View 63 Oahu villas from $1,000 per night

Oahu Villas From $1,000 Per Night

1 - 10 of 63
About Oahu Villas

Welcome to the ultimate in Oahu luxury vacation rentals and information about luxury vacations in the Islands. Hawaiian Beach Rentals has assembled this collection of Oahu luxury home rentals based on exquisite locations, extravagant amenities and beautiful natural surroundings. Our Oahu luxury home rentals include a variety of amenities from private hot tubs, spas and saunas to unique architecture and lush landscaping. No detail is too small in the design of these exquisite homes and the planning of your luxury Oahu vacation.

Below is information about everything you need for a relaxing and enjoyable stay on Oahu including private jet service, the top restaurants, personal chefs, luxury car rentals, the best adventures, beaches and natural attractions, private yacht charters, helicopter tours and high-end shopping. Also noted are some of Oahu's famous residents and visitors as well as annual Oahu events where you can experience authentic Hawaiian culture, entertainment and food as well as an abundance of the "aloha spirit" in the kindness of Oahu's residents.

Private Jet Service To and From Oahu

Luxury private flights to Oahu are available through numerous companies with exclusive and first-class service. Paramount Business Jets offers several options for Oahu airports with discounts up to 75% on one-way and empty leg flight listings if a flight is not sold until the last minute. Monarch Air Group  and Jet Charters also offer private jet charter flights to and from Oahu, and JetCharters accommodates clients with as little as four hours notice. EvoJets offers private Oahu jet service with a variety of premium aircraft including turbo props to light, midsize and large jets, and on-call access. Between islands you may choose the Embraer Phenom 300 or Cessna Caravan, and on transoceanic flights enjoy the luxury of the Dassault Falcon 900EX or Hawker 900 XP.

Oahu's Finest Restaurants

The island of Oahu draws some of the world's top chefs and you will find dozens of truly exceptional restaurants to satisfy any palate. Plumeria Beach House at the luxurious Kahala Resort offers romance by the sea and serves a range of cuisines from Asian and American to Mediterranean and Hawaiian. Try the ahi sandwich for lunch. Champagne brunch and dinner are outstanding at Hoku's at the Kahala Hotel & Resort with ocean views and exceptional Euro-Pacific cuisine. They serve up a lavish Sunday brunch with unlimited champagne, an innovative dinner menu with an atmosphere of sophistication including avant-garde dinnerware and impeccable service creating a premier dining experience (collared shirts required).

Roy's Hawaii Kai on the south shore is the original restaurant of famed Hawaii Regional Cuisine chef Roy Yamaguchi and has an open kitchen as well as ocean views. For a trendy atmosphere try Amuse Wine Bar with a unique tasting set-up as well as live music. La Mer is a refined and elegant restaurant serving southern French cuisine with a Hawaiian touch and located in the upscale Halekulani Hotel in Waikiki.

Chef Mavro in Honolulu is a small and intimate restaurant serving some of Oahu's finest cuisine. They are known for their accomplished menu with items like Keahole Lobster Paella with roasted red bell peppers to saffron puff rice. The creations of another famed local chef can be found at Alan Wong's with its signature exhibition kitchen and creative use of fresh, regional ingredients. Enjoy their Hawaii Regional Cuisine delicacies like pit-roasted kalua pig, Kona lobster and nori-wrapped tempura ahi, and they are also know for their tantalizing desserts.

For upscale Thai cuisine visit Chef Chai in Honolulu's trendy Kakaako region with fashionable decor, exemplary service and a one of a kind Thai fusion menu. Stage Restaurant at the Honolulu Design Center offers a cosmopolitan aesthetic with an eclectic mix of furnishing from around the world complemented by artwork and fashionable lighting creating an interior design marvel. Serving a contemporary Asian-American Cuisine, Stage One emphasizes fresh, locally-grown ingredients for modern culinary innovations, and they have more than 500 labels on their wine list.

On the north shore savor the "sea to table" cuisine served by Paakai restaurant at the Turtle Bay Resort. This newly renamed and redone upscale restaurant is right by the ocean with magnificent views and live music. The menu emphasizes fresh, local fish and a variety of other seafood including Kauai prawns, lobster and sea asparagus, and also a five-course tasting menu. Try the Thai chili-braised fish with cucumber gazpacho. Charming Kailua town on the east shore has a variety of nice restaurants including Buzz's Original Steakhouse just steps from Kailua Beach. With a surf-themed decor and impressive koa wood bar, this a great place for prime rib or seafood.

