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.
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier
*** 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 &...
Club Wyndham Royal Sea Cliff, Kailua-Kona, Hawaii, 1 Bedroom Deluxe Suite
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/C
Just four homes away from the Kailua Beach pristine white sands, this spacious retreat combines a stunning 4-bedroom home with a separate private studio cottage. Your perfect Hawaiian getaway awaits with a thoughtful blend of comfort and island living. Sleep in...
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Clean and Cozy Waikiki Condo, A Digital Nomad, and Surfer's Dream!
This stylish and cozy Waikiki Condo is located off Liliuokalani St. in the heart of Waikiki. 1 bedroom 1 bath on ground level, furnished with queen size bed in the bedroom and futon sofa in the living room, a/c in the bedroom. The building has a pool, Laundry room, and...
Hale Ho'omaha- Vacation Home
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Picturesque views of the ocean and Diamond Head
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
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 Leaf House by Gather, your serene...
Ilikai Hotel Lite #1836: 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...
Ilikai Hotel Lite #1534: 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...
Pool and Hot Tub - Romantic and Luxe Walkup Studio in the heart of Kailua-Kona
Welcome to your stylish island escape! This thoughtfully designed second-floor studio condo offers a perfect blend of comfort, convenience, and tropical charm. Located right on Ali'i Drive, you’re just a short stroll from vibrant shops, oceanfront dining, and some of...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Newly renovated spacious studio! Great location!
Enjoy a very comfortable stay in this clean, newly renovated large studio unit with a king size bed. Just steps from beach, Honolulu Zoo, and Kapi’olani Park, this location is hard to top. Modern kitchen with cook top, allows plenty of space for meal preparation. This...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing 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...
Kona Bali Kai 213 – Oceanfront Condo–Private Lanai
Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space...
Puka Pa 4 – Hualalai Luxury Estate
This new expansive estate in the Puka Pa neighborhood is located just 6 minutes to the heart of Hualalai. Five bedroom suites wrap up to 10 guests in bright, modern luxury, featuring natural wood and stone throughout. Expansive indoor and outdoor kitchens, vaulted...
Ke Alaula Hale 7 – Private & Secluded | Onsite Staff & Daily Housekeeping
This centrally-located 3-bedroom, 3.5 bathroom private home is a short 6-minute golf cart ride from the heart of the Four Seasons Resort. Designed for convenience and uncomplicated family living for up to 6 guests, this property offers a vaulted, wood-beamed great room...
Hawaiian Oasis w/ Private Pool, 2 King Suites & Sunset Views!
Discover true Aloha at this stunning private 3-bedroom oasis, where island charm meets luxury. Behind a gated front entry, this beautifully designed home features soaring vaulted ceilings, dramatic lava rock wall & 2 king suites and a chefs kitchen, offering a serene...
Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping
This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...
Pool House with 2Queen Beds – Poolside Comfort
Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as a...
Charming Tropical Getaway with Outdoor Pool! Steps to Waikiki Beach!
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
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...
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
Witness mesmerizing Sunsets!! nOcean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Available for New Years! Beautiful & Spacious Bungalow Resort w/pools & hot tub!
Available for New Year’s (Dec 28 - Jan 4th) The beautiful Kona Hawaiian Resort is ideally located on Ali'i Dr directly across from the ocean, an easy 1/2 mile walk from the vibrant oceanfront shops and restaurants in the heart of Kailua-Kona, and provides quick and...
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...
Live Local Redwood Pole house panaramic Ocean views quiet convienent nbrhood
. Wailupe is on mountain side , 5 blocks facing ocean. enjoy tennis, bball/park across street, great views. Convenient location to town, Waikiki 4 miles away. Two bedrooms in large great room. Main bedroom has a queen size bed, sons room has a twin, and living room has...
Marine Surf 13th Renovated with Small Parking Space
Newly renovated studio in Marine Surf Waikiki, perfect for 4 with a cozy sofa bed. Enjoy window AC + tower fan for comfort. Located in the heart of Waikiki, close to everything! Free small parking included. Please note: Oct 27–Dec 2025, the building will undergo...
Partial Ocean View Two Doubles, 3 Units, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Charming 2-bedroom separate entry condos in fabulous Honolulu with Free Parking
Located in Honolulu, this lovely condo features 2 tranquil bedrooms with king beds and 2 enchanting bathrooms equipped with a shower and bidet. The property offers washer and dryer, AC, an iron, and a hairdryer for guests' convenience. Escape to this enchanting retreat...
New Listing, Oceanfront Paradise, Kona Isle D3, 1BR
Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #305
Castle Bamboo Waikīkī Hotel #305 - Just a short walk from the sands of Waikīkī beach sits this cozy third-floor 310 square-foot gem with all the modern conveniences to make your stay comfortable and rested. Start your day on the furnished lanai with morning coffee...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
Minimum 30-day consecutive rental required. NEW Listing. Please inquire for more details. The private estate sits on two large acres of lush tropical land. It is fenced and gated for security. This is indoor, outdoor living at its best. Sliding doors open up the living...
Paradise Resort Home in Ko Olina | TCP-1220-3
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...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Lagoon View In the Ilikai Hotel, Perfect Location!
1 Bedroom Lagoon View on the 8th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring a full, open kitchen, two twin beds, and free long distance and wifi is the...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Close to scuba diving, surfing, and more, this smoke-free condo brings it all within reach. Jump into your car and make short work of the 2-minute drive to Ko Olina Marina or the 3-minute drive to Honu Lagoon (and enjoy the property's convenient covered onsite parking...
Kahala Beach #446 Vacation Rental
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the afternoon sun and sunset. Importantly, its top floor position makes it one of the most quiet apartments at Kahala Beach....
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
Hainoa Villa 2903B
Extensively renovated, this contemporary 2 bedroom, 2 bath single-level upper corner floor villa is the perfect blend of luxury and sweeping ocean views. A spacious primary suite also features majestic ocean views overlooking the entire resort and is complete with a...
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom
- 7th floor condo with 171 sqft/16 sqm private lanai- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with shower/tub combination- Guest bedroom with...
Newly Renovated Waikiki 2BD 2BA Ocean City View
Summary:Aloha! Experience the best of Honolulu in this fully renovated apartment at 444 Niu Street. Enjoy the convenience of a full kitchen, partial ocean views, and free garage parking. With two bedrooms and two bathrooms, this apartment is perfect for a relaxing...
NEW Listing! Walk to Waikiki Beach, fully furnished, parking included!
Enjoy cool island trade breezes in a conveniently located Waikiki apartment. Views of the harbor and gorgeous blue ocean, just Minutes to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Dedicated Parking included in the price, Pool, BBQ,...
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...
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily Housekeeping
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily HousekeepingThis prime ocean-view villa enjoys the premier Golf Villas location at Hualalai Resort. This Golf Villa features unobstructed ocean, golf course, and sunset views and quick access to the...
Aloha Surf Waikiki: Pool & Beach Access
Aqua Aloha Surf Waikiki 504: Studio Deluxe room with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) Full bed,...