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.
Peek-a-Boo Ocean View Studio in Waikiki w/ AC - Bamboo Waikīkī Hotel #803
Castle Bamboo Waikīkī Hotel #803 - Expansive sliding glass doors allow for natural sunlight and open to the private outdoor lanai where you can relax in comfort while taking in the views and enjoying your morning cup of coffee. The sleeping/living area is furnished with...
Aqua Aloha Surf Waikiki 410 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 410 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
3BR Ko Olina Condo – Walk to Lagoons, Shops & Dining
Villa Features:Bedrooms and Bathrooms:Master Suite: King-sized bed, walk-in closet, and a spacious master bath with a large shower.1st Bedroom: Twin and full-sized beds, ideal for kids.3rd Bedroom: Queen bed for added comfort.Second Bathroom: Bath/shower combo and a...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
RELAX w/ Direct Beach Access High Flr. Sans Souci 2BD/2BA🌴Stunning Ocean Views
Nestled along the southeastern coast of Oahu, Hawaii, welcome to Sans Souci condominium 901/902, on the only beach in the heart of Diamond Head along the Gold Coast adjacent to Waikiki. The first thing you will notice is the incredible ocean view from this luxurious...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Aqua Aloha Surf Waikiki 1407 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1407 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen + (1) Queen sofa sleeper, Sleeps 4, 315 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are...
Pesthouse 1 Bedroom Ala Moana Condominium, City / Partial Ocean from Lanai
Penthouse Unit on the 33rd Floor, with Beautiful City View & a Partial Ocean View from Lanai at Ala Moana Condominium.The unit has everything you might need for a convenient like home stay!It has a full kitchen to prepare your dinner, a big bathroom with a bathtub &...
FREE parking! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
Waialua Beachside Cottage: Lovely! Direct Beach Access
Welcome to Kala‘iku Beach Cottage by Gather, your private seaside escape on Oahu’s North Shore. Offered as a monthly rental, this charming one-bedroom retreat blends beachside tranquility with island practicality—perfect for couples, small families, or remote-working...
4 BR Diamond Head Oceanfront Luxury Home
FEATURED IN ARCHITECTURAL DIGEST MAGAZINE! Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation?*Specials not available during Peak Season*This OCEANFRONT CROWN JEWEL – A MODERN DIAMOND HEAD HOME – offers a...
The Ideal Property for a Digital Nomad in Hawaii. Enjoy Paradise.
Minimum Stay: 30 daysMaximum Occupancy: 2 guestsWelcome to my luxury home in one of America’s premier destinations. Located just a few miles from Waikiki, this beautifully appointed retreat sits atop a hill in a secure, gated community, offering sweeping ocean views and...
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...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
13th Fl Ilikai 2 BDRM Condo | King | AC | Marina View
Welcome to your corner retreat at the iconic Ilikai Hotel, where calming ocean views and a resort-style atmosphere set the stage for your perfect Waikīkī escape. This spacious end-unit is filled with natural light, offering sweeping views of the Pacific and a private,...
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...
Waikiki Shore 205 Park View 1 Bedroom
Enjoy tranquil park views from this spacious one-bedroom retreat, set in the only condo on iconic Waikiki Beach. With lots of space and all the comforts of home, it’s a perfect place to unwind after a day in the sun.Unit 205 Park View 1 Bedroom 1 Bathroom• Waikiki Shore...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Honolulu Central 1 Bd 1 Ba
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...
Stylish Apt with Amazing Views
Kick back and relax in the calm, stylish space. The Aloha Vibes apt was created to recharge your energy from the outside world. The perfect set up for remote workers or vacationers. Start your day sipping your coffee and watching the sunrise and gorgeous view from the...
1 Bedroom Suite-Marriotts-Ko Olina
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
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 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Million Dollar View of Ocean and Mountain/ Quiet and Serene
24 hour Security, swimming pool, BBQ area, parking, fully furnished for your comfort along with beach chairs and cooler. Super quiet building. WiFi and cable, recliner couch and dinning table, desk and printer. The view is beautiful. The sunsets outside your windows....
