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. 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.
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic Luxury Vacation Home in Oahu is a dazzling oceanfront villa designed by Jim McPeak and built by luxury developer Mark Gosselin. Situated in the elite Portlock neighborhood, 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.
Kahala Beachfront Estate – Private Resort-Style Living
Perfect for multi-generational families or corporate retreats, the Luxury Beachfront Estate Near Kahala Hotel on Oahu 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. Inquire today for holiday rates and availability.
Kahala Oceanside – A Coastal Sanctuary with Panoramic Views
The Kahala Oceanside Luxury Oceanfront Retreat in 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 hikes, 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.
Hale Lani – Heavenly Lanikai Hillside Luxury
Soar above the sands of Lanikai in Hale Lani Oahu Beachfront Vacation Home, a 3-bedroom, 4-bath luxury retreat that comfortably sleeps 8. Perched along Oahu’s northeastern mountainside, this serene residence boasts panoramic ocean and Mokulua Island views. 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.
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.
Moani Kai – Secluded Country Beach House with Private Sport Court
Escape to the quiet charm of the North Shore at the Oahu Beach House with Private Beach & Luxury Amenities. This two-story, 6-bedroom estate sits on an acre of beachfront land and features wraparound decks, jacuzzis, and a sport court for pickleball and basketball. 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.
Classic Kailua Charm – Oceanfront Bliss in Windward Oahu
The Charming Kailua Beachfront Vacation Home on Oahu 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.
Kai Aniani – Sea of Glass Beachfront Modern Masterpiece
Architecturally stunning and fully remodeled, the Stunning Beachfront Home on North Shore of Oahu lives up to its name—Kai Aniani or “Sea of Glass.” This A-frame, beachfront 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.
Oahu Diamond Head Vacation Home
Oahu Diamond Head Vacation Home is a serene hillside retreat 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 villa is ideal for guests who want privacy, scenery, and proximity to Honolulu’s best attractions.
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.
Secluded Polynesian Beachfront Estate – Waimanalo, Oahu
Secluded Polynesian Beachfront Estate is a one-of-a-kind tropical getaway on Oahu’s stunning Waimanalo coast. Designed by Carey Smoot, this private estate 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.
