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.
Newly renovated Studio Sleeps 3 Guests, w/Pool & just 1 block to Beach
Legally permitted vacation rental - 2425 Kuhio Ave 708Swanky Studio just ½Block to Waikiki Beach - Bamboo Waikiki 708 Located Kuhio Avenue in the Heart of Waikiki This Bamboo Apartment offers the perfect place to call home whilst exploring the many exciting elements of...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
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.Let the tranquil atmosphere of Maluhia by...
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...
7th floor Dreamy King bed Studio plus Futon and all modern touches
Legally permitted short term vacation rental - 2425 Kuhio Ave #701Attention to style and detail at a great location will hopefully be your thoughts too, as you enter and start to relax in this stunning remodel at The Bamboo in the heart of Waikiki. It was certainly ours...
Oceanfront condo off the beaten path! MIN 30 DAYS
*MINIMUM 30 DAYS STAY REQUIRED* Charming apartment with full kitchen, queen bed, and second (futon) bed in living room. Gorgeous panoramic Pacific Ocean views from the lanai! Enjoy all that beautiful Oahu has to offer without all the crowds. Swimming pool on the beach,...
Maili Cove Beachfront Get Away: Pool, Ocean & Sunsets/Teleworkers Dream
Maili Cove Beach Get Away Find Your Beach!! this wonderful beachfront ocean condo. Ideal for remote working, 5G high speed internet (180-200 Mpbs Download & 20-30 Mpbs upload). If you are looking for an oceanfront get-away, quiet (except for the waves lapping onto the...
Designer Studio Condo on 29th Floor In Waikiki--Fabulous View! and 100% Legal!
This clean, cozy, modern studio is in the Hawaiian Monarch Hotel in Waikiki, but is privately owned and managed. The unit is on the 29th floor with a wonderful view, a full-size refrigerator, hot-plate, microwave and a really comfortable queen bed!This unit is privately...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Waikiki One Bedroom Condo with Free Wifi, Cable, and Parking!
Four Paddle #506- on the 5th floor - 1 Bedroom - Free WIFI, Cable TV & ParkingThe Four Paddle enjoys a convenient location in Waikiki. Situated just a short stroll from the world famous Waikiki Beach and the warm waters of the Pacific Ocean. With restaurants, movie...
Panoramic Ocean/Mountain View Apartment
We are the new owners of this beautiful, top floor condo in the Makaha Valley. We are excited to share our little slice of paradise, Featuring sweeping panoramic views of the ocean, mountains, and surrounding countryside from the lanai of this newly refurbished and...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
Cool Hawaii Vibe+Decor! Chic Kitchenett, Lanai, and AC, WiFi–Waikīkī Grand #301
Castle at Waikīkī Grand #301 is a studio vacation rental just steps from the best Waikīkī have to offer. With Waikīkī Beach, Kapiolani Park, the Honolulu Zoo, and Waikīkī's outstanding dining, shopping, and activities right outside your door, there’s no better...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
Cozy Ocean View Escape: 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...
Aloha Ku'ilima - Kuilima Estates West
Relax and Unwind at This North Shore Oasis – Just Minutes from The Ritz-Carlton, Turtle BayNestled in the highly sought-after Gold Coast of Ku'ilima Estates West, this spacious condo offers the perfect blend of comfort, location, and convenience. Ideally situated near...
Located in the Heart of Waikiki! Free parking & W/D in the unit!
The Marine Surf Condominium is located right in the middle of Waikiki. This is a breezy and cozy corner unit at Marine surf. The unit was renovated in May 2011. This unit has a unique layout of 1 full bath and 1 half bath for guest convenience. Enjoy the mountain view...
Full Kitchen, Studio, Just Minutes to the Beach!
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 from early August to early October. The project is expected to...
Tropical Retreat Near Waikiki Beach with 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...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Moani Kaiolohia – Country Beach House with Private Sport Court
PLEASE INQUIRE FIRST.Escape to your own private, country beach house paradise! The house is a 6-bedroom, 4-bath, two-story home on an acre beach lot with an outdoor Jacuzzi overlooking the ocean and an all sport court (pickleball, basketball, and badminton) in a fenced...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Free Parking! 6 Minute Walk to Waikiki Beach!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
Ilikai Hotel's Deluxe One-Bedroom Unit with views of the Ala Wai Yacht Harbor and Ala Moana Beach!
Look no further, welcome to your dream vacation spot! This great condo is located within the OCEANFRONT Ilikai Hotel on the 12th floor and offers exquisite views of the ocean overlooking the Ala Wai Yacht harbor and Pacific Ocean. You'll be love waking up to the...
HAUULA OCEANFRONT ESCAPE!!!
Tranquil, quite, family friendly escape from the Hustle and Bustle of Daily Life. Join us for endless activities from swimming to snorkeling, hiking, surfing, etc, etc. Wake up to the gentle ocean and fall asleep to the mountainous backdrop. This property cannot be...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...
Ocean View! A/C, Wi-Fi, 5-min. walk to beach.
Waikiki Park Heights #1511 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home in this centrally air-conditioned ocean-view one-bedroom (488 sqft plus balcony/lanai with table and chairs)! Sleeps 3 adults or...
An Aloha condo in the heart of Waikiki-5 minutes to beach, parking, AC,WiFi incl
Aloha 🌺STR: 1735Expiry: 05/23/2026Tax Map Key: 260250050038Max. Occupancy: 2 in main bedroom (2 double beds) and 2 in living room (queen size sofa bed) *NO PETS ALLOWED.** No outdoor recreation deck, pool, hot tubs, playground and bbq area until July 2026.Location:...
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
2 Free Parking!! Spacious 1 Bedroom Penthouse in Palms at Waikiki.
You cannot find a penthouse, 2 parking, 1 bedroom vacation rental in this price!Room rate will be less than a half of the small studio class hotel room. More space, less price and 2 parking. You may also enjoy the diamond head and ocean view from the room!!From the...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
Stylish Oasis w/ Great Ocean and Diamond Head 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...
Breezy Corner Studio with AC & Kitchenette. FREE Parking, Wi-Fi, near Beach!
Marine Surf #701 – 364 Seaside Ave.This air-conditioned corner studio features 2 lanais (balconies), great cross-breezes, and is right in the HEART of Waikiki, a short walk from Waikiki Beach, swimming and surfing, shopping, restaurants, and nightlife nearby! You'll...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf #PH4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of the...
Paradise Adventure Getaway - newly remodeled
*30 day rental. Please inquire. When you stay at the Paradise Adventure Getaway you will be minutes away from amazing attractions of the North Shore. This newly-remodeled home has three bedrooms, one full bathroom, a fully furnished kitchen and so many amenities that...
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
Zen home with fast WiFi, washer/dryer, koi pond & large lanai
Seabreeze Hawaii Kai -A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’re sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush...
Largest Private Patio on the Ocean and Air-Conditioning
Newly remodeled unit just made available for rentals. This was our home in the 70's and now our vacation home. We want you to enjoy old Hawaii the way we did when we were first married. This is a quiet get away from the hustle of Waikiki but can be reached in under an...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...