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.
Oceanfront Kailua-Kona Islander Studio w/ Lanai!
Switch into island time the second you land on the Big Island of Hawaii and get settled into your tropical home-away-from-home in the Kona Islander Inn. This Kailua-Kona vacation rental studio features 1 bathroom, a well-equipped kitchenette, a private lanai, and a...
Waikiki Studio includes access to Gym & Pool , No Resort Fee!
This beautiful Waikiki Studio apartment located at the prestigious Luana hotel offers a very comfortable Queen bed and full-size sleeper sofa, sleeping a total of 4 guests. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner stove,...
Ilikai 427 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway...
Ilikai Hotel 1 Bedroom Yacht Harbor View, minutes to the Beach!
This is the perfect spot to enjoy the coveted view of the yacht harbor and the Pacific Ocean beyond! This condo is located on the 4th floor of the Ilikai Hotel. Unwind on your large private lanai, ideally situated for taking in the view and watching the sun set over the...
Aloha Hawaii: Waikiki Condo with Great Mountain Views & 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...
Kona Islander Inn#309: Downtown Kona, Walk to everything, Remodeled Studio
Welcome to "Breezy Palms" your charming remodeled studio in the heart of downtown Kailua-Kona! This stylish and modern retreat offers the perfect blend of comfort and convenience, making it an ideal getaway for your Hawaiian vacation. Just steps away from the vibrant...
37th Floor Newly furnished @ Island Colony Diamond Head & Partial Ocean View
High floor, Newly furnished Condo at Island Colony IC3711Island Colony is a few steps away from the building is a large concentration of shopping centers, such as Waikiki Shopping Plaza, BeachWalk, and the International Marketplace.There is truly no end to the stores to...
Royal Kuhio 1309 with King Bed, FREE Parking/WiFi, mins to BEACH!
Discover Waikiki Bliss at HOME Honolulu - Royal Kuhio 1309Embark on an unforgettable Hawaiian escape at our meticulously designed vacation rental, situated at the heart of vibrant Waikiki. Located at 2240 Kuhio Ave #1309, this King Studio promises an immersive 30-day...
Downtown Executive Center 1 BD w/ Parking
Welcome to this modern 1-bedroom suite located in the heart of Honolulu's business district at Executive Centre. Ideal for business travelers or vacationers, this beautifully designed unit on the 16th floor offers stunning city views, a full kitchen, and a relaxing...
Central resort condo with pool, balcony, & grills - walk to beach & attractions
The Bamboo Oasis at Bamboo Waikiki #307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'True Hawaiian charm and central convenience combine at this one-bedroom resort condo. Ideally...
Ocean and Mountain Views Condo at the Royal Garden w/Great Hotel Amenities
Book with confidBook with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your serene getaway at the Royal Garden, located at 440 Olohana St., just a short stroll from the vibrant heart...
Ninth-floor condo with heated pool, hot tubs & sauna - walk to Waikiki beaches
Waikiki Banyan #908Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'All of Waikiki is yours to explore on foot when you escape to this comfortable, breezy condo on the ninth floor of...
The Perfect Studio for Your Time in Paradise! Ilikai Marina!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late May until late July. The project is expected to...
Newly Built Condominium "Sky Ala Moana " 26th Floor OceanView (SAW2605)
This is a newly built and hottest condominium in Honolulu, HI, with Hawaiianized furniture!!!You may enjoy the city, the ocean, and the mountain from this unit, Sky Ala Moana 2605.This unit has 1 king-sized bed and 1 double-sized sofabed.Watch the city wind down and...
Monthly Discovery Bay 2407 1 Bedroom Mountain / City Views with parking Queen Bed
PANORAMIC HIGH RISE VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly / contact...
Awesome 1 Bedroom at Waikiki Banyan #907 T-1
Aloha and welcome to your beautiful new home-away-from-home at the Waikiki Banyan, just a couple blocks from Waikiki Beach! This 9th floor unit of the Waikiki Banyan has been remodeled with tile and vinyl flooring, granite countertops, new cabinets, and bathroom.Fully...
Lush View in Sunny Kona-Keauhou! Kitchen Ease, Lanai, Laundry, WiFi, TV Kanaloa 1204
Kanaloa at Kona - Unit 1204: Enjoy everything Kanaloa has to offer in this one-bedroom, one-bathroom suite with views of the property’s lush landscaping and nearby fairways. Enjoy your morning coffee or an afternoon Mai Tai, on your furnished lanai with a wet bar and...
