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.
Coconut Plantation 1100-2: Elegant 3BR Condo Near Beach & Golf
Coconut Plantation 1100-2 welcomes you to an idyllic escape in Kapolei, HI, surrounded by tropical beauty and the comfort of resort-style living. This thoughtfully designed residence features 1,834 square feet of interior space and accommodates up to seven guests across...
1BR Mountain View w/ Balcony, Pool & 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...
Island-Inspired Cozy Retreat - Free WIFI
Bright and inviting, this tropical-inspired studio features a cozy bed, vibrant island décor, soft lighting, and a peaceful ambiance. Floor-to-ceiling curtains open to city views and a private balcony, perfect for taking in the fresh air and sunshine. A relaxing,...
Summary:Welcome to our beautifully appointed 3-bedroom, 2.5-bath home—your perfect retreat in Kapolei, Hawaii. Thoughtfully designed for comfort and convenience, this centrally located townhome offers a relaxing space for families, couples, or groups looking to enjoy...
Oceanfront Hideaway with Detached Primary Bedroom
THE HOME: This property is made up of two separate structures. Total living area is approximately 775 square feet.The makai (oceanfront) home has a - full kitchen + living room: - full bathroom- two bedrooms with a full size bed in eachOpen-concept kitchen and living...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest, directly...
Ocean & Diamond Head Exclusive Panoramic PH Condo w/Parking & Near the 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.The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in one...
Executive Honolulu Home with Spectacular View- Monthly Rental Only
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
1 bedroom condo with great Waikiki view
Perfect 1 bedroom in 38th floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped kitchen just remolded. In the bedroom, there is queen size bed for your full recharge. Through the bedroom, you can go to...
Waikiki 2 bedrm Condo Canal View w/ Gated Parking
2 bedroom, 1 bath, with parking included, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 11th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to...
8th Fl Waikiki Sunset | Parking | Pool | AC
Stay just one block from world-famous Waikiki Beach in this 8th-floor condo, complete with free parking and WiFi. Perfect for families, couples, or friends, this comfortable retreat offers a convenient location close to the beach, Honolulu Zoo, Kapiolani Park, shopping,...
Spacious Apartment with Majestic Diamond Head View
Enjoy breathtaking Diamond Head and ocean views from this stunning 10th-floor unit. Wake up to sparkling water views and unwind on the private lanai balcony, perfectly positioned to catch cool island breezes and unforgettable sunrises. The space is bright, airy, and...
Hilton Hawaiian Village Breathtaking two bedroom! Incredible Beach and Lagoon!
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
3 Suites Close to Waikiki Beach | Enjoy Morning Breakfast at Your Balcony
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,...
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
Waikiki Seaside Escape High Floor
Take a breather and enjoy the Friday fireworks from the lanai! This renovated unit boasts a sleek flat-screen TV and a fully equipped kitchen stocked with cooking essentials.Interior Space: 470SqftBalcony Space: 120 SqftThis unit includes 1 King Size Bed and 1 sofa bed...
Stunning Condo in Waikiki Beach, Honolulu, Oahu.
Full Renovated , Beautiful, spacious and bright apartment located in the heart of Waikiki ,Honolulu. Hawaii. One block from the beach, Ala Moana shopping mall, Marina. The apartment is surrounded by restaurants and shops and walking distance to everywhere.There is one...
Rainbow Retreat 3bd, Hot Tub, Walk to Waterfalls, close to Waikiki.
Welcome to your private rainforest retreat in beautiful Mānoa Valley! This spacious 3-bedroom, 2.5-bath home with a hot tub is perfectly located within walking distance to Manoa Falls, a community pool, tennis & pickleball courts, and wellness classes—all while being...
1 Block from Waikiki Beach: Peek A Boo Ocean view
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay by only yourself, family, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling...
Spacious Island Retreat • AC • WD • Parking • WiFi
Welcome to your large island getaway in sunny Kapolei! This 7-bedroom, 5-bathroom home offers two complete living levels, ocean views from the upstairs lanai, and all the amenities you need for a comfortable extended stay. With 2 kitchens, and plenty of indoor and...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Panoramic Ocean Views with Direct Beachfront Access + Pool & Hot Tub
Our one-bedroom, one-bath condo offers breathtaking ocean views right from your private lanai. Sip your morning coffee while watching turtles swim along the shore, or unwind with a spectacular sunset over the Pacific. Escape the hustle and bustle and immerse yourself in...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is 314...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Exciting Escapade! 2 Convenient Units, Walk to Waikiki Beach, Outdoor Pool!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 400 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Hip Hawaii Vibe w/AC, WiFi, Lanai, Modern Kitchenette – Waikīkī Grand #904
Castle at Waikīkī Grand #904 - Hawaiian décor defines this air-conditioned 204sf escape where the furnished lanai creates a perfect perch for morning coffee and evening mai tais. The upgraded kitchenette features granite countertops, mini-frig, microwave, and...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed for families and groups in search of space, comfort, and the calming rhythm of oceanfront living. This two-story coastal...
