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.
Centrally Located Waikiki Condo - Accommodates 4
Please Note: This property is available for a minimum rental period of 30 consecutive days. Rental rates are fixed and will not be adjusted based on the length of stay or occupancy.Welcome to Hale Kaiolu! Enjoy a relaxing stay in our one-bedroom, one-bathroom condo on...
Coconut Plantation 1100-2: Elegant 3BR Condo Near Beach & Golf
Coconut Plantation 1100-2 welcomes you to an idyllic escape in Kapolei, HI, surrounded by tropical beauty and the comfort of resort-style living. This thoughtfully designed residence features 1,834 square feet of interior space and accommodates up to seven guests across...
Free Parking - Newly Renovated, 1 Bedroom, 1 Bath Waikiki beach. 3 beds- sleep 5
Welcome to our charming one-bedroom apartment nestled in the heart of Waikiki! Our guests love staying here, and it’s easy to see why – with trendy restaurants, ease of access to anything you'd need during your stay in Honolulu, and less than 3 minutes away from the...
Ocean Front Two Doubles with Lanai at The Twin Fin Hotel, 4 Units, Outdoor Pool
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1296 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
Welcome to Kaimana Beach Penthouse by Gather, an elegant two-bedroom, two-bathroom oceanfront escape perched above Waikiki. This luxurious top-floor condo accommodates up to five guests and blends modern sophistication with island tranquility, featuring uninterrupted...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Resort in Kapolei with a water park and a hot tubA water park, a fitness center, and a hot tub are available at this smoke-free resort. Other amenities include laundry facilities. Limited housekeeping is available. Air-conditioned accommodations at this resort offer...
Cozy apartment in awesome Honolulu with AC, WiFi, fitness room
Located in Honolulu, this charming apartment is a dream. With a cozy bathroom featuring a bathtub and hair dryer, guests can relax and unwind after a day of exploring. The property also offers amenities like AC, WiFi, and a fitness room for convenience. Experience what...
Surfers Paradise w/ Oceanview 29+ nights
Lovely Hawaiian Pole House w/ oceanview on 1.1 Aces w/ fruit trees and ample parking on the property. Up on the hill of Pupukea -- one of the most thought after locations in Hawaii. Away from the traffic noise and fumes on Kam-Hwy, but close enought to get to all the...
Waikiki Modern Ocean Oasis 19F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from the...
Breezy Waikiki Stay – Partial Ocean Views & Pool Access | Hilton Garden Inn
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Sea La Vie II Furnished Luxury Beach Home
Note: Min. stay is now 30 days due to the local govt. making short term renting illegal...except for hotels. Ref. Ordinance 19-18. Please inquire for >30 day rates.nice deck with sunset. Beach home is located in one of the most desirable neighborhoods of Hawaii with...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
84-823 Makaha Valley - Few Mins away to Beach
Relax at this cozy and luxurious 4 bedroom, 2.5 bath brand new house in a 24-hour gated community.Take in the fresh air and the lush mountain view from the tropical themed bedrooms and lounge on the Italian leather sofa after a whole day exploring in the sun; enjoy your...
3rd Fl Palms Waikiki Studio Overlooking the Pool | Parking
🌺 Modern Aqua Palms Studio Overlooking the Pool | Parking⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise from...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed for families and groups in search of space, comfort, and the calming rhythm of oceanfront living. This two-story coastal...
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...
Couple Retreat | Room w/ Relaxing Waikiki View & Free Daily Hot Breakfast
Discover the heart of Waikiki – pristine beaches and electric nights await, all within a short walk to the ocean’s embrace and premier venues.This listing is for a room within a hotel.✦ Your room is 220 sq. ft, equipped with complimentary toiletries, high definition...
Mountain-City Views Condo at Allure w/Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Feel free to contact us if you have questions before booking online. If this particular property isn't...
Comfortable Studio at The Palms with Pool, WiFi & A/C - Sleeps up to 4 guests.
Unwind in Honolulu at this welcoming studio. This modern space offers a cozy living room with a queen bed and sofa bed, perfect for a peaceful retreat on the quiet side of the property. Enjoy the convenience of amenities like pool, WiFi, AC, and a hair dryer during your...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Fully equipped and...
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees.
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,...
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...
