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.
Ko Olina's Hillside Villas 1538-2: 3BR, Comfort & Style with Lanai
Hillside Villas 1538-2 offers a welcoming retreat in Kapolei, HI, with tranquil surroundings and scenic views that set the tone for a relaxing island getaway. Spanning 1,173 sq. ft. of thoughtfully designed space, this two-story villa comfortably accommodates up to six...
Lucky You! 2 Lanais! Breezy studio, so close to beach,
Lucky you! This breezy, roomy studio is ideally located .. walk steps out the front door to all the eating and shops you need, or, walk out the back door and be at the beach in less than 5 minutes! This tropical themed studio has a comfortable double bed, a bathroom...
Stunning 15th Floor Luana King bed Condo Sleeps 4 guests
Superb property with 180 degree Stunning Views!!This fully furnished 1 King bedroom, 1 bathroom suite comes fully equipped with a spacious kitchen featuring granite countertops, two private lanai's, in-unit washer and separate dryer, travertine stone/carpet flooring,...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Huge House, Heated Pool, AC, Steps to Kailua Beach
Inquire about short stays, we accommodate them where possible. Spacious, resort-style residence located within 100 yards of Kailua Beach. Featuring a private courtyard and pool, this indoor/outdoor floor plan is ideal for family gatherings. The extensive renovation...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...
Wake up in paradise with a touch of Hawaiian rainbow
Wake up in paradise in a one bedroom apartment just a stone throw away from the Waikiki beach.Waikiki park Heights is located just 2 blocks away from the beach, international market place , the most famous HY's steak house in Honolulu and a lot of good Hawaiian style...
🌺🌺 UNIQUE VILLA with Indonesian Flair! BEACHFRONT RESORT 🏖️🏖️
***December 2025 - New King mattress in Master bedroom***August 2025 - Villa refreshed with new smart TV in living room, linens, towels, cushions, rug, guest bedroom furniture, and new furniture set to relax in the lanai.Relax...Escape from the hustle and bustle of the...
Private, Country Island Beach House
***THIS IS A MONTHLY RENTAL PLEASE MESSAGE ME WITH QUESTIONS***Description of Halekai Welcome to our little slice of heaven overlooking the tropical waters of the pacific. This property is located in the quiet little town of Laie on the part of the Island that is what...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom
Tucked away on the most beautiful side of the Island, our spacious, 700 square ft., and comfortable country hideaway is located 45 minutes from Honolulu/Waikiki. Surrounded by the ocean and the mountains, you will experience the timeless beauty unique to this place in...
Spacious studio condo with private lanai, kitchenette, & shared pool
Island Colony 3414 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island Colony is a gorgeous, modern building in the heart of Waikiki that offers guests access to...
Paradise Found! Private Lanai! Ocean view!<br>Compare our prices!!
Book today this amazing view room on the 7th floor of The Waikiki Grand. The Ocean/Beach , Diamond Head, Kapiolani Park and the Honolulu Zoo provide stunning views from your private lanai!Compare prices and book today. ============••••••••••••••••••••Come back and visit...
Resort Living Off the Beaten Path AC, WIFI, and Fully Remodeled Bathroom
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
1 Bdrm Ocean View walk to Turtle Beach, close to Kona Village&Magic Sands Beach
Cute one bedroom beach side apartment with ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. Turtle Beach access 2 blocks south at white and blue Public Access Sign, follow to shoreline. Be careful traversing the rocks, wear water shoes...
Direct Ocean View Luxury 2 beds/2 baths - Waikiki NO RESORT FEES! FREE WIFI
Beautiful unit overlooking the ocean and lagoon that you can enjoy from either of the two large lanais. This unit features new furniture (April 2019) including an Eastern King bed in the master bedroom, one queen bed and one twin bed in the second bedroom and a queen...
Ko Olina Beach Villas B202: 2BR w/ Gourmet Kitchen, Steps from Pool & Beach
Welcome to Ko Olina Beach Villas B202, a beautifully designed retreat nestled in Kapolei, HI. This vacation condo offers an inviting blend of comfort and elegance, boasting 1,171 square feet of thoughtfully curated living space along with the allure of ocean views.What...