Newly remodeled fully furnished Waikiki studio unit with views!
Newly renovated fully furnished Island Colony Waikiki unit #2703 available for rent at $2200/mo starting now for as long as you like (30 days min)! High floor studio w/ extra large 116 sqft lanai showcasing sweeping views of Diamond Head, Ala Wai Golf Course & Canal,...
Your Waikiki Studio Near Beach. *no resort fees!*
Enjoy a charming studio hotel room in Waikiki near beach, fine dining and shopping. Featuring a queen bed and a cozy seating area with pull-out bed, the space blends rustic charm with practicality. Large windows bring in natural light and invite the views of a park and...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views
VIEWS! Where Ocean Meets Sky! This unique high-level corner unit offers postcard views from every window!Wake up in the clouds and watch Waikiki surfers from the living room or lanai.Celebrate the day's adventures relaxing to sunsets and city lights. This well-appointed...
Kaunala Retreat | 4BR Oasis w/ Sauna, Lanai, Steps to Velzyland Beach
Tucked within a private gated community just steps from O‘ahu’s golden North Shore sands, Kaunala Retreat blends modern island design with tropical serenity. This four-bedroom, three-and-a-half-bath home offers 2,024 square feet of indoor-outdoor living across a...
Waikiki Island Skyline Serenity with Mountain Views
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Aqua Aloha Surf Waikiki 1405 Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1405 Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha,(1) Full/double bed, (1) Twin...
Ala Moana Hotel Sleeps 4 near beach
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk. The daily parking rate is $41.00. Tax(18.712%)...
Beach Inspired Family Suite w/ Kitchen, Washer/Dryer, Lanai–Waikīkī Shore 510
Welcome to your home-away in this fifth-floor, one-bedroom one-bathroom, ocean view unit. Upon entry, you will be greeted with a white back-drop that has been enhanced with many shades of blue throughout the space. Welcome to the 'beach house!'Guests can embrace the...
Waikiki Beach Ocean 28F Suite, Free parking+Patio
Be amongst our first guests to experience the breathtaking ocean views overlooking the world famous Waikiki Beach from both the living room and bedroom, as well as a stunning view of Diamond Head from the large lanai! This top-tier Superior 28th Floor Ocean view condo...
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a vanity...
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!
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
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 enjoy...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Diamond Head 1 Bedroom Condo Queen Bed & Bunkbed
Legal Vacation Rental - This beautifully furnished 1 bedroom suite with Queen bed & with separate living room offering twin bunkbeds.The full kitchen is bright spacious and well equipped. Condo has awesome views out over the Ocean and also Kapiolani Park - Includes flat...
Ho'omaluhia - Luxury Coastal Residence | Ideal for Families & Groups
~NEW LISTING~Peaceful North Shore living on the Ritz-Carlton Turtle Bay groundsWelcome to Ho'omaluhia - a luxury coastal residence, a tranquil 2-bedroom, 2-bath retreat nestled on the Ritz-Carlton Turtle Bay hotel grounds and golf course on Oahu’s iconic North Shore....
Diamondhead / Ocean View Waikiki Condo on 38th Fl
Located central to Waikiki, just a block away from the famous International Market and mall, walking distance to the beach, restaurants, and more. The condo comes with a very spacious lanai (balcony) that invites the fresh Hawaiian breeze with 180° views, super comfy...
2 Queen Beds studio with AC in vibrant Honolulu near the Marina & Beach
Nestled in Honolulu, this awesome studio offers a serene retreat for guests seeking comfort and convenience. The space features one bathroom complete with a relaxing bathtub and a hair dryer for easy grooming. Guests can unwind in the cozy living room, which includes...
North Shore Oahu | Turtle Bay - Hale Kahakai
Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach...
AS14F-02 Rare Corner Modern Waikiki Studio Oasis
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Experience Honolulu like a local in this hotel studio. The space features a king bed, sofa bed, AC, washing machine, WiFi, and more. Our beautiful property is perfect for guests looking for a wonderful stay in the heart of Honolulu. Our place is equipped for both long...
@ Marbella Lane - Lux Condo n Waikiki w/ Pool View
Summary:Stay in the heart of Waikiki at this stylish retreat by Marbella Lane. Enjoy serene pool views from your private space while being just steps from world-famous beaches, shopping, dining, and nightlife. Relax with resort-style amenities including pool and hot tub...