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.
Spectacular golf course front, steps from the beach
Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi, washer and dryer.More than 5 miles of...
Panoramic Ocean & Mountain Views --we have FULL AVAILABILITY please message us.
Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
Charming beachfront cottage right on Kailua Beach! licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage. This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room....
Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View
Our unit in the Beach Villas at Ko Olina is located on the top 11th floor of the Beach Tower. The Beach Tower is one of two towers in the Beach Villas and is the one located closest to the water). The panoramic views of the water, sand beach, and even mountains are...
Beautifully Renovated with Parking, Steps to Waikiki Beach!
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...
Private One Bedroom Condo in the heart of Waikiki
Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...
Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Hale Kuilima: Condo on the Golf Course at Turtle Bay
Our bright and breezy Kuilima West condo is located steps away from Turtle Bay Resort, Lei Lei's restaurant, walking trails, golf, and the beautiful beaches of Oahu's North Shore. With two Tempur-Pedic king beds and AC in all bedrooms and the living room, you can enjoy...
SALE Aug-Dec! Upgraded BeachFront Ocean View 3-BR 2.5BA Villa 1734 sq.ft Floor 7
Luxury Oceanfront Villa with Panoramic Views – 7th Floor at Ko Olina Beach VillasWelcome to paradise! This newly updated 7th floor villa in the Ocean Tower at Ko Olina Beach Villas offers breathtaking panoramic ocean and sunset views, direct beach access, and all the...
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short drive...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...
Tranquil Ground Floor Unit Central Honolulu w/ AC
Summary:Enjoy a stylish experience at this centrally-located place. Conveniently located near Waikiki, Diamond Head, and Ala Moana Shopping Center. Close to local attractions and popular restaurants.The Space:Newly remodeled ground floor unit. Updated kitchen and...
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...
Alaula by AvantStay | Gated Security Home w Valley, Ocean Views!
Welcome to Alaula, located in the gated community of Makaha Valley! Boasting stunning views of the Waianae mountain range and the Pacific Ocean, this city escape offers you picturesque sunsets and peaceful mornings amongst Hawaii's natural beauty.The backyard is large...
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 705 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 Sq. Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
NEW! KBM Resorts Niki Lani Condo | FREE CAR | Kuilima Estates | 3-Bedroom Condo at Turtle Bay! KUL-W11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Recently Renovated Studio in Palms at Waikiki
Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov
Relax in the beautiful three-bedroom seaside villa in Kailua, where soothing sea waves and soft breezes carry you off. Indulge in the outdoor pool, where you can soak up the sun and relax and end a day of hiking or golf with a massage in the oceanside hot tub. Stay...
Just 40 Steps to the Most Beautiful White Sand Beach in the World
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....
Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Ko Olina Beach Villas B901 by Gather is a luxurious ninth-floor penthouse overlooking the calm blue waters of Ko Olina Lagoon. With 1,491 square feet of indoor living space and a generous lanai framing panoramic ocean and pool views, this three-bedroom, three-bathroom...
Quality & Views- Centrally Located - Golf & Disney!
IDEAL FOR ... Corporate & Long Stays ! Centrally Located - CLOSE TO ... Golf & Disney !Our home is located in an exclusive Quiet Private area of Kapolei, Honolulu County, Hawaii, away from the hustle and bustle of town and yet close enough to all the Beaches, Shopping...
AwardWinning|PrvtBeach|RitzCarlton|$20K90"TV|3Spas with Beachfront Jacuzzis,Gym
You'll find a kayak, bicycles, and more on site at this family-friendly villa. Ahupua'a O Kahana State Park is an easy 13-minute walk away, so you can leave your car at the property, which offers onsite parking, or jump in your vehicle to make short work of the 2-minute...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...
Gorgeous Ocean View w/ Full Kitchen, Lanai, Steps to Beach!
Waikiki Shore #606 – 2161 Kalia RdGorgeous ocean views & epic tropical sunsets make this contemporary suite that sleeps 4, a favorite of those craving a blend of Waikiki energy & private relaxation! Wall-to-wall sliders, and windows let the beautiful Pacific Ocean flow...
Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC
*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...
Create unforgettable memories in this Modern Family Friendly Villa in KoOlina!!
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe Amenities
Bordering the signature 18th fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #20 by Gather offers peaceful resort living framed by sweeping green views, gentle trade winds, and warm island light. This spacious two-story home features over 2,200 square feet of...
Turtle Bay Condo- Kuilima Estates
Ground floor end unit, located on the 18th hole of the world re-nowned Turtle Bay resort! King sized bed in bedroom, 1 queen Murphy bed and 1 queen sofa bed in living room. AC in both bedroom and living room. Screened-in lanai. A nice walk away Turtle bay resort, coved...
Luxury 1BD in ONE ALA MOANA with Beautiful View and Room with Free Parking!!
One of the most luxury condominium in Hawaii. You can experience the best vacation ever in One Ala Moana!!The minute you go inside, you will be astonished the amount of light coming through huge ceiling to floor windows overviewing the city and the mountains. The fully...
Luxury Living near Pearl HARBOR/CAMP Smith, Home "G", Golf Course Views, AC/EVSE
Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers or corporate construction...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu
*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful East Honolulu - one of the premier neighborhoods on Oahu. Located at only a 20 minutes drive from Waikiki, East Honolulu...
Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
@ Marbella Lane - Paradise Point close to beaches
Summary:Experience an exclusive stay in Makaha Valley. Nestled in a safe gated community, this luxurious vacation home offers picturesque mountain and ocean views that will leave you breathless. Dive into an adventure with snorkeling, hiking, and sightseeing, as you...
great for families & professionals
We welcome everyone and especially love hosting families and traveling professionals for extended stays. Easy access to highways in both directions for access to Waikiki, downtown, military bases and hospitals. Our guest house is completely free-standing and elevated...
Island Breeze Oasis - Newly Furnished
Welcome to our slice of paradise! Prepare for a vacation that feels like a dream – our villa is not just a place to stay; it's an experience waiting to unfold!Imagine waking up to the sun-kissed charm of four stunning lagoons right at your doorstep. These crystal-clear...
Hale Mokulua: Lanikai Multi-Home Estate - Sleeps 14
Welcome to Hale Mokulua; an exclusive, quiet and private home adjacent to the spectacular blue waters of Lanikai Beach. With 3 separate living spaces, this remodeled Lanikai home accommodates up to 14 guests. The main house of consists of 3 bedrooms, 3.5 baths with an...
Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.
Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful view,...
Lulani House Beachfront Vacation Home in Haleiwa
Imagine walking out the back gate of your beachfront vacation home, entering a private path with tropical trees overhead and white sand beneath your toes. Then you see it, the turquoise blue water, waves, rays, and views of Three Tables Beach that you and your loved...
Near the Beach Great Views Pool Splitpac AC, Parking Queen Fast Wi-Fi
Located just blocks from San Souci Beach & Diamond Head. This large, beautifully renovated, 684 sq/ft condo is across from Kapiolani Park in the quiet, "Old Hawaii" neighborhood of Waikiki. Split-pack A/C and 400 MBPS Business Class WIFI; Ideal for remote workers.Walk...
Ko Olina Beach Villa Ocean View Condo 2BR/2BA
Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!
Stay comfortably in Kapolei at this 3-bedroom townhome. This nice property offers a fitness room, AC, WiFi, and more for guests to enjoy. With 3 bathrooms and convenient amenities like a hair dryer and washing machine, guests will have a delightful stay. Feel free to...
Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.
Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...
Dazzling Waikiki Apt Sleeps 7-excellent A/C & PARKING included
Stylishly, modern and comfortable apartment perfect for your stay in Waikiki. Perfect for a family/group. There are 2 separate bedrooms one king bed/one queen bed. The living room has a queen sofa bed. The kitchen is stocked with necessities to cook your meals & a...
Zero bedroom apartment in United States of America, Honolulu
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern space features two queen beds, split AC, WiFi, a well-equipped kitchenette, and a private balcony for sunset and Friday...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....