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.
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and...
Marriott's Ko Olina Beach Club Resort
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 - seven brilliantly blue lagoons, swaying palm trees...
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...
Luxury 3BR Villa with Ocean Views – Marriott's Ko' Olina Beach Club
Step into paradise in this ocean-view three-bedroom villa at Marriott’s Ko Olina Beach Club, where comfort, space, and resort-style amenities come together for an unforgettable Hawaiian escape. Ideal for families or groups seeking relaxation and adventure, this villa...
10 minute walk from beach, shopping, and dining
The fabulous Wyndham Waikiki Beach Walk is a10 min walk from the beach, excellent dining, and amazing shopping near this amazing hotel. You will enjoy the best that Oahu has to offer making your week in the Hawaiian islands a memorable stay.
3 Spacious Family Rooms Near Waikiki Beach Attractions + 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,...
Oceanfront studio in Honolulu for a relaxing getaway with terrific views.
This memorable studio is the perfect home base for your trip to Honolulu. The cozy living room features a double murphy bed, providing a welcoming space for guests to relax after a day of exploring. the lanai has a twin daybed - perfect for a 3rd guest. The bathroom is...
Just What You Were Looking For! Sky View Unit with Kitchen, Outdoor Pool
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 291 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Cozy Hotel Room w/ Partial Ocean Views and AC - Bamboo Waikīkī Hotel #1206
Castle Bamboo Waikīkī Hotel #1206 - This studio boasts a rustic island décor with tropic earth tones, and handsome hardwood flooring throughout. The large sliding glass doors allow for natural sunlight and lead to a private outdoor lanai where you can relax in comfort...
Wyndham at Waikiki Beach Walk Deluxe 2-Bed Room
This memorable condo including a full kitchen and dining area is the perfect home base for your trip to Honolulu. With a king in the master bedroom, two double beds in the guest bedroom, plus a cozy living room featuring a sofa bed, guests have plenty of space to relax....
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...
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...
This stunning, newly renovated beachfront condo offers breathtaking views of the ocean, Diamond Head, and Sandy Beach. Enjoy the ultimate coastal lifestyle in this spacious one-bedroom, two-bath unit.Key Features:Direct Oceanfront: Enjoy panoramic ocean views from every...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
Aqua Aloha Surf Waikiki 314 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #314 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
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...
HM25F-07 Modern Waikiki Oasis w/ Ocean View
Welcome to our charming Waikiki studio with Mountain Views in the heart of Honolulu's tourist hub! Experience hotel-level comfort with plush sheets, fluffy pillows, and refreshing A/C in our Hawaiian Monarch building abode. Perfectly situated, it's a breezy 10-minute...
Spacious Room w/ Rooftop Pool & Sundeck, Just 2 Blocks from Waikiki Beach
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.This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with...
Waikiki Grand Hotel® 521—Honolulu Ocean side Studio Sleeps 3 w/ Kitchen & Pool
Legally permitted rental⛱ 🕶134 Kapahulu Ave 521🕶⛱🏝 This comfortable open plan Studio is great for couples wanting to save money on eating out whilst enjoying being located in one of Waikiki's hottest areasThe apartments' open-plan layout & full wall of double-glazed...
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,...
Aston Waikiki Sunset: City View One Bedroom Condo, 2 blocks to beach
Aston Waikiki Sunset one-bedroom 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 suite is...
