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.
2-bedroom cottage, steps from the ocean, AC, parking
Located steps from the ocean, this oceanfront property is the second house on the property in Ewa Beach. This quaint 2-bedroom cottage offers a tremendous escape for guests. With a cozy queen bed, a comfy twin bed, a king bed, and a sofa bed, you'll feel right at home....
Luxury Ko Olina Beach Villa with direct beach view. Sleeps 6.
Premium Beach Villa very close to the beach. B-208 is the closest villa to the beach on the sunset side. Enjoy direct views of the beach and ocean without looking past another lanai. Enjoy added privacy and ocean views on the desired sunset side of the beach tower....
Famous Waikiki Beach Tower 2BR 2B Ocean View!
Summary:Located in the heart of Waikiki, this 2 Bed 2 Bath Luxury Oceanfront Suite is located in the Aston Waikiki Beach Tower Hotel! This property features floor to ceiling windows which open to a large private balcony that overlooks Waikiki beach and the Pacific...
Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Daysn
Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
Villa Frangipani Tropical Beachside Retreat Kailua
About this spaceOnce inside our fully gated property you will be immersed in a lush tropical garden with palms surrounding a lagoon style pool. We are just a 2 minute barefoot stroll along a private lane to the soft white sands of Kailua Beach. Built in 1938, our home...
Studio Nene by AvantStay | Chic, Cozy, King Bed
Aloha and welcome to Studio Nene, the perfect Hawaiian home base! Nestled in the lush Makaha Valley, this studio offers a comfortable retreat with a prime location, so you can easily explore all that Oahu has to offer.Built in 2022, this studio boasts sleek finishes and...
Beautiful, renovated Home. Discover the North Shore of Oahu. Great location.
Aloha!My name is Lindsey and I was born and raised right here in beautiful Laie, HI located on the world famous North Shore of Oahu. This is our personal family home and we will go going on vacation. I love this town so much, that once I got married and started a...
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...
Charming 2BR Home near Ewa Beach, Fully Equipped, Free Parking
PERFECT FOR:Family | Couples retreats | Digital nomads | Pet ownersSPACE HIGHLIGHTS:- 2BR w/ queen beds- Sleeps 4 guests- Full kitchen- Living area w/ smart TV- Private entrance- In-unit washer & dryer- High-speed WiFiUNBEATABLE LOCATION:- Walking distance to Ewa Beach-...
Ilikai 516 Ocean / Lagoon Views- New K Bed, Q Sofabed - Newly Renovated
NICE OCEAN AND POOL VIEWS! STEPS TO WAIKIKI BEACH. Memorable meals and fireworks from the lanai. Walking distance to Ala Moana, restaurants, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Fully equipped and...
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer....
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....
Kai Moena Estate - Kailua Luxury Beachfront Estate with Pool, Spa, AC, Sauna, Fitness Center & More!
Prices start at $100,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This luxury...
Malaekahana Ocean Front Cottage (30 day min)
Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...
"Waimea Vista," Oceanfront Views, Walk to Beaches
Vrbo Premier Host presents: Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary, offering rare privacy and walking distance to three iconic beaches, world-class snorkeling, local eats, grocery. Endless...
LUXURY GOLF COURSE FRONTAGE HOME "D", MODERN CLEAN, GATED, Nr. JBPHH, CAMP SMITH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visting construction teams...
Spectacular home with ocean views across the whole of the north shore.
Oceanview Paradise at Sunset BeachLocated on the majestic North Shore of Hawaii, this 3-bedroom, 3-bathroom retreat offers a slice of paradise with panoramic ocean views. Just a short stroll away from the world famous Sunset Beach, this home provides the quintessential...
Kailua Beachfront Luxury Home – Expansive Elegance with Ocean Views
Recently updated with stylish contemporary design, this spacious Kailua home sits on Kailua Beach with nearly 100 linear feet of beach frontage. The home features direct and private access to the white sands with over 2 miles of beach walking at your front doorstep. 6...
Beautiful condo vacation rental at Windsor Waikiki 30 nights minimum
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...
Downtown condo with pool, tennis, & mountain view - walk to beach
Waikiki Sunset 1605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your newly renovated 1-bedroom, 1-bath condo at the Waikiki Sunset in Honolulu, HI. This apartment...
