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.
Kailua-Kona Studio - Walk to Hale Halawai Park!
Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...
Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401
Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...
Bishop Suites at Executive Center Ocean View 1 Bedroom Suite + Full Kitchen
Experience breathtaking ocean views from our One-Bedroom Ocean View Suite, a perfect blend of luxury and comfort high above Downtown Honolulu.Enjoy our newly renovated 1-Bedroom Ocean View Suite complete with views of the ocean, harbor, and downtown Honolulu. This suite...
Beachfront hideaway with breathtaking views & modern updates - steps to sand
Sea Turtle Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the islands at this charming 1BR hideaway! Enjoy a stunning beachfront locale with...
Charming Hawaiian Monarch Studio | Pool + Gym
Freshly updated, stylish studio with city, mountain and Ala Wai views in an awesome location at the beginning of Waikiki. This unit features ac, smart tv, Wi-Fi and cable. Only a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Breezy Ocean View Waikiki Condo with Free Parking!
The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen, which includes a...
Ilikai Marina - Sunset And Ocean Views! You'll Never Want To Leave Hawaii!
Construction Notice 9/17/25: Exterior painting work will take place from mid-November to early December 2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Charming Deluxe Ocean View Studio w/Kitchenette and A/C - Waikīkī Grand #514
Castle at Waikīkī Grand #514 - Enter and unpack at your Waikīkī getaway! The moment you walk in the door you will be greeted with Hawaiian-themed décor and a dresser with four drawers for you and your guest. You will be ready to call this place home. The tropical...
Cozy Lanikai Cottage Walking Distance to the Beach-Near Shops & Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
Royal Kuhio 1602 - Spacious Studio w/ Stunning Mountain View in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1602, 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,...
Peaceful Pacific Monarch Studio | Rooftop Pool
Enjoy expansive ocean views in this beautiful one-bedroom one-bath with large wraparound lanai on Kuhio Ave. Located in the luxurious Pacific Monarch building, this gorgeous home includes both indoor and outdoor dining areas, full kitchen, full bath and private bedroom...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
Waikiki Shore Ocean View 1 Bedroom
Enjoy front row ocean views from this charming one-bedroom condo in the only condominium building on Waikiki Beach. Whether you're relaxing indoors or exploring nearby shops and restaurants, this beachfront retreat has everything you need for a memorable stay.Ocean View...
Delightful Hawaiian Monarch Studio | Pool + Gym
Simple and spacious Waikiki studio with city views and a great location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is...
Sparkling Hawaiian Monarch Studio | Pool + Gym
Beautifully renovated Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building...
Sea Shore 41 Private Studio in Waikiki, 1 Block to Beach
Tropical Oasis Retreat at the Sea Shore 41 in the Heart of WaikikiEmbark on an unforgettable Hawaiian adventure with our Private Studio in Waikiki, a haven that has garnered rave reviews from delighted guests. The studio offers the perfect blend of comfort, convenience,...
Modern Surf Chic Studio at Hawaiian Monarch | Pool
Gorgeously remodeled, modern surf-chic Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, large flatscreen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
Quaint Waikiki Monarch Studio | Pool + Gym
Enjoy beautiful mountain and canal views from this quaint studio in a fantastic location at the Hawaiian Monarch in Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Cozy Hawaiian Monarch Studio | Pool +Gym
Take in the beautiful views of Diamond head and Waikiki beach from this cozy Hawaiian Monarch studio with all the essentials. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal...
Lovely Oceanview House@Pupukea in Paradise / Surfers HQ
Awesome sunset views included ;-) Close to the Ocean yet far enough away to not be bothered by traffic noise from Kam-Hwy. Get ready to fall in Love with this charming Pupukea country home. Clean, spacious, airy.Open beam cedar and redwood construction with wrap-around...
Lovely Luana Waikiki Studio | Private Lanai
Relax in paradise in this sparkling clean, beautifully maintained hotel-style unit at the wonderfully located Luana Waikiki. With a private lanai overlooking the city, this brightly remodeled studio is steps away from Waikiki Beach Park and the world-famous Waikiki...
Cozy 1-bedroom condo with AC, Wifi, Laundry rooms with 24 hr on-site security.
