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 Paradise
Never before or again will you be directly on the beach like this in America!Relax in paradise in this Hawaiiana 1-bedroom perfect place to call your own.Live like a local, experience your paradise that you deserve.Wake up to a completely emptyNever before or again will...
Expansive Ocean + Sunset Views | 1650 sf | parking
Enjoy breathtaking ocean and sunset views from the comfort of home, and just minutes from Waikiki Beach! A walkers paradise, with a walk score of 95, this prime location offers easy access to shopping, dining, parks, and Waikiki nightlife. The 2 story condo also has...
BEACHFRONT ESCAPE AT FAMOUS MAKAHA BEACH - Native Hawaiian-Owned Condo
Aloha! Looking for sunshine, surf, and serenity? This cozy second-floor studio at Makaha Shores offers sweeping views of world-famous Makaha Beach—perfect for snowbirds, retirees, couples, adventurers, and small families alike.Just steps from the sand, this Native...
Tranquil Oasis Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko'Olina Hillside. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko'Olina Championship golf course or at one of the 4 lagoons located within the...
Ocean-Front Renovated Condo with Amazing sunset, WiFi, fitness room, pools, more
Newly renovated beautiful space. Clean-lined design. Fall asleep with the sound of ocean. Whale watching during winter from the balcony. Swim with sea turtles in the semi-private beach cove. Well maintained 2 clean pools. Away from the tourists and enjoy amazingly...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Ilikai Hotel, Breezy City Views! Great for your Hawaiian Getaway!
This condo has been fully renovated and tastefully decorated for your comfort and enjoyment. This spacious 1-bedroom condo has 500 sq ft of living space & a lanai of 120 sq ft. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain....
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
The Ideal Property for a Digital Nomad in Hawaii. Enjoy Paradise.
Minimum Stay: 30 DaysMaximum Occupancy: 1 GuestWelcome to my luxury home in one of America’s premier destinations! Located just a few miles from Waikiki, this stunning retreat sits atop a hill in a gated community, offering breathtaking ocean views and the soothing...
Discovery Bay 1 Bedroom Deluxe Ocean View, Near the Beach!
Experience island living with comfort and style in this 37th-floor ocean-view condo at Discovery Bay! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended...
3-bedroom Home, Gated, New Modern Home
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
Ko'Olina, 2 Bed Ocean View Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
The Marbled Suite - Waikiki - Ala Moana - McCullynn
With all the convenience of Waikiki, but with free parking for your rental car. Located between Waikiki, Ala Moana, and the highway (without highway noise). For those looking to also explore outside of the tourist bubble called Waikiki, this location is golden. Minutes...
Discovery Bay Ocean View Studio, Near the Beach!
Enjoy the best of city living with scenic ocean views in this inviting studio on the 37th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of the...
Beachfront Retreat | Room w/ Lanai | Pool Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
Hale Makana: Portlock Luxury Home with Pool & Ocean Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Hale Makana is a luxurious, single-level...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Ilikai Hotel, Beautiful Lagoon & Ocean Views, High Speed WIFI!
This condo is located on the 9th floor of the Ilikai Hotel. You'll love this unit location on the cooler side of the building with morning sun and beautiful views of the Hilton Lagoon and the Pacific Ocean. A large private lanai is ideally situated for taking in the...
Relaxed Island Living | Parking, Workspace, AC, WD
Welcome to this comfortable and modern 3-bedroom, 2-bath retreat in the heart of Ho‘opili. With an open-concept floor plan, a spacious kitchen, and a peaceful covered lanai, this home offers the ideal space for a relaxing extended stay. Enjoy access to community...
Waikiki Seashore 35 Exclusive Vacation Rental
Escape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 35, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with this spacious studio that perfectly blends comfort,...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
Oceanfront Suite with Private Balcony at OUTRIGGER Waikiki Beach Resort!
