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.
2 Pet-Friendly One King with Kitchen Near Island Adventures
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,...
Hale Nalu (Lower Level) by Gather: Oceanfront w/ Lanai, Grill & Views
At Hale Nalu (Lower Level), the Pacific Ocean stretches out from your backyard while the famous beaches of O'ahu’s North Shore frame your days. This three-bedroom, two-bath home offers relaxed beachfront living with its own full kitchen, living spaces, and covered...
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...
Spacious Apartment with Majestic Diamond Head View
Enjoy breathtaking Diamond Head and ocean views from this stunning 10th-floor unit. Wake up to sparkling water views and unwind on the private lanai balcony, perfectly positioned to catch cool island breezes and unforgettable sunrises. The space is bright, airy, and...
Central Waikiki Stay Near Beach, Shops & Spacious 1BR Suite Comfort
Experience the energy of Waikiki at Club Wyndham at Waikiki Beach Walk, located in one of the most walkable and lively areas of Honolulu. Surrounded by shops, restaurants, and entertainment, and just a short walk to the beach, this resort is a great home base for...
Ocean View Condo | Ilikai Hotel Waikiki 1836 – Heated Pool & Spa
Ilikai Hotel Lite #1836: Studio Ocean View condo with full Kitchen, adjacent to Waikiki Beach and Yacht Harbor and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture and...
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & Hiking
Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in Kailua’s coveted Lanikai neighborhood. Recently renovated interiors meet breezy outdoor living, surrounded by tropical...
Newly Remodeled, walk to beach, Great Views
Enjoy this fully remodeled Island Colony condo in the heart of Waikiki, just a short walk to world-famous Waikiki Beach, shops, and dining. Wake up to morning light and sunrise skies from your private lanai. Thoughtfully upgraded for comfort and style, this modern...
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...
Waikiki Banyan - Ocean View - Free Parking
Wake up to ocean views and watch the surfers from your private lanai, then stroll to Waikiki Beach in just a few minutes. Our bright, renovated 1BR at the Waikiki Banyan sleeps up to 4 with two double beds and a very comfortale queen pulloutsofa. Fully stocked kitchen...
Sky Ala Moana Luxury Getaway with Ocean-City Views & Amazing Resort 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 Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
1 FREE NIGHT! Please Inquire. 2B/2B+Loft. Fully AC
ONE FREE NIGHT when you book 5 nights or more! Please inquire before booking for details.Bring the whole family or a group of friends to this spacious, fully air-conditioned 2BR/2BA + loft condo at Turtle Bay’s Kuilima Estates West. This ground-floor, split-level end...
Beachfront Condo w/ Amazing Views in Makaha Beach
Near Surfing & Hiking | Corner Unit | Wraparound Lanai w/ Spectacular Sunset WatchingSweeping ocean views and coastal living await at this 1-bedroom, 1.5-bath condo in the Hawaiian Princess Resort! Located on a secured beach, this Waianae vacation rental is ideal for...
2BR Non-Ocean View at Oceanfront Hilton Resort
Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024...
Stylish Studio- Stunning City View - Parking
NEWLY RENOVATED THIS 2026Bright and inviting studio featuring a comfy bed, tropical-style sofa, glass coffee table, and a cozy dining nook. Large windows fill the space with natural light and offer vibrant city views. Stylish décor, warm wood floors, and a clean, open...
Waikiki Shore Park View 1 Bedroom
Park views and beachfront living come together in this cozy one-bedroom condo, located in the only condo building on Waikiki Beach. Featuring a private bedroom, full bath, and all the essentials, it's the perfect island escape for couples or small families.Park View 1...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢: 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...
Ocean View Waikiki Hawaiian Monarch
Large wide angle high floor, can better view the scenery out of the window. This unit about 260sqft, 24 hours security measures, can better protect the safety of residents. Downstairs have convenience stores, restaurants, car rental services, ext. can quickly solve the...
Charming Ilikai Marina Studio, Great Location In Waikiki!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub
***PROPERTY WILL BE AVAILABLE AS OF MAY 1, 2026***Aloha and welcome to Lani Kai Villa! Nestled between incredible mountains and serene ocean views, enjoy our modern, luxurious, and cozy retreat in the majestic Mākaha Valley. Relax in the pool and hot tub, golf nearby,...
Marriott's KO Olina Beach Club
Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu, our villa resort is nestled within a beautifully landscaped, gated...
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...
Making The Best Memories Along The Way! Rooftop Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 360 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Ensuring a Very Comfortable & Memorable Stay! Outdoor Swimming 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 485 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
8 Person Suite- 2BR/2.5Bath-Very Spacious near Waikiki Beach
**Free Parking** (parking in Waikiki hotels can be around $70/night)**Sleeps 8 Guests**Full Kitchen**In Suite Washer/DryerWelcome to your private Waikīkī residence – a rare 2,122 sq ft luxury suite that feels more like a home than a hotel room. Located on the exclusive...
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...
Oceanfront Hideaway with Detached Primary Bedroom
THE HOME: This property is made up of two separate structures. Total living area is approximately 775 square feet.The makai (oceanfront) home has a - full kitchen + living room: - full bathroom- two bedrooms with a full size bed in eachOpen-concept kitchen and living...
