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.
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
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 Beach House by Gather, a...
Prime Waikiki Spot! Outdoor Pool, Full Kitchen! Near Waikiki Beach!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
Luxury Wyndham Royal Garden at Waikiki Condos
They Wyndham Royal Garden at Waikiki is a european style resort with Hawaiian tropical appeal just 5 minutes away from legendary Waikiki Beach. Whether you decide to explore the beach, attractions, golf, shopping and dining options or just spend time soaking up the...
Oahu Dream! 3 Amazing Units, Pool, Minutes to Waikiki Aquarium, 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! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Charming 3-bedroom house with a pool and AC in beautiful Kailua
This 3-bedroom house is perfect for your escape to Kailua. Nestled in a soothing neighborhood, this beautiful property offers 2 queen beds, 2 twin beds, and a queen-sized pull-out couch to ensure a peaceful night’s sleep for everyone. With amenities like AC, WiFi, a...
Royal Sea Cliff Kona Studio
Studio + Kitchen- Studio condos located on 3rd and 5th floors- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Private balcony- 1 king bed- 600-650 sqft/55-60 sqm- Maximum 2 persons including children...
Hilton Grand Vacation Club Resort/Spa Lagoon Tower
This 1 bedroom, 1 bath villa features a king bed in the master bedroom. The spacious living area includes a separate dining area, large television with cable and DVD player, and a queen-size sleeper sofa. Our 1-bedroom plus suite features all the comfortable features of...
Ilikai Hotel One-bedroom Unit with am AMAZING view of the Duke Kahanamoku Lagoon and Waikiki Beach
This condo is located on the floor of the 12th Ilikai Hotel.This AMAZING condo has beautiful views of the ocean overlooking the lagoon at the Ilikai Hotel. Relax in this cozy, Hawaiian styled condo. You'll love waking up to the beautiful and calming view of the ocean...
2-Bedroom Villa in Paradise - Ko Olina Beach Villas
A beautiful 2 bedroom condo at the exclusive Ko Olina Beach Villas.This luxurious villa is located on the white sandy beaches of one of the best semi-private Lagoons in Oahu. Even during the busiest season the limited resort access keeps the lagoon quiet and uncrowded,...
Kona Wave Rider Studio Apt: Where Every Day’s a Swell Day
Tropical breeze or cool A/C? Your island base has it all.Your tropical hideaway (in a family-friendly neighborhood) is near it all. Walk to restaurants, shops, and the farmers' market. Chill with cool A/C or let the island air flow through the wide-open windows. You'll...
nCondo in beautiful Waikiki Marina - Ocean / Sunset / Marina Views
This beautiful condo resort near Ala Moana CenterLocated close to Ala Wai Yacht Harbor and Fort DeRussy, Waikiki Marina Resort at the Ilikai provides a grocery/convenience store, a terrace, and shopping on site. The onsite American cuisine coffee shop, Aroma Caffe,...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Kailua Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach...
Waikiki Shore 518 Partial Ocean View 2 Bedroom
Located in the only condominium building on Waikiki Beach, this two bedroom, two bath condo offers partial ocean views and all the comforts of home. Perfect for families or couples traveling together, it’s just steps from the shoreline, shops, and dining.Unit 518...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
Waikiki Banyan T1-19th Fl / King Size Bed
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 Work (July 28 -...
Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views
Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Executive Honolulu Home with Spectacular View
This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and all the utensils you...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom Premier Luxury - Ocean View
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
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.This stunning property is now accepting...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable 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.**Recent Guest...
Kalo Homes - Immersed in Aloha
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated community just minutes from pristine beaches, this peaceful retreat offers comfort, beauty, and safety all in one. Perfect...
Luxury, Comfort and Aloha Spirit Await on the Big Island
Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport
Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....
Diamond Head Grandeur: Kahala Luxury Villa with Ocean View
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.Find peace and tranquility in your very own...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Sky Ala Moana Luxury Condo Offering MT Views and Top Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is the newest addition to Honolulu’s luxury skyline. Consisting of two towers—The...
Marriott's Ko Olina Beach Club Resort
Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis - seven brilliantly blue lagoons, swaying palm trees...
The Marbled Suite - Waikiki - Ala Moana - McCullynn
With all the convenience of Waikiki, but with free parking for your rental car. Located between Waikiki, Ala Moana, and the highway (without highway noise). For those looking to also explore outside of the tourist bubble called Waikiki, this location is golden. Minutes...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
Comfortable 3BR Retreat Near Ewa Beach with Modern Features
PERFECT FOR:Families | Beach lovers | Golfers | GroupsSPACE HIGHLIGHTS:- 3BR w/ queen beds- Sleeps 6 guests- Full kitchen- Living area with smart TV & streaming- High-speed WiFi- A/C throughoutUNBEATABLE LOCATION:- Minutes walk from Ewa Beach Park- 5 mins drive to West...
Urban Chic Meets Island Serenity in Waikiki
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Mountain & Canal views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Serene Island Condo w/ Mountain View and pkng
This 1-bedroom condo in the heart of Waikiki offers a spacious open layout that can sleep up to 4 people. The unit is fully equipped with a kitchen that has all the appliances you need to cook up a meal, as well as a lounge area with comfortable seating. The Waikiki...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
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.Escape to paradise at Kahala Beachfront Villa...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily cleaning...
Freshly Remodeled w/ Vaulted Ceilings ,Lanai view 3.5 mi from Airport Live Local
Freshly (July 2025) remodeled Kona retreat with vaulted ceilings and a partial ocean view from the lanai. Enjoy year-round comfort at 1,070 ft elevation in a bright, spacious home just 3.5 miles from the airport. You're minutes from beautiful beaches, golf courses,...
Kumukehu 15 – Best Location & Ocean Views | Onsite Staff & Daily Housekeeping
Kumukehu 15 – Unbeatable Location & Deluxe Ocean View Hualalai HomeTreat yourself to the best location on the resort with white-water ocean views from this designer appointed 3-bedroom, 3 bath custom home. The beach, restaurants and all of the services and amenities...
Gorgeous Beachfront KoOlina Club Resort+Amenities
𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞 𝐅𝐨𝐮𝐧𝐝: 𝐘𝐨𝐮𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐇𝐢𝐝𝐞𝐚𝐰𝐚𝐲 𝐀𝐰𝐚𝐢𝐭𝐬 𝐚𝐭 𝐭𝐡𝐞 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛...
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
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 Samurai House by GatherSamurai...