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.
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
Newly renovated guest house with lush landscaping & gazebo
Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...
Spacious Home Near a Quiet Beach
Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...
Luxurious Hawaiian Villa Oasis
A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...
Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities
Fairways at Ko Olina 4A is your serene island retreat, nestled in a quiet corner of the Resort at Ko Olina. This upgraded two-bedroom, two-bath condo offers garden views, modern comforts, and resort-style amenities, all just steps from sandy lagoons and world-class...
~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays
Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...
GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway
If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...
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...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...
2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes
Be in the center of all the action while enjoying a beautifully remodeled studio with top quality appliances, and large bathroom with double-headed natural stone shower. The view of the ocean is impressive with two lanais. You also get FREE parking & high speed Wi-Fi....
Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort Access
Welcome to Fairways at Ko Olina 27H, a spacious three-bedroom, two-and-a-half-bath townhouse offered exclusively as a monthly vacation rental within the gated Fairways community on Oahu’s sunny west coast. This comfortable home blends open living spaces with serene...
Makaha's Hidden Gem by Kalo Homes
Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you`ll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short...
PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay
This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...
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...
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...
*Newly Renovated Oceanfront Waikiki- Ilikai Marina
*Exciting Updates in Progress!We’re currently renovating to make your stay even better. In the meantime, please take a look at our beautifully updated Ilikai Marina listing to see the stunning upgrades you can expect soon!We’re excited to share our top picks for local...
Discovery Bay-Resolution Ocean View Condo
Oceanview 1 Bedroom, 1 Bathroom Sleeps Up to 4 Condo DescriptionLooking to travel to the island for business or extended vacation? This large newly renovated 1 bedroom unit has everything you need that will make you feel at home while reminding you that you are on a...
Enjoy this spacious 4-bedroom home on a rare perimeter lot in peaceful Makaha Valley. Take in unobstructed ocean and mountain views from your private retreat. Located in a quiet gated community with a tropical backyard in progress, just 2 miles from Makaha Beach’s white...
Hilton Hawaiian Village Rental
We are please to provide our Suite units by Hilton Grand Vacations. The resort gives guests ideal access to the best stretch of Waikiki's famous white-sand beach and the extensive entertainment, shopping and dining options within the renowned Hilton Hawaiian...
Ilikai Newly Renovated Ocean View ONE Free Parking
Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...
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...
Beachy style, chic studio renovated to 5-star standard with partial ocean view. Centrally located at Marine Surf Waikiki on 21st floor. Just steps from the beach, world-class shopping, restaurants, and attractions. One block from Royal Hawaiian. Enjoy a sleek place to...
Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!
Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park. Experience the perfect blend of indoor and outdoor living with a stunning, usable lanai to savor paradise every day.LIVING...
Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C
Welcome to our tranquil three-bedroom vacation retreat nestled in the heart of nature's paradise. Each bedroom boasts a comfortable queen bed, ensuring a restful night's sleep for everyone. The master bedroom features a convenient in-suite full bathroom with a...
Le'ale'a by AvantStay | Ocean + Mountain Views!
Le'ale'a — that sunny, blissful feeling of wonder and joy you only feel when immersed in the beauty of a place like the Hawaiian islands. And there’s plenty of it here! In the heart of Mākaha Valley and surrounded by stunning tropical mountains, this bright...
Aqua Aloha Surf Waikiki 1401 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1401 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, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)
Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...
Makaha Ocean Lullaby... The famous Makaha surf beach!
Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and Sandy beach views. We look...
Gorgeous 3 Bedroom Condo as Close to the Beach as You Can Get!! 30 day rental
Perched on the top floor of Foster Tower, this stunning three-bedroom penthouse offers an elevated island living experience with sweeping panoramic views of the Pacific Ocean, Diamond Head, and the Honolulu skyline. Designed for those who appreciate sophisticated...
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!
Indulge in an Unforgettable 30+ Night Stay at Our NEW Luxury Beach House at Kailua BeachImportant Compliance Notice: This home is available only for stays of 30 nights or longer, in full compliance with Kailua’s strict short-term rental regulations. We appreciate your...
Surf's up on the North Shore and our condo is ithe perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...
3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!
Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. *Parking for (2) vehicles is included!*Family friendly: pack-n-play crib and high chair...
Recent RENO! Fits 6, FREE parking
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the lagoon, boating & fishing, hiking, restaurants of every kind, shopping galore, everything Hawaii has to offer for a tropical...
High Floor, Drink Station, 2 Pools & Free Parking!
Summary:Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.The...
Ilikai Hotel & Luxury Suites JRCV-2: Luxury Studio w/City Views
Ilikai Hotel and Luxury Suites: Luxury studio with City Views and Kitchen, adjacent to Waikiki Beach and Yacht Harbor, and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture...
🌺 A Place of Peace: where heaven meets the Ocean 🌺
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Immerse yourself in the beauty of sunrises, moon rises, and the mesmerizing sight of surf and breaching Humpback whales just offshore.Located a short...
4Bed Beachfront home near Pipeline
Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin bed, perfect for a tranquil getaway. With beachfront views from 3 out of the 4 bedrooms and all bedrooms with their own...
Newly developed and completed in Fall 2021, Azure Ala Moana makes the perfect home away from home. Perfect for long term stays- you'll have a spacious full kitchen with dishwasher, full size oven, and a washer and dryer in the condo, and a beautiful view of Sunset....
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Immersed in nature Home w/ A/C, bbq area, Hale Poola
Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our profile. PLEASE CONTACT FOR CLARITY ON HAWAII REQUIREMENTS FOR ONLY 1 RENTER PER 30-DAY PERIOD TO ENSURE CLARITY ON WHAT...
Stunning Ko Olina 2BR Beach Villa O414 w/ Golf Course, Mountain & Ocean Views
Welcome to Ko Olina Beach Villas O414, a beautifully positioned 4th-floor corner villa offering a refined blend of comfort, island elegance, and effortless resort living. Overlooking the Ko Olina Golf Course with framed mountain vistas and a peek of the ocean, this...
Modern Luxury 2bed 2bath with Ocean Views and Easy Parking
Great care was taken in creating this comfortable, practical, and modern luxury home with ocean views from every room. Materials, colors and features uncommon in a rental were thoughtfully combined to create a unique, calm environment for relaxing. This is living well...
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North Shore. This charming one-bedroom, two-bath condo offers the perfect blend of comfort and island charm, with breathtaking...