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.
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...
Ilikai Marina @6FL Ocean View and Marina, Renovated
We’d like to inform you that the Ilikai Marina building is currently undergoing lanai refurbishment work on certain units, with construction scheduled through August 14.We’re happy to share that our unit have already completed their lanai renovations. Your private...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit...
Calm & Quiet New Waikiki Studio
Located on the quieter side of The Waikiki Grand Hotel™ with a city skyline view, this comfortable 8th floor Queen bed studio has free WiFi & built in Stovetop.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
Lucky you! Sleeps 2! Tropical Studio One Block to Waikiki Beach! Kitchen too!
Barefoot at the beach. Balmy breezes. Palm trees swaying. Beautiful blue Pacific surf. A special island hide-a-way. This inviting studio, decorated in tropical style, has a kitchen with full refrigerator and is steps to wonderful Waikiki Beach so you can spend your...
Waikiki ocean view studio, easy walk to beach, shopping, restaurants
Welcome to this charming studio apartment in Waikiki. This fantastic rental offers a soothing atmosphere for guests to unwind and relax. With amenities like WiFi and AC, guests can stay connected and comfortable throughout their stay. The kitchen has most everything you...
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...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
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...
Ilikai 734 - Beautiful Ocean & Lagoon View Suite
Relax on the balcony and enjoy the gorgeous lagoon and ocean views. This spacious 7th floor suite overlooks the famous Duke Kahanamoku Lagoon and Beach with ocean views of the famous surf spot Kaiser Bowls.The suite is nicely decorated with one Queen size bed and one...
Great Ocean View Condo, Near Beach + 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...
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...
Beach Condo with beautiful ocean view and a lagoon beach
Condo on the beach in Makaha. Breath taking ocean view and sunset. Sunny west side of Oahu Hawaii Island. Close to famous Makaha surf beaches, Close to Snorkel/Scuba dive in Electric beach. Full Kitchen, Bath & Bedroom. Have Pools, Gym & covered parking. Nice local...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Centrally located on the Waikiki Strip within the Aqua Palms Resort, so you can book with confidence. **LEGAL short-term rental**Take a walk to the beach (5 min), fireworks at Duke Lagoon (8 min), Ala Moana Center (12 min), Hawaii Convention Center, and many...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
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 Fairways at Ko Olina 18C by Gather,...
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...
Ilikai Apt 1822 - 2BR/2BA Modern Unit with Ocean & Harbor Views No resort fees!
Oceanfront 2BR/2BA at Ilikai | Sleeps 6 | Prime Waikiki LocationProperty Overview:Welcome to your spacious ocean-view retreat in the iconic Ilikai Hotel, just steps from the Hilton Lagoon and Waikiki Beach. This fully equipped 2-bedroom, 2-bathroom condo offers...
Ilikai Hotel - One-Bedroom unit on the 19th Floor overlooking the mountains!
Look no further, you've found PARADISE! This condo is located on the 19th floor of the Ilikai Hotel and offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo been fully remolded and...
***NEWLY RENOVATED***1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!
Clean 1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!Great location! Only 1 block from the world famous Waikiki Beach.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ etc.- Free Internet- Fully equipped kitchen- One block to world famous...
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking to stay in a resort style area that has it all? This is the place! Breathtaking sunset views are only one of the property’s many features, which include new furniture, fully equipped kitchen, and many other amazing amenities. Surrounded by a world class golf...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
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,...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. 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....
Remodeled, Fabulous & Spacious 2Bed/2Bat + Parking, Ocean View
Aloha, Welcome to your beautiful vacation home completely remodeled with beautiful ocean views. Central a/c system when you need it. The kitchen and baths have been fully remodeled with granite counter tops and tiled floors. Sit on the lanai and watch the sunsets every...
Mai Tide: New N Shore Oceanfront Studio, AC, 30 Day
Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare &...
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...
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...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
180-Degree Yacht View! Ilikai Marina, Prime Waikiki Location!
Construction Notice 5/30/25: Spall repairs are currently underway on the ocean and mountain-side units. Access to the lanai will be restricted until late mid September. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to...
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...
King Bed 15th floor comfortable Studio w/ Pool & Ocean Views
+++ Brand New Listing for 2021 +++Legal short term vacation Rental in Waikiki444 Kanekapolei Street Our 15th floor private suite with ocean and mountain views at The Aloha Surf, offers a comfortable King size Bed within a well situated corner suite. Our breakfast nook...
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...
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...
Located in the Heart of Waikiki! Free parking & W/D in the unit!
Hawaii Taxpayer License #TA-039-433-8304-01The Marine Surf Condominium is located right in the middle of Waikiki. Only a few minutes walk to world famous Waikiki beach, Royal Hawaiian Shopping Center, Duty Free Shops and a multitude of restaurants around this building....
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
Hale Lanikai | Ko Olina |Penthouse Ko Olina Villa
Summary:Welcome to Hale Lanikai in Ko Olina! With a private balcony, this space offers an unrivaled view of the lush gardens, serene lap pool, and shimmering Pacific. Maximum occupancy strictly enforced in accordance with local ordinances. Grab friends and enjoy quick...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
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...
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...
Oceanfront Sandy Beach 6 Bedrooms 4 Baths Jacuzzi
(Registered GET/TAT: 115-985-2032-01 ) Private gated beachfront property, one half acre tropical garden oasis. Escape to the quiet west side of the island and enjoy the beautiful exquisite soft sandy beaches, crystal clear blue ocean and the Waianae mountain views. Stay...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
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...
New Listing Freshly Updated Studio with New Flooring & Pool
Legally permitted rental - 134 Kapahulu Ave #805** For your health and safety, we utilize additional Sterilization procedures between reservations.8th Floor Suite - Perfect location 2 mins to Waikiki Beach and Honolulu ZooWelcome to this 8th floor Waikiki Grand Hotel...
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
Bright Ocean View! A/C, Kitchenette, WiFi, Flat Screen+More! Waikīkī Shore #1004
This uniquely appointed deluxe studio unit with Waikīkī beach views of the Pacific Ocean is bright and airy. Enjoy a larger kitchenette with everything you need to cook your own meals, a furnished lanai perfect for enjoying your morning coffee or evening glass of...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.🏝Escape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat &...