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.
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-...
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...
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...
NEW! Stylish and Cozy Studio near Waikiki Beach!
Enjoy easy access to beach. Ala Moana shopping mall and central Waikiki area. Ihop restaurant and ABC store just next to the hotel. Across the street from Hilton Hawaiian Village. Hotel pool, gym, laundry facility, BBQ grill and more.Aqua Palms Waikiki ranks as one of...
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,...
2 mins Hon'l Beach, 1 Bed Condo with full kitchen, AC, WiFi, laundry, pool, BBQ
Experience Kailua-Kona like a local in this top floor, peaceful, cozy, 1-bedroom condo walking distance to Hon'l Beach and Ali'i Drive to downtown Kailua-Kona.Bask in Hualalai mountain views from the juliet terrace, and easily catch sunset beach views from the apartment...
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...
Safe and Quiet in Honolulu Paradise Location
Legally permitted rental - 1850 Ala Moana Blvd #507** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled July 2017, this hotel room comfortably accommodates four adults and is located steps from Waikiki...
Waikiki Beach Experience! Luxury OceanView Suite!
Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...
Ilikai Hotel - Amazing Lagoon Views! Free WIFI, No Resort Fees!
Amazing views, perfect location! This rare and sought after condo is located on the desirable lagoon side of the Ilikai Hotel on the 18th floor. There is a sliding divider between the living area & bedroom for added privacy. You'll love waking up and enjoying your...
Coastal condo w/ breathtaking ocean views, shared pools, WiFi
Country Club Villas 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning ocean-view condo nestled along the iconic Ali'i Drive...
”Old Hawaii" Great Location at Waikiki (H7)
"Old Hawaii" Great Location in Waikiki (H7) Feel the Old Hawaii theme vacation rental room! Our renovator has just changed the room into the classic Hawaiian room.You may enjoy the vacation, but at the same time, enjoy staying inside the room!It doesn't take long to...
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...
Waterfront Kuapa Isle gem with Koko Crater views & pool - by the beach
Kuapa Isle Gem Unit 419 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy 2BR/2.5BA waterfront rental overlooks Koko Crater and a glittering blue lagoon....
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...
Ocean’s Edge w/Sunset View Lanai! WiFi, Modern Kitchen, TV, Washer/Dryer Kanaloa 2001
Spectacular views and spacious living make this two-bedroom, two-bathroom, ocean-side suite the perfect Big Island retreat for you and your friends and family, sleeping up to 6 people. Relax on your furnished lanai as you enjoy the sounds of the waves breaking on the...
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,...
Centrally Located 2 BDRM 2 bath Condo w/City, Diamond Head & Ocean Views
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at The Windsor. Centrally Located near the main Waikiki strip and in one of the most convenient areas of Oahu. Featuring a fully equipped kitchen ready for you to cook, and great views from your...
Delux, spacious, clean condo with AC @ Kuilima Estates West
Newly remodeled, perfect condition condo with one large bedroom, one recently remodeled bathroom and a living room with a sleeper sofa that looks out to the beautiful, famous Turtle Bay golf course. Also a large, gorgeous kitchen with granite countertops, equip with...
Sunny Hawaiian Monarch Studio | Ocean View | Pool
Take in ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Chic Downtown Getaway: 1-Bedroom, AC/Pool/Parking
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona
Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly...
8th Floor Studio Beauty at the Palms with AC, WiFi - Sleeps 4
Consider this studio your home away from home while you visit Honolulu. This enchanting property offers a tranquil escape for guests. The cozy bedroom features 2 comfortable queen beds, ensuring a restful night's sleep. You'll find all the essentials you need, including...
Elite Condo with Spectacular VIEWS ❤️
Newly Remodeled condo with all new furniture and decorating! This condo is situated in one of the most beautiful Vallys in the world, Makaha Valley. Also gorgeous and world famous Makaha beach is only 1 mile down the road. This gorgeous newly remodeled condo has...
Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining
Kona Bali Kai #142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona...
Clean & comfortable studio in the heart of Kailua Kona with pool, hot tub & AC
Kona Islander Inn 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a dreamy vacation in Kailua-Kona at this well-appointed and lovely condo! Perfect for solo travelers...
Renovated and clean studio in Waikiki for two
Walk to Waikiki beach, convention center, Ala Moana mall, restaurants, shops and many other Waikiki attractions in this newly renovated unit with a queen bed, full bath and kitchenette. The building offers a pool, Jacuzzi, large sun deck, barbecue grills, gym (one time...
Comfort & Accessibility to Everything in Waikiki! 2 Queen Beds, Pool & Parking!
A short distance from skiing, sailing, and more, this smoke-free apartment lets you experience it all. Fort DeRussy is just steps away and Ala Moana Center is within an easy 12-minute walk, so leave your car at the property, which offers covered onsite parking. Relax by...
Sea Village #4210 | Ocean Front Lanai!
Summary:Awesome location with a private lanai situated right over the ocean! This very well kept 1 bedroom 1 bath unit boasts comfort in paradise, with all the amenities of home. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in...