Personal Chef Services on Oahu

Oahu has many superb chefs who will cater to your every culinary need including finding the finest local produce and seafood to arranging whatever food service you desire including romantic sunset dinners, breakfast on the beach, meals cooked in your accommodation or delivered to you ready to eat. You can also have your vacation rental pre-stocked with groceries so when you arrive you will have everything you need fresh and ready to use. Below is an overview of some of Oahu's finest personal chef services.

Big City Chefs can host small, intimate gatherings as well as extravagant affairs providing hand-selected private chefs to help you craft a personalized menu for the occasion. They will purchase the artisanal ingredients and prepare the meal in your kitchen with their equipment and tools. FoodLife Personal Chef service plans and cooks meals for families and individuals focusing on flavor and nutrition. They offer in-home custom meal plans, special events dining and cooking instruction.

The Private Chef, Inc. provides personalized chef services on Oahu including dinner parties, appetizer parties, lunches and brunches. You can also hire a chef for the whole day including breakfast, lunch and dinner with an option for farm-to-table gourmet meals featuring organic ingredients sourced from Hawaii farms.

Exotic and Luxury Car Rentals on Oahu

Tour Oahu in style with an upscale car rental. JN Exotics offers a wide variety of luxury and exotic car models on Oahu including Lamborghini, Maserati, Lotus, Audi, Ferrari and Bentley, and allows you to customize cars to your liking. Hertz also rents a wide variety of luxury cars on Oahu including its Prestige collection.

Oahu's Finest Vacation Adventures

Oahu abounds with opportunities for land, sea and air adventures. Helicopter tours are an exhilarating experience that bring you close to thundering waterfalls and majestic mountains, and also fly over historic attractions like Pearl Harbor and Diamond Head State Monument. Airplane flight-seeing tours are another great way to get a birds-eye view of the spectacular island of Oahu.

History lovers will enjoy a drive through downtown Honolulu with its storied past visible in the architecture of the many preserved buildings of a bygone era. Visit Pearl Harbor in Honolulu to see the USS Arizona Memorial and Battleship Missouri Memorial, and stop in at the Bishop Museum to see rare artifacts and cultural exhibits.

Along Oahu's lush windward side is the verdant and scenic Koolau mountain range as a backdrop to beautiful beaches including the ocean playground of Kailua Bay and the picturesque Lanikai Beach. On the north shore visit the world-famous surfing beaches, and on the south shore enjoy the renowned Waikiki Beach. See the marine life below the surface on a submarine tour, and snorkel in a sunken volcanic crater at Hanauma Bay.

Golfers will enjoy a wealth of beautiful golf courses on Oahu from the Ala Wai and Hawaii Kai courses on the south shore to Olomana Golf Links on the east shore. Olomana has impressive views of the green and furrowed Koolau mountains, and is the course where Barack Obama golfed in his youth and he still sometimes plays there during vacations as President. Also on the east side is is the Pali Golf Course with lush landscaping and great views of the windward side. The immaculately groomed Ko Olina Golf Course is on the west side along with Makaha Resort Golf Club with nice views of the Pacific. On the north shore the Turtle Bay Resort features championship beachfront golf courses.

The Waikiki Aquarium is a fascinating place to learn about Hawaii's marine life, and Oahu has numerous botanical gardens where you can learn about the island's flora and fauna. On the north shore go horseback riding or mountain biking in Waimea Valley where you can swim beneath Waimea Falls. Nearby is Dillingham Field where you can go skydiving or take a ride in a glider. In Laie on the northeast shore check out the Polynesian Cultural Center for interactive theme villages, and IMAX theater and Hawaiian-style entertainment.

Enjoying Oahu's Beaches

Visit the iconic Waikiki Beach on the south shore to take an outrigger canoe ride, sail offshore on a catamaran, or just relax on the beach and see people from all over the world. Benefit from the local knowledge by taking a surfing lesson, or try stand up paddle boarding. Head east to Hanauma Bay to snorkel amidst myriad colorful tropical fish and other marine life.

Scenic beaches on Oahu's east shore include miles of uninterrupted sand along the Waimanalo coast set beneath the scenic backdrop of the Koolau mountain range. Just to the north is Kailua Bay, a mecca of water sports activities, and nearby is the lovely Lanikai Beach which is considered one of Hawaii's prettiest beaches with powdery white sand, crystal clear waters and the picturesque Mokulua Islands offshore. On Oahu's north shore you will find a string of pristine beaches including world-class surfing spots like Banzai Pipeline, Sunset Beach and Waimea Bay. During the summer months the north shore beaches are typically as calm as a lake providing some of the island's best snorkeling and scuba diving opportunities.

