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.
Ideal Location: Walk to Waikiki and Ala Moana from Your Stylish Stay!
*********IMPORTANT NOTICE**********Fan Coil Unit Replacement ProjectOn Monday, April 07, 2025, contractors will begin our Fan Coil Unit Replacement project.This work includes the removal & disposal of old fan coils and installation of new fan coils in each unit. It will...
Spacious 1-bedroom vacation home with free parking
New Listing November 2022Spacious & Bright Apartment just 2 minutes walk to Waikiki Beach and only 5 minutes from the heart of Waikiki's shopping, dining and entertainment.Our 1 bedroom apartment has a Queen bed that also has a trundle bed underneath to sleep 3 guests...
Family condo at Turtle Bay on Oahu's epic North Shore
Enjoy beautiful North Shore paradise at our lovely Hawaiian beach cottage in prime location at popular Turtle Bay! Full kitchen, spacious living room, and many amenities including swimming pools, BBQ areas, beach gear/toys, pristine beaches, epic surfing, breathtaking...
⛱ Close to Beach Queen Studio with Balcony & Pool- Waikiki Grand Hotel®
Legally Permitted Rental ✈Waikiki Grand Hotel® 305Upon entry, first, you see the white wood plank floor. Turning, past the hall, the large bed dominates the room. The kitchen counter, including fine cabinetry, stone countertop and induction cooktop, features everything...
The Watermark (WM1102) Luxury 11th-floor 2 BDR, balcony, AC, remote work
This luxury 11th-floor two-bedroom apartment with balcony, parking will surely become your sweet home away from home allowing you to conveniently work from Hawaii. You will be in close proximity to Waikiki Beach and Ala Moana Center.Upon arrival, you will step into a...
Ocean Views in the Heart of Waikiki Beach
STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with...
Stylish Modern Studio in Waikiki, Steps from Beach!Tradewinds
Welcome to a brand-new modern studio apartment, ideally situated in Waikiki steps from the stunning beach, waterfront park, and Honolulu Zoo, this vacation rental is perfect for couples and solo travelers wanting to experience the best of Hawaii's vibrant city life...
[Upgraded June.2023]- Modern Penthouse Great View!
Summary:My place is close to restaurants and dining, parks, and great views. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the light, and the comfy bed. My place is good for couples, solo adventurers, business travelers, families...
Queen bed plus Sofa bed Balcony Studio & Pool
Pool & BBQ area included!Offering a recent upgrades, this gem Studio suite at The Palms will have you and the family returning year after year.A very comfortable Queen size bed for you and an easy to set up Pullout Sofa bed for 2 additional guests.Fresh white cotton...
Centrally Located Unit with Canal, Mountain, and City Views
This is a legal conforming vacation rental. Please see our listing details for our license number.This privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within walking distance to the Honolulu Convention Center, the Ala Moana...
Turtle Bay Condo: Hawaiian Style & Cozy - Kuilima Estates East
Our condo was carefully designed and decorated to provide a cozy, Hawaiian home feel. It is located on the North Shore , Oahu, which is famous for Turtle Bay and it's Kuilima Point. Home to the best of Oahu's beaches, surfing, golfing, horseback riding and more. If you...
Beach Bliss w/Awesome View, Hawaii Decor, WiFi, Full Kitchen–Waikīkī Shore #802
This two-bedroom two-bathroom suite, furnished with island-style décor, a full-size kitchen, breakfast bar with seating for six, furnished lanai, and washer/dryer, is the perfect home away from home in Waikīkī. You and your family will love the spacious accommodations,...
Turtle Bay Primrose - Kuilima Estates East
Cozy 1 bedroom 2 bathroom ground floor unit with laminate flooring. WIFI. Window A/C located in bedroom, 2 TV's, DVD, screened-in lanai, tropically decorated. Blu-Ray player. Fully equipped kitchen and laundry center. Free parking just outside your door. Wheelchair...
Aloha Surf 14th FL Upgraded Studio 6mins from Waikiki Beach
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Just Renovated!! Spectacular Ocean & Diamond head View w/ Free Parking!
High Floor 1 Bedroom with the Spectacular View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.In the morning, observe Waikiki waking up and the clouds...
Large Studio w/ Pool sleeps six in comfort PLUS FREE PARKING INCLUDED!
