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.
Ocean view condotel, walk to the beach
Enjoy convenience and comfort in this stylish studio at the Ala Moana Hotel. Perfect for up to 4 guests, it offers two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to unwind with the Hawaiian breeze. Situated just steps from...
Quiet studio in vibrant Honolulu w/ refreshing AC breeze, Pool & steps to Beach
WG 906 | Simple Swanky Urban Waikīkī Studio 9ᵗʰ Floor of Waikiki Grand Hotel®Located in Honolulu, this studio with private lanai is a tranquil retreat perfect for solo travelers or couples. The space features one cozy living area with a queen bed, offering a nice spot...
2 bedroom Waikiki condo/FREE parking /4beds
This welcoming vacation rental is located in the Royal Aloha hotel/condo. It's minutes away from popular locations such as Ala Moana, Royal Hawaiian Center, Convention Center, Waikiki International Marketplace, Resturants, Beaches, and sights to be seen. There is one...
Gorgeous Waikiki Destination! Kitchenette, Outdoor Pool, Steps to the Beach!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 400 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Steal!Waikiki- Great 1 bed, 2 blks- beach w/AC, Pool, spa, Pkg, 30 day-2400
Nestled in Waikiki, this pleasant apartment offers a peaceful retreat for guests. It features one bedroom with a sofabed and a cozy living room that includes a twin bed, perfect for extra comfort. The bathroom comes with a bathtub and a hair dryer, making your stay...
2-bedroom apartment in heart of Waikiki with full amenities
This memorable apartment is the perfect home base for your Honolulu getaway. Featuring two spacious bedrooms with queen beds and two full bathrooms—each equipped with a refreshing shower and hair dryer—you’ll have all the comfort and privacy you need. The inviting...
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack of...
Corner Bliss in the Heart of Waikiki 8F
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
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...
Beautiful charming Waikiki condo with ocean view
Beautiful upgraded condo offering the BEST value for your budget with ocean view, kitchen, close to beach! Conveniently located in heart of vibrant Waikiki. Enjoy your unique 2 private balconies! Tropical pool, jacuzzi (hot tub), Hawaiian garden waterfall. Walk to...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
Summer Starts Here Sale! Turtle Bay's Kuilima Estates West #104
Located at the entrance of the magnificent Ritz Carlton at Turtle Bay, this property is just steps away from the spectacular coastline of Oahu’s tranquil North Shore. About an hour from downtown Honolulu, enjoy the peace and quiet of this unit on your next dream...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Central Waikiki 402 One bedroom w/ 1 parking
One bedroom, kitchen & parking | Sand & Surf Waikiki 402.Enjoy easy access to everything from this perfectly located home base. 1 bedroom with full kitchen (gas range) and full size refrigerator ** Including 1 free parking space onsite ** Ideal for remote working with...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Hawaiian Getaway: 2BR at Hilton Grand Islander in Waikiki
Discover the perfect blend of space, comfort, and resort living in this two-bedroom, two-bathroom suite at The Grand Islander, a Hilton Grand Vacations Club in Waikiki. With accommodations for up to six guests and all the comforts of home, this suite is ideal for...
2 Separate Entry Studio Condos-Next to Each Other-Fabulous Views- 2 Free Parking
Two separate studio condos next to each other with separate entrances. Condo 2402 has a full kitchen and a washer and dryer within the unit. Condo 2401 has a Kitchenette. Both units have king beds with memory foam mattresses and desks. Each unit has a covered designated...
Charming 2BR Retreat in Wahiawa Close to Botanical Gardens and Surf
PERFECT FOR:Surfers| Hikers | Couples | Families | Pet ownersSPACE HIGHLIGHTS:- 2BR with queen beds- Sleeps 4 - Full kitchen- Living area w/ fast WiFi- A/C throughout- In-unit washer & dryerUNBEATABLE LOCATION:- 25-30 mins drive to North Shore (Haleiwa, Pipeline, Sunset...
Ocean-MT Views From the Luxury Sky Ala Moana Condo 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 the newest addition to the luxurious building scene in Honolulu. Consisting of two...
Charming apartment with AC and WiFi in serene Kailua.
New charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches, lush landscapes, and quaint town. This cozy retreat offers a unique blend of comfort, convenience, and island charm. The...
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...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries, high...
9th Fl Waikiki Banyan | Parking | AC | Partial Diamond Head View
The SpaceEnjoy your Waikiki stay in this modern 9th-floor corner unit with views looking toward Diamond Head. The open layout makes it easy to relax after a day at the beach, with a queen bed in the bedroom and a pull-out sofa in the living room for added...
Paradise resort home in Ko Olina Coconut Plantation
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...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...