Relaxing, Convenient Location In Waikiki!
You'll love waking up to the calming view of the Pacific Ocean in the distance! This beautifully appointed condo is located on the 15th floor of Discovery Bay, offering comfort, convenience, and a perfect home-away-from-home experience in Waikiki. For your convenience,...
Fabulous Renovated Honolulu Loft with A/C
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Enjoy a stylish experience at this centrally-located...
Charming 1-bedroom house in tranquil Kaneohe with AC
Make yourself at home in this gorgeous 1-bedroom Kaneohe retreat. This perfect house features a cozy king bed and a child bed, ensuring a tremendous stay for guests. With amenities like AC and a hair dryer, this charming property offers everything you need for a...
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...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
Step Out into Waikiki: Homely Hotel Perfect for Family Retreat | Outdoor Pool
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,...
Newly Remodeled, Fully Furnished 1-BDRM with Ocean View - Discovery Bay, Waikiki
Discovery Bay Endeavor Tower1778 Ala Moana BlvdFreshly remodeled and fully furnished 1-bedroom condominium with ocean views and one covered parking space. Enjoy ocean vistas from the bedroom, living room and private balcony. This unit is located in Discovery Bay...
Luxury family villa 5bd - Ocean Views - Center of North Shore
Luxury North Shore Villa – 3 Bedroom with 5 bed | 5 Bath | Ocean Views | Sauna | Welcome to your dream getaway on the iconic North Shore! This brand-new luxury villa offers the perfect blend of indoor-outdoor island living with stunning panoramic ocean views and just...
Kailua Beachfront Estate by Gather: Beachfront Luxury w/ Pool, Spa & Guest House
Welcome to Kailua Beachfront Estate, an exceptional 7-bedroom, 6.5-bath sanctuary that sleeps up to 14 guests on O'ahu’s most exclusive stretch of sand. Blending timeless coastal architecture with luxurious modern amenities, this 5,902-square-foot residence offers the...
Aqua Aloha Surf Waikiki 303 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 303 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
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...
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...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
One of a kind designer renovated condo/central AC/full kitchen
LOW PROMO JANUARY RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT OF ITS KIND IN THE BUILDING!We're accepting reservations on an on-going basis.Water front building right on the Waikiki Marina.Completely remodeled with no...
Ko Olina Kai Getaway • Gated Condo Near Beach w/Pool & 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.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
Cozy Ocean Stay 2BR unit
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in action. The...
Waikiki 2 bedrm Condo Canal View w/ Gated Parking
2 bedroom, 1 bath, with parking included, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 11th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to...
Perfect Ocean View! Ilikai Hotel, Great Location! One-Bedroom Unit with Many Upgrades!
1 Bedroom Standard partially renovated Yacht Harbor View on the 17th Floor! Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. As soon as you walk into the condo, you'll be welcomed by a clean & spacious...
Aston Waikiki Sunset: Superior One Bedroom Condo w/City Views, close to Beach
Aston Waikiki Sunset one-bedroom superior with a city view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
The Eastwood Loft Urban Honolulu Hideout - 3 beds - Parking - Convention Center
Welcome to The Eastwood Loft—your urban Honolulu fortress of comfort. This huge 2BR converted commercial space sleeps 6 with 3 premium beds, central AC, chef’s kitchen, and gated parking. Walk to the Convention Center, Don Quijote, dining, Ala Moana Beach Park, and...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Aqua Aloha Surf Waikiki 313 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #313 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Serene Makaha Retreat
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
Idyllic 90 Day North Shore Getaway!
Our hisorical Hale (ha-lei: Hawaiian word meaning home) is a plantation style paradise! Many of the homes in our neighborhood are the original houses for the Kahuku sugar plantation/mill workers. The area is rich in tradition and history. Many of the families have been...