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.
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Lagoon Tower HGVC Hawaiian Village,Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Lagoon Tower by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Spacious 2-Bedroom, Perfect Location In Wakiki, Located Near The Beach, Shopping
This condo is located in the Discovery Bay. Enjoy the conveniences of home while you are away, the condo is fully furnished with cookware items, central AC, washer + dryer, FREE WIFI, cable TV, local phone service and a spacious lanai for you to watch the sun set. With...
Walk to Beach + Parking | Epic Views!
Peaceful Waikiki condo with a fully equipped kitchen, in-unit washer/dryer, and free parking. This 1-bedroom retreat sleeps 3 with a queen bed and sofa bed. Located just a short walk to Waikiki Beach and the vibrant streets of Kuhio and Kalakaua Avenues, you’ll have...
Relaxing Ocean View Room - Steps to Waikiki Beach
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
2nd Floor Beachfront 1 Bedroom Apt. Sans Souci 204
Monthly Rental.Treat yourself to this spacious 1 bedroom 2nd floor apartment above the golden sands of Kaimana Beach on Honolulu's Gold Coast.With a great private lanai that looks out over the beach and Pacific ocean, relaxing will not be an issue. The sound of the...
Beautiful Home near Waikiki, w/ Car Rental and On-site Parking (4 Guests Max)
Aloha~I would like to welcome you into my apartment. Normally I would be living in one of the bedrooms of this 2-bedroom apartment. But I will be traveling during the month of June 2023, so this apartment (except for my bed room) will be entirely yours in 2023 June :)....
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
1BR Deluxe Suite with Sparkling Honolulu Skyline-Grand Waikikian Hilton Resort!
Escape to paradise in this spacious 1-Bedroom Deluxe (1DD) suite at the Grand Waikikian, located within the Hilton Hawaiian Village in Waikiki. Perfect for couples or families, this city-view suite features a private balcony overlooking the vibrant Honolulu skyline, a...
Beach Getaway! Relax on Waikiki Beach, 3 Amazing Units, Restaurant
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...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
Modern 2BR at Sky Ala Moana – City & Mtn Views
Aloha from Sky Ala Moana! This beautifully appointed condo is a 30-day minimum rental located in one of Honolulu’s newest luxury residences. Perfectly situated between world-renowned Waikiki and the vibrant Ala Moana district, you’ll enjoy easy access to Ala Moana...
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...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504
Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers....
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Diamond Head View Condo, Steps to 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...
Kaimana Beach Hotel | Classic Queen | Beachfront Getaway
Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...
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,...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Beachfront Paradise
Never before or again will you be directly on the beach like this in America!Relax in paradise in this Hawaiiana 1-bedroom perfect place to call your own.Live like a local, experience your paradise that you deserve.Wake up to a completely emptyNever before or again will...
Central To Everything in Waikiki! Pets Allowed
Make this comfortable and convenient oasis home base for 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...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL, INSURANCE AND ALL 14...
Waikiki Condo Beach+Mall!
Stunning views with an amazing sunset awaits you! Perfectly situated steps away from Waikiki beaches, delicious restaurants, great shops and walking distance to the Ala Moana Mall. All the conveniences with a GREAT location and SPECTACULAR views right from your 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...
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway and launch pad for all of your Hawaii adventures or just to relax and get away from it all.This is a gorgeous, designer...
The Grand Islander, a Hilton Grand Vacations Club
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with king-size bed, 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...
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
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,...
Escape to Paradise! Townhome in Coconut Plantation, just minutes from lagoons!
Welcome to the wonderful resort area of Ko Olina! Located within the gated community of Coconut Plantation, this gorgeous townhome offers guests the perfect blend of comfort and convenience, the ideal island getaway. Features of the townhome include: Prime Location:...
Charming 2-bedroom villa with WiFi, AC in wonderful Kapolei
Located in Kapolei, enjoy what this lovely 2-bedroom villa has to offer. With 2 king beds, AC, WiFi, and a fitness room, guests can relax and unwind in style. The charming decor and modern amenities make this vacation rental a terrific choice for your getaway. Fall in...
Waikiki Dream! 3 Amazing Units, Outdoor Pool, Close to Diamond Head
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Relax in Your 2 Amazing Units w/Partial Ocean Views, Pool, Minutes to Honolulu
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...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan. Sleeps up to 11 people. Features kitchen & full bathroom amenities. Close...
Diamond Ocean And Canal View Affordable Great Value
Amazing value and accommodation mixed in the center of Waikiki. Convenient to bus stop, shopping center, parks, and other tour places. It has a food market newly opened. This one could accommodate up to seven guests.
Chic Studio w/ Lanai, Rooftop Pool & Quick Access to Waikiki Beach, Diamond Head
Find a peaceful vacation retreat in the heart of Waikiki. Located just 2 blocks from famous-for-a-reason Waikiki Beach, you are in the middle of both city life and a short ride from local attractions, like Diamond Head, Honolulu Zoo, Waikiki Aquarium and many more.This...
Marriott's Ko Olina Beach Club Resort 2-br Ocean View Dec 20 - 27 2025, 7 nights
Large 2-bedroom, 2-bathroom ocean view timeshare unit in one of the nicest resorts in Hawaii, the Marriott’s Ko Olina Beach Club. The unit has all the amenities expected in a 1st class resort. There is shopping nearby (Costco, Target, Walmart, Safeway, etc.) if you...
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
Stylish and spacious two bedroom home in paradise
Retreat to this family-friendly home in the hills, located on a one acre property just a 5 minute drive from the world famous surf breaks of Oahu’s North Shore.Start your morning with espresso from the Delonghi machine, or a smoothie from the Vitamix blender. After a...
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
"Windjammer" Studio w/FREE parking & Full Kitchen
Our Premium WINDJAMMER STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
Tropical Retreat with Heated Pool in Ilikai Hotel
Our spacious apartment is designed to provide you with all the comforts of home, plus the added benefits of a resort-style setting. The unit features two beautifully appointed bedrooms. The master bedroom serves as a serene retreat with a plush king bed, offering a...
Recent RENO! Fits 6, FREE parking
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the lagoon, boating & fishing, hiking, restaurants of every kind, shopping galore, everything Hawaii has to offer for a tropical...
Peaceful apartment on the north shore of Oahu close to world famous beaches.
A lovely couple or family get-away, close to world famous beaches, hikes at all levels of difficulty, the Polynesian Cultural Center, BYU-Hawaii and Laie Temple. Fully stocked kitchen includes a full oven, Keurig coffee maker, rice maker, and KitchenAid mixer. Shared...
King Suite Oasis: Unwind with Jacuzzi & Bay Views (Unit B)n
The newly renovated multi-level luxury estate between Kaneohe and Kailua offers a shared living experience that is second to none. With its location overlooking the Kaneohe Bay Yacht Club and easy access to the H3 freeway, this fully furnished 5,400 sq. ft. home...
Paradise resort home in Ko Olina Coconut Plantation
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...