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.
Living Aloha! Walk to Beach, Luxury Row, Free Parking & Airline Emp. Discount
Visit 4 Paddles’ premier unit, boasting unrivaled elegance and a departure from the ordinary. #1011 has been recently remodeled and includes an on-site manager, designated parking for one car, and mountain views on the Mākua side (away from street noise and...
Coconut Plantation 1190-1: Spacious 3BD Resort Villa w/ 3 Lanais—Walk to Lagoon
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 Coconut Plantation 1190-1 by...
Secluded Beachfront Luxury, Highly Desired Location
10/3/24 DISCLOSURE: Home is listed for sale and guests will need to accommodate showings with 48 hours notice. Reservations may not be guaranteed if home sells or is in escrow prior to arrival.Two-story beachfront home in Mokuleia. Four bedrooms with King, Queen and...
Quiet North Shore Beachfront Home
This beachfront home is located in a quiet family neighborhood. Party animals, please look elsewhere! We are well off the main road with very little traffic making it a great place to take walks or go jogging. We are situated on a long white sand beach ideal for...
3-bedroom lovely unit just across the street from beautiful beach.
Discover this fabulous 3-bedroom gem in Ewa Beach, Hawaii. This updated delightful apartment is fully furnished and in a convenient location for island fun. The cozy living room is the perfect for relaxing after a day of exploring. An open floor plan with plenty of...
Take-it-easy Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...
Sans Souci Unit 1001 - One Bedroom
Nestled on Kaimana Beach, this charming, fully furnished one bedroom in Sans Souci is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Enjoy the proximity to the renowned restaurant Hau Tree, located at the...
Kuilima East Condo
Permit # 2212-CCH-0655Aloha!This legal non-smoking unit is located at Kui'lima East Condo's at Turtle Bay Resort on the famous North Shore of Oahu. Situated next to the 17th hole of the Fazio course, this spacious 820 square foot one bedroom, two full-bath unit has...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....
Place in Paradise - Kailua Beach Oceanfront Vacation Home
Place in Paradise - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kailua Beach has been voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home...
Lucky you! 2 Bedrooms, Large Lanai, Stunning Mountain Views, Pool, Parking, W / D
Whether you are coming to Waikiki on business or just to escape the stress of business with a vacation, you will find this 2 bedroom condo in a very desirable building your perfect tropical oasis. Designer -inspired décor echoes the peaceful colors seen in the...
Downtown Luxury Penthouse, Free Parking, Washer/Dryer
Welcome to your stunning getaway in the heart of downtown Honolulu! This spacious, High-Ceiling two story Penthouse is perfect for families, large groups, or anyone looking to experience the best of the city with comfort and style. With 8 beds distributed across 3...
Probably The Most Peaceful & Beautiful of North Shore Estate
Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre...
Magnificent views, spacious and breezy, affordable 3-bedroom home in Paradise
Enjoy magnificent unobstructed views of the ocean, Diamondhead and Waikiki from this historic vacation home while living in a spacious, updated house with loads of amenities. Plan your day, drinking a mellow cup of Kona coffee on the lanai, deciding whether to go to...
Hilton Hawaiian Village Rental
We are please to provide our Suite units by Hilton Grand Vacations. The resort gives guests ideal access to the best stretch of Waikiki's famous white-sand beach and the extensive entertainment, shopping and dining options within the renowned Hilton Hawaiian...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully designed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. Boasting panoramic beach views and a refreshing ocean breeze, this spacious end unit is the perfect retreat for a relaxing Hawaiian getaway.Step inside and...
KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles
Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...
Studio Nene by AvantStay | Chic, Cozy, King Bed
Aloha and welcome to Studio Nene, the perfect Hawaiian home base! Nestled in the lush Makaha Valley, this studio offers a comfortable retreat with a prime location, so you can easily explore all that Oahu has to offer.Built in 2022, this studio boasts sleek finishes and...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Fabulous, Renovated Large 3BR Condo on Kahala Beach
Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious 3-bedroom, 2-bathroom property promises a luxurious escape for your Hawaiian getaway.Step inside and be greeted by a...
Beautiful condo vacation rental at Windsor Waikiki 30 nights minimum
The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...
Lanikai Cottage: Charming Tropical Oasis w/Private Pool & A/C, Walk to 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.Charming Lanikai Cottage features two...
Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool
The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come...
Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...
PERFECT LOCATION BEACH FRONTnINQUIRE special discounts reduced rates for march
Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...
Private Country Cottage
Cottage is located on the back side of a one acre manicured property. It is private from the main house the landscaping keeps you from seeing the house when sitting on the back lanai where the BBQ and sitting area is located. There is one off the road parking stall for...