++We are Including a Free Parking Spot with our Vacation Rental.++When it comes to relaxing with the whole family the whole family this oversized suite at the Palms is the perfect place to call home while visiting WaikikiFully remodeled with 2 new Queen beds and a...
Welcome to your perfect getaway at the Kuilima Golf Retreat! This beautiful rental offers exceptional amenities and is just a short walk from the beach.This inviting unit accommodates up to four guests, featuring one bedroom, a comfortable sofa bed, and one bathroom....
Kahala Beachfront Unique Bohemian Home
($99- Clean Fee special for Spring bookings, please inquiry. Car/ Suv Available at discounted rate- pls inquire)A relaxing escape in this abode situated in the coveted Kahala, tucked away for your enjoyment . ENTIRE High end condo-home for rent (2bedroom 2bath) with a...
Greate Ocean Veiw And Location! Waikiki Studio
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
〰Waikiki〰Studio w/Spectacular Views & Balcony-WAIKIKI GRAND HOTEL® 712
You'll find bicycles, golfing, and more on site at this beach condo. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Honolulu Zoo and Queen Kapiʻolani Regional Park, just a short walk away. After you return to this...
Ilikai Apt 1042 - Spacious Studio with Stunning Ocean-Lagoon Views
Relax in Paradise: Lagoon-Front Ilikai Studio with Ocean Views | Sleeps 4 | Prime Waikiki LocationFloor: 10th floorView: Beautiful Ocean and lagoon view!Beds: 1 King size Bed + 2 futon couchExperience Hawaii at its finest from this beautifully updated 10th-floor studio...
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer.This one bedroom plus queen size sleeper couch in the living room is comfortable for up to four. Set in the most prime area on the North Shore...
36th Floor Deluxe Ocean View Condo with Free Parking & Wifi by Koko Resort Vacation Rentals
Deluxe Ocean View Condo - 36th Floor View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy views of the ocean from...
Ilikai Hotel One-Bedroom Suite with Ocean View In a Great Location In Waikiki!
1 Bedroom Lagoon View on the 6th 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 two twin beds, is the perfect home away from home for two people!KITCHEN-...
Aqua Aloha Surf Waikiki 1501 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1501 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Queen sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Ocean & Diamond Head Views - Near Beach - 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...
Spacious 7th Floor Queen Suite w/ Kitchenette
Legally permitted rental (STR)♨HOT Guest-Fave! WAIKIKI GRAND HOTEL®134 Kapahulu Ave #704⚕⚕ For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Suite 704 has everything you are looking for in a Waikiki studio - ✔Full bathroom...
Comfort AND Convenience with Partial Ocean View! FREE Parking & Wi-Fi!
Four Paddle #1305 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Comfort and convenience! You’ll appreciate both in this one-bedroom Four Paddle (553 sq.ft. plus lanai with table and chairs) with central AC! 4-person max.Gourmet...
Prime Waikiki location Balcony Suite with Ocean Views, Includes Beach Gear!
Legally permitted rental🏝134 Kapahulu Ave 315🏝This unit features breathtaking views of Diamond Head,Kapiolani Park and Kuhio BeachEnjoy Sunrise and Sunsets, movies on the beach,the roar of the lions from the zoo The unit features a queen size bed w/contemporary Island...
Marine Surf Studio - short walk to Waikiki Beach
10/10 ExcellentTristen G.Apr Great placePerfect location. Great size for a couple. Loved having the patio where we could spend evenings catching sunset and having a drink. Perfect for coffee in the morning, too! Couldn't be more central. Don't NEED a car staying here,...
Ilikai Hotel 909 2-Bedroom Suite in Lovely Waikiki
Scenic 2-Bedroom Ilikai Hotel Suite in the Heart of WaikikiWelcome to the Ilikai Hotel 909 2-Bedroom Suite, a spacious and inviting accommodation in the heart of lovely Waikiki. This well-appointed suite features two good-sized bedrooms with en-suite bathrooms at...
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, a...
Super Amazing Last minute Deal for King Bed w/Kitchenette
Legally permitted rental - 2425 Kuhio Ave. #702** For your health and safety, we utilize additional Sterilization procedures between reservations.** Our Suite Includes All taxes and Fees - Nothing to Pay on Arrival.This studio suite is complete with a 2 burner cook-top,...
Say “Aloha” to Ocean Views, Free WiFi, Modern Kitchenette – Waikīkī Shore 1214
It’s hard to not love this fabulous deluxe ocean view studio. You’ll adore all the upgrades, which were completed in 2014. The kitchenette has new stainless-steel appliances, modern wood cabinetry, and new tile floors. There is a quaint table for two, for casual dining,...