Private Yacht Charters on Oahu

Chartering your own private sailboat, sailing catamaran or motorized yacht is a great way to enjoy Oahu's beautiful coastline. Sail Blue Hawaii offers private Oahu sailing charters on "Kaikiwi," a Benteau 411 with an ensuite forward stateroom, full galley, two heads, a shaded area and a large swim platform with fresh-water shower. Larger vessels are also available accommodating up to 49 passengers for sailing and custom cruising. Wild Side Specialty Tours also offers yacht charters and takes pride in their "green" charter fleet minimizing exhaust and underwater noise.

Hawaii Yachts charters sailing yachts as well as motor yachts offering the ultimate in luxury standards with proven USCG safety and reliability. Hawaii Sailing Adventures also offers private charters on luxury catamaran sailboats including snorkeling excursions and dinner cruises. You can also enjoy the magnificent sight of breaching humpback whales during the winter months. Work the sails if you wish, or just relax and enjoy the sunshine and views.

Oahu Helicopter Tours

An Oahu helicopter tour is a great way to see the island from a birds-eye view. Blue Hawaiian Helicopters offers private charters on Oahu helicopter tours for yourself or your group with your own custom designed itinerary. Also offered are doors-off flights for photo-tours, cinematography and professional photography. Paradise Helicopters offers helicopter tours leaving from the North Shore's Turtle Bay Resort with an option to land at Kualoa Ranch for an exclusive adventure. Flights view Pearl Harbor, remote waterfalls, beaches and more.
Makani Kai Helicopters flies jet turbine helicopters on Oahu offers aerial tours with first-class audio and DVD recording. Flights include Honolulu Harbor, USS Arizona Memorial, Waikiki, Diamond Head and Hanauma Bay as well as beaches and waterfalls.

Oahu's Finest Shopping Experiences

Oahu offers a variety of high-end shopping opportunities from upscale gift and apparel shops with designer labels to lovely boutiques offering one-of-a-kind items. For upscale shopping in Waikiki visit the boutiques of Luxury Row where you will find top names in international fashion like Yves Saint Laurent, Chanel, Tiffany & Co. and Gucci. See live music as you browse the shops at the Waikiki Beach Walk and the Royal Hawaiian Center.

Explore Chinatown in downtown Honolulu for a variety of eclectic shops and a lively arts scene, and visit Ala Moana Shopping Center for designer boutiques like Burberry, Dior and Balenciaga as well as anchor stores Nordstrom and Neiman Marcus set amidst koi ponds and native landscaping. Aloha Tower Marketplace is located at Honolulu Harbor beneath the historic Aloha Tower with upscale shops, restaurants and entertainment venues. In the prestigious Kahala area visit the Kahala Mall with more than 100 shops and restaurants including an Apple Store and the contemporary clothing shop Ohelo Road.

On the north shore in historic Haleiwa town there are some lovely boutique gift stores as well as art galleries housed in quaint plantation-era buildings that reflect the unique heritage of this region. On the eastern shore is the huge Windward Mall in Kaneohe, and upscale boutique shops and art galleries in Kailua town which has a walkable commercial district and some nice restaurants.

Oahu Celebrities & Stars

Oahu has long been a favorite getaway for the rich and famous who come for the privacy, beauty and year-round great weather. Many celebrities, sports stars and the super wealthy also have made Oahu their home, or their second home. Perhaps the most famous of all is President Barack Obama who was born in Honolulu and still vacations in the Islands along with Michelle and their family.

Another famous Oahu resident is actor Jim Nabors who owns a home in Honolulu and is known for his role as the affable Gomer Pyle. Bruno Mars was also born on Oahu, as was San Diego Charge linebacker Mante Teo who was born on the north shore. Also from the north shore is musician Jack Johnson who owns a home there. AOL CEO Steve Case is another Oahu native, and he attended the prestigious Punahou School which is also the alma mater of Barack Obama and actress Kelly Preston.

Bette Midler was born and raised on Oahu, as was professional golfer Michelle Wie, and actress also Kelly Hu who won Miss Teen USA and starred in X-Men and Scorpion King. Nicole Kidman was born in Hawaii, as was Nicole Scherzinger who is part Hawaiian - her middle name is Elikolani (Heavenly child). Tia Carrere of "Dancing With The Stars" fame and also the voice of Nani in "Lilo and Stitch" was born in Honolulu.