1 bedroom 1 bath guest house. 1 queen bed. Comfortably sleeps 2. Walking to shopping, surf, beaches. Close to Waikiki. Private access. Kitchenette. Air conditioning. Access to shared home gym/ treadmill and yard. Ample parking available.
Newly Renovated Studio w/ Rooftop Pool & Near Waikiki Beach!
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...
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...
Take a break and unwind at this peaceful oasis.Experience the inviting charm of our breezy unit with breathtaking Mountain View, luxury sheets, pillows, and refreshing air conditioning.Exceptional location near the convention center, our property offers easy access to...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1248 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Welcome to your Waimanalo retreat!
Steps from one of Oahu's most stunning, uncrowded beaches. This charming 2-bedroom home blends classic island character with thoughtful modern updates. Fully furnished and move-in ready, it includes high-speed WiFi, a Bluetooth speaker, coffee maker, new cookware, and...
Waikiki Mountain Breeze Retreat 2601B
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines comfort,...
Cozy studio close to Beach & Park in exciting Honolulu with air conditioning
Located in Honolulu, this pleasant Non Smoking studio offers a tremendous space for guests seeking comfort and convenience. The studio features a bathroom equipped with a hair dryer & Shower/Tub combo. Guests can relax in the decent sized living area, which includes a...
Beachfront in Haleiwa, Sea Turtles and Sunsets!
Welcome to one of the most unique beachfront homes on Oahu’s north shore. Located directly on the breathtaking Laniakea beach, this location is well-known for spotting Hawaii’s endangered green sea turtles along the shore! Laniakea is also a lovely beach for swimming...
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...
Spacious Room w/ Lanai | Near Ala Moana Center
This listing is for a room within a hotel.✦ Your room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of Lanikai/Kailua and minutes from local dining, shopping, and outdoor adventures. This thoughtfully designed home blends sleek...
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...
Hau'ula Haven- Walk to Beach & Mountain View Lanai
Tucked away at the end of a quiet cul-de-sac in Hau‘ula, this newly renovated, modern beach home is perfect for a relaxing getaway. Enjoy bright, spacious interiors, a private upstairs studio with full kitchen, and an oversized lanai—perfect for morning coffee, mountain...
Summary:Newly built 1bd 1ba duplex. This charming unit offers all the essentials, including a convenient washer & dryer, making your adventure hassle-free.Prime location—just minutes away from popular attractions! Explore the famous Waikiki Beach or indulge in shopping...
Kahala Hills Estate by Gather: Luxury Oceanview Villa w/ Pool & Gym
Kahala Hills Estate rises above Honolulu on the ridge of Waialae Iki, offering a private three-story retreat surrounded by palms, sculpted gardens, and wide ocean horizons. The 4,007-square-foot luxury residence sits on an 18,000-plus-square-foot lot, blending bold...
The waterfall estate at Maunaolu
The Ultimate Hawaiian Estate RetreatWelcome to your own private Hawaiian oasis—an expansive 4-bedroom, 4-bathroom luxury estate set on over an acre of lush, landscaped grounds. Perfect for family gatherings, retreats, and unforgettable getaways, this resort-style...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Summary:Escape to our tranquil resort unit in the heart of Waikiki! Just steps from the beach and vibrant shops, this NEW FULLY RENOVATED luxurious suite within the prestigious Ilikai community offers breathtaking ocean views and a fully equipped kitchen. On Friday...
Newly Renovated Cozy Beach Vibes Central Waikiki Location & Modern Comfort
Welcome to your perfect island escape! This freshly designed studio brings the beach and ocean vibes, featuring calming coastal décor, sea turtle accents, and surfboards inspired by Hawaii’s natural beauty.Unwind after a day of adventure with WiFi, Roku, Cable, Smart...
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise...
Amazing view in the beautiful Luana Waikiki!
Enjoy a spacious 350 sq ft studio that can sleep 4. The view from the room and of course Lanai is expansive and unobstructed! Coffee in the morning or beverage of choice at sunset is sure to be a very relaxing and enjoyable experience. It's the heart of Waikiki and...
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...
Highly desirable Deluxe One-bedroom City View Unit. Reserve Today, Will not last Long!!
1 Bedroom Deluxe City View on the 13th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo can comfortably accommodate 4, with a...