Queen Studio, Full Kitchen 1.5 mins from the Beach
We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price.Not only are all the appliances (including full cooker) brand new, The studio itself is only 1.5 minutes from Waikiki Beach!With a comfortable bed and ample space to...
Penthouse B - 2br on 33 Floor, Spectacular Ocean Views! Book Now at Best Rate
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
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...
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1601 One Bedroom Suite 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) King bed,...
Spacious 1-Bedroom With Ocean Views At The Ilikai Hotel!
This spacious condo is located on the 7th floor of the Ilikai Hotel. Enjoy the coveted yacht harbor view and the Hawaiian breeze from your spacious lanai! KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware, Cookware, Coffee...
Cozy studio with a shared pool, hot tub and grill area, steps from the beach
Kona Bali Kai 263Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the beautiful area of Kailua-Kona, Hawaii, this charming condo at Kona Bali Kai offers a serene retreat...
OceanView Studio Waikiki Legal
About this spaceIndulge in a breathtaking ocean panorama from your recently renovated lavish studio situated on the 25th floor of the magnificent Waikiki Beach. This condominium is designed for discerning travelers seeking a roomy,and contemporary space measuring a snug...
Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!
Welcome to Phil's Kupuna home! * Escape to paradise in this spacious, coastal retreat, where relaxation meets productivity. Featuring a swimming pool, 180-degree ocean views, and an office room perfect for remote work, this home offers the ideal blend of comfort and...
Ilikai Hotel - Spacious Lanai with Views of the Lagoon and Waikiki Beach!
You will have breathtaking views of the Duke Kahanamoku Lagoon & Pacific ocean from this 9th floor condo at the Ilikai Hotel. Catch the fireworks every Friday from the comforts of your spacious lanai. KITCHEN- Refrigerator- Cooktop/Oven- Microwave-Dishwasher-...
Waterfront Ilikai Marina! Breathtaking Ocean And Boat Harbor Views!
Just installed new flooring and painted the whole unit!Great property with amazing 180 degrees ocean view! Enjoy couple minute walk to the beach. Restaurants, bars, all the attractions are just within few minutes walk! Next to the bus line. Located next to the famous...
Luxury Kailua-Kona: Kona Mansion 120-B Ocean/Timeless Sunset Views Awaits You
Experience the timeless magical views of Hawaii Big Island Ocean views in this spacious charming condo with 1-bedroom, 1-bathroom, fully furnished vacation rental in the heart of Kailua-Kona. Centrally located just moments away from top attractions/restaurants like Kona...
Block to Beach! Waikiki Banyan Ocean View Condo with Free parking
Waikiki Banyan Tower 1 Suite 2310Deluxe Waikiki Condo Pool View FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. This 23st...
Soak in Dazzling Pacific/Sunset Views, Penthouse w/Lanai – Waikīkī Shore #PH10
Your home-away awaits! This deluxe two-bedroom one and half-bathroom ocean view penthouse has an open and airy feel, perfect for families or friends who want to enjoy the Pacific views and beach activities steps away. The suite is furnished with charming island-style...
Waikiki Palms Hotel, Central Location, FREE parking
Incredible LOCATION with FREE Parking in Waikiki! Enjoy gorgeous city and mountain views from a private lanai (balcony). Very popular location, just across the world class `Hilton Hawaiian Village Hotel` with its iconic Duke Kahanamoku Lagoon, weekly Fireworks, every...
Oceanfront Blissful Sanctuary 🐳 Balcony that Almost Hangs Over The Ocean! 🐠 Hale Kona Kai 308
True and total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
Ocean Views from Two Balcony Queen Suite / 1/2 Block to Waikiki Beach,
Legally permitted rental - 134 Kapahulu Ave #412** For your health and safety, we utilize additional Sterilization procedures between reservations.Simple, Charming and affordable - Sleeps 2Only 1/2 block from Waikiki Beach, and with one of the largest floor plans in the...
9th Floor Studio with Full Kitchen and Lanai
Stunning views over the Bay from this 9th Floor Diamond Head Beach Hotel Studio.A modern comfortable Queen bed, HD Smart TV and WiFi - Private lanai to sit out on and drink your morning coffee with table and chairs for two guests.Small but well equipped full kitchen...
Remodeled boho island-style condo across from Banyan Surf. Pool, BBQ, and more!
