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.
Perfect Ocean View! Ilikai Hotel, Great Location! One-Bedroom Unit with Many Upgrades!
1 Bedroom Standard partially renovated Yacht Harbor View on the 17th Floor! Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. As soon as you walk into the condo, you'll be welcomed by a clean & spacious...
Beach Bliss, Perfect Hawaiian Vacation, Near Oahu's Popular Attractions
Luxury reigns supreme in this one-bedroom, where all the comforts of a heavenly escape await.Ocean View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate dining room, Separate living room, Wireless...
Northshore Surf Retreat 5 minutes By Car to Beaches
New unit with fully equipped kitchen, stove + oven, island with bar stool chairs, big bathroom with nice hot shower, queen bed with small closet, lovely living room with modern sofa, TV & coffee table. On-site parking next to unit. Laundry on site.
Super location, free parking, 24hr security.
Min stay is 30 days.Panoramic Waikiki View from a high-floor studio condominium. Full kitchen, washer, and dryer in the unit, free parking, and Wi-Fi. Gym, Pool, Jacuzzi, Sauna, Barbecue area, large deck area.Waikiki Beach is across the street. Please ask if you like to...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and...
FREE Parking1BR Penthouse Condo @Palms +near Beach
【Basic Info】This is a private 1 Bedroom 1 bathroom condominium unit in Waikiki!!You can enjoy your stay by only yourself, friend or partner. The condominium is located in Waikiki.It's closed to many famous shopping centers like Royal Hawaiian Center, T Galleria!You...
Sans Souci Unit 903 - Studio
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
Gorgeous Beachfront KoOlina Club Resort+Amenities, 3BR
𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞 𝐅𝐨𝐮𝐧𝐝: 𝐘𝐨𝐮𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐇𝐢𝐝𝐞𝐚𝐰𝐚𝐲 𝐀𝐰𝐚𝐢𝐭𝐬 𝐚𝐭 𝐭𝐡𝐞 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛...
Relax Your Eyes with Stunning Ocean Views! Outdoor Pool!
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
Tranquil Marina Front Pool House Resort
Marina Front Property in peaceful Cal-De-Sac with large tranquil salt water pool and marina access.Spacious outdoor patio lounge with BBQ grill and prep station and patio furniture and large TV.Parking for two cars! Close to Hanauma Bay, Kona Brewery, Costco, Koko Head,...
Highly desirable Deluxe One-bedroom City View Unit. Reserve Today, Will not last Long!!
1 Bedroom Deluxe City View on the 13th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo can comfortably accommodate 4, with a...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
Cozy downstairs Apartment located one block from beach in V-land.
Awesome cozy downstairs Apartment located one block from beach in Velzyland. Safe family friendly location in residential neighborhood . Across from Freddyland beach access . Longer bookings inquire about reduced monthly rate.The spaceCozy & simple One bedroom apt with...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Relaxing Ocean View Room - Steps to Waikiki Beach
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Grand Waikikian, a Hilton Grand Vacations Club - 2 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Two Family Ready Ocean View Room with Direct Beach Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
Newly Renovated Studio w/ Rooftop Pool & Near Waikiki Beach!
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...
Honolulu Getaway! Rooftop Pool, Pets Allowed, Onsite Restaurant and Bar!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
Disney Aulani Two Bedroom Oceanview Villa!
Boasting over 1100 sq ft of luxurious living area, this luxurious two bedroom ocanview villa is located at the magnificent Disney Aulani Resort and Spa amidst Oahu's upscale Koolina Resort Area and offers an impressive poolside location.Elegantly designed, the two...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
FURNISHED GOLF COURSE VIEW HOME "H", NEAR CAMP SMITH/JBPHH/AIRPORT, FREE PRKG.
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned, enclosed 2 car garage, spacious home located in central Honolulu. Perfect for business travelers and visiting construction crews...
Lanikai Oceanfront Home with Pool and Japanese-Style Hot Tub
Six bedroom ocean front home with pool and Japanese-style onsen (hot tub) is ideally suited for multi-family or multi-generational accommodation. Recent renovations and 2021 upgrades include split-air conditioning throughout the home, updated landscaping, new...
Beachfront Paradise
Never before or again will you be directly on the beach like this in America!Relax in paradise in this Hawaiiana 1-bedroom perfect place to call your own.Live like a local, experience your paradise that you deserve.Wake up to a completely emptyNever before or again will...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.• Waikiki...
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
3 Great Units Just Steps to the Beach, Onsite Dining, Pet-friendly, Pool!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Ocean View Queen Room at Kaimana Beach Hotel | Right on the Beach
Nestled between the iconic Diamond Head and Waikiki Beach, Kaimana Beach Hotel combines coastal charm with easy access to local attractions. The Ocean View Queen offers partial ocean views and a relaxed island atmosphere. It's a perfect hideaway to watch the waves and...
Lagoon View In the Ilikai Hotel, Perfect Location!
1 Bedroom Lagoon View on the 8th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring a full, open kitchen, two twin beds, and free long distance and wifi is the...
Relaxing Kalakauan 1-Bedroom | Private Lanai
This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...
Witness mesmerizing Sunsets!! nOcean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Island Escape in Waikiki – 2BR Suite w/ Views, Pool Access, & Prime Location
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Maile Hale
Maile Lei Hale is the perfect getaway for the Hawaiian vacation , Very spacious and unique surrounded by a dreamy island vibe 4 bedrooms 3 bath , full kitchen , pool , outside shower , tv room & kitchenette . more pictures coming soon
Explore Oahu's Beauty from Your Centrally Located One-Bedroom Suite
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Spacious Suite With Office (Unit A)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Walk to Beach + Parking | Epic Views!
Peaceful Waikiki condo with a fully equipped kitchen, in-unit washer/dryer, and free parking. This 1-bedroom retreat sleeps 3 with a queen bed and sofa bed. Located just a short walk to Waikiki Beach and the vibrant streets of Kuhio and Kalakaua Avenues, you’ll have...
Urban Chic Meets Island Serenity in Waikiki
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Mountain & Canal views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Fabulous Renovated Honolulu Loft with A/C
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Free WiFi, free tandem parking allowed to park two cars. Pets...
1BR Mountain View w/ Balcony, Pool & 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...
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.•...
Ko Olina Vacation in this Beautifully Furnished, 3 bedroom 3 bath (KoK-1035D)
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...