Aqua Aloha Surf Waikiki 1112 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1112 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Wyndham Waikiki Marina | 2 Studio Suites
Summary:Live like a super star when you stay at this resort, which has hosted celebrities, presidents, and jetsetters. You get easy access to Waikiki Beach, the most famous stretch of sand in the Pacific. Surf’s up.Wyndham Waikiki Marina | 2 Studio SuitesEach suite...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
HUGE 1,400 square foot property - 2 spacious bedrooms, 2 bathrooms, living room, dining area, kitchen, washer/dryer, central air conditioning, 300 sq. ft. lanai (the size of a NYC apartment!), one of the most spectacular and expansive views in all of Hawaii - Diamond...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
Iconic Ilikai 16th-FL Ocean & Harbor View Suite, Full Kitchen & Private Lanai
Ilikai #1637 – 1777 Ala Moana Blvd.Beautiful Pacific Ocean and yacht harbor views from the 16th floor of the iconic Ilikai. Step out from the spacious 500-sqft interior onto your private 120-sqft lanai and bask in the soothing tropical breeze as you gaze out at the blue...
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...
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...
31Fl Ocean & Diamond Head Views 2BR/1BA in Waikiki
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your stay in this cozy 604 sq ft 2-bedroom condo plus 56 sq ft lanai on the 31st floor, just 2...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Hokulani Waikiki Hilton Grand Vacation Club
Discover this 1-bedroom resort in Honolulu. The lovely space features a king bed and a full bed, perfect for a cozy stay. Guests enjoy a bright bathroom with a relaxing bathtub and a hair dryer for convenience. The resort offers excellent climate control with heating...
Escape to this spacious 4-bed, 3-bath oceanfront retreat on Oʻahu’s peaceful east side, where golden sunrises and crystal-clear waters await just steps from your door. Sink your toes into the soft white sand right out back, take a morning stroll with coffee in hand, or...
Exciting Escapade! 2 Convenient Units, Walk to Waikiki Beach, Outdoor Pool!
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 400 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Oceanfront Living on the Gold Coast!
This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...
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...
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...
FREE PARKING! Waikiki Beach-Newly renovated, spacious 2-BR 2-bath condo, Sleep 8
Steps from iconic Waikiki Beach! Newly renovated and spacious 2 bedroom, 2 bath condo on Kuhio Avenue, sits in the heart of Waikiki’s vibrant energy. The unit offers unbeatable walkability- surfing, world-class shopping on Kalakaua Ave, International market place,...
Waialua Beachside Cottage: Lovely! Direct Beach Access
Welcome to Waialua Beachside 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...
30FL-Fantastic Ocean View 2BR/2BTH-Waikiki Beach!
Summary:On the 30th floor of the iconic Pacific Monarch Condominiums, this rare 2BR 2BTH condo offers just under 1000 sq ft of living space, making it an ideal choice for families, couples, or groups of friends looking for a comfortable and luxurious stay. Don't settle...
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...
3-bedroom house in fabulous Honolulu with cool AC, beautiful view of skyline.
Located in Honolulu, this terrific house offers a comfortable retreat for guests. With three bedrooms featuring one queen bed and two full beds, there’s plenty of space for everyone to relax. Two bathrooms with refreshing showers add convenience to your stay. The cool...
32nd Floor Sky-High Honolulu Hideaway Suite | Free Parking
Experience Honolulu from our 32nd-floor suite with 24/7 security and free parking. Located downtown, it`s a short walk to Walmart, Ross, 7-Eleven, and top dining spots. Enjoy free Wi-Fi, cable TV, a large pool, jacuzzi, and a 24-hour fitness center. The suite...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
City View Studio in Waikīkī just Steps from Beach! - Bamboo Waikīkī Hotel #605
Castle Bamboo Waikīkī Hotel #605 - This sixth-floor high rise set within walking distance to Waikiki’s famed majestic shores offers modern conveniences to make your stay as comfortable and productive as desired. Recreate and lounge on property or take advantage of the...
Kaunala Retreat | 4BR Oasis w/ Sauna, Lanai, Steps to Velzyland Beach
Tucked within a private gated community just steps from O‘ahu’s golden North Shore sands, Kaunala Retreat blends modern island design with tropical serenity. This four-bedroom, three-and-a-half-bath home offers 2,024 square feet of indoor-outdoor living across a...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.Unit 715 Ocean View Studio• Waikiki Shore address...