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.
Discovery Bay, Conveniently Located In Waikiki, near Ala Moana Shopping Center & the beach!
Located on the 22nd floor of Discovery Bay, this spacious condo of 852 sq ft offers a full kitchen and is fully furnished. There is a king bed in the bedroom and you'll have views of the Pacific Ocean from the condo. Condo includes central A/C, washer/dryer, cable TV,...
Hilton Grand Waikikian, 2BR Plus Suite
Consider this hotel suite your home away from home while you visit Honolulu. This fabulous property features 2 bedrooms with a king bed and 2 full beds, along with 2 bathrooms equipped with a bathtub and bidet. Enjoy amenities like AC, WiFi, and a fitness room during...
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.•...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Ilikai Hotel Lite #742: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
PENTHOUSE Studio at Marriott's Ko Olina! Top Floor, Majestic Mountain Views
Escape to your own piece of paradise in our Penthouse-level studio at the magnificent Marriott's Ko Olina Beach Club. Perched on the top floor, this suite offers a unique sense of tranquility and exclusivity, providing a serene retreat high above one of Hawaii's most...
Charming NEW apartment with AC and WiFi in serene Kailua.
Brand new charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches, lush landscapes, and quaint town. This cozy retreat offers a unique blend of comfort, convenience, and island charm....
Discovery Bay 1 Bedroom, Ocean View, Near the Beach! Free Parking!
Wake up to breathtaking ocean views from this spacious 1-bedroom condo! Featuring a comfortable queen bed, central A/C, and all the amenities you need for a relaxing stay, including FREE WiFi, cable TV, a washer/dryer, and an assigned parking stall.Skip the hotels and...
Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele
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 Kai Mele, your next charming...
Great Views Waikiki 1 Bedroom near Beach
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you...
Oahu Dream! 2 Relaxing Units w/ Balcony, Minutes to Waikiki Beach
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
Waikiki Banyan @T2-29th 2Double Beds NEW Renovated
Summary:Parking is free. Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This stylish and contemporary condo on the 6th...
3-bedroom Home, Gated, New Modern Home
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
Just What You Were Looking For! Short Drive to Honolulu Zoo and Kuhio Beach!
At this Waikiki boutique property, experience worry-free amenities, and exceptional service. Everything you need is right here--towels for the beach, coffee in the morning, and neon lights to swim by at night. Lounge on the sun terrace or take a swim in the rooftop...
Contemporary & Renovated Honolulu Suite w/ AC
*** 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. Located in Honolulu, enjoy what this 1-bedroom apartment has to...
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
Aloha Waikiki!
Lovely unit in the heart of Waikiki, & in one of Waikiki's favorite high rise condominium complexes.The spaceThis 1 bedroom condominium is in a building with multiple amenities & blocks from the beach!Guest accessBuilding access includes community pool area with spa &...
Waikiki Seashore 35 Exclusive Vacation Rental
Escape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 35, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with this spacious studio that perfectly blends comfort,...
Hale Piko 2 Private Rooms & Bath: 500 ft. from beach!
Enjoy the comforts of home while taking a break from the daily grind with a surf session, swim in the ocean, & breathtaking sunsets.Our home is two separate living quarters with separate entries. We reside on the first floor, and accommodations on 2nd floor w/two...
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...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
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 Kai Lani Luxury 6D by Gather, a...
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft from the airport.CAMPING GEAR INCLUDED:► 8" Memory Foam Mattress with CLEAN FRESH sheets ► Solar Powered Rechargeable...
Kailua Shores Estate: Expansive Home with Pool, Spa, AC, Tennis Court, Basketball & Pickleball!
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 Kailua Shores Estate by Gather, one...
Gorgeous Beachfront KoOlina Club Resort+Amenities, 3BR
𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞 𝐅𝐨𝐮𝐧𝐝: 𝐘𝐨𝐮𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐇𝐢𝐝𝐞𝐚𝐰𝐚𝐲 𝐀𝐰𝐚𝐢𝐭𝐬 𝐚𝐭 𝐭𝐡𝐞 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
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...
Hale Kaimana Breeze by Gather: 3BR Oceanfront Escape w/ Stunning Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
Modern Ko Olina | Close to Lagoons | W/D, AC, WiFi
Welcome to your home away from home in Ko Olina, Oʻahu’s premier resort community. This spacious 3-bed, 2.5-bath townhouse is designed for extended stays, offering both the comforts of home and the perks of a resort lifestyle. Located just minutes from world-famous...
Picturesque views of the ocean and Diamond Head
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...
Expansive Ocean + Sunset Views | 1650 sf | parking
Enjoy breathtaking ocean and sunset views from the comfort of home, and just minutes from Waikiki Beach! A walkers paradise, with a walk score of 95, this prime location offers easy access to shopping, dining, parks, and Waikiki nightlife. The 2 story condo also has...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Cozy oceanfront 1-bedroom condo with WiFi, and access to sandy beach.
Located in Hauula, enjoy what this beautiful oceanfront 1-bedroom apartment has to offer. This marvelous property features a cozy living room with 1 sofa bed, a queen bed in the bedroom, and a bathroom with a walking shower. Guests can also take advantage of amenities...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Pet Friendly Private Room In Shared Guesthouse
Private Room Rental in Shared GuestHouse Very Walkable Location. We're Located Within Walking Distance To Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to...
Step Out into Waikiki: Homely Hotel Perfect for Family Retreat | Outdoor Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Kilipue Retreat by Gather | Luxe 3BR Home w/ Fenced Yard Near Ko Olina
Kilipue Retreat places you at the quiet end of a Kapolei cul-de-sac, minutes from beaches and big-city conveniences yet wrapped in the calm of a residential neighborhood. Newly refreshed and fully furnished, this 3-bedroom holiday home welcomes corporate guests,...
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...
Ilikai Hotel #1741, Beautiful Ocean, Marina & Sunset Views! Spacious Lanai! No Resort Fees!
1 Bedroom Yacht Harbor View on the 17th Floor! This roomy 1-bedroom condo has over 500sq ft of living space and spacious private lanai of 120 sq ft. The condo is fully furnished, with a full kitchen for you to enjoy comforts of your home while on vacation. There is a...
Experience the vibrant energy of Waikiki from the comfort of Discovery Bay
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
Oceanside at the Ilikai Hotel, Stunning Sunset Views!! No Resort Fees!
Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 14th floor, you'll enjoying watching the sun set over the ocean from the private lanai or unwind with the calming view of the...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
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.Nestled in the heart of the exclusive Ko Olina...
HGV The Grand Islander. New Year's Week, 1 Bedroom/1 Bath Villa
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with two double beds, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.• Kitchen includes ceramic stove top, microwave,...
Island's EndnA stunning home in the sky with a view of paradise
* Panoramic ocean views * Newly renovated for 2022 * Design-centric studio * Dine-out balcony * Fully equipped and full amenities * Newly listed An ocean front perch for those that like a little style with their sea views! This stunning condo has been reimagined by Doug...
Tranquil Oasis Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko'Olina Hillside. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko'Olina Championship golf course or at one of the 4 lagoons located within the...