Oahu Vacation Rentals – Your Island Home Awaits
Oahu vacation rentals span Waikiki's vibrant city life, North Shore's surf culture, Ko Olina's luxury resorts, and peaceful beach towns like Kailua and Waialua - offering something for every island traveler.
Oahu, the vibrant heart of Hawaii, offers a diverse array of vacation rentals to suit every traveler's needs. Whether you're drawn to the excitement of city life, the serenity of quiet beaches, or the charm of local communities, Oahu provides a wide variety of accommodations in stunning settings.
In Waikiki, enjoy iconic beaches, world-class shopping, and an endless selection of restaurants and nightlife. For an upscale island experience, head west to Ko Olina, home to luxury resorts, golf courses, and family-friendly lagoons.
Adventure lovers and beachgoers will appreciate the North Shore, where you can find legendary surf breaks and the laid-back charm of small towns. The Turtle Bay and Kuilima Estates areas offer a range of condos and villas, set against a backdrop of coastal trails, horseback riding, and golf courses.
For a more secluded retreat, consider the peaceful community of Waialua on the island's northwest shore. Here, you'll find quiet beaches, fewer crowds, and a taste of old Hawaii-perfect for those looking to escape the hustle and bustle.
Kailua and Lanikai also remain popular with families and couples seeking scenic beaches and a laid-back vibe on the windward coast.
Browse our full selection of Oahu vacation rentals below and discover your perfect Hawaiian home away from home.
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
City-View Waikiki Beach Condo - Free Parking!
Who needs an ocean view when you can have majestic green mountains, blue skies, and lively street views from the 17th floor of Ilikai condo? Plus, you might even catch a rainbow or two! This cozy 500 sq. foot condo may not have a wall separating the bedroom from the...
Luxury Waikiki condo - 28th floor! Stunning views, convenient location, parking
Allure is one of the most luxurious private condominiums in Waikiki. The grounds, pool, and other amenities rival the resort hotels, but you get even more space, privacy and freedom. This property is ideal for couples or families seeking to feel at home in Waikiki for...
Free parking marinesurf Comfort central Waikiki
Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .
Oceanfront Condo W Free Valet Parking & Balcony
This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...
Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba
WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n
♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔...
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...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday, Saturday, or Sunday check-in and enjoy a 7-night stay....
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches throughout features...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kaimana Breeze by Gather, a refined...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Waikiki Shore Beach Front Studio
Large beach front studio (460 sq, ft,) located at the Waikiki Shore, the only condo building in Waikiki that is directly on Waikiki Beach. This unit is located in a building that is within the designated Resort Zone, and therefore eligible for short term vacation...
Luxurious 2-Bdrm, 2.5-Bath Condo with Parking & Fitness Center in Prime Waikiki!
Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers breathtaking city and partial ocean views. No detail was overlooked in the thoughtfully designed kitchen renovation, featuring...
Beautiful Mountain Views & Steps to 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...
Ocean-Waikiki Skyline Panoramic PH in Luxury Condo w/Parking & Near the Beach
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.*This penthouse is new to our inventory. Reviews are coming soon. Please rest assured this house is fabulous!The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on...
Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.
Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...
Newly Remodeled Ocean View Steps to 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...
King Bedroom Beachfront Sans Souci 1104
Bright and Breezy 11th floor Sans Souci One Bedroom Apartment with covered private lanai overlooking Kaimana beach, Honolulu Bay & aqua marine Pacific ocean.Features:Modern and comfortable King BedFull Bathroom with Shower/tub combination and spacious double...
Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.
This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Please note: The 4th floor lower deck will be under renovation through May 2025. The upper deck, pool, hot tub, BBQ grills, cabanas, yoga rooms, fitness rooms, and hospitality lounge will remain open during this process. Work hours are restricted to 9am to 4pm, Monday...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
The Love Shack island getaway - minutes from Waikiki
The Love Shack Beach House - all the convenience of Waikiki without the hassle and noise. Walking distance to Waikiki, Diamond Head, beaches, the zoo, Kapiolani park, surf spots, snorkeling, swimming, great restaurants & bus stops. No need to rent a car if you don't...
Masterfully Renovated Ocean View Unit in Waikiki
One of our best listings! Bright and Light One Bedroom, One Bathroom at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3 Sleeping Arrangements - 2 x Full...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
A Gallery of Views and Art at Waikiki
Imagine indulging in a Hawaiian vacation experience from the moment you wake up and open your eyes. Leisurely laze in bed as you enjoy sunrise through the wall-to-wall windows from a variety of angles. Watch the backdrop throughout the day like an ever-changing...
0.1 mile to Waikiki Beach-Renovated 2B/2B Condo/Free Parking
Central Waikiki Condo. 2 bedrooms, 2 full baths, plus 1 free parking; new A/C.★ Sleeping arrangements* 2 queen beds* 2 full size sofa bed* 1 bunk bed that can sleep 2 (up to 250lb per bed)* 1 floor mattress* 1 crib.★ 1 assigned FREE parking spot, hotel public...
Remodeled High Floor Waikiki Studio
This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...
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...
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...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
1BR Condo with Beautiful Mountain Views and 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...
Cozy Ocean View Escape: Steps to Waikiki Beach!
This cozy 29th-floor studio is the perfect spot for two guests to enjoy beautiful ocean and city views in the heart of Waikiki. Just a short walk from world-famous beaches, you'll be soaking up the sun, swimming, surfing, or snorkeling in no time. Plus, you're steps...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until early August. The project is expected to be completed by...
Waikiki Beach Penthouse
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...
2 BDRM w/ 4 Beds + 2 Bath + Parking + Partial Ocean View, 2 mins walk to Beach
Legal vacation rental at a fabulous location! This renovated 876 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dining, and activities...
Waikiki Tropical Getaway with Pool and 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...
Fresh 1 Bedroom with Parking at Waikiki Banyan !!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Foster Tower Waikiki Beach Condo
Foster Tower is located steps away from beautiful Waikiki Beach. This is a one-bedroom unit in a highly desirable building and location. Enjoy beautiful ocean views and immediate access to the beach for surfing, swimming, and snorkeling, hundreds of restaurants, the...
Ilikai 824
Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...
Ilikai 30-Day Rental in Waikiki
This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...
Waikiki Sunset 2BR - DIRECT Diamond Head View!
The best Diamond Head view in all of Waikiki is yours to behold from this immaculate, beautifully furnished and well-appointed condominium. This is for you, the guest who appreciates quality and value.A spectacular, direct Diamond Head view, Hawaii's most famous...
Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis
Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking!
Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...