Mountain-City Views Condo at the Waikiki Landmark w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
The "Hula’s Hideaway" just 20ft to the Bar!
Legally permitted rental ✈Waikiki Grand Hotel134 Kapahulu Ave 216⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.Located at the Waikiki Grand Hotel & just 20ft from the world famous Hula's Bar & Lei Stand. Enjoy our...
King Bed Suite at The Bamboo Hotel a central Waikiki Oasis
Legally permitted rental - 2425 Kuhio Ave. #709** For your health and safety, we utilize additional Sterilization procedures between reservations.This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools, a coffeemaker, beach towels,...
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...
Hawaiian Prinicess one bedroom 90/TVU-0093
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnished one bedroom one bath condo is available for nightly rental. You can also rent the adjoining unit and open both units up into one large 2 bedroom, 2...
Waikiki Penthouse w/ Incredible Views & Pool Sleeps 6 guests
Legally Permitted Vacation Rental444 Niu St, Penthouse 303Honolulu, HI 96815Nestled in the Heart of Waikiki this dream condo will have you returning year after year, whether it be for a short rejuvenation in the aloha sun or a month-long escape from the Winter rains and...
Perfect One-Bedroom Unit with an Ocean View! Ilikai Hotel, Great Location! Going fast! A++++
1 Bedroom Standard Lagoon View on the 19th 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 rare, high floor, most sought after and...
Popular self-contained Apartment in Waikiki Sleeps 2-3 guests.
Legal vacation rental: 2425 Kuhio Ave. Honolulu.This Queen studio suite with futon in the living area. Sleeps 2-3 guests.With Brand New Windows & A/C system throughout this central Waikiki apartment is in the heart of the town.The stunning pool & spa area has long since...
Contemporary Waikiki Beach Condo with Rooftop Pool, Superb Shopping and Dinning
The space- Bedroom – ONE queen size bed, playpen and high chair for baby- Living room – ONE queen size bed - Living room - ONE queen pull out sofa- One bathroom- A small balcony with a pick-a-boo ocean and city views- A roof top swimming pool and jet spa in the...
Two comfy Queen beds at The palms Waikiki - Pool & Lanai
Legally permitted rental - 1850 Ala Moana Blvd #321** For your health and safety, we utilize additional Sterilization procedures between reservations.A super comfortable remodeled unit, this 2x Queen bed Studio suite at The Palms is the perfect place to call home for up...
Waterfront Ilikai Marina! Breathtaking Ocean And Boat Harbor Views!
Just installed new flooring and painted the whole unit!Great property with amazing 180 degrees ocean view! Enjoy couple minute walk to the beach. Restaurants, bars, all the attractions are just within few minutes walk! Next to the bus line. Located next to the famous...
Diamond Head and Ocean View Waikiki Sunset with Free Parking! (WS06)
Be Cool... This is my own Hawaii!! Monochromatic! Ocean and Diamond Head View!!This renovated 1 bedroom will provide you the perfect vacation!!As you arrive at Waikiki Sunset, you will be met with the modern monochrome design of your homey living room. Here, you can...
Huge, private lanai with panoramic view of Diamondhead
Located in a quiet neighborhood three blocks from Waikiki Beach. Decorated in tropical, Hawaiian decor, this unique condominium offers a complete kitchen as well as a 1000-square-foot, private lanai with an extraordinary view of Diamond Head crater. Relax by the heated...
Ilikai 1118 Ocean / Lagoon / King Bed, Sofa Bed
STUNNING OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to...
Comfy Studio at World-Famous Ilikai! Full kitchen, free Wi-Fi, and more!
Ilikai #607 – 1777 Ala Moana Blvd.Relax in this 6th-floor City View studio at The Ilikai, the perfect launching point to explore everything that Waikiki and the rest of Oahu have to offer! You'll appreciate the full kitchen, air conditioning, free Wi-Fi, and the...
Compact Studio with Balcony next to Hula's Bar & Lei Stand
Legally permitted rental - 134 Kapahulu Ave.The Waikiki Grand has been a longtime favorite for many guests returning year after year. This newly renovated Studio is just a few feet from Hula's Bar & Lei stand so there is always POTENTIAL FOR NOISE. Enjoy step free...