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 Studio with Kitchenette - Waikīkī Grand #910
Castle at Waikīkī Grand #910 - Make coffee in the morning in your coffee pot, warm up leftovers in the microwave, or cook a small meal on the hot plate all from your own kitchenette! Whatever your fancy, you'll have everything you need to warm up leftovers or to cook...
Ocean View Penthouse, 1 block to Waikiki Beach! 2Rooms/2BA, Spa-style Bath!
Tradewinds Plaza Penthouse #1103/1102 – 2572 Lemon Rd.Penthouse Suite — fully renovated in 2025 — featuring 2 rooms and 2 bathrooms, including a spa-style primary bath with a deep soaking tub. Enjoy a private balcony with ocean views and free assigned parking. Just 1...
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...
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...
Gorgeous Monthly rental Near the Beach w/ Iconic Ocean, City, Mountain Views!
Waikiki Shore #1418 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This beautiful 2-bedroom, 2-bath condo with floor to ceiling windows offers amazing...
NEW! Chic DT Honolulu Executive Condo
2025 REMODELExperience Urban Paradise in Honolulu’s Financial DistrictDiscover the perfect blend of city living and tropical charm at this chiccondo in the heart of Honolulu’s Chinatown and financial district. Located onthe 20th floor, this unit offers partial ocean and...
Ohana Rental Cottage Close to Beach
We live onsite and the house was built as a rental in mind. When facing the building from the street, we are on the left side. You have your own separate entrance. You need to enter from the front door and can open the glass sliding door to the dining area (outside) 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...
Ko Olina Beach Villa B604 Oceanfront Views by Gather
Experience luxury island living at Ko Olina Beach Villas B604, a designer 3-bedroom, 3-bath residence located in the sought-after Beach Tower on O‘ahu’s west coast. With panoramic ocean and sunset views, this villa blends sophisticated interiors with the natural beauty...
Recently updated, Sleeps Four, Walk to Beach:)
Our beautifully remodeled suite comfortably accommodates four adults and is located in the Fort DeRussy area of Waikiki, steps from Dukes & Waikiki Beach and the Hilton Lagoon. Everything is within easy walking distance including the Convention Center & Ala Moana...
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...
Well Updated, Sleeps 4, One Block to Beach
Legally permitted rental - 2425 Kuhio Ave. #308** For your health and safety**we utilize additional Sterilization procedures between reservations.The Bamboo Hotel is one of only three Waikiki hotels designated as a New York Times Pick. Called 'A hidden gem' on a New...
Hale Nalu: Ocean View Home w/ Oahu beach in the backyard, Hale Nalu
Set along the world-famous North Shore of Oahu, Hale Nalu is a true oceanfront retreat with room for up to fourteen guests and two fully independent living spaces. With the sand just steps from your backyard and mountain views greeting you upstairs, this six-bedroom...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe 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...
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...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6`) at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
Ocean View Oasis in the Heart of Waikiki
Welcome to Waikiki Blue Escape – your luxurious urban oasis in the heart of Waikiki! This modern apartment boasts breathtaking ocean views and a rooftop pool offering a stunning 360-degree panorama of the iconic Waikiki skyline. Unwind on the double balcony while...
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...
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...
Close to Beach, Gorgeous views & Pool - Sleeps 4 Adults & 2 kids
Located on the 23rd Floor of the The Pacific Monarch Condotel - The 1 bedroom property with kitchen has stunning views of Waikiki, Plus the Ocean, Diamond Head & mountain range.The Bedroom offers a Queen bed with Smart TV, dresser, closet & ceiling fan.The main living...
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 Lite #1022: Studio Ocean View condo
**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 PM,...
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...
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...
Kuhio Village 1009 KING BED Modern/Waikiki Beach
Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of course kitchen equipment...
Stunning Ocean & Diamond Head Views Await at 2Bedroom Diamond Head Vista
Discover Your Perfect Island Getaway!Newly remodeled unit in 2024, featuring modern updates and fresh finishes throughout.Escape to paradise and experience the ultimate vacation in our stunning vacation rental! Nestled in a serene location, just minutes away from...
Block to Beach! Koko Resorts at the Waikiki Banyan 36th Floor Deluxe Ocean View, Free parking & Wifi
Deluxe Ocean View Condo - 36th Floor 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. Enjoy views of the ocean from...
Home Away from Home w/Pacific View, Chic Kitchen, Free WiFi–Waikīkī Shore #1410
Gorgeous Pacific views shine in this upgraded deluxe one-bedroom with island-style décor. Homey amenities include a stainless steel-equipped kitchen, lanai, living room with flat screen, washer/dryer, WiFi access, air conditioning and ceiling fans. The only beachfront...
Studio with hardwood floors, ocean views - pool, hot tub, & sauna on-site
Island Colony 3512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Island Colony -- the perfect choice for travelers looking to be immersed in the culture of Waikiki. This...
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...
Private Oceanfront 5BR! Family Home Hawaii Kai
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the breathtaking shores of Maunaloa Bay. Conveniently situated in the heart of Portlock, you'll find yourself just a stone's...
The Hula's Retreat - Well Equipped at Waikiki Grand
☀ Legally permitted vacation rental ☀ — Waikiki Grand Hotel® —134 Kapahulu Ave, Suite 217Workstation & fully equipped kitchenette.Fully equipped comfort greets you when you open our door to Waikiki Grand Hotel® suite 217.Whether visiting for 2 days or 2 weeks, we've...
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...
Luxury Two Bedroom Suite in Waikiki, Condo with Partial Ocean and City Views
Enjoy amazing partial ocean and city views from one of the most luxurious private condominiums in Waikiki. The unit is conveniently located at the entrance of Kalakaua Avenue, which is known as the main street and the most popular destination in Waikiki. Plus, it's just...
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...
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....
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...
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,...
Newly Remodeled & Updated - One Block To Beach
A short distance from sailing, scuba diving, and more, this beach apartment lets you experience it all. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Honolulu Zoo and Queen Kapiʻolani Regional Park, just a short walk...
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...
Relaxing Waikiki Beach Condo ~ Close to Everything!
✨ Freshly Remodeled Studio in the Heart of Waikiki – Walk to Beach, Shops & More! ✨Welcome to your perfect island getaway! This modern, stylish studio is just 1.5 blocks from the world-famous Waikiki Beach and surrounded by everything Waikiki has to offer—sun, surf,...
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...
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...
Luxe Two Queens with Lanai and Sleeper Sofa, 2 Units, Romer House Waikiki
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
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...
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...
Marine Surf Waikiki w/ Beach Gear & Parking!
Summary:The Marine Surf Waikiki Condominiums are located just a block from Ft DeRussy Beach Park, The Royal Hawaiian Village, and International Marketplace for shopping galore, dining and nightlife. Maximum occupancy strictly enforced in accordance with local...
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...
Amazing Ocean View 2BR/2BA Ilikai Unit.
Ocean view two bedroom and two bathroom unit at the famous Ilikai hotel! This unit can accommodate 6 comfortably. Many shops downstairs, right by the bus line. Walk beachfront property, just go downstairs and enjoy the ocean and the beach!Located at the gateway to...