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.
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday, Saturday, or Sunday check-in and enjoy a 7-night stay....
Amazing Oceanview at Beach Villas at Ko Olina
Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...
37FL-Elegant Waikiki King Studio with Fabulous Views
24-7 Front Desk Check In24-7 Security in LobbyThis glamorous styled condo is newly designed and decorated. The Kitchen is well stocked and includes a Full-size Fridge, Induction Cooktop, and Dishwasher. Enjoy the Fabulous Ocean, Golf Course, and Diamond Head Views from...
Gorgeous Lankai Villa with Access to Secluded White Sand Beach
This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...
Secluded Beachfront Luxury, Highly Desired Location
10/3/24 DISCLOSURE: Home is listed for sale and guests will need to accommodate showings with 48 hours notice. Reservations may not be guaranteed if home sells or is in escrow prior to arrival.Two-story beachfront home in Mokuleia. Four bedrooms with King, Queen and...
^^Marriott's Ko Olina Beach Club - 2BR 2BA -Mt.View-1st car park for free^^
Full access to the resort’s services and amenities are included with every reservation. Relax by the pool, surf the waves, or make your way over to the happening Waikiki for shopping, fine dining and nightlife. The exquisite western shore of Oahu, Hawaii is home to...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring 2 queen-size beds and refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store is...
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views
Enjoy the Flexibility of a Monthly Stay!This property is available for monthly rentals, offering you the comfort and convenience of an extended getaway. Whether you stay for a few weeks or the full month, you'll enjoy a consistent, all-inclusive monthly rate—no need...
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer....
Honolulu Condo for Rent Steps to Kahala Beach
Ask owner about available dates/rates. The perfect studio for a couple on their Hawaiian get-away who want to live like locals during their stay. Please inquire about your specific dates and we can try to accommodate your stay. This beautiful and spacious studio with 1...
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Welcome to Surfer’s Paradise by Gather, a newly remodeled, legal nightly beachfront rental on the North Shore of Oahu. With its clean, spacious, and uncluttered space, Surfer’s Paradise is the perfect place to enjoy every second of your vacation.Please note that the...
Hale Maluhia - Gorgeous Kaneohe Bay Home
Hale Maluhia (translates to peaceful and serene) is a bright and breezy home nestled in a quiet neighborhood by the bay with easy access to the H-3, Pali and Likelike Hwy. The lush Koolau mountains provide a picturesque backdrop like no other. Tastefully decorated with...
Stunning Ko Olina 2BR Beach Villa O414 w/ Golf Course, Mountain & Ocean Views
Welcome to Ko Olina Beach Villa O414 by Gather, an exquisite 2-bedroom, 2-bathroom haven in Kapolei, HI, perfect for up to six guests seeking a blend of luxury and comfort. Located on a serene corner of the 4th floor, this villa presents stunning views of the golf...
Kalo Homes - Breath of Life
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
Kuilima Condo with Split Air
Welcome to our little piece of paradise. A perfect place to stay during your visit to Oahu. Our CLEAN and beautifully UPDATED condo can sleep 6 comfortably. With TWO king beds and a one queen sofa bed. It also includes a brand new full-size kitchen with a dishwasher,...
"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ
[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...
Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen Beds
PANORAMIC MOUNTAIN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly...
Luxury Waikiki condo - 28th floor! Stunning views, convenient location, parking
Allure is one of the most luxurious private condominiums in Waikiki. The grounds, pool, and other amenities rival the resort hotels, but you get even more space, privacy and freedom. This property is ideal for couples or families seeking to feel at home in Waikiki for...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!
This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers.Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa. You will awaken each morning to the sounds of ocean waves and tropical birds...
Beach Front Family Vacation on Makaha Beach. A secluded, relaxing beach in Oahu.
What you will find. A 30-day rental that is less crowded, a little unexpected, and truly delightful. The vibe here is RETRO and CHILL. Friends and Family fun await you. Please message us for details as we do not use the VRBO calendar. Located in Makaha Valley Resort...
SEArider TWO at Turtle Bay (1 bedroom / 1 bath) - Kuilima Estates East
Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal...
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Welcome to Ko Olina Beach Villas B901 by Gather, a luxurious penthouse in the heart of the Ko Olina Resort. This exclusive ninth-floor beachfront vacation rental offers breathtaking ocean and pool views, providing an unparalleled experience for those seeking a tranquil...
Tropical apartment with amazing water views & rooftop pool - prime location
Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...
Ko Olina Beach Villas - Beachfront (Beach Tower 709)
Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...
Retro-Modern Waikiki Condo with Free Parking, Central AC & Washer-Dryer for 4
Sleek, eye catching black/white decor! Accent lighting illuminates custom features of this one of a kind corner end unit (extra window makes it bright & airy) overlooking the pool area & newly landscaped path alongside the Ritz-Carlton Hotel. Open Floor Plan, Central...
Unique Oceanfront Home in Enclosed Area
Kona Onenalo is a ONE-OF-A-KIND property on the beautiful Kona Coast. There are 12 identical and individual homes in this quiet, gated community. The complex sits on a point of land adjoining La Aloa Bay, and is just a 3 minute walk to Magic Sands Beach. You'll love the...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Hale Keani O-1203 stunning Views to relax
Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko...
Contemporary Hawaii Living, Calm North Shore Beach
Experience Hawaii in its purest form in this beautifully built custom home, sitting on an exclusive beachfront property on the North Shore of Oahu. Built with the idea of taking in the gorgeous ocean and mountain views, and maximizing the flow of the trade winds, this...
Le'ale'a by AvantStay | Ocean + Mountain Views!
Le'ale'a — that sunny, blissful feeling of wonder and joy you only feel when immersed in the beauty of a place like the Hawaiian islands. And there’s plenty of it here! In the heart of Mākaha Valley and surrounded by stunning tropical mountains, this bright...
Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach
Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along...
Ilikai Oceanfront Rental
This property is a LEGAL SHORT TERM VACATION RENTAL located in the resort zoned, oceanfront, Ilikai Apt. Building! This gorgeous, bright and airy, 1bd/1bth oceanfront, ocean/lagoon view unit, located in the iconic Ilikai Apt Building was completely remodeled into a...
Tropical Oasis Studio in Ko Olina Beach Resort - 30 Day Rental
**Note: This property cannot be rented for less than 30 consecutive days. Rental prices will not be adjusted based on the number of days the rental is actually used or occupied.**Prime Location!** Nestled within the prestigious Coconut Plantation community of Ko Olina...
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
Ocean View Cottage with Separate Suite
Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...
Newly Remodeled Ocean View Steps to Waikiki Beach
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...
Luxury Penthouse at Beach Villas at Ko Olina
This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy...
Mountain/city-view condo minutes from island attractions with open layout & W/D
Waikiki Townhouse 1101 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to island luxury at this condo located in the heart of Honolulu. With breathtaking...
Great resort living in a luxury 2 bed corner unit in Waikiki
Great resort living in a luxury 2 bed corner unit in WaikikiEnjoy Waikiki living & urban lifestyle. 2 bedroom, 2 bath corner unit with Waikiki city viewsand partial ocean views. The building has resort - style amenities including large size pool,hot tub, fitness center,...
3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!
E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it here.Lying alongside a fabulous three-mile stretch of protected beach, Kailua is a small town on the windward side of Oahu....
Lanikai Cottage: Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach
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.Charming Lanikai Cottage features two...
LUXURY GOLF COURSE FRONTAGE HOME "D", MODERN CLEAN, GATED, Nr. JBPHH, CAMP SMITH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visting construction teams...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...