Oahu Weather and Ocean Conditions

Oahu weather ranges from about 70 to 85 degrees F. throughout the year with rain and wind conditions varying a bit on the different sides of the island. The north and eastern shores of Oahu get more rain and typically have slightly cooler temperatures than the south and west shores. Oahu sees more rain during the winter months than summer though conditions are generally very pleasant all year around. Trade winds blow from the northeast bringing moisture-laden clouds that typically rain onto the mountains of the east and north shores creating green and lush landscapes. When rain showers do arrive they typically pass over fairly quickly revealing sunny blue skies and rainbows. Ocean conditions vary each day though typically the north shore will have the calmest waters during the summer and the south shore will have the calmest waters during the winter months. For swimming and ocean activities visit Oahu's lifeguarded beaches, obey all posted warnings and ask about the conditions on that day for the activities you choose.

Oahu's Annual Events

Oahu has a wide variety of annual events and festivals that provide a memorable glimpse into the island's history, people and culture including the abundant aloha spirit of Oahu residents. Music and film festivals, town celebrations, sporting events, hula dancing and traditional Hawaiian cultural events all offer a rich addition to any Oahu visit.

The Great Aloha Run is held in February beginning at Aloha Tower and covering 8.15 miles. The Honolulu Festival takes place in March, as does the St. Patrick's Day Parade. May 1 is Lei Day with a celebration of island flowers at Kapiolani Park. Also in May is the Na Hoku o Hawaii Music Festival. The Honolulu Triathlon takes place in May and starts at Ala Moana Beach Park.

The King Kamehameha Hula Competition is held in June as is the Pan-Pacific Festival which includes a parade down Kalakaua Ave. in Waikiki. Also in June is the King Kamehameha Floral Parade featuring colorful floats, marching bands and a Hawaiian royal court on horseback. Both the Ukulele Festival and the Hawaii International Jazz Festival take place in July as does Ukulele Festival Hawaii. Also in July is Te Mahana Hiroa Tumu O Tahiti which is a Tahitian dance competition at the Polynesian Cultural Center, and the Prince Lot Hula Festival at Moanalua Gardens. Duke's Ocean Fest takes place in August, and the Waikiki Rough-Water Swim is held in September as well as the Hawaii Food & Wine Festival.

The Hawaii Fishing & Seafood Festival takes place in October in Honolulu. November is the World Invitational Hula Festival as well as the beginning of the Vans Triple Crown of Surfing on the North Shore. Also in November is the XTERRA Trail Run World Championship at Kualoa Ranch on the northeast shore. December is the beginning of the waiting period for the Quiksilver Big Wave Invitational In Memory of Eddie Aikau featuring the world's best surfers in giant waves. Also in December is the Honolulu Marathon.

Planning Your Luxury Oahu Vacation

Hawaiian Beach Rentals offers luxurious places to stay in all of Oahu's most desirable areas for a vacation you will remember the rest of your life. Our goal is to make sure you have a perfect vacation by assisting you in your selection of an outstanding luxury Oahu vacation home that meets and exceeds all your needs and desires.
Please browse through our listings to get an understanding of the many different amenities and property features that are available. We take pride in offering the largest selection of high-quality luxury rental properties on Oahu and list only the best of the best properties on our site. If you have any questions about luxury vacation rentals on Oahu or which area is best suited for you, please give us a call and we will be happy to assist you.

From beachfront estates to private villas, you will enjoy all of the comforts of home along with the amenities of a luxury accommodation in paradise. Oceanfront Diamond Head homes and Kahala luxury rentals provide access to all of the excitement of Waikiki and Honolulu while allowing you the privacy and serenity of one of Oahu's nicest neighborhoods. Enjoy the waves of Waikiki, the history and culture of Honolulu, and live music nightly just a short distance from your private refuge.

Stay in a beachfront Kailua luxury vacation home if you would like to enjoy an oceanside house near Kailua Beach Park, often named as one of America's "best beaches" and popular for kayaking, snorkeling and long beach walks. Enjoy one of Oahu's most prestigious neighborhoods in your Lanikai vacation home near the immaculate white sands of Lanikai Beach with the scenic Mokulua Islands offshore. From a North Shore luxury vacation home you have easy access to some of Oahu's finest beaches and famous surfing spots, great snorkeling and scuba diving, championship golf courses, air tours and stunning scenery.

For more information about Oahu shopping, dining, beaches and activities please see the Oahu Vacation Rentals page as well as our feature pages on Beaches, Things To Do, Golf Course and Hikes. If you need any help or recommendations when planning the Oahu luxury vacation of your dreams, please feel free to give us a call and we will be happy to assist you any way we can.