Shore. This 4-bedroom, 4-bathroom residence features two master suites and is adorned with hand-picked Balinese furniture and decor. Located on a quiet, rural drive, the home sits on a stunning, lightly-treaded beach perfect for year-round swimming, snorkeling, and turtle viewing. The residential neighborhood provides a safe, family-friendly environment, making it an ideal retreat for up to 8 guests seeking both luxury and tranquility.
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is a dazzling Oahu oceanfront villa designed by Jim McPeak and built by luxury developer Mark Gosselin. Situated in the elite Portlock neighborhood of Hawaii Kai, this estate blends sleek modern design with jaw-dropping views of Maunalua Bay and Diamond Head. The grand room features 25-foot ceilings, a tranquil indoor waterfall, and fully retractable doors that open to the infinity-edge pool, jacuzzi, and hidden sand terrace. Just steps away is private access to Portlock tide pools—perfect for exploring marine life. With 4–6 bedroom flexibility and breathtaking sunsets, this is the ideal villa for families or groups seeking high-end relaxation. Book now to experience the height of indoor/outdoor island luxury. Please note, this rental home requires a minimum stay of 30 days.
Hale Lani – Heavenly Lanikai Hillside Luxury
Soar above the sands of Lanikai at the Hale Lani Oahu beachfront vacation home, a 3-bedroom, 4-bath luxury retreat that comfortably sleeps 8. Perched on Lanikai's hillside, this serene residence boasts panoramic views of the ocean and the Mokulua Islands. Inside, elegant travertine countertops, soaring A-frame ceilings, and chic furnishings define the bright, breezy interiors. The solar-heated pool, wrap-around lanai, and multiple oceanfront seating areas offer ideal spaces for relaxation. Just a 7-minute walk to Lanikai Beach, this stylish home is a dream for couples and families alike. Make Hale Lani your next elevated island getaway. Please note, this property is offered as a monthly rental.
Niu Beach Estate – Private Luxury Meets Island Sophistication
The luxury Niu Beach Estate on Oahu's south shore is an elegant 5-bedroom, 5-bath masterpiece combining modern design with classic Hawaiian charm. From the grand staircase to the outdoor lanai and poolside spa, every space is crafted for indulgence. With oceanfront views from multiple rooms, a fitness area, dedicated office, and gourmet kitchen with wine bar, this estate offers everything needed for a luxurious extended stay. Just minutes from beaches and hiking trails, Niu Beach Estate is your gateway to upscale tropical living. Reserve now for a peaceful yet connected island experience. Please note, this property is offered as a monthly rental.
Casa de Makalei – Diamond Head Vacation Home
Casa de Makalei is a serene Diamond Head vacation home with panoramic views of the Pacific Ocean and Waikiki’s iconic skyline. This 4-bedroom, 4-bath residence is located in the exclusive Diamond Head area and offers a seamless blend of luxury and comfort. The home features expansive lanais, a private pool, floor-to-ceiling windows, and a fully equipped gourmet kitchen. With elegant island-style furnishings and a short drive to Waikiki, this hillside retreat is ideal for guests who want privacy, scenery, and proximity to Honolulu’s best attractions. Please note, this property is offered as a monthly rental.
Hale Pahonu – Secluded Polynesian Beachfront Estate in Waimanalo
Hale Pahonu is a one-of-a-kind tropical getaway on Oahu’s stunning windward coast. Designed by Carey Smoot, this secluded Polynesian beachfront estate in Waimanalo features three separate villas, a gourmet kitchen, spacious wrap-around lanai, and a beachfront hot tub with panoramic ocean views. Ideal for swimming, snorkeling, or relaxing under swaying palms, the calm reef-protected waters offer a tranquil Hawaiian experience just steps from your lanai. Please note, this property is offered as a monthly rental.
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
Step into a world of serenity at the Lanikai Hillside Estate, an 8,400 sq ft luxury retreat perched above one of Hawaii’s most scenic beaches. This seven-bedroom estate features an infinity-edge pool, rooftop jacuzzi with fire pit, and panoramic ocean views. Multiple lanai spaces invite relaxation with sweeping views of the Mokulua Islands. From dining pavilions to spacious indoor-outdoor living areas, this villa offers a resort-style atmosphere ideal for large families or private gatherings. Enjoy tranquility, elegance, and unmatched island luxury at this Lanikai gem. Please note, this property is offered as a monthly rental.
