Luxury Oahu Vacation Rentals

If paradise had a home it would be here, in the sun, on the beach, nestled in a cove at the foot of Diamond Head. If luxury had a face it would be this stunning 7 bedroom, 13,000 sq ft, gated, oceanfront Royal Circle estate. Brand new construction allows you to be one of the first guests to set foot on this gorgeous estate.

Each day the afternoon sun shines its blessings on Villa Noela. As Noela Drive’s first estate, this home is seasoned with rich history and timeless architecture. Enchantingly restored in 2002, Villa Noela is more luxurious, more beautiful and just as charming as it ever was.

An architectural masterpiece nestled on a private street on the slopes of Diamond Head. This ultra-luxury estate is meticulously crafted with the world’s finest materials and most lavish appointments. A top pick amongst our celebrity clients! Every square inch of this 4 bedroom, 4 bathroom Balinese Estate shows off exquisite design and master craftsmanship.

This extravagant vacation villa is situated on the slopes of Diamond Head along Oahu’s Gold Coast. It is one of the most sought-after locations in Hawaii. With sumptuous Moroccan-themed interiors, this villa brings mediterranean elegance to Hawaii! This property is simply an architectural marvel.

Located on the ocean side of Diamond Head Road that connects Waikiki and Kahala, this property is situated above some of Oahu South Shore’s best surfing spots such as Blackpoint and Tonggs. Neighboring the house to the left is one of Hawaii’s greatest architectural marvels–Doris Duke’s Shangri-La. On the right you will find the white-sand Diamond Head Beach, and a few minutes away are Kapiolani Park, Waikiki and Diamond Head Crater.

Stunning ocean views and just footsteps away from Ala Moana Shopping Center, this is the perfect destination for any vacation filled with beauty, shopping, and luxury. The Presidential Penthouse is situated at the top of the Ala Moana Hotel Condo. With 4 bedrooms and 4.

At this glamorous, 3 bedroom 3 ½ bathroom luxury estate, every amenity you need for relaxing vacation in Hawaii is provided: discreet location, outdoor pool with patio, 3 airy and large bedrooms with ceiling fans and King-size beds, marble tiled bathrooms, fully stocked kitchen with new appliances, and a large, high ceiling living room with sliding walls that lead to a stunning oceanfront lawn, where you can bask in endless oceans views. Rich in beauty, entertainment and history, the south shore of Oahu provides the perfect balance between tranquility and thrilling adventure. From this Diamond Head “Tiki” estate you are only 3 minutes away from the center of Waikiki, 5 minutes to world-class golf courses and some of Hawaii’s best shopping and dining establishments are all in the vicinity.

The Banyan Tree Beach Estate was originally known as the “Dolly Parton Estate” due to the entertainer’s purchase of the property and extensive remodeling of the home. This property offers traditional hawaiian luxury…. green lawns, blue ocean, tropical breezes.

This one-of-a-kind South Shore Estate sits on 2.6 acres of manicured lawns and boasts over 350 feet of ocean frontage. An enormous rare Banyan tree with a total spread of over 75 feet highlights the grandeur this estate provides.

Above Hawaii Kai, on Oahu’s South Eastern shore, is a spectacular Hawaii Loa Ridge Home that has Ocean Views that stretch for miles. Watch sunsets, whale’s spouting and Hawaiian rainbows from the lanai of this 5 bedroom, 4 bath vacation rental, high above Hawaii Kai. The ocean will be calling from picture windows in the living room, but you might just want to stay and enjoy the home’s pool, Jacuzzi and sauna.

TO VIEW VIRTUAL TOURS, CLICK HERE: Honolulu Sky Villa Here is the ultimate vacation experience in your own private paradise.

This is the one of the best luxury vacation rental values in Hawaii. With a palm tree-lined beachfront location, two large pools, tennis courts, accommodation for 14 guests, and close proximity to Honolulu’s world-class shopping malls, there is no better place for a gathering of loved ones in Paradise for that special occasion or Holiday. The open Hawaiian style layout of the interiors are perfect for Ohana (family and friends) gatherings.

Located in the exclusive area bordering Kahala and Diamond Head, Beach Way is one of Oahu’s newest luxury estates. Long & Associates Architects has crafted this unique and contemporary home, carefully selecting materials that are ecologically conscious, while invoking the look of a serene, luxurious spa. By balancing these responsible and sustainable development technologies with modern design principles, the result is a beautiful, elegant home that will provide a safe and healthy environment for your home away from home.