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Queen Bed | Outrigger Waikiki | Shopping & Dining in Central Waikiki! Gym, Pool!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
HGV The Grand Islander. New Year's Week, 1 Bedroom/1 Bath Villa
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with two double beds, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Two Family Ready Ocean View Room with Direct Beach Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
30th Floor King Bed Suite - 30 NIGHT MINIMUM
MINIMUM 30 NIGHTS, OR GREATER STAY / PRICE REFLECTS MONTHLY RATE / NO OPTIONS FOR LESS THAN 30 DAY RESERVATION 2410 Cleghorn St. Honolulu HI 96815Superb Views from this 1 bedroom Suite that features brand new Kind Bed, the suite sleeps 4 guests on High Floor (30th)...
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...
Beach escape NorthShore 1BR Unit OceanView
NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...
30 Day Rental in Waikiki with Parking!
Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...
Disney Aulani Resort & Spa Ko Olina - Yes the real Disney Resort
Aulani, A Disney Resort & Spa is perfectly positioned on the beautiful beaches of Ko Olina on O‘ahu. Nestled between verdant mountains and sparkling ocean waters, Aulani is far enough away from the crowds of Waikiki, yet close enough to enjoy all the wonders of this...
Modern, Comfortable with Great Amenities! Washer/Dryer, Parking, WIFI included!
New to our inventory and remodeled in 2024, this unit is a true gem, offering modern style and all the comforts of home. The living area features a cozy sofa sleeper and a large flat-screen TV with streaming capabilities. It seamlessly connects to a dining area with...
Ilikai Hotel Lite #742: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Serene Makaha Retreat
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
Step Out into Waikiki: Homely Hotel Perfect for Family Retreat | Outdoor Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Contemporary & Renovated Honolulu Suite w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Located in Honolulu, enjoy what this 1-bedroom apartment has to...
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kai Lani 21C by Gather, a...
3bedrooms&1bathroomconvenient Location, Near Freeway, Shopping center
It has a very convenient location,with 5 minutes walking distance to Bernice Pauahi Bishop Museum and 9 minutes walk to the nearest shopping center .It takes 3 minutes walks to the nearest bus station.It's only 10 minutes drive to the Honolulu International airport!!...
North shore beachfront villa - garden view home
Plumeria House is a recently renovated traditional Hawaiian style plantation home found in Tropical Waters, a vacation rental retreat featuring three homes in a gated community on Oahu's North Shore. This house has a beautiful garden view along with your own private...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
AVAILABLE NOW! The WATERMARK! 1551 Ala Wai Honolulu HI 96815 Unit 704
Available starting August 2023! Stunning Luxury 2BD/2BA/2PK with Ocean Views! The resort style luxury building, "The Watermark", is within the heart of Waikiki! Live amongst the clouds with First class amenities including recreation area with heated pool, relaxing...
Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.
Experience resort living in privately-owned suite at Imperial Resort, in Waikiki core on Beach Walk. We are steps to beach, shopping and dining.This 1 bdrm, 2 bath suite is well equipped for comfort, with the essentials of home and luxuries of a resort.Enjoy roof top...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Marriott's Ko Olina Beach Club Resort 2-br Ocean View Dec 20 - 27 2025, 7 nights
Large 2-bedroom, 2-bathroom ocean view timeshare unit in one of the nicest resorts in Hawaii, the Marriott’s Ko Olina Beach Club. The unit has all the amenities expected in a 1st class resort. There is shopping nearby (Costco, Target, Walmart, Safeway, etc.) if you...
Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View
Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Newly renovated spacious studio! Great location!
Enjoy a very comfortable stay in this clean, newly renovated large studio unit with a king size bed. Just steps from beach, Honolulu Zoo, and Kapi’olani Park, this location is hard to top. Modern kitchen with cook top, allows plenty of space for meal preparation. This...
Relax Your Eyes with Stunning Ocean Views! Outdoor Pool!
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...