Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Beachfront, Peek-a-Boo Ocean Views, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #308 – 2161 Kalia Rd.You'll adore this beautiful one-bedroom condo (706 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! After a day shopping or relaxing on the beach, pamper yourself with...
Renovated Waikiki Studio! City View, Full Kitchen, Free Wi-Fi & Parking, Pool
Fairway Villa #811 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this modern, renovated (April 2023) 8th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and...
Right by the Four Seasons at Ko Olina, the house is beautifully located inside the luxuriously built Kai Lani with an ocean view from the balcony and the master bedroom. Only minutes away from the beach at the Ko Olina lagoons, you will also have direct access to the Ko...
New Listing! Marina-front Home Near the Ocean w/Private Pool & AC: Nani Wai
Nani Wai is a five-bedroom, four-bathroom private retreat tucked into the prestigious Hawai‘i Kai neighborhood of Honolulu, O‘ahu. With its enviable waterfront perch on a private marina and unobstructed views of Koko Crater, this gated home delivers a seamless blend of...
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Discover the peace and beauty of your own secluded retreat nestled in the...
Ocean front 1-bedroom house, good location with AC, WiFi
Steps from the ocean. Escape to a cool 1-bedroom house by the Beach. This excellent property features a cozy queen bed, AC, WiFi, and a sofa bed. Guests can unwind in this serene space, just a stone's throw away from the beach. Kick back, relax, and enjoy everything Ewa...
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of this 16th floor condo. This condo sits right on the beach. 850 square feet inside the condo, and 400 square feet of lanai...
37FL-Elegant Waikiki King Studio with Fabulous Views
Enjoy breathtaking views of the ocean, Diamond Head, golf course, and city skyline from this beautifully renovated condo. Immaculate and tastefully furnished, the space offers modern comfort with a quiet split A/C system for cool, relaxing stays.🌴 Prime Location – Just...
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
Relax and unwind with your family in modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without endless...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
Modern remodeled 2bdrm/1bath Condo/Free Parking on Property/Sleeps 6/Great Views
The best things about this condo: Stunning views from the 14th floor lanai (Mountain and Valley/Ala Wai Canal/Manoa Rainbows), convenient free parking on premises, save money by eating in, clean with modern decor, and within walking distance to all that Waikiki has to...
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located on the third floor, the master bedroom lanai has a gorgeous view of the Makaha Valley mountain range, while the living...
Hale `oli`oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
Waipuna Hale is a vintage oceanfront cottage set on a private estate in Laie, along Oahu’s fabled North Shore. With panoramic coastline views, an expansive yard, and breezy open-air living, this two-bedroom, two-bath retreat honors its heritage while offering a relaxed...
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
Welcome to Mahina Kai, a serene 5-bedroom, 3-bath retreat in Hawaii Kai offering panoramic views of Koko Crater, the marina, and the deep blue Pacific. This beautifully designed two-level home spans approximately 2,567 sq ft of bright indoor–outdoor living, featuring...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
FULLY RENOVATED! AC, Washer/Dryer, FREE Parking & Wi-Fi, Pool, Walk to Beach!
Four Paddle #708 – 2140 Kuhio Ave.FULLY RENOVATED & REFURNISHED TOP TO BOTTOM IN 2021! Looking for the utmost in quality and comfort? This tastefully decorated, 1-bedroom condo (553 sqft plus lanai) with central AC is it! 2-person max.Gourmet marketplace Dean & DeLuca...
Families Love the View and Fun Decor! Free WiFi, Full Kitchen–Waikīkī Shore #PH05
You’ll love the layout of this deluxe one-bedroom one-bathroom ocean view suite. The suite is furnished with island-style décor and includes a large open kitchen with full size stainless steel appliances and new wooden cabinetry. There is also an eat-in dining area,...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has 1...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Hawaii Dream Escape: Ocean Views & Free Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy a cozy and inviting stay on the 36th floor of Waikiki Banyan (Tower 1), perfect for up to 4 guests....
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
Picturesque Lagoon & Ocean Views
Beautiful views are seen from anywhere in this comfortably decorated condominium. Sliding glass doors give access to two spacious lanais where views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Ala Wai Yacht Harbor. This amazing, 1000sq.ft, ocean-view condominium...
Contemporary City View One Bedroom Condo at the Ilikai w/King Bed & AC!
Experience the beauty of Waikiki with Happy Vacations! Our team is excited to offer you a contemporary condo at the Ilikai. You'll love the spacious balcony, thoughtfully furnished with attention to detail, providing an ideal spot to sip your morning coffee and take in...
Ilikai Hotel Renovated Condo Steps Away From Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise! Offering...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto the...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great cross-breezes...
Spacious studio condo with private lanai, kitchenette, & shared pool
Island Colony 3414 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island Colony is a gorgeous, modern building in the heart of Waikiki that offers guests access to...
NORTH SHORE OCEAN FRONT - 30 day rental TA 044773171201
Welcome to Hale Aloha. Please inquire about staying at our property! Our home was recently remodeled in 2016 with new everything including central AC and has a detached enclosed garage. This is the first time it has been available for rent and is in excellent condition...
Wake Up in Paradise, Two Queens, Lanai, Sofa, Near Waikiki Beach and Shops
This listing is for a room within a hotel.✦ Your room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Pristine Location, near beach, free wifi. Turtle Bay
Our beautiful condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort. Close to the...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Oceanfront Beach House - Tropical Paradise!
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our...
Laniakea Beach House – Oceanfront Bliss on Oahu’s Turtle Beach
- Laniakea Beach House - NUC 90-TVU/0373 or 1990/NUC-2113- NUC Registered. Recently remodeled to reflect a stylish Hawaiian beach videUltra High Speed Internet Spacious and sunny family home on stunning “Turtle Beach” – Amenities include large deck, hot tub, outdoor...
Delighted City View 1 BDRM Condo, Cal King Bed w/Kitchenette and Free WIFI!
Aloha from the Ilikai in Waikiki! Happy Vacations is a short-term vacation rental company. Property is located 4 minutes to the beach and 10 minutes to one of the nation's biggest outdoor malls, "Ala Moana Shopping Center". Friday night fireworks display starting at...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
1BR Condo with Beautiful Mountain Views and Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and Mountain Views!
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury and the relaxed spirit of island living, this one-bedroom escape offers a serene atmosphere with stunning views of...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...