'Oceanfront Oasis' is a spectacular seven bedroom, majestic oceanfront retreat. Water features and bamboo greet you at the entry of the home. Renovated in 2006 by Kathy Ireland Worldwide, the estate is two storeys with universal access to mosaic tiled pool, gardens and master.

Stroll down the beach at sunrise or sunset to the Kahala Hotel for breakfast or an evening cocktail. Hale O Ho'okipa is a luxury 4+ bedroom, 5 bath villa, situated a short 150' walk from the beach. This custom designed villa is a contemporary architectural marriage of Miami and Hawaii sensibilities.

Our Tropical Oasis boasts an extremely large, beautifully landscaped lot, with an oversized pool and open floor plan. Each room is its own suite with beautiful sliding glass doors opening up to the pool and entertaining area, perfect for dining or enjoying cocktails outside. This spacious 4 bedroom estate has just been totally renovated and refurnished with the refined traveler in mind.

Beachfront Oasis is a striking, mid century, 3 bedroom, 3 bathroom gated beachfront property. Here, Guests enjoy extreme privacy and beach access with an indoor mosaic-tiled swimming pool and Jacuzzi set in the ocean. The unique features of this home made it the personal property of John Travolta and Kelly Preston, until it was purchased from them and renovated by Kathy Ireland Worldwide with marble floors, original art, new baths and updated kitchen.

A grand beachside estate on beautiful Kailua Beach. This premier luxury rental is set on 1.5 acres of world-famous Kailua beachfront property and boasts nearly 11,000 square-feet of grand construction and spectacular design.

O’ahu Lani is children-friendly and family oriented and the only villa on the island that includes fully customized service and gourmet meals. The villa occupies a superb location on Kailua beach, rated one of the ten finest beaches in the US. It is also the largest house on the island, yet so expertly designed it makes even a single couple feel completely at home without the “mansion feeling.

The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern masterpiece. The center courtyard of the Plantation Estate features a secluded lagoon-style pool pavilion including tropical waterfalls and a lavish island spa.

Protected by a gated entrance, this Lanikai oceanfront villa offers a rare combination of breathtaking ocean views and privacy. The best beaches in Oahu and Hawaii, Kailua and Lanikai, are here – just a short 3-minute walk on each side of the villa. The villa is 3,800 sq ft of luxury living, located on the beautiful windward coast of Oahu, in the upscale community of Lanikai.

The Paul Mitchell Estate is comprised of more than one acre of private gated beachfront splendor. With 7 bedrooms, 9 bathrooms, and 3 kitchens over 11,000 square feet of living space, this estate lies amidst a tropical paradise of breadfruit, coconut and rubber trees. Set amidst towering palm trees and vibrantly-hued tropical flowers and foliage, one of America's leading entrepreneurs created his modern-day vision of the quintessential Polynesian village.

Enter the splendor of this large Balinese style estate through a private gate, stroll down coral walkways meandering by the poolside cabana until you reach the two story main home. The waterfalls and gardens are lush and abundant featuring various species of mature palms, gardenias and flowering ginger. Bromeliads surround a pool complete with padded teak lounge chairs and an outdoor dining table.

Residing quietly behind gated walls, you will find Kumu Wai, your respite from the rest of the world. This U-shaped six bedroom, six bathroom villa sits oceanfront on Hawaii's renowned Lanikai beach and wraps around a pool fed by a trickling pond. A gourmet kitchen, soaking tub in the master bedroom, decks, and Jacuzzi complete this estate.

Known for its daily display of rainbows, Manoa Valley will not disappoint. Lounge by the pool and enjoy cool breezes, rainforest mists and the world’s brightest rainbows. This private executive estate has 4 bedrooms, 4 bathrooms, an infinity pool, jacuzzi, gazebo and barbeque area.

This Ocean View Estate is the perfect home for a large family to gang-up in, or a couple to stretch out and truly relax. Here you will find space, privacy and every amenity you will need for a luxurious stay. Enjoy 5 bedrooms, 4.

Black Point Estate is a beautiful gated community on the South Shore of Oahu. Live like old Hawaiian royalty in the exclusive Black Point Villa. This luxury 3 bedroom 3 bathroom home sits atop Black Point bluffs, and looks down over 180 degrees of ocean view, while vistas of Koko Head, Kahala, and the Koolau Mountain Range are all visible right from your living room! Black Point Villa, is luxury living at its best, with an old Hawaiian flair.