West Side Westy - 1985 VW Westfalia
This 1985 VW Westfalia has everything you need to explore the island your way. This classic bus seats & sleeps up to 4 adults in its 2 fold out beds. It also includes a kitchenette with sink, cooler, and two burner stove. There are direct hookups for electricity &...
NAMI 1BR SUITE Luxurious Ocean View from 26FL
Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach....
Modern Oceanfront Cottage
Wake up to the sound of waves and step straight onto the sand at this stunning 3-bedroom, 1.5-bath oceanfront retreat. Perfectly positioned right on the beach, this home offers the ultimate island getaway with a spacious converted basement, comfortable furnishings, and...
Contemporary Kailua Stay, Near Trails, Beach & Restaurants
PERFECT FOR:Romantic getaways | Solo travelers | Pet owners | Beach loversSPACE HIGHLIGHTS:- Queen bed w/ linens- Private entrance- Rainfall shower- Full kitchenette- In-unit washer & dryer- Fiber WiFi for WFHACCESSIBLE LOCATION:- 2 mins → Kailua Beach- 5 mins →...
"Hale Opaka" | Beach Access, 6 BR, 2 Kitchens, A/C
Vrbo Premiere Host new rental: Experience the ultimate Hawaiian getaway in this spacious oceanfront estate just steps from the beach. This unique property combines upper and lower units connected by external stairs for maximum space, privacy, and breathtaking ocean...
NEW LISTING! Turtle Bay Hale: Fully Renovated 2025, Beach-Pool-Golf Course-AC
Welcome to Turtle Bay Hale, our fully renovated 2-story townhouse with swimming pool in the exclusive gated community of Kuilima Estates West. Our unit includes two bedrooms, an airy loft which serves as a third bedroom, two full bathrooms, a fully-equipped kitchen,...
Bishop Suites at Executive Centre, 1-Bedroom Mountain View Suite + Full Kitchen
Unwind in Honolulu at this terrific condo. This cozy 1-bedroom retreat offers a living room with a comfy sofa bed, perfect for extra guests. Enjoy the convenience of amenities like a hair dryer, WiFi, washing machine, and AC. Relax in the gorgeous bathroom after a day...
Surf Ohana House, on Sunset Pt. w parking space, bikes
Aloha Please Note: max 2 adults, no children. The Surf Ohana is a beautiful large one bedroom for max of 2 adult guests, one child. The double living room is open to dining room and vintage style kitchen. The large living room space w kitchen can be open to bedroom. W...
Hale Pahonu – Secluded Polynesian Beachfront Estate in Waimanalo
Make unforgettable memories in this secluded, polynesian-styled beachfront estate situated on the eastern side of Oahu next door to the famous Magnum PI Robin's nest. Flanked by the majestic Ko’olau mountains on one side and a reef-protected lagoon and beach on the...
Cottage Nene by AvantStay | Mountain View + Garden
Aloha and welcome to Cottage Nene, your serene Hawaiian escape nestled in the lush Makaha Valley. This beautifully designed home combines luxurious comfort, tropical landscape, and breathtaking natural surroundings. Whether sipping your morning coffee with stunning...
The Love Shack island getaway - minutes from Waikiki
The Love Shack Beach House - all the convenience of Waikiki without the hassle and noise. Walking distance to Waikiki, Diamond Head, beaches, the zoo, Kapiolani park, surf spots, snorkeling, swimming, great restaurants & bus stops. No need to rent a car if you don't...
Luxurious corner condo, totally updated Stunning views on wrap around lanai !!
This condo is our home away from home! This unit is personally managed by us to ensure you get the best possible service during your vacation. Please contact us if you have any questions not addressed in description. In compliance with the new laws in Hawaii, this unit...
PANORAMIC GOLF COURSE VIEW HOME "C", MODERN-CLEAN-GATED, NEAR PEARL HARBOR-JBPHH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers and visiting construction teams...
Niki Lani Condo on the Golf course @ Turtle bay - Kuilima Estates West
*Newly renovated* 3 bed 2 bath beach condo that Sleeps 10+. Make this Island Oaisis yours! Discover O'ahu and enjoy the beautiful North Shore! Just a 5 minute walk to the relaxing beaches of Turtle bay and a 5-15 min drive to many legendary beaches with soft sand,...