Mellow Kuhio Village Studio | Private Lanai
Take advantage of the amazing location of this Kuhio Village studio, right in the heart of Waikiki. In addition to the full bath, quaint kitchenette/dining area for 2, and private lanai with outdoor furniture, this unit features a flatscreen tv, wifi/cable, and ac....
Surfer's paradise on Oahu's North Shore - Split ACs
Aloha & Welcome to our stunning condo located at the Kuilima Condos at Turtle Bay, on the North Shore of Oahu. Our condo is the perfect destination for those seeking a luxurious and relaxing vacation in paradise with two Split AC units that keeps the place cool...
Waikiki Shore 1302
Waikiki Shore #1302 – 2161 Kalia Rd.(ALL ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL.)You'll enjoy spectacular ocean and Diamond Head views from both sides of this luxurious 2-bedroom, 2-bath condo on one of the uppermost, ocean-facing floors of the...
Kekela Nui Beachfront - Steps to beach + AC!!
*30-night rental*Are you looking for an affordable beachfront property that will fit the whole family and not break the bank? It is a private beachfront property that your family will enjoy and love. The ocean is just steps away. There are no crowds to fight, no public...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
Full Resort Access - 2 King-sized Bedroom
**Please "CONTACT HOST" to confirm that your dates are available and confirm availability--the VRBO calendar is not always 100% accurate in real-time.CHECK-IN IS ON FRIDAYS, SATURDAYS, AND SUNDAYS AND WE ARE ABLE TO BOOK IN 7 NIGHT INCREMENTS. We are not able to...
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Brand new rental on the North Shore, 15 steps from the beach! This property was 100% renovated in January 2023 and everything is in *MINT* condition. Everything is brand new. You're going to love the tasteful decor, the incredibly comfortable beds and sheets, the...
The Pool House: 6 BR Kailua Home with Pool, Walking Distance to Kailua and Lanikai
The Pool House in Kailua offers 3,200 sq ft with 6 bedrooms, 4 baths and one amazing pool. Located in a peaceful and lush neighborhood with views of the Ko’olau Mountain range, it is an easy walk to Kailua Beach, Lanikai Beach and Buzz's Steakhouse. The home offers a...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6') at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
Modern Waikiki Beach Oasis w/ free parking
Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
Spacious Waialua studio
Comfortable spacious studio that is a short walk from a quiet local beach. The unit is newly renovated, luxuriously furnished and provides a great base close to the north shore attractions, but away from the tourist hustle/bustle and traffic. The studio is for long term...
Paradise in Kaneohe: stocked studio near grocery
Escape to your own slice of tropical paradise at this beautifully appointed studio apartment in Kaneohe! Nestled just minutes from stunning Hawaiian beaches, this serene retreat offers the perfect blend of comfort, convenience, and local charm. Whether you're planning a...
Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby
Escape to our cozy, peaceful 3-bedroom, 2.5-bath townhouse in the serene Hillside Villas at Ko Olina. Just minutes from world-class beaches, golf, and restaurants, our home offers the perfect blend of comfort and convenience for your tropical getaway. Nestled in a...
Stunning oceanfront cottage
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
Brand New Studio with Sunset View
Experience local-style living in the cool, quiet, and tranquil Pupukea, a perfect place to relax! This newly remodeled studio (brand new kitchen, appliances, flooring, and paint) can accommodate 2 guests. Enjoy a private entrance and free parking. 5 minutes from Waimea...
New! Sans Souci 1004 1B/1B/1P Stunning unit w/ Ocean front view
Sans Souci, located on the southeastern coast of Oahu, Hawaii, is a captivating coastal paradise on Kaimana Beach, near Colony surf condominium, Zoo, Waikiki Beach. Enjoy pristine sandy shores, crystal-clear waters, and lush greenery for sunbathing, swimming, and...
Dolphin House by Gather: North Shore Escape w/ Direct 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 Dolphin House by Gather, a charming...
Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...
Ko Olina Beach Villas O1402: Spectacular 14th Floor Penthouse w/Ocean Views
Welcome to Ko Olina Beach Villas O1402 by Gather, a stunning penthouse on the 14th floor where luxury meets comfort in a tropical paradise. This three-bedroom, two-and-a-half-bathroom penthouse villa accommodates up to six guests.As you enter, the peaceful Pacific...
Bright Waikiki 1BR with Stunning Ocean Views
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...
AVAILABLE FOR SPRINK BREAK! Private pool and Panoramic ocean views
This property is a legally established dwelling that is rented for periods of 30 days or more at any one time. Contact us for more details. This remarkable property is located in the highly sought-after East Honolulu neighborhood and is a traditional island style home....
Full Kitchen- Free Parking- 2 Balconies
This studio condo is perfectly located in the heart of Waikiki just minutes from the beach and shopping also showcasing a steakhouse attached to the building accessed through the lobby! We are in a safe, convenient area with a city bus stop across the street. You also...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...