Spacious Waikiki Suite w/ Balcony & Living Area | 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,...
Ala Moana resort Ocean view with balcony
Your Honolulu adventure begins at this Ala Moana hotel .This unit has ocean view and balcony Inside, guests find a soothing space featuring a comfortable queen bed and a clean bathroom with a relaxing bathtub. The room stays cool and refreshing with air conditioning,...
Stunning Lux Boutique 1bdrm near Waikiki Beach
Summary:The Lux 1BD corner unit, is located in the heart of Waikiki, only a few minutes walk to the beach, featuring city views. This unit was just renovated in 2022 to update the unit with beautifully designed décor and to re-furnish with modern furniture.Situated only...
Kaimana Beach Hotel | Classic Queen | Beachfront Getaway
Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...
NEW! KBM Resorts West 35 | FREE CAR | Kuilima Estates | 1-Bedroom Condo at Turtle Bay! KUL-W35
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
20th Fl Waikiki Sunset | King | AC | Parking | Pool
Experience the best of Waikiki from this spectacular 20th-floor suite with city and ocean views—just one block from Waikiki Beach. Perfect for couples or small families, this unit combines comfort, convenience, and unforgettable scenery.The Space• Bedroom: King-size bed...
This cozy, beachy bungalow is right across from the manicured and security patrolled Kalama beach Park entry onto the world-famous Kailua Beach. Listen to the sounds of the waves at night as you relax after your long work and/or fun-filled beach day. The studio is...
Newly remodeled fully furnished Waikiki studio unit with views!
Newly renovated fully furnished Island Colony Waikiki unit #2703 available for rent at $2200/mo starting now for as long as you like (30 days min)! High floor studio w/ extra large 116 sqft lanai showcasing sweeping views of Diamond Head, Ala Wai Golf Course & Canal,...
HGVC Waikiki Beach Walk Resort & Spa, Hot Tub-Pool
Your island adventure awaits at Wyndham at Waikiki Beach Walk! Located in the innovative Waikiki Beach Walk project, Wyndham offers unparalleled access to shopping, dining and everything on your must-do list. Swim in the outdoor pool or settle into the inviting...
Lanikai Hideaway: 4 BR Luxury Retreat near Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
35th Fl Waikiki Beach Tower | Ocean Views | Parking | Pool King Bed
This middle unit has expansive views of the Waikiki Beach! Enjoy contemporary furnishings and a peaceful and serene surroundings!Sleeping Arrangements:• Master Bedroom: King-size bed• Guest Bedroom: Two twin-sized beds• Living Room: Sofa bed (Queen-sized)Amenities...
Waikiki Oasis Haven: Your Coastal Escape
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking corner unit with Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location...
Ko Olina 2BR Villa at Marriott – Lagoons, Pools & Oahu Beachfront Stay
Experience relaxed island living in this spacious two-bedroom standard villa at Marriott’s Ko Olina Beach Club, located along Oʻahu’s beautiful western shoreline. Perfect for families or groups, this residence features a primary bedroom with a king bed and en-suite...
Lava Rock Sunset Beach House. Unique oceanfront & pool property. Amazing views!
Paradise Found!! Nov Special 7000 mo. Enjoy a unique Hawaiian experience. Ocean front lava rock beach house has gorgeous ocean sunset and coastline views from all major rooms in our home. Enjoy our Hawaiian style home and relax on the outdoor lenai while enjoying your...
Waikiki Banyan 1BR – Newly Renovated + Parking
Summary:🌴 Welcome to Your Waikiki Banyan Getaway 🌴Relax and enjoy ocean views, resort-style amenities, and the unbeatable location of this clean and upgraded 1-bedroom condo on the 12th floor of Tower 1 in the heart of Waikiki. Located just a 5-minute stroll from...
Private Little Guest House Ocean Front Studio for One
Kam Hwy Windward side of the Northshore is the beach town of Hauula. This all new furnished. Kitchenette, loft is queen bed, 50" smart TV with thousands of channels, fast wifi internet, outside private shower and off street parking. Microwave and two burn stove. Voice...
3rd Fl Palms Waikiki Studio Overlooking the Pool | Parking
🌺 Modern Aqua Palms Studio Overlooking the Pool | Parking⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise from...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...
Bright North Shore Condo With Loft, Golf Views, and Resort Amenities
Welcome to Kuilima Estates West #132, a breezy North Shore vacation studio set within the peaceful resort community surrounding Turtle Bay. This light-filled retreat blends golf-course serenity with easy access to beaches, dining, and the natural beauty that defines...
Cozy Beachfront Waianae Condo Oahu Hawaii Close to Disney Ko Olina & Waikiki.
Unwindw in our stylish 1-bedroom condo where tropical serenity meets modern comfort. Just steps from the ocean, enjoy stunning views and fall asleep to the sound of waves.Swim in a semi-private lagoon, spot whales from your balcony in winter, or snorkel with sea turtles...
Aqua Aloha Surf Waikiki 606 | Sparkling City Views – Pool & BBQ
Aqua Aloha Surf Waikiki 606 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen + (1) Queen sofa bed, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
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...