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.
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Aqua Aloha Surf Waikiki 702 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 702 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Charming 2-bedroom condo with Ocean views!
🌴🏠 Welcome to Your Slice of Paradise in Waikiki! 🏠🌴Available from September 15 - December 31Escape to your dream condo nestled in the heart of Waikiki, where breathtaking ocean and harbor views await you at every turn. This cozy yet luxurious retreat offers the perfect...
Diamond Head/Waikiki Surf Shack Lanai Unit
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to Waikiki Beach. Wonderful neighborhood with a great local vibe and delicious dining options on Monsarrat Avenue, all within a...
Beautiful Ocean View Condo, 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...
7th Fl Ilikai 2BR Condo | King Bed | Pool | City View
Welcome to your corner end-unit at the iconic Ilikai Hotel, where vibrant city views meet the best of Waikīkī living. From your suite, take in sparkling skyline views while enjoying the comfort and privacy of a resort-style retreat.Step outside and you’re immersed in...
3-bedroom Diamond Head Floor-Through Apartment On Ocean - Minimum 3 months
3 month Min: The ultimate diamond head apartment. 2000 square feet on ocean. Newly renovated. Surf in front @ Tonggs. Walk/Run around Diamond Head. Right off Kapiolani Park. The ultimate super chill; elegant; breezy and easy place to hang/enjoy/live.
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
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...
11th Fl Executive Centre | Parking | Pool | Patio
In the heart of Downtown Honolulu, just steps from historic ʻIolani Palace, Mission Homes Museum, Aloha Tower Marketplace, and City Hall. This spacious one-bedroom condo features a rare 300+ sq. ft. private patio with sweeping city views—ideal for relaxing or...
Konishiki Beachhouse: Luxury 6BR Oceanfront Home with Private Pool & 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.Welcome to Konishiki Beachhouse Estate by...
Hale Pono Waikiki by Gather: High-End 2BR, 1 Block to Waikiki, w/ Parking
Discover the perfect blend of style, comfort, and luxury at Hale Pono Waikiki by Gather. This recently remodeled two-bedroom, two-bathroom condo boasts high-end, luxury finishes and is located just one block from Waikiki Beach, placing you in the heart of Honolulu's...
Cozy studio in a fantastic Honolulu location with AC and
Escape to this adorable studio in picturesque Honolulu. Guests enjoy a cozy living space with a comfortable queen bed, perfect for relaxing after a day of exploring. The space features a modern bathroom equipped with a hair dryer for convenience. Stay comfortable...
Suite By the Sea - a bright and sparkling Apartment
Welcome to our new private studio apartment, where comfort and convenience await you. This hidden gem boasts a well-equipped kitchenette, perfect for preparing your favorite meals. Nestled just a short stroll away from the breathtaking Kailua Beach, you'll find yourself...
Cozy quiet retreat
Tucked in one of the most prestigious valleys, this 2/1 fully furnished could be a nice weekend getaway. Enjoy the nice cool breeze in a quiet setting. The unit includes coffee maker, microwave, toaster.
34th FL Allure Waikiki | Parking | Pool | City & Mtn Views
The Space: This beautifully appointed 2-bedroom, 2-bathroom suite features floor-to-ceiling windows throughout and a curved lanai with incredible panoramic views. Located on the 34th floor of the luxury Allure Waikiki tower.Master Suite: King bed, ocean views, walk-in...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
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...
Lagoon Waterfront Retreat
Escape to the quiet community of Paiko Lagoon on Oahu's South Shore. This duplex single story home is the perfect getaway with the right mix of modern and beach. Very private with separate entrance and keypad entry. Enjoy watching the sunrise from your bed over the...
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 PM,...
Waikiki Beach 1-BR Oceanview Condo...Steps to the Sand!nBeachviews.
Welcome to your ownWaikiki Beach 1-Bedroom Oceanview Vacation Condo Rental...just steps to the sand,Famous Waikiki Locale. One of the few beachfront condo properties in Waikiki, Relax on our Spacious Lanai framed by coconut palms, in a beautiful tropical setting. Steps...
38th Fl Waikiki Banyan | King | AC | Parking
The SpaceEscape to this 38th-floor corner/end unit featuring breathtaking views of the ocean, Diamond Head, and Honolulu’s sparkling skyline. Filled with natural light and cooled by gentle tradewinds, this private retreat is designed for comfort and relaxation after...
Charming room near Hanauma Bay
Charming room in the heart of Hawaii Kai. A block away from amazing restaurants, cafes, bars and so much more. Perfect for business trips while exploring everything Oahu has to offer. Near famous beaches and hiking trails - 5 minutes from Hanauma Bay (one of the best...
