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 Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach...
Ilikai Marina, Great Location, Minutes to Beach!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late August to early October. The project is...
King Suite Oasis: Unwind with Jacuzzi & Bay Views (Unit B)
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...
216 Waikiki Grand Hotel · 216 Waikiki Grand Hotel
Located at the Waikiki Grand Hotel & just 20ft from the world famous Hula's Bar & Lei Stand. Enjoy our comfortable studio suite, with Queen size bed, Bathtub /Shower combo and kitchenette area which includes a Microwave, minifridge, Coffee maker & Toaster. The beach...
Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki
Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...
Fun for the Whole Family! 2 Pet-friendly Units!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
4M Dome Tent Getaway Laie, Oahu
Stay in a cozy 4-meter dome tent in Laie, Hawaii, with stunning sunset views over the mountains. Inside, enjoy a queen bed with fresh linens and solar-powered lighting for an eco-friendly retreat. Guests have access to a shared bathhouse with a sink, toilet, and shower....
Kailua vacation rental wih stunning views - 5 min to beach
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen
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.Stay at Kailua Beachside by Gather, a...
Stunning ocean and coastline view in Keauhou Resort!
Welcome to our stunning condo at the sought-after Hale Kehau in the heart of Keauhou! This spacious three-bedroom, 2.5-bathroom home offers the perfect blend of comfort and luxury, located on the upper level of a two-story building—no stairs to navigate, as it...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Charming bed & breakfast in upscale Ewa Beach with WiFi
You’ll be charmed by this adorable place to stay. An upscale Ewa Beach neighborhood offering furnished private room with separate shared bathroom in shared house for nightly stay.Room includes closet, fan, bed, WiFi, tv, continental style breakfast. Single occupancy...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
Minimum 30-day consecutive rental required. NEW Listing. Please inquire for more details. The private estate sits on two large acres of lush tropical land. It is fenced and gated for security. This is indoor, outdoor living at its best. Sliding doors open up the living...
Beachfront Retreat | Room w/ Lanai | Pool Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Aqua Aloha Surf Waikiki - Free parking
Summary:Stay at Aqua Aloha Surf Waikiki, a boutique condo-hotel that combines comfort and convenience with a relaxed resort vibe. Enjoy amenities like free parking, a sparkling outdoor pool, a welcoming sun deck, and a communal grill for casual Hawaiian cookouts. Wi-Fi,...
Ilikai Hotel, Minutes To Beach! High Speed WIFI!
Amazing deal for a remodeled unit in the world-famous Ilikai Hotel!Step into this beautifully remodeled unit featuring: Modern waterproof engineered wood flooring55" flat-screen TV & cozy furnitureSplit A/C & partially open kitchenAuthentic Hawaiian-style design Relax...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
High Floor 1 BD Condo - Steps away from the beach!
Wake up to gorgeous mountain views in this 30th Floor, corner-end unit at Waikiki Banyan!Perfect for hosting guests while you visit, this unit features a large, leather couch, a work station, a dining table with seating for 4, as well as 2 adjustable bar-stool chairs...
Relax in Your 2 Spacious Units w/Ocean Views, Pool, Dining, Minutes to Honolulu
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Oceanfront Retreat at the Ilikai! Your island escape await!
*Brand New to our Inventory* Welcome to your beautifully renovated island escape at the iconic Ilikai Hotel, where sweeping views of the lagoon and Pacific Ocean greet you from your private lanai. Enjoy front-row seats to the Friday night fireworks show and take in the...
Mid-Century Modern Manoa Home with a Mountain View
Discover the magic of Manoa!Welcome to Hale Wailele, our beautiful 2025 renovated mid-century modern home in lush Manoa Valley. With breathtaking views, abundant natural light, and custom design details, it's a serene retreat just minutes from Manoa Falls. Enjoy two...
Colony Surf unit 1503 1504
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...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Waikiki Beach Oasis
Spectacular mountain views from your Lanai! 5 minute walk to center of Waikiki beach and the International Market Place and 8 minute walk to Honolulu Zoo! Spacious 1 bed, 1 bath, sleeps 4. One free covered parking plus guest parking and close to famous Waikiki Beach...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
Maluhia Beach House by Gather: Oceanfront Home w/ Lanai & Views
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.Welcome to Maluhia Beach House By Gather – A...
Great Price! 4800sf 9 rooms 5 baths Gated New House Steps from Waimanalo Beach
Note:1) Please send me a message to let me know how many people & cars in total, make sure do not exceed the max. Numbers. Due to neighbors don’t like too many people & traffic in this quiet neighborhood, in the past, we have to cancel the booking that exceed quite a...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #305
Castle Bamboo Waikīkī Hotel #305 - Just a short walk from the sands of Waikīkī beach sits this cozy third-floor 310 square-foot gem with all the modern conveniences to make your stay comfortable and rested. Start your day on the furnished lanai with morning coffee...
Oceanfront Resort-Beach Access, Close to Oahu's Popular Sites
This delightful two-bedroom provides the perfect respite for the whole family.Ocean View Two Bedroom Villa, 2 King, Sofa beds: 2, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area, Separate dining room, Separate living room,...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great 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...
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!
Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View
Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
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...
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
New Renovated Marina Tower Waikiki with Ocean Views & Parking
High floor newly renovated studio with a beatiful ocean view at the Waikiki Marina Condo Hotel. Amenities include pool, jacuzzi, and one assigned parking stall. Walking distance to Waikiki beach and Alamoana shopping center.
Waikiki Grand 1005 - The Best location in Waikiki!
Elevate your stay in our charming flat, perched on the 10th floor of a unique boutique condotel. 🏛1005 at the Waikiki Grand Hotel® is perfect for couples or small families, our spacious retreat offers breathtaking views of the ocean and lush surroundings that will...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Country Escape
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack...
Waikiki Beach Walk Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
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,...
Perfect Hawai’i ocean view condo with AC, WiFi, Sleeps 4, in heart of Waikiki
Welcome to our beautifully renovated studio condo at The Palms Waikiki, located in the heart of vibrant Waikiki. This tastefully furnished space offers a perfect blend of comfort and style, ensuring a memorable stay for our guests. Enjoy ocean and Diamond Head views...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
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.Welcome to your dream Hawaii vacation at the...