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 O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Ko Olina Beach Villas O402 by Gather is an oceanfront villa boasting breathtaking views and unparalleled comfort. This exquisite vacation home, located in the Ocean Tower of Ko Olina Resort, is a haven for those seeking a blend of relaxation and adventure. This...
2nd Floor w/Ocean Views + Lanai - Kanaloa 2103
Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar,...
Kona By The Sea 315 - Direct ocean view
Kona by the Sea 315 is a roomy 2 bedroom 2-bath unit with all the amenities that you will need, including CENTRAL AC, full-size washer/dryer and high speed wifi. This rental requires a minimum 30-day reservation. No smoking. No pets. Free parking for one vehicle....
Great Partial Ocean View! Full Kitchen, Free Parking, Pool! Heart of Waikiki!
Royal Kuhio #2408 – 2240 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Partial ocean view unit on the 24th floor of Royal Kuhio, right in the heart of Waikiki! This 1-bedroom, 1-bath condo features 538 sqft of...
***NEWLY RENOVATED***1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!
Clean 1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!Great location! Only 1 block from the world famous Waikiki Beach.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ etc.- Free Internet- Fully equipped kitchen- One block to world famous...
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Very Unique Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Vinyl Plank Flooring throughout! No carpet! You'll appreciate a remodeled, fully equipped kitchen with quartz countertops, good quality cabinets, Dishwasher,...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
***Currently under a full renovation, come back in November to see the updates***This condo is located on the 19th floor of the Ilikai Hotel. This rare, high floor, most sought after and in a spectacular location of Waikiki with views of the Pacific Ocean overlooking...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
16 GUESTS , 4 X ❤️AWESOME STUDIOS❤️ , FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
Largest Private Patio on the Ocean and Air-Conditioning
Newly remodeled unit just made available for rentals. This was our home in the 70's and now our vacation home. We want you to enjoy old Hawaii the way we did when we were first married. This is a quiet get away from the hustle of Waikiki but can be reached in under an...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...
Large corner unit Condo in the heart of Waikiki. Easy walk to the beach!
Large recently updated condo only 3 blocks from the beach. Room for up to 4 people with one king size bed in the bedroom and two twin size futons in the living room. Quiet corner unit with a well stocked kitchen, fast wifi, and cable TV. Located in the Hawaiian King...
Black Friday Specials! 15% off 7 day or Longer Stays! Kona Reef Ocean Front Unit
True oceanfront condo complexes are hard to find and the only real oceanfront condos at Kona Reef are located in buildings A and D. Any others are just ocean view! Enjoy sliding open the lanai door straight to the ocean! Relax and unwind at this truly oceanfront condo....
🤿 Styling Oceanfront Condo! 🌅 - Hale Kona Kai 303 🐢
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. Any closer and you would be swimming. View the tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of...
Spectacular Oceanview Cottage
The Makaha International Surfing Championships and Buffalo`s Big Board Contest are held here annually.Don`t miss out on the opportunity to stay in this luxurious, one-of-a-kind vacation rental. With its stunning ocean view, spacious living areas, and unique design, this...
Fairways at Ko Olina 8g: Luxury Condo, Balcony Views, Resort 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.Step into paradise with Fairways at Ko Olina...
Turtle Bay Deep Blue by RedAwning
Nice, partially upgraded upstairs condo with air conditioning in the bedroom only. WiFi. Golf course view.Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...
Ilikai Hotel's Deluxe One-Bedroom Unit with views of the Ala Wai Yacht Harbor and Ala Moana Beach!
Look no further, welcome to your dream vacation spot! This great condo is located within the OCEANFRONT Ilikai Hotel on the 12th floor and offers exquisite views of the ocean overlooking the Ala Wai Yacht harbor and Pacific Ocean. You'll be love waking up to the...
Iconic Diamond Head! Great for Family!
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...
🏖️Breathtaking Ocean View | Ocean Front Complex | vrKCV🏖️
vrKCV - Alii Villas 228, Professionally Managed by Kona Coast VacationsWelcome to your slice of paradise at Alii Villas! This recently renovated second-floor condo boasts breathtaking ocean views that greet you the moment you step inside.Property Details: Bedrooms: 2...
Kona Shores 221 Beautiful Top Floor Corner Condo w/AC!
