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 Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)
Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
A Truly Luxury Beachfront House Located on World Famous Sunset Beach on Oahu's North Shore. Named 'Paradise on the Beach' at Sunset Beach by many guests this premier Direct Beachfront two-story, two large bedrooms, three full baths, executive style house affords the...
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...
Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
Treat yourself to ultimate island luxury in this architecturally designed $5.5M home on 15,000 sq ft lot in one of the most desired locations on Oahu's south shore. Nestled on the slopes of Diamond Head just outside of Waikiki, this exquisite estate is a 5-MINUTE WALK...
Oceanfront Spacious Condo Sleeps 3 Stunning Ocean, Tropical Beach and Bay Views
Sans Souci 503/504.Stay comfortably in Honolulu at this large 1-bedroom Oceanfront condo with HD TV and Amazon Firestick. The bedroom features a new comfortable queen bed, and there are 1.5 well lit bathrooms with ample soft white cotton towels . In addition, there is a...
Contemporary Kailua Stay, Near Trails, Beach & Restaurants
PERFECT FOR:Romantic getaways | Solo travelers | Pet owners | Beach loversTHE SPACE:- Queen bed w/ linens- Private entrance- Rainfall shower- Full kitchenette- In-unit washer & dryer- Fiber WiFi for WFHACCESSIBLE LOCATION:- 2 mins → Kailua Beach- 5 mins → Stunning...
Renovated 1 Bedroom W/ Stunning Views, Parking, & Central Air
If you've been imagining the perfect place to enjoy your upcoming Waikiki getaway, look no further! Expansive Ocean and Park views, private lanai, central air conditioning, covered parking and rooftop pool and saunas check all the boxes and make this newly renovated,...
Exceptionally Pristine Haleiwa North Shore Beachside Retreat
Summertime on Oahu's North Shore! -AVOID TRAFFIC MESS AT THIS LOCATION-The large Winter surf has gone down and diving, paddling & fishing beckon you just minutes away down a private beach access. Shell collecting, monk seal & green sea turtle watching, sunsets over the...
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...
Ilikai 1 Bedroom City Views, minutes to the Beach!
This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware, Silverware,...
Cottage with Private Salt Water Pool
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...
Ilikai 824
Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC
*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach!Features fully equipped kitchen, pull-out sofa bed, private...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
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.Situated in the famed oceanside neighborhood...
Waialua Oceanfront Luxury Home – Secluded North Shore Escape
Featuring Two Master Suites!!!Search no further - this luxurious oceanfront beauty has all the makings of a heaven-sent vacation on one of Oahu's most secluded coastlines. Furnished throughout with hand-picked Balinese furniture and decor, this home is a treat to see...
Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe Amenities
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.Imagine yourself living the life of luxury in...
Lanikai Breeze – Contemporary Comfort Steps from the Shore
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.Just steps away from coveted Lanikai Beach,...
Marriott Ko Olina Beach Club - On The Beach- Family Friendly
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi
Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...
4 Bedroom/ 3 Bathroom Private Home
This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking
****Contact Owners for stays other than 30 days***Step away from noise and traffic of Waikiki and join us in heavenly Hahaione valley. This quiet home is just minutes from Moanalua bay, a must for the water the water sports enthusiast and Hanauma bay marine reserve, one...
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
Spacious 2 Bdrm Remodeled Oceanfront 01 unit
Above and beyond any other unit. Stunningly large with separate 2 Bdrms. Newly remodeled oceanfront condo on the Gold Coast. This is definitely the quiet end of the building and with the additional windows on the mountain side, you get incredible cross breezes all year....
EXCLUSIVE EXECUTIVE HOME WITH FABULOUS 180o OCEAN VIEW.
"Wow!" is the usual reaction of folks seeing the view from this traditional Hawaiian home. Furnished comfortably, with attention to detail for a wonderful, relaxing vacation. Spectacular sunsets. In winter, humpback whales cavort in the ocean just below the house. At...
Waikiki Beach Penthouse
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...
20FT WALK TO BEACH/ OCEAN VIEWS/BOOK 7 NIGHTS & GET THE 8TH NIGHT FREE
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...
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...
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking!
Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...
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...
Pono Pearl Villa | Beach Access + AC In Every Room
Just a short walk from the beach, this spacious home is ideal for family reunions, retreats, or groups looking for space, privacy, and easy shoreline access. This listing represents one of several similarly appointed homes in the Windward area. All units share the same...
Probably The Most Peaceful & Beautiful of North Shore Estate
Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre...
Waikiki Studio for Rent (30 day min)
* Best Views and the Best Value in Waikiki! This unit is completely and beautifully redone with quality and function, 'Pride of ownership for our Guests to Enjoy'. * This unit has a 30 day minimum requirement. * This Spacious studio in the Island Colony has Awesome...
Kailua Beach Historic Renovated Cottage
This property is offered as a monthly rental. Although full-month occupancy isnot required, the monthly rate remains fixed and applies in full, regardlessof the number of nights stayed, as prorated rates are not available.One of the original homes on Kailua Beach, this...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6') at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
Private Tropical Paradise in the Heart of the North Shore - beachfront community
[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...
Modern Waikiki Beach Oasis w/ free parking
Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....
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...
Fully Renovated 2BR/2BA Near 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...
Villa Frangipani Tropical Beachside Retreat Kailua
About this spaceOnce inside our fully gated property you will be immersed in a lush tropical garden with palms surrounding a lagoon style pool. We are just a 2 minute barefoot stroll along a private lane to the soft white sands of Kailua Beach. Built in 1938, our home...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Fully Renovated Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking!
Marine Surf #2207 – 364 Seaside Ave.Beautifully furnished contemporary 22nd-floor studio in the heart of Waikiki, fully renovated in January 2025, complete with resort-style kitchenette, comfortable Queen size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Unforgettable Ko Olina 11th Floor Penthouse, Direct Ocean View
This ocean tower 11th floor two bedroom, two bath 1466 SF luxury Penthouse villa is located in Oahu's most prestigious beachfront destination - Beach Villas at Ko Olina ('Place of Joy'). You'll experience breathtaking panoramic ocean views from your private lanai while...
Kahala Breeze: Modern Tropical Home with Pool & Private Yard
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.Experience the laidback luxury and authentic...
Turtle Bay Hale Lani by RedAwning
This lovely 1 bedroom w/loft upgraded unit has new kitchen cabinets &appliances, ceramic tile floors and granite countertops. The living room has aflat-screen TV, internet and WIFI, and ceiling fan. Window a/c in the livingroom and the bedroom. Reserved parking spot,...
Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access
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.Step into the world of serene luxury at Ko...
2 BDRM w/ 4 Beds + 2 Bath + Parking + Partial Ocean View, 2 mins walk to Beach
Legal vacation rental at a fabulous location! This renovated 876 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dining, and activities...
Luana Waikiki Premium Studio- Gym & Pool
Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...