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.
Luxury beachfront villa on a world class beach in Kailua, HI
As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...
Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which is...
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
TMK260230500082, TA-166-694-5024, STR# 2667 Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!3 Additional studio suites available same...
Ocean View Condo at Foster Tower Across from Beach w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Foster Tower located at 2500 Kalakaua Ave on the 14th floor.Welcome to The Foster, perfectly situated in the...
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...
Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...
3-bedroom lovely unit just across the street from beautiful beach.
Discover this fabulous 3-bedroom gem in Ewa Beach, Hawaii. This updated delightful apartment is fully furnished and in a convenient location for island fun. The cozy living room is the perfect for relaxing after a day of exploring. An open floor plan with plenty of...
Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a family getaway or a romantic escape. Step inside to discover a...
Luxury Oceanfront High Floor @ Waikiki Beach Tower
Brand New Listing at Waikiki Beach Tower! Relax in this bright and beautiful 33rd floor unit and be the first to review this 5-star guest favorite listing that is new to our portfolio! Relax in this beautifully renovated unit with ocean views of Waikiki Beach. Wake up...
Beautiful Mountain Views & Steps to Waikiki Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience the charm of this corner unit with lanai on the 29th floor of the Waikiki Banyan, ideally...
Waikiki 3-bed, Ocean View, Central A/C, Free Parking, 1 Block to Waikiki Beach
This 3-bedroom apartment awaits your family vacation. Experience Waikiki and create memories. Walking distance to the Honolulu Zoo, Waikiki Aquarium and shopping. World famous Hy's Steak house located in the lobby makes this the perfect Waikiki Location. Bedroom 1...
Newly Remodeled Ocean View 2 BDRM Condo at the Watermark
Aloha from Waikiki! This property is a 30-day minimum rental at The Watermark. One of the most luxurious buildings in Waikiki! Located near the main Waikiki strip and in one of the most convenient areas of Oahu. It features a fully equipped kitchen ready for you to cook...
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Ilikai Newly Renovated Ocean View ONE Free Parking
Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...
5-star and rave reviews. Amazing views. Newly furnished. Specials for April/May!
SPECIAL RATES for the 2025 Fall Season! Relax in what feels like your open-air home in paradise! Stunning views. Savor the outside air and breezes on your lanai. Superbly maintained. Consistent rave reviews (for years as we are original proud owners).Discounts for stays...
Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!
Stay comfortably in Kapolei at this 3-bedroom townhome. This nice property offers a fitness room, AC, WiFi, and more for guests to enjoy. With 3 bathrooms and convenient amenities like a hair dryer and washing machine, guests will have a delightful stay. Feel free to...
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina, on the...
Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach
Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional living spaces with sofa beds, this place is perfect for large groups or families. A fully stocked kitchen, fresh linens and...
Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, Yard & AC
Kahala Seaside invites you to indulge in the bright, breezy charm of Honolulu, HI—just moments from the shoreline. With 2,355 square feet of beautifully designed indoor–outdoor living, this serene retreat comfortably accommodates up to seven guests. Blending island...
New Waikiki Boutique Condo 1.5 blocks to the sands of Waikiki Beach!
This boutique condo is just 1½ blocks to the pristine sands of Waikiki Beach! Newly renovated studio with a fully equipped kitchenette, and beautiful mountain/city views from the private lanai. The ideal location and beach themed decor make this vacation retreat one you...
Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!
Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...
Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four, which...
Spectacular Urban Location - A Peaceful Surrender in Waikiki
This cozy room is perfect for couples or solo travelers looking for a comfortable and convenient stay in the heart of Waikiki. With a fully equipped kitchenette, free WiFi, and a smart TV with access to streaming services, you`ll have everything you need for a relaxing...
This apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.• Complimentary...
Luxurious Ocean View Condo - Steps from the beach! sleeps 6- 3 bedroom- 2 bath
Awaiting you in this tropical paradise is a luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
3BR & Honeymoon Ocean Villas Getaway at Turtle Bay
New Year’s Special: 25% OFF Your StayValid for stays January–March 2026. Book now!This villa is a unique combination of our existing two villas; our 3-bedroom (VRBO 3722129) and our one-bedroom (VRBO 3722906) villas. These two units are separated by adjoining doors....
Ocean & Diamond Head View Condo at Waikiki+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...
Gorgeous Beach Front Home with Amazing Sunsets
30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!– Exquisitely...
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
Ocean & Diamond Head Exclusive Panoramic PH Condo w/Parking & Near the Beach
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 Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in one...
Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm
This fourth-floor luxury suite blends island sophistication with modern comfort in the heart of Oahu's coveted Kaka'ako neighborhood. With ocean and Great Lawn views, a spacious lanai, and curated resort amenities, Park Lane Palm Resort is designed for both relaxation...
North Shore Condo Rental at Kuilima
Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy...
New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!
TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!
. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45 minutes from Honolulu, but it feels like you're a world away in your own little piece of paradise. Relax on outdoor deck or...
Oh-So-Close to Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous...
Ilikai on Waikiki Beach Oceanview Hotel Condo
Deluxe Oceanfront Ilikai 1-BR Condo on Waikiki Beach 17th Floor - Upgraded Complimentary Amenities NO Resort Fees! Next to Hilton Hawaiian VillageLarge California King Bed Free WIFI, full kitchen with stove, oven, microwave, etc for every cooking needExtra Large...
Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort Access
Welcome to Fairways at Ko Olina 27H, a spacious three-bedroom, two-and-a-half-bath townhouse offered exclusively as a monthly vacation rental within the gated Fairways community on Oahu’s sunny west coast. This comfortable home blends open living spaces with serene...
Peaceful North Shore Beach Oasis
Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on the beach so you have unobstructed views of a beautiful cove with warm, calm waters and a large horse ranch on one side....
~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays
Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...
S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi
Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...
Welcome to our little piece of paradise. A perfect place to stay during your visit to Oahu. Our CLEAN and beautifully UPDATED condo can sleep 6 comfortably. With TWO king beds and a one queen sofa bed. It also includes a brand new full-size kitchen with a dishwasher,...
Pipeline Beach*Studio Large*AC*wifi*Free Pk*Steps To White Sand Beach*30nite min
The studio has a TV with cable, internet connection, air conditioner, a full kitchen with an oven and stove, a refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The studio is very clean, very comfortable with soft sheets....