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.
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
Ilikai Hotel - City-view Two-Bedroom Condo on the 19th Floor, Peek-a-Boo Ocean View!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Feel The Aloha!! Enjoy Hula Girl. Marine Surf Waikiki with 1 Parking!! (MS02)
The Aloha Hula!! Marine Surf Waikiki!(MS02). Feel Hawaiian Air inside the Room. Enjoy the Hula theme room with the great price!!The room rate is less than a half of other Central Waikiki Hotels!! Also a full kitchen and a free parking is included!This tropical studio is...
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi
The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...
Spacious 2 Bedroom Oceanfront Condo with Full Kitchen & 'Wrap around' Lanai
Legally permitted vacation rental - 2947 Kalakaua Ave #501** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 501 at The Diamond Head Beach Hotel - ++New Flooring and Window Treatments added December 2021.++My place...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
Great Remodel of Marine Surf Studio w/ Lanai, Queen Bed +Kitchen #1708
Legally permitted rental - 364 Seaside Ave #1708** For your health and safety, we utilize additional Sterilization procedures between reservations.Relax high above the city (17th floor) in this newly remodeled large Studio with Kitchen. A great size at 450sq feet!! And...
Modern Ilikai 16th floor Harbor Studio - Surfing, Sunset & & Yacht Views!
Feel Hawaiian Breeze! Ilikai Hotel (IA04). Modern 16th floor spacious studio with full kitchen, nearly panoramic windows and a balcony with the views of the Pacific Ocean located close to the Convention Center and shopping area!!The sunlight in the unit is beaming...
Go Back In Time To The Real Hawaii And The Ultimate Getaway.
Beautiful ocean views surround you in this romantic cottage on a secluded, white, sandy beach. Relax in comfort and listen to the waves gently breaking on a distant reef. Sunrises and moonrises on the horizon will surprise and amaze you. This cozy 500 sq. ft. beachfront...
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...
Island Style w/Ocean View, w/Refreshed Kitchenette, Free WiFi–Waikīkī Shore 905
Castle Waikīkī Shore #905 - You’ll love this charming deluxe studio unit with views of the vast Pacific Ocean and Waikīkī beach. They’ve thought of everything when designing this unit. The updated kitchenette has a granite countertop, stone-tiled backsplash, and...
Waikiki Ocean & Yacht Harbor Views! Short Walk to Beach, Shops & restaurants!
Ilikai Marina #988 – 1765 Ala Moana Blvd.You'll love this condo's tropical décor and the sweeping panoramic views of the ocean, yacht harbor and Magic Island, not to mention the beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling...
Waikiki Luxury 2 bedroom Condo (30 Nights Minimum Stay)
Conveniently located in Waikiki with luxury amenities, conveniently located close to all of your favorite restaurants and activities. The beautiful Allure building offers resort style living with a fitness center, pool & spa, and BBQ deck, also has a 24/7 security staff...
Sunny Hawaii BeachFront Property
Welcome to Paradise! Enjoy 180 degree ocean view from the Diamond head to Sunsets. From the 1sr floor you will see the endless views of the Pacific Ocean. Leave the windows open and sleep to soothing crashing waves just a few feet from you and enjoy the cool ocean...
Remodeled Studio in Waikiki Amazing Location !! No resort fee<br><br><br>
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath.Walk to Waikiki beach, Waikiki strip, convention center, restaurants, shops and many other Waikiki...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!
High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Ko Olina Kai 1033C: 3BR Tropical Haven, Vaulted Ceilings, Steps from Lagoons
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 Ko Olina Kai 1033C by Gather, a...
Marina Hawaii Vacations - Beautiful 180 Degree Ocean Views!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This 10th floor unit completed renovations in...
265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches
World Famous Waikiki Beach condo is just steps away, less that 2 blocks. We have everything you need, shopping, restaurants and a beach all within 1 block, boogie beach towels, umbrellas, sand toys, Newly remodeled in 2023 1 bedroom 1 bath unit sleeps 4 comfortably....
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
Positioned on the quiet side of the property with city skyline views, Studio suite 604 is spacious bright and offers a comfortable King size bed with fresh white cotton linens, great A/C and free WiFi.The studio has a fully equipped kitchenette with apartment size...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
Beachfront | Sunsets & Sea Turtles - Fall 2022 rate $8700/mt
Ultra High Speed Internet - Desk/Work Space - * Monthly Special Rate. - Tax/fees extra. New VRBO Listing! Reviews can be found on our direct website and other platforms. Please contact us with any questions. HALE KIPUKA Exquisite Beachfront Gem sitting on stunning...