Stylish w/Waikīkī Vibe! WiFi, AC, and Kitchenette – Waikīkī Grand #822
Castle at Waikīkī Grand #822 - Soak in gorgeous Diamond Head views from this 253-square-foot air-conditioned studio designed to maximize space! It’s all about casual comfort with queen and sofabed sleeping, dining table, flat screen and WiFi. You’ll also appreciate the...
Marbella Lane - Blissful Studio in Makaha
Summary:Welcome to this 1 BR studio with kitchen and a private entrance located in a gated private community in the heart of the Makaha Valley The studio is elegantly decorated and perfectly situated to showcase the serene views of the ocean and the Puukea au Mountain...
CLA - 2 Bed/and Private Bath w/Kitchenette in Kakaako Area w/Lanai
***Prospective Guests/Tenants - please be advised we're only accepting booking requests/responding to messages from verified travelers who have been reviewed and with at least 90 day VRBO/HomeAway membership ONLY** Aloha and Mahalo!Between downtown Honolulu and Waikiki...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
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...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s most...
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.✦ Cleaning services...
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
Welcome to Kai Lani 21C by Gather, an elegantly upgraded upstairs condo located in the pristine Ko Olina Resort. Offered as a monthly rental, this home provides a luxurious escape framed by unobstructed Pacific Ocean views, sophisticated interiors, and direct access to...
Aston Waikiki Sunset: One Bedroom Superior Condo with Mountain Views
Aston Waikiki Sunset one-bedroom superior with mountain view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is...
3-bedroom house in Waikiki with pool/jacuzzi, walking distance from the beach
The house is located in a peaceful and quiet neighborhood with walking distance from the beach (5 minutes) and Waikiki (15 minutes), which will allow you to fully relaxed during your stay while being minutes away from all the activiies. One parking spot is available...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
Nestled in Honolulu’s prestigious Portlock neighborhood, Hale Ola is a refined coastal retreat where luxury, comfort, and panoramic ocean views come together seamlessly. This single-level estate spans 3,744 square feet and accommodates up to twelve guests across five...
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,...
Waikiki Shore Ocean View 2Bedroom 2Bath
This rare ocean view two bedroom, two bath condo offers a front row seat to Waikiki Beach. Located in the only condo building right on the shoreline, it’s perfect for up to six guests looking for space, comfort, and unbeatable beach access.Ocean View 2 Bedroom 2...
Luxe Ke Iki Beach Villa by Gather: North Shore Getaway w/AC Near Waimea Bay
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.On Oahu’s North Shore, Ke Iki Beach Villa is a...
Cozy studio in wonderful Waikiki with refreshing AC breeze
Consider this studio your home away from home while you visit Waikiki. This terrific space features one bathroom and keeps you comfortable with air conditioning. Guests will appreciate thoughtful touches like a hair dryer and iron, making packing light a breeze. Whether...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views, private...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great 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 Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
OmniView Sunset Penthouse : Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five bathrooms, and over 4,300 sq. ft. of breezy living space, this expansive retreat blends open-air island design, panoramic...
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...
Modern Beach Apartment North Shore Home
Your Waialua adventure begins at this fantastic 1-bedroom apartment. The space features a queen bed, AC, a washing machine, and WiFi. The bathroom includes a shower and a hair dryer for your convenience. Nestled in a serene setting, this tremendous property is the...
25th Floor Cozy studio in gorgeous Honolulu perfect for your island getaway
Escape to this 25th floor studio in picturesque Honolulu. Enjoy the great views & living area featuring a comfortable double bed & a futon, perfect for relaxing after a day of adventure. The bathroom includes a shower/tub and a hair dryer, adding a touch of convenience...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Surfer's Sanctuary at Waikiki Lanais
This renovated surfer's getaway boasts two private bedrooms, a full kitchen, dining table, dishwasher, and private lanai. The building offers amenities like a rooftop recreation area, swimming pool, hot tub, spa, and a shared paid laundry facility. The unit includes an...
Marriott's Ko Olina Beach Club, 2BR/@BA, Sleeps 6
Discover your beachfront hideaway.The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina,...
NEW!!! Island Sophistication, Beachfront Serenity w/ Hot Tub, Firepit and A/C
Wake up to the sound of waves crashing at this luxurious North Shore retreat, perfectly tucked away along a quiet stretch of sandy, swimmable beach. Just steps from the shoreline, this home offers the ideal balance of refined relaxation and island adventure. Mokuleia is...
🚐 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:â–º 8" Memory Foam Mattress with CLEAN FRESH sheets â–º Solar Powered Rechargeable...