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
The Luxury Lanikai Oceanfront Home blends timeless Hawaiian charm with refined sophistication. This beachfront residence offers board and batten architecture, polished concrete floors, and beautifully manicured gardens. Outdoor dining spaces, a private pool, and outdoor showers offer relaxation and convenience, while the gated entry ensures privacy. Ideal for guests seeking a peaceful escape, this home delivers a tranquil and secluded atmosphere just moments from the sand, with every detail curated for a premium vacation experience. Please note, this property is offered as a monthly rental.
Lanikai Breeze – Contemporary Comfort Steps from the Shore
Just a short walk to Lanikai Beach, Lanikai Breeze is a modern beach home with 5 bedrooms and 5 bathrooms. Designed with island flair, this property features luxury furnishings curated by Lotus Home Staging and custom-made furniture using upcycled wood. A guest suite with its own entrance, a private pool, and stylish lanai spaces make it ideal for large families or friends traveling together. Relax, recharge, and soak up the coastal breeze in one of Oahu’s most sought-after neighborhoods. Please note, this property is offered as a monthly rental.
Majestic Mahakea – Oceanfront Oasis on Oahu's North Shore
Majestic Mahakea is a private 4-bedroom retreat nestled on the peaceful sands of Mahakea Beach. With a modern aesthetic and panoramic ocean views, this oceanfront property offers direct beach access and a sense of seclusion along Oahu’s famed North Shore. It’s the perfect escape for guests who want to relax, surf, or simply unwind to the rhythm of the waves. Contemporary interiors and serene surroundings ensure every stay is rejuvenating. Please note, this property is offered as a monthly rental.
Kahala Oceanside – Coastal Sanctuary with Panoramic Views
The Kahala Oceanside luxury retreat on Oahu invites you to indulge in timeless Hawaiian elegance. This 6-bedroom, 6.5-bath sanctuary sleeps 14 and features Tommy Bahama furnishings, an open-air courtyard, saltwater pool, and waterfall spa. From the alfresco dining area to the private ocean access with paddle boards, this home epitomizes upscale island living. Located just minutes from Waikiki and iconic Diamond Head, this estate provides the perfect blend of seclusion and excitement. Concierge services—including private chefs, yoga, and excursions—elevate the experience. Book your exclusive 30-day escape today and immerse yourself in coastal paradise. Please note, this property is offered as a monthly rental.
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold Coast
Indulge in refined island living at the exquisite Kahala Beachside Estate, a grand oceanview retreat in Honolulu’s most prestigious neighborhood. This expansive 5-bedroom, 5.5-bath residence offers a seamless blend of tropical elegance and modern sophistication. Step through soaring glass doors into luxurious living spaces adorned with custom finishes, designer furnishings, and a gourmet kitchen. Outside, a resort-style pool and hot tub are surrounded by swaying palms and a private path to one of Oahu’s most serene beaches. Located just minutes from Waikiki, Diamond Head, and world-class dining and shopping, this estate is ideal for travelers seeking privacy without sacrificing convenience. Whether you're relaxing in the sunlit lanai or entertaining under the stars, the Kahala Beachside Estate delivers an unforgettable Hawaiian escape for families, executives, or discerning couples.
Kailua Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Treat yourself to the ultimate island escape at the stunning Kailua Beach Luxury Villa, located just steps from the powdery sands and turquoise waters of world-famous Kailua Beach. This expansive 5-bedroom, 6-bath villa combines refined design with relaxed Hawaiian charm. Inside, you'll find an open-concept layout with vaulted ceilings, a gourmet kitchen, and spacious living areas ideal for entertaining or unwinding in comfort. Large sliding doors invite the outdoors in, opening to a private courtyard with a swimming pool, hot tub, and shaded lanai perfect for afternoon lounging. With high-end finishes and thoughtful touches throughout, this luxurious retreat is ideal for families, group vacations, or an upscale beach getaway. Enjoy nearby boutique shops, cafes, and hiking trails, or simply relax in your own private paradise. Kailua Beach Luxury Villa offers the perfect blend of tranquility, elegance, and island adventure.
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
Discover elevated island luxury at The Kahala Mansion, a spectacular estate nestled in one of Oahu’s most prestigious enclaves. This expansive 6-bedroom, 6.5-bath masterpiece offers unmatched elegance, with sweeping ocean views, contemporary architecture, and refined finishes throughout. Grand interiors include soaring ceilings, floor-to-ceiling windows, and multiple indoor-outdoor living spaces ideal for entertaining. The estate boasts a stunning private pool, lush tropical landscaping, and a gourmet kitchen that will delight even the most discerning chefs. Just minutes from Diamond Head, Waikiki, and the upscale Kahala Mall, this exclusive retreat provides both tranquility and convenience. Whether you’re hosting a special gathering or enjoying a peaceful family escape, The Kahala Mansion delivers the perfect blend of luxury, privacy, and breathtaking Hawaiian beauty for an unforgettable stay on Oahu.