Bali Kai 243 has been remodeled and has a boho, island-style theme. Enjoy this one-bedroom, one-bathroom unit across from the famous Banyan Surf spot. The amenities include a pool, beachside BBQ and more at this complex. Turn your moments into memories!Upon entry, you...
3bedrm/2bath,near shopping center,freeway
It has a very convenient location,with walking distance to hawaii famous Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station.It's only 9minutes drive to the Honolulu...
Inviting 2 bedroom/2 bathroom suite-sleeps 6
This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki Studio, fully furnished. Location: Hawaiian Monarch building, 444 Niu Street. On the bus line, next to 7-11 convenience store, walking distance to Convention Center and Ala Moana Shopping Center. The studio has diamond head view and Ala Wai canal view. You can...
Kona Pacific C416 by Gather: 1BR Condo Retreat w/ Pool & Ocean Views
Welcome to Kona Pacific C416Escape to tranquility at Kona Pacific C416, a beautifully appointed 1-bedroom, 2-bathroom condominium in the heart of Kailua-Kona. This ocean-view retreat comfortably accommodates up to four guests, making it perfect for couples, families, or...
Comfortable studio condo located steps from the beach and the best of Waikiki
Tradewinds Plaza 906Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Honolulu, this charming corner studio offers a prime location just steps away from the...
Romantic Waikiki Banyan 2513 with Ocean and Diamond Head Views and Free Parking!
Waikiki Banyan 2513 Dancing in the Moonlight Ocean and DH Views and Free Parking!This cheerful and calming Honeymoon Suite is located on the 25th floor facing east with awesome Ocean, Diamond Head & Coco Head Views. This is a large one bedroom corner unit that has been...
Sea Village 4108: Oceanfront 2BR Condo with Pool, Near Downtown Kona
Every amenity is at your fingertips in this recently remodeled two-bedroom, two-bathroom condominium, which comfortably accommodates up to four people. Sip Kona coffee from the lanai while enjoying views of the sparkling ocean. Beautiful ocean views greet you the minute...
Desirable "44"; Stack At The Ilikai Hotel. Unobstructed Ocean Views!
Unobstructed Ocean Views! Most desirable and sought after "44" Stack At The Ilikai Hotel. Floor to ceiling glass windows provide you with the most amazing views of the ocean from all areas of the condo. You'll have front row seats to the Friday night fireworks and you...
King Bed & Futon - Waikiki - Quiet and central living
Legally permitted vacation rental: KUHIO VILLAGE 2463 Kuhio Ave #1103⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.This is one of the larger floor plans in the Kuhio Village, with two balconies, and a...
Coconut Plantation 1192-4: Spacious 3BR Home w/ Golf Course & Resort Pool 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.Welcome to Coconut Plantation 1192-4 by...
Ground Floor Oceanfront 1 Bedroom - Kona Reef D01
Kona Reef D01: Located on the ground-floor, walk from your private lanai to the ocean’s edge for a beautiful Kona sunset. This open-design, air-conditioned 758 sq. ft. retreat invites you to prep meals in the gourmet kitchen with breakfast bar. Other touches include...
Rare 2 Bedroom + Loft Townhouse on the North Shore
Affordable 2-Bedroom, 2-Bath + Loft at Kuilima Estates (next to The Ritz-Carlton O'ahu, Turtle Bay)Enjoy more space without the luxury price tag! This comfortable and spacious 2-bedroom, 2-bath loft is the largest floor plan in Kuilima East, giving you room to spread...
One bedroom with lanai - 2 blocks to Waikiki Beach
This modern 1 bedroom has a full kitchen. Centrally located in Waikiki and steps from the beach, shops, restaurants and bus lines. This unit was recently renovated with new floors, brand-new furniture, new appliances, new sliding doors, and new split AC. The unit is...
Discover tranquility in Keauhou! 2-bed, 2-bath ground floor unit, garden views
The Keauhou area of Kailua-Kona Hawaii is a tropical paradise that boasts beautiful coastlines, stunning ocean views, and a rich cultural history. And what better way to experience it all than by staying at this beautiful vacation rental!As soon as you step inside this...
Downtown Honolulu Skyview - 1Bed+Den- Free Parking
Downtown Honolulu Skyview - 36th Floor Oasis with Stunning City and Ocean ViewsLocated on the 36th floor of the Executive Centre, Downtown Honolulu Skyview offers a stunning view of both the city and ocean. The unit is a comfortable one bedroom + den, one bathroom...