Private Country Cottage
Cottage is located on the back side of a one acre manicured property. It is private from the main house the landscaping keeps you from seeing the house when sitting on the back lanai where the BBQ and sitting area is located. There is one off the road parking stall for...
ESPACIO: The Jewel of Waikiki . Beach View Suite: Ruby, sleeps 6
ESPACIO The Jewel of Waikiki is an ultra-luxury hotel on Waikiki Beach with nine residential suites, 2250 square-foot suites that each occupy the entire floor with three bedrooms, three bathrooms, a hot spa -clad ocean view balcony, a dry sauna, chef's grade kitchen,...
Huge Patio 1BR WasherDryer Free Parking 5 min to beach
*** Newly renovated in August 2023Relax and unwind in this 1BR condo while being 5 min walking distance (one block) from the famous Waikiki beach. Resided in Waikiki Banyan condominium with 24-hour security, the condo offers the following characteristics that are...
Foster Tower Waikiki Beach Condo
Foster Tower is located steps away from beautiful Waikiki Beach. This is a one-bedroom unit in a highly desirable building and location. Enjoy beautiful ocean views and immediate access to the beach for surfing, swimming, and snorkeling, hundreds of restaurants, the...
A Gallery of Views and Art at Waikiki
Imagine indulging in a Hawaiian vacation experience from the moment you wake up and open your eyes. Leisurely laze in bed as you enjoy sunrise through the wall-to-wall windows from a variety of angles. Watch the backdrop throughout the day like an ever-changing...
Studio Suite at Waikiki Marina Resort at the Ilikai
Come enjoy this beautiful Waikiki resort! Now reopened!COVID Update: Enhanced cleaning measures are in effect. Some amenities are open with access limitations.• Must provide resort with negative covid tests taken within 72 hours of arrival (for all people staying...
Pono Pearl Villas | Beach Access + AC In Every Room
Just a short walk from the beach, this spacious home is ideal for family reunions, retreats, or groups looking for space, privacy, and easy shoreline access. This listing represents one of several similarly appointed homes in the Windward area. All units share the same...
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...
Newly Renovated Studio Apt, close to Hukilau Beach, with AC & WIFI, 30-day
This cozy studio apartment has recently been renovated and is ideal for 2-3 people.You'll love the proximity to beautiful Hukilau Beach-an easy 5-8 min walk. Delicious Restaurants and food trucks are near by but there is a cook-top and other kitchen appliances provided...
Kailua Beachside Studio - Tropical Breeze
This is a legally established property, please read more belowSerene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie...
Luxurious Oceanfront Villa with hot tub, pool, on the North Shore
About this Property:Escape to paradise at our luxurious oceanfront villa on Oahu’s North Shore. Nestled in the serene Turtle Bay area, this stunning 3-bedroom, 2-bathroom retreat offers a perfect blend of comfort and elegance. Just steps from the soft sands and gentle...
Panoramic Ocean Views: Luxury 2BR in B210 Beach Tower at Ko Olina
Luxury Beachfront Condo – 2BR/2BA | Sleeps 6🏝 Prime Location in Ko Olina, Oahu2nd-floor villa in Ko Olina Beach Towers, directly facing the lagoonSpacious 1,315 sqft interior + 215 sqft private lanai with ocean viewsEasy access to the pool, BBQ grills, and...
Quaint Lanikai Cottage! Such a gem!
This is a legally established property, please read below for more info...This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and...
Studio Apartment City View Unit 817
Summary:Visiting Waikiki? Why stay in a hotel when you can enjoy all the amenities of a resort at condo prices? Unit 817 at the Ilikai Hotel is your perfect home base for a memorable Waikiki vacation! We proudly donate 10% of the profit from this vacation rental to...
Renovated Condo on Golf Course
ALOHA! This beautiful ocean inspired condo is perfect for a romantic retreat or a solo getaway! It's bright and clean, and stocked with all you should need for a great stay! Located in the Turtle Bay Area, it's very close to beaches (about a 5 minute walk), golf course,...