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.
Livinghealthywithchocolate's Guest House
Private detached guest house located on the North Shore of Oahu, 5 min. from the beach and historic Haleiwa town. Short drive to Waimea, Sunset Beach and Pipeline. Close to restaurants, shopping, surfing, diving and bike path. This cozy one bedroom cottage is separate...
Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki
Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...
One of a Kind Luxury
FEATURED IN ARCHITECTURAL DIGEST MAGAZINE! Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation?*Specials not available during Peak Season*This OCEANFRONT CROWN JEWEL – A MODERN DIAMOND HEAD HOME –...
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Poolside Paradise: with Double Bay View Rooms (Unit C)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
NEW! Sweet&Cozy 9thFl 1-BR king Bed
Welcome to this charming and inviting unit on the 9th floor, designed for ultimate contemporary island style. The stunning views from this elevated position create a sense of tranquility that you'll adore every day. Step inside and experience a space carefully crafted...
Two Scenic Ocean View Room: Infinity Pool & Beach Just Steps from Your Room
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Ilikai Hotel Lite #1603: Studio condo with Mountain Views
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Waikiki Beach Oasis
Spectacular mountain views from your Lanai! 5 minute walk to center of Waikiki beach and the International Market Place and 8 minute walk to Honolulu Zoo! Spacious 1 bed, 1 bath, sleeps 4. One free covered parking plus guest parking and close to famous Waikiki Beach...
PENTHOUSE Studio at Marriott's Ko Olina! Top Floor, Majestic Mountain Views
Escape to your own piece of paradise in our Penthouse-level studio at the magnificent Marriott's Ko Olina Beach Club. Perched on the top floor, this suite offers a unique sense of tranquility and exclusivity, providing a serene retreat high above one of Hawaii's most...
Aloha from Waikiki! 3 Partial Ocean View Units, Pool, Waikiki Beach
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Marriott's Ko Olina Beach Club Resort
Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis - seven brilliantly blue lagoons, swaying palm trees...
Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Ocean View Escape, Walk to Waikiki Beach + 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...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
2 Bed 2 Bath 2 Parking at Cove Waikiki
Spacious 2 bed 2 bath 2 parking, end unit. A perfect home away from home that you will instantly fall in love with, and never want to leave! It sleeps 4, with one queen bed in the primary and two twin beds in the second bedroom. There is an AC unit in each room, free...
Oceanfront Mokuleia Home with Stunning Views
Welcome to Oahu's North Shore, the peaceful and intimate community of Mokule'ia, home of abundant ocean life. This oceanfront home offers a clean and spacious 3 bedroom and 2 full bathrooms, with plentiful ocean life right outside your back door.The fully furnished home...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
Island Getaway: Room w/ Access to Beachfront
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Beachfront Home
Get away from the hustle and bustle of Waikiki and come to the Windward side of Oahu.Please note:-There's a third, 2 tenant-occupied unit onsite. The tenants do not access the lanai area unless absolutely necessary. -Absolutely no unregistered guests are allowed on the...
Beachfront - Parking incl - Oceanview - Waikiki Shore
We can give you a in site parking.***Maxmum is only 2 persons ***COMPACT VEHICLE ONLY (Stall is very small with limited space)Please let us know if you will arrive in the unit after 5pm to 9am. If you would like to check in between the hours of 5pm -9am, we will charge...
Stylish and spacious two bedroom home in paradise
Retreat to this family-friendly home in the hills, located on a one acre property just a 5 minute drive from the world famous surf breaks of Oahu’s North Shore.Start your morning with espresso from the Delonghi machine, or a smoothie from the Vitamix blender. After a...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Amazing Ocean Front - Walk out your door to the Beach (HP-104)
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
The Grand Islander, a Hilton Grand Vacations Club
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with king-size bed, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Airy Room w/ Partial Ocean & City Views, Private Lanai, & WiFi
A partial ocean view is what makes this hotel room a relaxing place to spend your vacation, featuring a private, step-out lanai with city and partial views of the Pacific. Non-smokingAir conditioningClock radioKeurig® coffeemakerCable TVHair dryerIron/boardIn-room...
Experience the vibrant energy of Waikiki from the comfort of Discovery Bay
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.• Kitchen includes ceramic stove top, microwave,...
Aloha Surf Cabin - Private Yard & Entrance!
Welcome to Aloha Surf Cabin, your slice of North Shore paradise! Just 5 minutes from world-class beaches and surf breaks, this cozy retreat offers a private yard and entrance. Experience the tranquility of country living with cool trade winds and the sounds of nature...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Waikiki Beach Walk Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Poolside Paradise: with Double Bay View Rooms (Unit C)n
The newly renovated multi-level luxury estate between Kaneohe and Kailua offers a shared living experience that is second to none. With its location overlooking the Kaneohe Bay Yacht Club and easy access to the H3 freeway, this fully furnished 5,400 sq. ft. home...
Hidden Jewel Beach front
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum StayEscape 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...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Oceanfront Oasis at Ilikai Hotel | Private Lanai
One of Waikiki's few oceanfront vacation rentals, the iconic Ilikai Building in Waikiki, Honolulu offers incredible views of the ocean, bay and marina with floor-to-ceiling glass windows and a spacious private lanai. Incudes a full gourmet kitchen, three beds for ample...
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen
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.Stay at Kailua Beachside by Gather, a...
Just Renovated- Minutes to the beach. Perfect for long stays!
Be one of the first to enjoy staying in our beautiful one bedroom condo, just a couple blocks to world famous Waikiki Beach. Newly renovated in Spring 2023, you'll find a full stocked kitchenette to enjoy preparing meals in, a brand new walk in shower, and a bedroom...
Lovely 3-bed, 3-bath 46th floor penthouse condo with gorgeous views, and a lanai
Your home away from home in Honolulu with 3 bedrooms awaits you. This fabulous condo features 2 king beds, 1 queen bed, and 3 bathrooms with shower amenities. Relax in the serene living room with a cozy sofa bed. Enjoy the convenience of AC, a fitness room, and an iron...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
Tranquil Marina Front Pool House Resort
Marina Front Property in peaceful Cal-De-Sac with large tranquil salt water pool and marina access.Spacious outdoor patio lounge with BBQ grill and prep station and patio furniture and large TV.Parking for two cars! Close to Hanauma Bay, Kona Brewery, Costco, Koko Head,...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
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.Escape to paradise at Kahala Beachfront Villa...
Diamond Head/Waikiki Surf Shack Lanai Unit
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to Waikiki Beach. Wonderful neighborhood with a great local vibe and delicious dining options on Monsarrat Avenue, all within a...
Great Views Waikiki 1 Bedroom near Beach
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...