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.
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Hale `Ohana ~ Family Home - Kuilima Estates East
Welcome to Hale 'Ohana ~ The Family Home, your idyllic retreat nestled in the heart of Kahuku on Oahu's East Side. This cozy, thoughtfully designed 1-bedroom, 1-bathroom vacation rental offers a perfect blend of comfort and convenience, ideal for families or small...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!
Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in...
Turtle Bay Aloha Nui Loa by RedAwning
This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Seeking an authentic Hawaiian experience? Retreat to our North Shore oasis, surrounded by lush preservation and agricultural land. Situated on the bottom half of a duplex home, enjoy stunning forest views and easy access to top beaches, premier snorkeling, and...
Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!
Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
Luxe Life on the Ocean’s Edge w/Wraparound Lanai, Kitchen–Waikīkī Shore 500
Embrace paradise with the Pacific at your doorstep! Gorgeous ocean vistas sweep into this spacious 1,190 sq ft open-style corner suite with wrap-around lanai off the living area and master and guest bedrooms. Prepare farmer’s market fare in the full kitchen to share...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
Gorgeous Diamond Head Views from 34FL with 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...
Waterfront Home near Beach. Peaceful Community w/ Swimming Pool and Boat Dock
Experience Oahu like a Kama'aina (local) in this 3 bedroom, 2 1/2 bath waterfront home. Safe community. Views from every room. Private lanai, BBQ grill, community pool, and boat dock. Walk to dining, shopping, bars, farmers market, hiking, beaches. 5 minutes drive to...
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural...
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach
Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's 1 Block to Waikiki Beach. Full Kitchen equipped just like home Bedroom has a Queen and Twin Bed, Queen Sofa sleeper in the living room and a pack & play...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos...
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.⬆Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head...
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
Mauna Lani Getaway
Nestled away In the beautiful mountains of Makakilo, sits our beloved “Mauna Lani.” Located in west Oahu, Just 10 quick minutes from Hawaiis renown Koolina where you’ll find some of the safest, cleanest beach’s. Also conveniently located near two major malls, 5...
Charming Studio In Waikiki - Minutes to the Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 9/8 - 11/7/25 and painting work is currently scheduled from 6/15 - 7/10/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to...
Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East
Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
Oceanfront Romantic Couple's Getaway with Private Beach w/ Full Living Amenities
Oceanfront property is located steps from the Ocean in an upstairs large spacious private apartment with private entrance roughly 800 sq ft with breathtaking views of the Ocean, Mountains, Sea Turtles and other marine life out the large windows and the lanai patio. The...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
E Komo Mai! Looking to live right by the beach during your Hawaiian island escape? Then this stylish and spacious one-bedroom condo is the perfect choice for you. SUPER FAST W-Fi and cold AC. Offering a rare, exquisite view of Honolulu’s yacht harbor, this newly...
Waikiki Condo - 18th FL
Charming studio is centrally located and has amazing views. Walking distance to Waikiki beaches,Ala Moana mall and convention center. It has been completely renovated with all the comforts you'll need to enjoy your stay.We offer a designated parking space upon request...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei`s restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu`s North Shore.Discover...
Hale Leilani | Ko Olina | Beachfront w/ Views!
Summary:Welcome to Hale Leilani in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this beachfront condo has an ideal resort location with quick access to the resort's amenities. Maximum occupancy strictly enforced in accordance with local...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Waikiki Beachfront Rental (30 day min)
Fall asleep to lapping waves on a quiet corner of Waikiki in this beautiful modern haven. Located on the sought after 3rd floor of the famed Colony Surf on the Gold Coast end of Waikiki. Clean and modern remodel in 2018: all new cabinets, appliances, furniture and...
Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI
This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest.The unit is in great condition with brand new Pergo, travertine...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach....
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Kuilima Estates West #120: North Shore Golf View
End every day with a stunning Hawaiian sunset on the North Shore of O’ahu when you stay at Kuilima Estates West, unit 120. This newly remodeled 2-bedroom, 2-bathroom with loft townhome is located adjacent to the Turtle Bay Golf course, home of the Fazio and Palmer...
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.The small standing balcony area is possibly closed due to...
AMAZING Ocean Front Condo!!
Welcome to The Makaha Beach Cabanas located on the northwest shores of Oahu! Just 45 minutes from Honolulu International Airport. You will soon see this is one of the best kept vacation destination secrets. It really doesn’t get any better than this!Makaha Beach...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
A 'Spa feel' at the Diamond Head Beach Hotel
Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Whether for business or pleasure the delightful attention to detail...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Hauula Hawaiian Home - AC, Close to beaches,PCC
*30 day rental. Please inquire.You will discover the true Hawaii as you stay in this 3-bedroom, 1-bath Hawaiian home in Hauula. This newly-renovated bottom floor unit (the caretaker lives upstairs) getaway that sleeps 8-9 guests and is located about 5 minutes away from...
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!
Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai & enjoy the views of the Duke Kahanamoku Lagoon & Pacific Ocean. End your week with the Friday night fireworks, off the...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...
Fantastic Beach Front Villa
Following Oahu laws a 30 minimum lease required for any rental. Please inquire about it.Right on renowned Kailua beach, our beachfront villa equipped with a pool and jacuzzi is perfect for all your vacation needs. Wake up and go watch the sunrise or a morning jog. The...
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. 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. Remodeled, Tastefully Furnished & Appointed....
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...