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.
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...
Central Waikiki Compact Studio for 1 person 206
Compact Waikiki Retreat w/ Workspace & AC | Sand & Surf Waikiki 206.Centrally located one block from the world famous Waikiki Beach our compact 150 sq.ft. space is carefully laid out to include a kitchenette, floating desk workspace, open design closet system -...
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...
Waikiki Penthouse 2bd/1ba, Diamond Head Views, 5 mins from Beach and Dining
Chic, spacious 2BR/1BA penthouse condo in Waikiki with gorgeous Diamond Head views. Short 5 min. walk to Waikiki Beach, Honolulu Zoo, numerous restaurants and shops. Over 1,000 sq. ft. with free covered assigned parking, central A/C, in-unit washer/dryer, and dedicated...
Free parking, chocolate covered MACO nuts/waters, F/Kitchen, GYM, AC, WiFi, pool
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Our cozy “Surf Shack” is locate steps away from the Historic Haleiwa town. Facing Anahulu River, come paddle the famous Rainbow Bridge accessing Haleiwa beaches and walk to beaches, restaurants, bars, stores, and more.
Ultimate Waikiki Getaway Starts Here | Free Continental 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,...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest, directly...
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...
Making The Best Memories Along The Way | 2 Convenient Units | Pool, Pets Allowed
Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute walk from Waikiki Beach. Guests can enjoy live Hawaiian music and a mini hula show every Monday night while staying in the...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
Luxury 24th-Floor Waikiki Landmark Condo with Mountain & Ala Wai Scenic Views
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
Waikiki Compact Family Room 10Guests /2 Studio/ 2Full bathroom
This Waikiki Sudio/condo, nestled against an iconic backdrop, is truly one of the area's hidden gems! Close to everything, it offers modern accommodations, canal views from its upper floors, and free access to condo amenities: an outdoor pool on the 6th floor and...
2 Queen Beds studio with AC in vibrant Honolulu near the Marina & Beach
Nestled in Honolulu, this awesome studio offers a serene retreat for guests seeking comfort and convenience. The space features one bathroom complete with a relaxing bathtub and a hair dryer for easy grooming. Guests can unwind in the cozy living room, which includes...
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...
Waikiki Suites | 2 Units | 1BR with 2 Twins | Near Kuhio Ave
Find a peaceful vacation retreat in the heart of Waikiki. Located just 2 blocks from famous-for-a-reason Waikiki Beach, you are in the middle of both city life and a short ride from local attractions, like Diamond Head, Honolulu Zoo, Waikiki Aquarium and many more.This...
Come Create Memories w/ Fun-filled Adventures at this Paradise! Outdoor Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 665 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Waikiki Horizon Retreat – Corner Ocean Views 19F
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across the...
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
27F Ocean View-Free Parking&Steps away from Beach
Fully renovated in 2021, this stylish one bedroom is brand new. The 27th-floor unit with a private balcony comes with amazing ocean views and is one block away from the world-famous Waikiki Beach! Included: High-speed free wifi, Smart TV, central AC, full kitchen with...
FULL Ocean View. 1 min away from world famous Waikiki beach.
Rare FULL 3-bedroom in Waikiki. Located on the 20th floor of a very popular condo - Waikiki Park Heights is Located in the heart of Waikiki, walking distance to world famous Waikiki Beach, shopping, Honolulu Zoo, Aquarium, and restaurants. (World famous Hy's Steak house...
Unforgettable Beach Trip! 2 Spacious Units with Kitchenettes, City View!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Modern Family Beach Villa near shops and dining
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
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...
2 Spacious Room Perfect For Family Stay with Balcony | 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,...
WG 300 — Cozy Queen Bed Studio 2 mins Walk to Waikiki Beach
Your cozy getaway awaits in Honolulu at this soothing Waikiki Grand studio. Guests will find a comfortable studio style living area featuring a queen bed, perfect for relaxing after a day of exploring. The space includes a well-equipped bathroom with a hair dryer 7...
Summary:This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai This Villa has 3 bedrooms and can sleep up to six guests Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Luxury Beach Cottage in charming Kailua
Experience Kailua like a local in this delightful 1-bedroom cottage. The bedroom features a comfy king bed, while the living room offers an additional full bed for extra guests. A queen air mattress is available upon request free of charge. The bathroom includes a...
