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.
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...
Tremendous 5-bedroom homein Kailua-Kona
Modern Kona retreat just 3.5 miles from the airport! This spacious home features vaulted ceilings, a lanai with partial ocean view, and two fully equipped kitchen — perfect for families or group getaways. Located at 1,070 ft elevation, enjoy cool breezes year-round....
Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Dlx 1 br Waikiki Condo Rental...Sleeps 5/Lovely views. Waikiki Beach!
Enjoy your own 1-BR Oahu condo rental - just a short stroll to Famous Waikiki Beach & and ideally located near world-famous Diamond Head. On the 'quiet side' of Waikiki. Your 1-bedoom Waikiki Beach Condo vacation getaway is appointed in a cool Hawaiian-tropical decor,...
Spacious Island Retreat • AC • WD • Parking • WiFi
Welcome to your large island getaway in sunny Kapolei! This 7-bedroom, 5-bathroom home offers two complete living levels, ocean views from the upstairs lanai, and all the amenities you need for a comfortable extended stay. With 2 kitchens, and plenty of indoor and...
Sky Ala Moana 3509: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
Indulge in luxury living within this exquisite condo at Sky Ala Moana. With two bedrooms, two baths, and two parking spots, this residence epitomizes contemporary elegance fused with timeless charm.Upon entering, you're greeted by a meticulously designed space adorned...
7th Floor Ocean Views W/A/C and WiFi- Waikiki Shore
Waikiki Shore #705: The only beachfront vacation condominium in Waikiki, Waikiki Shore impresses with spectacular ocean, Diamond Head, and Fort DeRussy Park and garden views. Ranging from studio to two-bedroom deluxe ocean views, each condo space wows. Each...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck 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. Just one block from...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
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...
Beachfront Paradise! Enjoy surf & sunsets on beautiful uncrowded beach. Relax!
Gorgeous, oceanfront, beachfront home in beautiful Makaha. Great 30 day rental specials $7000 mo. Contact owner for dates, availability and any questions. Spectacular views of beautiful Makaha beach, coastline and mountain range from all major rooms in the house. Enjoy...
Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky
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.Intentional InteriorsThe Park Lane Sky Resort...
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,...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Enjoy resort living at the oceanfront condo complex Casa De Emdeko
Hear the ocean waves as your Kailua-Kona adventure begins in this 1-bedroom 1-bath condo in the ocean front property Casa De Emdeko. You'll be close to several beaches, Kailua Village, and Coconut Grove Marketplace with restaurants, music, and shopping. The Kona Trolley...
Spacious 5 bdrm Home steps from Hukilau Beach, AC, Ocean Views, 30-day
This home has a casual Island feel but with updated features. It was fully renovated 8 years ago and within the last 2 months we have given it a mini makeover. We love how spacious and private it feels and also its location right across the street from one of the best...
Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort
Welcome to Hillside Villas, your serene escape nestled in the heart of paradise. Experience the perfect blend of luxury and tranquility in our beautifully appointed villas, where breathtaking views and world-class amenities await. Whether you're here to unwind, explore,...
Skyline Island Stay • Two Adjoining Studios
Located on the 35th floor, this spacious 2-bedroom, 2-bathroom unit offers stunning views of the Ala Wai Canal and Manoa mountains. What makes this place unique is the incredible panoramic views combined with generous living space. We feature 2 fully stocked kitchens...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Manukai Hale: Luxe Golf View, Pool, Boho Charm, & Prime Location Near Heeia Bay
Welcome to Manukai Hale by Gather, a magnificent 3-bedroom, 3-bathroom home nestled on Manukai St. This luxurious retreat boasts a spacious floorplan perfect for hosting and entertaining loved ones, with modern updates and charming Boho styling throughout.What We Love...
Casa Aloha Designer Condo w Oceanfront Pool
Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Family Vacation! 2 Pet-friendly Units, Near Honolulu Zoo!
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...