Kona Shores#221- Excellant, Affordable Rental, in Oceanfront Complex! This upgraded second floor condo at Kona Shores has everything you need to enjoy your time on the Big Island of Hawaii! This is a corner unit which provides an extra window with a peekaboo ocean view!...
Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa
Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...
🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV
vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
Paradise at Ocean Edge! Chic Kitchen+Bath, Lanai w/Wet Bar, WiFi, TV, Laundry Kanaloa 3204
Castle Kanaloa at Kona Resort #3204 - This must-see two-bedroom two-bathroom suite with a loft offers vacationers everything they want and need while on their Big Island retreat. Enjoy morning coffee or meals with family and friends on your spacious, furnished lanai....
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West Oahu
Aloha,Welcome to stunning ocean views of Makaha Beach set against the backdrop of the Waianae mountain range. Waterfalls can be seen from around the building. Friendly peacocks will greet you upon arrival. Lots of sightseeing and places to explore. About 1-hour drive...
Tropical Gem Near 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...
Mai Tide: New N Shore Oceanfront Studio, AC, 30 Day
Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare &...
Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
Min 30 days requiredLush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus a couple of keiki (children), this home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr. Ossipoff's...
Ilikai Apt 1822 - 2BR/2BA Modern Unit with Ocean & Harbor Views No resort fees!
Oceanfront 2BR/2BA at Ilikai | Sleeps 6 | Prime Waikiki LocationProperty Overview:Welcome to your spacious ocean-view retreat in the iconic Ilikai Hotel, just steps from the Hilton Lagoon and Waikiki Beach. This fully equipped 2-bedroom, 2-bathroom condo offers...
Full Kitchen, Studio, Just Minutes to the Beach!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from early August to early October. The project is expected to...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
2 Free Parking!! Spacious 1 Bedroom Penthouse in Palms at Waikiki.
You cannot find a penthouse, 2 parking, 1 bedroom vacation rental in this price!Room rate will be less than a half of the small studio class hotel room. More space, less price and 2 parking. You may also enjoy the diamond head and ocean view from the room!!From the...
Penthouse Studio in Western Waikiki - convenient location, & stunning views!
44th floor studio, the highest floor in Island Colony.You will love this penthouse vacation rental. The reasons are the price (less than a half of other Island Colony), the location (center of Waikiki), and the view (panoramic ocean, city, canal, and mountain)!! Once...
COUNTRY CLUB VILLAS 242 - OCEAN & GOLF COURSE VIEWS
Enjoy panoramic coastline views and year-round sunsets from our wonderful two bedroom, two bath, bright, airy and tropically furnished corner condo overlooking the 17th fairway of Kona Country Club's Ocean Golf Course. An impeccably maintained golf courses surrounding...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my new unit near the beach. I have a full kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...
Condo at Waikiki Banyan- free parking and near beach
Waikiki fully furnished one bedroom condo located on the 128h floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
🌺 IMMACULATE 3-BEDROOM 2-BATH UNIT IN KO OLINA KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset!...
29th Corner 1 BR Great Panoramic Ocean View!! Pacific Monarch
Enjoy the lovely Hawaiian breeze in this high-floor 1-bedroom unit. Within walking distance to Waikiki's finest destinations." The Pacific Monarch building is centrally located in Waikiki, with a great variety of entertainment and dining options nearly at its doorsteps....
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
Oceanfront Condo🏄♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313
True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...
Delightful condo near beaches with pool & hot tub & private balcony
Kona Bali Kai #171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shrug off your concerns and slip into some beachy flip-flops, because this one-bedroom home is sure to put a smile...
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Aloha & Welcome to Your Waikiki Getaway!2 Queen Beds – Sleeps 4 Adults ComfortablyLocated right on the Waikiki Strip at the Palms Hotel★ Steps from Waikiki Beach and Hilton Lagoon’s Friday night fireworks★ 12-minute walk to the Hawaii Convention Center and Ala...
Oceanfront Condo Near Kona's Banyan Surf
This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...
Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!
Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...
🏖️Updated Top Floor | Ocean View | Desired Ocean Front Complex | vrKCV
vrKCV - Kona Isle C32, Professionally Managed by Kona Coast Vacations.Experience Tropical Paradise at Kona IsleWelcome to Kona Isle, an oceanfront haven where tropical charm meets modern comfort. This beautifully designed condominium unit is perfect for a relaxing and...