Beachfront secluded Paradise for Lovers. Luxury condo Oahu Hawaii
This beachfront unit sits on the white sand of one of the most beautiful private beaches of Oahu. Imagine sleeping hearing the sounds of the crashing waves of the beach. Splash into the crystal clean turquoise water for your best scuba diving experience. Watch hundreds...
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
Tucked into the peaceful hills of Ko Olina, Hillside Villas 1496-3 is a beautifully designed two-story villa that blends relaxed island living with elevated comfort. From the private lanai, take in ocean and pool views framed by palms and glowing sunsets. Inside, airy...
Studio at Luana with King Size Bed
- 313 sq ft studio with 34 sq ft lanai- California King size bed- Self check in- 10 minute walk to beach- Access to pool & fitness center - No resort feesAll our rentals are stocked with a starter set of supplies and toiletries; coffee, dish soap & sponge, hand soap,...
Come Create Memories w/ Fun-filled Adventures at this Paradise! 2 Relaxing Units
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 390 sq. ft, equipped with complimentary toiletries, high definition...
Marine Surf Studio | Free Parking in Waikiki
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Community Laundry Room with Washer and Dryer are on the same floor.A rare...
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
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...
Located In Famous Hilton-Hawaiian Village-Grand Islander-2 Bd Partial Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
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...
Beautiful Beachfront KoOlina Resort + Resort Amenities included
Book with Chairman owners! This marvelous beach resort in Koloa is perfect for your escape. Access to Resort Amenities is included for our guests. 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 — an elegant oceanfront retreat set along O‘ahu’s breathtaking western coastline.𝐕𝐢𝐬𝐢𝐭...
2BR+Loft Huge Patio Quiet & Spacious with Free Parking
Enjoy this spacious, high-ceiling 2BR plus loft with a rarely available large open-air balcony. Save $40 a night with one secured free parking in the building plus free wifi. Walk to the best restaurants, Chinatown, and visit the historic Iolani Palace. The building has...
Waikiki Banyan Aloha Suite with AC & Free Parking
Aloha! Enjoy this newly remodeled condo just steps from Waikiki beach in the beautiful Waikiki Banyan. Truly relax in this well-designed retreat that's also in the heart of Waikiki and enjoy the AMAZING OCEAN VIEW!The condo is a true, large one-bedroom, with two queen...
Portlock Oceanfront Estate: Luxe Beachfront Villa w/ Pool & Ocean Views
Wake up to sweeping ocean views and the sound of waves just beyond your lawn at Maunalua Estate, a private beachfront holiday home set along one of Honolulu’s most coveted stretches of sand. With views spanning Koko Head to Diamond Head and the city skyline, this...
Cozy 1-bedroom Waikiki condo close to International Marketplace
This Honolulu condo boasts one terrific bedroom with a queen bed and a soothing living room featuring a day bed/trundle with two twin beds. Guests enjoy a comfortable bathroom and the cool breeze from air conditioning throughout the space. Whether you’re relaxing after...
Waikiki 2BR Paradise – Spacious Grand Waikikian Suite with Resort Pools & Beach
Step into luxury and space with this comfortable two-bedroom, two-bath residence at Grand Waikikian, located within the renowned Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu’s famed Waikiki Beach. Spanning approximately 1,120 sq ft and designed to accommodate...
Ko Olina 2BR-Golf & Sunset Views
ONLY $135/NIGHT FOR MAY 2026.Enjoy luxury living with stunning golf course and sunset views from this 2bd2ba Ko Olina Fairways home. Featuring granite countertops, stainless appliances, walk-in showers, A/C, windows, and remote shades, this property offers comfort and...
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,
A pristine, quiet neighborhood on the backside of Hanauma Bay, your Honolulu/Oahu adventure begins at this lovely 4-bedroom house. With 2 king beds, 1 full bed, and 1 queen bed, this newly rebuilt property is perfect for families or small groups of friends. Three of the...
Two Waikiki Sunset Units. One Perfect Vacation
This listing is a combination of 2 separate units close to one another.Enjoy two beautifully appointed 2-bedroom condos in Waikiki, just a few floors apart in the same family-friendly resort. Both offer stunning views, full kitchens, private lanais, and free parking....
Chic Downtown Honolulu Retreat – Free Parking
Experience Honolulu in style from our 15th-floor one-bedroom suite! Sleep soundly on a King bed or cozy up on the sofa bed, perfect for 4. Free WiFi and cable for endless entertainment. Walk to Walmart, Ross, and 7-Eleven. Dine at top spots nearby. Unwind in the large...