A Delightful Beach Loft with Panoramic Ocean View
Conveniently located just 12 minutes from the closest surf break, 9 miles from downtown Kona and 7 minutes from the airport, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer!The bright, tasteful decor is a nod to a...
Ultimate Oahu Getaway! 2 Great Units, Beachfront, Spa, 3 Restaurants, Pool
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...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
Nohie Lanikai by Gather: 4BR Beachside Retreat w/ Lanai & Private Yard
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 Nohie Lanikai by Gather – A...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
Renovated in 2024 Studio! Just 1min to Beach@Waikiki
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Waikiki 2BR Condo, walk to Beach, free parking
Escape to your next Hawaii getaway at this large 2-bedroom,1-bathroom condo in Honolulu,Hawaii! The property is ideal for families or friends traveling together and accommodates up to 6 guests comfortably. Offering stunning ocean views throughout the condo and a lovely...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Ocean Front, Beach Front, 2b/2b, near Haleiwa, North Shore property.
If you and family love the ocean, beach, snorkeling, fishing, and surfing, this is the perfect place for you!Walk to beach in a minute, swim, surf the waves, snorkel, walk along one mile of beautiful white sand beach, watch turtles, you can do all, at any time of...
Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona
Stay here at Hale Kai Hideaways, Bungalow C, right on Alii drive located in the center of Kona town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace with Shaka Taco's, local coffee and...
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....
Stunning Partial Ocean Views - Kona Bali Kai 167
Kona Bali Kai 167: Explore downtown Kailua-Kona easily from this comfortable ocean-view location. Upon entry, guests will see the crisp blue views from the floor-to-ceiling glass doors. Tile flooring and charming light rattan furniture compliment the main living space....
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,...
30 Day Rental in Waikiki with Parking!
Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...
Waikiki Getaway! 2 Pet-friendly Room Close to Honolulu Museum of Art! Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition...
Cozy Hotel Room w/ Partial Ocean Views and AC - Bamboo Waikīkī Hotel #1206
Castle Bamboo Waikīkī Hotel #1206 - This studio boasts a rustic island décor with tropic earth tones, and handsome hardwood flooring throughout. The large sliding glass doors allow for natural sunlight and lead to a private outdoor lanai where you can relax in...
Beautiful & Convenient 1 Bedroom/living Room With Free Parking!!
Aloha and Welcome! Our serene and peaceful place is within walking distance to: Hawaii Convention Center and Ala Moana Shopping Center/Ala Moana Beach Park (5 min) Restaurants and Dining (5 min to Waikiki), and Waikiki (10 min). Convenient Bus Lines (Downtown, Waikiki,...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
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 21C by Gather, a...
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
Luxury Ocean view 2BR Waikiki
This exquisite 2-bedroom, 2-bath condo nestled in the heart of Waikiki offers a serene retreat from the bustling city life. With central air-conditioning and a splendid pool area with a spa, you can indulge in luxurious comfort with fewer guests, ensuring a tranquil...
4BR Mokulua Seaside w/ Private Studio, Steps to the Beach
Mokulua Seaside by Gather is a refined oceanside escape that brings together luxury, space, and the beauty of Lanikai. Just one house from the sand on Kailua’s coveted Mokulua Drive, this four-bedroom, four-bathroom retreat spans 3,316 square feet of interior living...
Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach
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 Hillside Villas 1498-3 by Gather, a...
Upgraded Waikīkī Studio w/ Kitchenette, AC and WiFi - Bamboo Waikīkī Hotel #703
Castle Bamboo Waikīkī Hotel #703 - Set high on the seventh floor of the amenity-rich Bamboo Waikīkī hotel awaits your own sanctuary offering modern convenience and elegant style that will make your Hawaiian escape a memorable one. Floor-to-ceiling glass sliders...
Spacious Luxury Suite w/Mountain, Ocean, & City view at Royal Garden Waikiki
Escape to paradise at The Obsidian Oasis—a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned Royal Garden Hotel in the vibrant heart of Waikiki. Perched on the 23rd floor of a 25-story boutique hotel, this unit...