2BR/2BA Close to Waikiki Beach with Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Waikiki Park Heights - 3 short blocks to Beach
Address: 2440 Kuhio AvenueA comforting and immaculate Condo in the heart of Waikiki. - Three short blocks to beach- Hi-Speed Internet/Wireless available- Lanai overlooking pool and city view - Parking garage - Secured elevator- Perfect for the family vacation or quiet...
Charming home by the pool near the beach
Comfortable 1 bedroom with a loft, is nestled between pristine beaches and beautiful mountains. By the pool, 5 min walk to the beach, beach gear provided, free parking, free and fast wifiLocated between the Fazio Golf Course at the Turtle Bay Resort! Short walk to the...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
Classic Kailua Beach House – Oceanfront Bliss in Windward Oahu
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, 1990/NUC-1780 and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, TA-179-906-2528-01. TMK.Welcome to "Kailua...
Stylish Waikiki Gem with Ocean View and Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Beautiful 1BR, Steps to Waikiki Beach + Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1787. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Ocean View Upgraded Waikiki Banyan
Summary:Unit Summary:Waikiki Banyan (Tower 1) 34th Floor offers unobstructed Diamond Head and Ocean views! Also overlooking Kapiolani Park. This is a clean and comfortable furnished unit.Tower 1 and the views from the 34th floor makes this one of the best and preferred...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Spacious Studio Located In Waikiki, Close To Beach!
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...
Elegant Laie Home- Walk to the beach! 30 day rentals
Your perfect island retreat starts here! This spacious, welcoming home offers room to relax, a fully equipped kitchen for shared meals, cozy living spaces, and reserved parking right outside. Beach gear is ready and waiting, with island attractions and gorgeous beaches...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
@ Marbella Lane -Coastal retreat near Diamond Head
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying your morning coffee or afternoon tea, and has a great view of Diamond Head, Kapiolani Park and across-the-street water...
Touch the Palms! Island-Style Condo w/Free WiFi, Full Kitchen–Waikīkī Shore #316
Lay back and enjoy Waikīkī beach in this bright one-bedroom one-bathroom suite. This unit has tile flooring in the kitchen and living area and carpet in the bedroom, which is furnished with two Twin beds and can be enclosed for privacy. The suite comes with island-style...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...
Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI
This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest.The unit is in great condition with brand new Pergo, travertine...
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Property Manager! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.
This large, fully furnished, one-bedroom/one-bath condo is on the 34th floor at the Waikiki Banyan. This corner unit features beautiful ocean views. Free parking and Wifi use. The kitchen was recently redecorated. Brand new air upgraded conditioner. Newly upgraded Queen...
Hale Halai beautify large home perfect for families & small company retreats
This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!
Waikiki Beach Tower #2003 – 2470 Kalakaua Ave.This fully remodeled (October 2024) full ocean view condo is the perfect home base for your dream Hawaiian vacation. Take in the stunning panoramic views of Waikiki Beach and the sparkling blue waters of the Pacific Ocean...
Sunsets and Surf! Penthouse w/Lanai, Free WiFi, Washer/Dryer – Waikīkī Shore PH08
This comfy deluxe studio with a King Bed (or two Double beds if preferred) is perfect for small families or friends traveling together to Waikīkī. This unit offers wonderful views of the Pacific Ocean from the furnished lanai. You’ll also love the charming island-style...
Aqua Palms Waikiki with Sea Views and WiFi, Parking Available
TMK 2-6-012-003 2022/ELOG-1168(LM)Welcome to your Deluxe (renovated 2020) Aqua Palms Waikiki studio with sea views, along with views over Fort De Russy Park and across to Diamond Head.Your Deluxe studio includes:* Comfortable King size bed* 42 inch flatscreen LCD tv...
5 Bedroom, 6 Bath Home with Private Pool - Ocean & Mountain Views
Currently open for groups in May, June and August. Call to book now! This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time regardless of actual occupancy. GUESTS ARE NOT REQUIRED TO STAY THE FULL 30...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
Welcome to Ko Olina Kai 1047B, a peaceful island retreat in the heart of Kapolei, HI. This beautifully appointed three-bedroom, two-bath condo spans 1,427 square feet and blends modern comfort with relaxed island charm—perfect for families, long-term travelers, or...