Experience Honolulu like a local in this 1-bedroom condo. The space features 1 queen bed, AC, Fioptic Wifi , dSmart tv, refrigerator, various small appliances including coffee pot, rice cooker , microwave. We provided basic toiletries bath wash, shampoo coditioner. The...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
This gorgeously renovated condo has been completely transformed with modern upgrades and thoughtful design. The open-concept kitchen boasts sleek finishes and high-end appliances, including a sharp microwave drawer. The spacious living area flows effortlessly into an...
Partial Ocean View Lanai! Relaxing 1BR in Waikiki w Parking Included!
Great location in the heart of Waikiki! Enjoy your Stay at your own Comfortable 1 Bedroom /1 Bath / 1 Free Parking unit with Beautiful + Bright partial Ocean Views. 3 Bedding - 2 x Full Beds in the bedroom + 1 x Full Sofa BedTrash Chute, Coin/App operated laundry...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
Beach Front Home - Pearl of Oahu's West Side!
Located in Ewa Beach, this awesome house offers 3 bedrooms - one with a queen bed and two with twin beds. With 2 bathrooms equipped with showers, guests can relax and unwind in this soothing space. Whether you're looking to cool off with the AC or iron out any wrinkles,...
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...
Ko Olina Resort - October Discount!
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
3-bedroom townhome in peaceful Ewa Beach with AC
Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...
Wyndham at Waikiki Beach Walk - Deluxe 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. Each of the units in this timeshare property feature a fully equipped...
Unwind in Style: Newly Remodeled Pacific Monarch with Spectacular Ocean Views!
Welcome to your new home away from home!Step into paradise with our beautifully remodeled Honeymoon Luxury Suite on the 25th-floor studio, offering mesmerizing east-facing views of the ocean that defy description. Nestled in the heart of historic Waikiki within the...
Chic Salt Lake 2-Bedroom at Fairway Gardens | Pool
This 2-bedroom, 1-bathroom apartment features a full kitchen with breakfast bar that opens up to a stylish living and dining area. Located at Fairway Gardens building in Salt Lakes, guests enjoy access to communal amenities, including a sizeable pool, hot tub, fitness...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Resort's Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Charming 2-bedroom separate entry condos in fabulous Honolulu with Free Parking
Located in Honolulu, this lovely condo features 2 tranquil bedrooms with king beds and 2 enchanting bathrooms equipped with a shower and bidet. The property offers washer and dryer, AC, an iron, and a hairdryer for guests' convenience. Escape to this enchanting retreat...
Island Comfort: 2BR at Wyndham Kona Coast Resort
Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...
OmniView Sunset Penthouse : Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
Family-friendly 2BD 2BA 2 Parkings Honolulu Home
Enjoy a peaceful stay at this 2-bedroom house in Honolulu. This lovely property features 1 king bed, 1 queen bed, and 2 sofa bed, perfect for a delightful getaway with friends or family. With 2 bathrooms equipped with a hair dryer and shower, guests can relax and...
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...
A Delightful Beach Loft with Panoramic Ocean View
Conveniently located just 12 minutes from the closest surf break, 9 miles from downtown Kona and 7 minutes from the airport, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer!The bright, tasteful decor is a nod to a...
The Modern Honolulu, Sleeps 4, 453 sq ft, Central Location + Fitness Center
The Modern Honolulu is a Hilton lodging choice for your trip to Hawaii. With numerous amenities for guests such as 24 hour front desk, and fitness center, you will wake up feeling ready to go every day for your time in Honolulu. This hotel is conveniently located near...
Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping
This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...
Makaha Mountain Hideaway
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
Poolside Paradise: with Double Bay View Rooms (Unit C)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning
Escape the hustle and bustle of everyday life and immerse yourself in theserenity of our charming Kailua-Kona Ohana, a delightful 1-bedroom, 1-bathroomvacation rental. Located on the captivating Big Island of Hawaii, this coastalretreat offers a tranquil escape for...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 45-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
Fabulous Renovated Honolulu Loft with A/C
*** Disclosure: 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. Free WiFi, free tandem parking allowed to park two cars. Pets...