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.
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Fantastic View, Waikiki DiamondHead
A beautifully remodeled home in the hills of Maunalani Heights, Honolulu. Enjoy amazing views of the iconic Diamond Head, the Pacific Ocean, Kahala and Waikiki.Come enjoy the real Hawaii.. Awaken to the sounds of singing birds, not cars and buses.
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
14th Fl Ilikai Condo | Pool | AC
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this large, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village. With all the comforts of home—plus a spacious balcony and...
This apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
03/11/25: BUILDING NOTICE: Please be advise the building working on elevators, there will be 3 working elevators for each tower. This will result in longer wait times at certain times of the day. Guest accessEasy contact free self check-in and checkout process as the...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and...
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
At Nanea Kai Villa, ocean breezes, Diamond Head views, and beachfront living come together in a spacious four-bedroom retreat. This two-story estate offers 4,700 sq. ft. of refined island living, complete with a heated saltwater pool, spa, and private beachfront access...
Cozy studio in charming Laie, Ocean view, AC, 30 day
This studio in Laie is a hidden gem for guests seeking a tranquil retreat right across from beautiful Hukilau Beach. With a cozy atmosphere and a spacious bathroom, this space is perfect for unwinding after a day at the beach or exploring. And the AC ensures a...
Beautiful beachfront paradise for lovers in North West Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
City View studio just steps from the beach
Summary:Live your best life at our premiere resort unit in Waikiki! Located perfectly between the beach, the heart of Waikiki shops and center, and the Marina. The secluded studio sits within the prestigious Ilikai community. Walk just a couple blocks to the...
Lagoon View In the Ilikai Hotel, Perfect Location!
1 Bedroom Lagoon View on the 8th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring a full, open kitchen, two twin beds, and free long distance and wifi is the...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
High-Floor Beachfront Colony Surf Condo w/ Sunset Views, Diamond Head Gold Coast
Wake up to turquoise Kaimana Beach and fall asleep to fiery Hawaiian sunsets. Located on the 12th floor of the iconic Colony Surf, this 1-bedroom suite delivers true “live like a local” comfort with resort-level amenities.There is no air conditioning, so please...
15th Fl Waikiki Sunset | AC | Parking | Mtn View
Enjoy Waikiki living from this beautiful 15th-floor one-bedroom suite, just one block from world-famous Waikiki Beach. With excellent views, modern comforts, and prime location, this suite offers the perfect balance of relaxation and convenience.The Space• One-bedroom...
Experience Island Paradise at The Grand Islander by Hilton - 2 Bd. Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
Near Malls, Beaches & Honolulu Zoo: Colorful Condo
Outdoor Community Pool | Private Balcony Welcome to the heart of Waikiki! This bright vacation rental is your ideal city-and-sand launchpad, perfectly positioned for days of adventure and nights of relaxation. Walk down the street to the International Market Place, soak...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Cozy hotel suite in marvelous The Modern Honolulu Hotel
Enjoy a peaceful stay at this brilliant 1-bedroom hotel suites in Honolulu. This cozy retreat offers everything guests need for a nice getaway. With amenities like a fitness room, heating, AC, WiFi, iron, coin laundry, and a hair dryer, you'll have everything you need...
Luana Waikiki Hotel & Suites
Offering an outdoor pool with a sun deck and BBQ facilities, Luana Waikiki Hotel & Suites, is 10 minutes’ walk to Waikiki Beach.A flat-screen TV is included in each air-conditioned guest room at Luana Waikiki. Select rooms offer a balcony, kitchenette or full...
Stylish 23rd floor condo near Ritz Carlton Spacious Ocean and Mountain views
Relax in a newly renovated 670 sq ft 23rd floor condo in residential Waikiki across from the iconic Ritz Carlton hotel with stunning views of the ocean and mountainsWalk to Waikiki Beach, restaurants and shopping at Luxury Row and International Market PlaceKing...
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
35th Fl Waikiki Beach Tower | Ocean Views | Parking | Pool King Bed
This middle unit has expansive views of the Waikiki Beach! Enjoy contemporary furnishings and a peaceful and serene surroundings!Sleeping Arrangements:• Master Bedroom: King-size bed• Guest Bedroom: Two twin-sized beds• Living Room: Sofa bed (Queen-sized)Amenities...
Waikiki Paradise Awaits! Relax with Pool, Rooftop Views, 2 Blocks to Beach!
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city. The price is for BOTH units.PLEASE NOTE:This listing is specifically...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Daily cleaning...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily cleaning...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi...
Waikiki Dreaming
Brand new luxury renovation! 30th floor with incredible Diamond Head and ocean views, just a few minutes walk from Hilton Hawaiian Village and the beach. Enjoy the best of Waikiki for a fraction of the cost of a hotel. Perfect for digital nomads and newly-arrived...
Luxury 2BR/2BA at One Ala Moana
Enjoy the many luxurious perks of this upgraded 2BR/2BA unit at One Ala Moana. This fully furnished and well appointed unit features fabulous ocean and mountain views, high end finishes and top of the line appliances, walk-in closet, full size washer/dryer in unit....
Welcome to magnificent views of Diamond Head, Ala Moana Beach!
Located in Honolulu, this 2-bedroom, 2-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 13 minutes by foot from Ala Moana Beach Park and 12 minutes from Magic Island. Ala Moana Center is an easy 9-minute walk away and Hawaii...
20th-floor corner condo with lanai, prime location, pool & hot tub
Island Colony 2020 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.Unit 902 Ocean View 2 Bedroom 2...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
Welcome to Windsor Waikiki #3804! A Beautiful Vacation Rental.
The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...
Unwind in Room w/ City Views – Near Waikiki Beach! Outdoor Pool!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
Boutique Hotel Waikiki FREE parking
Excellent Location, free parkingEnjoy a comfortable stay in this independently owned hotel room featuring a king-size bed, along with a twin-size pull-out for a third guest if needed, full bathroom, central AC, and a flat screen TV. The room includes a mini fridge,...
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
In the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen...
A Marbled Suite near Waikiki, Ala Moana, McCullynn
Fully A/Ced apartment, marble floors, granite counter tops, queen size bed in each room, TV in living room, and a in-unit washer/dryer.Located in between Waikiki, Ala Moana, and UH Manoa, this is the ideal starting and ending point for every day.Less than 15 minutes...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Waikikian Beach Walk Resort & Spa, Hot Tub, Beach!
Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish resort features tastefully...