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
Embrace luxury island living at the magnificent Kailua Beach Oceanfront Estate, a premier 6-bedroom, 6.5-bath vacation home set directly on the pristine sands of Kailua Beach. This sprawling beachfront residence is designed for comfort, style, and breathtaking views, with expansive living areas, high ceilings, and panoramic windows that frame the turquoise waters just beyond your doorstep. Perfect for large families or group retreats, the estate features multiple lounges, a gourmet kitchen, and elegant indoor-outdoor transitions that open to a private lanai and lush lawn just steps from the sea. Wake to the sound of the waves, walk along the shore at sunrise, or unwind in the evenings with ocean breezes and unforgettable views. Ideally located near Kailua town’s charming shops and dining, this estate offers the best of both seclusion and convenience for an unforgettable Oahu getaway.
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
Experience peaceful oceanfront living at the Waialua Beachfront Estate, a stunning retreat on Oahu’s laid-back North Shore. This spacious and beautifully appointed home offers direct access to a quiet stretch of sandy beach, perfect for morning walks, swimming, and watching unforgettable sunsets. With multiple bedrooms and a flexible ohana layout, it’s ideal for extended families or groups seeking both privacy and shared spaces. The interiors are warm and inviting, featuring coastal-inspired décor, an open-concept kitchen, and large windows that let in the sea breeze and natural light. Outside, enjoy a shaded lanai, tropical landscaping, and a private yard for relaxing or dining under the stars. Located just minutes from Haleiwa’s vibrant shops and eateries, this beachfront gem combines the serenity of Waialua with the convenience of nearby attractions. It’s the perfect setting for your dream Hawaiian vacation.
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
Indulge in modern Hawaiian elegance at Ocean Villa Emilie, a newly constructed 5-bedroom, 4.5-bath estate situated along Kalanianaole Highway in Honolulu. This architectural masterpiece features bold steel, glass, and concrete elements, complemented by expansive floor-to-ceiling windows that offer breathtaking ocean and mountain vistas. The open-concept design includes a spacious great room with high ceilings and custom lighting, a state-of-the-art kitchen with high-end appliances and a wine cellar, and seamless indoor-outdoor transitions leading to a sparkling infinity-edge pool and manicured green spaces. Each bedroom suite offers private lanais, panoramic views, and spa-inspired bathrooms, ensuring comfort and luxury for every guest. Additional amenities include a private gym, media lounge, and 360-degree spinning, drop-down flat-screen TVs in select rooms. Offered as a monthly rental, Ocean Villa Emilie provides an unparalleled retreat for those seeking sophistication and tranquility in paradise.
Kailua Beachfront Luxury Home – Expansive Elegance with Ocean Views
Experience unparalleled beachfront living at the Kailua Beach Luxury Vacation Home, a recently updated 6-bedroom, 7-bath estate nestled along nearly 100 feet of pristine Kailua Beach frontage. This spacious retreat features a solar-heated pool surrounded by lush lawns, offering direct access to over two miles of white sand shoreline. Inside, enjoy contemporary design with expansive living and dining areas that capture breathtaking ocean sunrises. The main level hosts four bedrooms, each with ensuite baths, while the upper level boasts a brand-new primary suite with panoramic views, a TV room, and a large desk space. An additional upstairs studio with a private entrance, full kitchen, and ensuite bath provides extra privacy. Fully air-conditioned and equipped with top-tier appliances, beach gear, and high-speed internet, this home is perfect for extended stays. Located just minutes from downtown Kailua, enjoy easy access to shops, restaurants, and island attractions.
Laniakea Beach House – Oceanfront Bliss on Oahu’s Turtle Beach
Escape to the serene shores of Oahu's North Shore at the Laniakea Beach House, a spacious 4-bedroom, 3-bathroom retreat nestled directly on the renowned Turtle Beach. This recently remodeled home offers a blend of modern amenities and island charm, featuring a large deck, hot tub, outdoor shower, game room, BBQ grill, hammock, and gated off-street parking. Inside, enjoy ultra high-speed internet, multiple washer/dryers, and televisions in every bedroom. Step outside to a spacious beachfront yard leading to miles of sandy shoreline, famous for its resident sea turtles and breathtaking sunsets. Located just two miles from the vibrant town of Haleiwa, guests have easy access to local shops, restaurants, and attractions. Whether you're seeking relaxation or adventure, Laniakea Beach House provides the perfect setting for an unforgettable Hawaiian getaway.