Central studio with balcony and gorgeous ocean views.
Wake up to sweeping ocean views from your private lanai, just steps from Ala Moana Beach Park and Hilton Lagoon. This recently completely remodeled studio hotel unit fits 4 with two full beds, a small kitchenette for simple meals, and an unbeatable central location near...
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Ko Olina Kai 1065E: Elegant 3BR with Luxury Lanai, Near Lagoons & Golf
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 Ko Olina Kai 1065E by Gather, where...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
Aloha Lil Hawaiiana 🌺
Aloha, a small 400 sq ft studio condo unit is centrally located at the beautiful Kona Islander Inn off Ali'i Drive and Kaukini Highway. Just a few steps from ocean to watch sunset, close walking distance to many restaurants, shops, farmers market, pier and trolley stops...
Beachfront Beauty $5900 PER MONTH
This is the ultimate getaway for Hawaii visitors seeking a quiet oceanfront setting to relax and forget the hassles of life. Newly remodeled Eat at home and save money with a full kitchen and barbecue grill. Relax in the master bath Jacuzzi tub. Walk for miles on sandy...
North Shore 2-Story Rustic Yurt Glamping Lodge Tropical Nature Rental Near Beach
Tropical North Shore Island Nature Retreat! 2.5 blocks to the beach & famous surf breaks. Close to historic Haleiwa town & many other gorgeous North Shore beaches & world-class surfing!Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan....
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking for a resort-style getaway that truly has it all? You’ve found it! This beautifully appointed retreat offers breathtaking sunset views, stylish new furnishings, and a fully equipped kitchen—plus a host of thoughtful amenities to make your stay unforgettable....
Gorgeously renovated 1-bedroom Waikiki suite with Ocean View! Parking, pool!
Waikiki Banyan #1714-T2 – 201 Ohua Ave.Enjoy this chic 1-bedroom/1-bathroom corner-unit suite with gorgeous Waikiki ocean views from the living room and bedroom! With a kitchenette, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIO unit
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon. Resort STUDIO managed by Marriott𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡...
Charming Beach Suite w/Kitchen–Waikīkī Shore 416
Castle Waikīkī Shore #416: This one-bedroom, one-bathroom minimalist modern-contemporary suite will provide you, your family, or friends with plenty of space to relax in the heart of Waikiki. Relax on your furnished lanai as you take in the ocean breeze and views of...
Royal Moana Condo Steps to the Beach & Restaurants w/Full Kitchen & Bbq Grill
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 Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
Ocean Views, High Floor, AC, W/D, Wi-Fi and parking!
Chateau Waikiki #2910 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful ocean views and more from this 29th floor condo with 540 interior sf plus lanai/balcony, all on a quiet street away from the noise and crowds! Close to...
Hawaiian Aloha spirit, Relax, play in beautiful Ko Olina. nParadise awaiting.
Aloha, Welcome to your home away from home. There is so much do to and see in beautiful Ko Olina. It's a place where you can Unwind, Explore, Dine, swim, snorkel feel right at home and relax. A place where you can celebrate a special occasion or milestone in your life's...
Sea Shore 75 Steps from Waikiki Beach and Sleeps 1 - 3!
Escape to Paradise: Sea Shore 75 Steps from Waikiki BeachEscape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 75, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Tropical Family Pick w/Kitchen Ease, Free WiFi, Washer/Dryer–Waikīkī Shore 318
This ultra spacious deluxe two-bedroom one-bathroom suite offers expansive views of Fort Derussy Park from your furnished lanai. From the view to the island-style furnishings, you’ll feel like you’re in Hawaii from the moment you step into this suite! Enjoy a full...
PRICE Drop!!!True Oceanview Waikiki Studio B
Enjoy paradise views on the 30th floor (3002-B, E Komo Mai) in beautiful Waikiki beach. This studio condo is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. out over the magnificent Ocean and Fort DeRussy...
1 BR w/ Great City Views, 3 mins 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...
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
39th Floor Unit with Spectacular Views!
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center and the beach. Restaurants and shops are available on the ground level of the building as well as right across the...
Breathtaking Hawaiian Monarch Penthouse | Views!
Located at the beginning of Waikiki, high in the sky, this penthouse unit offers a refreshing beachy vibe and features AC in all rooms, flatscreen tvs, Wi-Fi, and cable. Our unit is located in the Hawaiian Monarch building, just a short walk from world famous Waikiki...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
Chic 1-bedroom villa in Kulima Estates on Oahu's North Shore, pool access, a private lanai and steps to Turtle Bay Resort and beaches-perfect for a serene island escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...