Cozy studio with full kitchen & spectacular views!
Cozy studio unit with spectacular views!Sweeping views at this 34th floor condo over looking Diamond Head and Waikiki Beach.Convenient location on the edge of Waikiki within walking distance to Ala Moana Beach Park, Ala Moana Shopping Center, Waikiki...
Stunning Ocean View, Just a 1-Minute Walk to the Beach.
FREE: Coffee and TeaFREE: WifiFREE: Netflix and HuluFREE ParkingFREE: Washer & DryerFREE: AC/ HeatUnbeatable beachfront location, offering guests stunning, uninterrupted ocean views. Imagine waking up to the sound of waves crashing, enjoying your morning coffee on the...
Diamond Head View! Fully Renovated! Free Parking! Close to Beach!
Waikiki Banyan #1903-T1 – 201 Ohua Ave.You'll fall in love with this contemporary one-bedroom suite (533 sf + 67-sf private lanai), fully renovated in 2024, at the repeat-guest favorite Waikiki Banyan! Enjoy the vibrant greens and blues of the gorgeous Diamond Head,...
ALOHA-WAIKIKI BEAUTIFUL OCEAN PENTHOUSE 1BR
This rare top floor 1 bedroom apartment jewel is located in the heart of Waikiki. With a large balcony which faces and has ocean views, soaking up the sun and enjoying tropical breezes during the day. This will be your private Tropical entertainment spot. But it doesn't...
🏖️Hawaiian-Style Oceanview Across the Street from Historic Magic Sands Beach Park🍍
Hawaiian Style Oceanview Stay located less than 100 yards from the historic Magic Sands Beach Park. 2-bedroom 2 bathroom offers central air-conditioning, primary bedroom equipped with a king-sized bed, on-suite, and access to the ocean view lanai. The guest bedroom is...
Ultra Upgrades! Beach Condo w/Gourmet Kitchen,Spa-Style Baths–Waikīkī Shore 502
You won’t find anything quite like this newly renovated, two-bedroom two-bathroom ocean view suite. This lavish, thoughtfully designed, completely renovated unit has it all. You’ll not only enjoy stunning views of the Pacific Ocean from both the living area and...
Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>
You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...
Perfect getaway for families, walking distance to Convention Center
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
2BR/1BA Condo at Royal Aloha in Waikiki! Free PARKING, Free WiFi!
Nice condo with two bedrooms and one bathroom. It does have a balcony where you can sit down and enjoy Hawaiian breeze, also enjoy nice city view! This unit sits right in the beginning of Waikiki, close to the beach, a very short walk to the famous Ala Moana shopping...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Mtn View, Free Parking & Wifi
Deluxe Mountain and Ala Wai View Corner Unit, 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. Experience breathtaking...
Splendid 1 bedroom at the Waikiki Sunset
Welcome and Aloha!This 15th floor unit of the Waikiki Sunset is fully furnished with two twin size beds in the bedroom, two sofa couches/beds in the living room, and kitchen counter with three stools.The full size kitchen has everything you’ll need to feel right at...
Gorgeous! Highly Desirable Queen Studio with Balcony overlooking Pool
Legally permitted rental - 2425 Kuhio Ave. #906** For your health and safety, we utilize additional Sterilization procedures between reservations.A Beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area located at the Waikiki...
Fabulous Foster towers
Foster Towers is located at 2500 Kalakaua Avenue, the same prestigious address and many of the famous Waikiki Hotels at a fraction of the cost. You can sit on the lanai and watch surfers or swimmers in front of the Royal Hawaiian Hotel, or go downstairs to Cheeseburger...
City Views in Waikiki | Pool + Balcony
Wake up to breathtaking city and mountain views from this bright Waikiki studio. Just minutes from the beach, shopping, and top restaurants, this high-rise retreat offers a private balcony, a cozy queen bed, and a kitchenette for light meals. Enjoy access to a community...
Ocean Views w/Lanai and Laundry-Kanaloa at Kona
Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.It comes with A/C, washer/dryer, and ceiling fans....
Stylish Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and pool views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. The Aqua Palms building includes a plunge pool,...
Downtown Kailua-Kona Escape: Steps to Ocean!
Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...
Stunning Waikiki Beach Retreat - 2 mins from Ocean
Legally permitted rental - TRADEWINDS PLAZA2572 Lemon Rd #305** For your health and safety, we utilize additional Sterilization procedures between reservations.Gorgeous Queen 1 bedroom spacious apartmentAll the appliances / furniture are brand new in this gorgeous...
Royal Kuhio 1709 - Studio w/ Ocean City Views in the Heart of Waikiki
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4Free WIFI + Local call: Wifi (1 Gbps) Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1709, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa...
2-Bedroom Vacation Rental in Waikiki
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Ilikai Hotel - Stunning sunset views! Free WIFI, No Resort Fees!
1 Bedroom Standard Yacht Harbor View on the 11th Floor! The condo #1127 is located on the desirable yacht harbor side of the Ilikai Hotel. Offering great views of the tropical courtyard and the beautiful Hawaiian sunsets. The spacious condo has a full kitchen and is...