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.
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking
Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Beautiful Ocean View Condo, Near 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...
Diamond Head View Condo, Steps to 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...
Ocean Villa Emilie – Contemporary Luxury with Panoramic Views in Honolulu
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.Ocean Villa Emilie by Gather is a newly built,...
Fabulous Renovated Honolulu Loft with A/C
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Free WiFi, free tandem parking allowed to park two cars. Pets...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Waikiki Beach Studio Condo..Minutes to Beaches!nGreat Value.
Aloha and welcome to the ideal Waikiki studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the start of Waikiki, near the marina, we are close to everything for your vacaction getaway. World-class shopping & wonderful...
Hawaiian Pakele-Ocean View Estate
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Hotel Studio Near Mountain View Waikiki Seaside Monarch Paradise Full Kitchen
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Studio Near Waikiki in Honolulu offers direct beachfront access and stunning mountain and city views. Guests can enjoy free WiFi, an outdoor swimming pool, and complimentary bicycles.Spacious Accommodation: The...
Ocean View Luxury Condo in Waikiki, /w Parking!
This stunning 2 bedroom, 2 bath condo located in the heart of Waikiki is an oasis away from all the hustle and bustle. Not only does it feature central air-conditioning, but its beautiful pool area and spa make for a truly luxurious experience with fewer guests than...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
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...
Peaceful Peacock Palace in Makaha
Nestled in the lush landscapes of Makaha Valley, backed by the beautiful Mountains with a 24 hour Oceanview, our enchanting retreat offers guests a unique blend of serene natural beauty and luxurious comfort. As you enter the gates, you are welcomed by the sweet...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Waikiki Beach Walk Resort 2BR/2BA
Located on nearly eight acres of new Waikiki pleasures. If you're looking for a resort that packs a ton of nearby fun, be among the first to reserve your spot at the new Club Wyndham at Waikiki Beach Walk®, part of Outrigger's huge Waikiki Beach Walk project. This...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Sleeps 16, 2 Homes | Ocean Views, Shared Pool + Gym, Near the Beach | AvantStay
Welcome to Mauna View & Ocean Escape by AvantStay! These two homes are just a few homes apart within the lush Makaha Valley, with a combined total of 6 bedrooms, sleeping up to 16 guests—an ideal option for groups looking to enjoy paradise together with a bit more...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Beautiful Waikiki condo with a large private lanai & conveniently located
Aloha Towers 503Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Waikiki from the comfort of this spacious 2-bedroom, 2-bathroom corner unit condo located in...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
Available for New Years! Beautiful & Spacious Bungalow Resort w/pools & hot tub!
Available for New Year’s (Dec 28 - Jan 4th) The beautiful Kona Hawaiian Resort is ideally located on Ali'i Dr directly across from the ocean, an easy 1/2 mile walk from the vibrant oceanfront shops and restaurants in the heart of Kailua-Kona, and provides quick and...
Luxury Condo in Waikiki, Highly Sought After Condo!
This 2-bedroom unit is located in the highly sought-after condo, The Windsor. Freshly painted, this condo features high-end stainless-steel appliances (Bosch convection oven, Thor cooktop and LG refrigerator/freezer, microwave and dishwasher) and modern furnishings...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
In Honolulu’s exclusive Portlock neighborhood, Hale Ola welcomes you with sweeping ocean views, the gentle sound of cascading waterfalls flowing into koi ponds, and a backdrop of Diamond Head and the mountains. This single-level estate blends refined interiors with...
3BR House Walk to the Beach&Malls FREE Parking!
Aloha and welcome to your private Hawaiian hideaway!Think swaying palms, Diamond Head breezes, and vintage island charm—waking up in paradise never felt so good.3 Bedrooms, 1.5 Bathrooms, 2 Parking SpacesUnbeatable Location20-minute drive from Honolulu (HNL)...
2BR+Loft Huge Patio Quiet & Spacious with Free Parking
Enjoy this spacious, high-ceiling 2BR plus loft with a rarely available large open-air balcony. Save $40 a night with one secured free parking in the building plus free wifi. Walk to the best restaurants, Chinatown, and visit the historic Iolani Palace. The building has...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Oahu Dream! 2 Relaxing Units w/ Balcony, Minutes to Waikiki Beach
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! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
Peek-a-Boo Ocean View Studio in Waikiki w/ AC - Bamboo Waikīkī Hotel #803
Castle Bamboo Waikīkī Hotel #803 - Expansive sliding glass doors allow for natural sunlight and open to the private outdoor lanai where you can relax in comfort while taking in the views and enjoying your morning cup of coffee. The sleeping/living area is furnished...
Allure Very Nice 2-bedroom condo 30 Day Rental Minimum
This beautiful 2 bedroom condominium at Allure Waikiki #2609, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, walking distance to lots of...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Lovely 2 Bedroom Condo in Makaha Valleyn
If you are looking for gorgeous less crowded beaches, unique hikes, and perfect surf this is your kind of place. 2 bedroom, one bath unit in Makaha Valley, West Side of Oahu. Just 1.5 miles from beautiful beaches, only sand, ocean, surf and majestic mountains! 12 miles...
A11y Room with King Bed, Lanai - Upper Floor
Stay in this accessible 242 sq. ft. room featuring a king bed and a private lanai. Located between the 4th and 11th floors, this room offers accessibility features, air conditioning, free Wi-Fi, and modern amenities for a relaxing and inclusive stay.Key Features: •...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
Blue Paradise- Waikiki
Nestled in Honolulu, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is just steps away while Royal...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Just one block from...
Panoramic Ocean View condo with AC, WiFi in beautiful Waikiki
Right in the heart of Ala Moana corridor, 1 block to the beach. Everything is walkable: Waikiki Marina, Magic Island, Hilton Lagoon, Ala Moana shopping mall. Gorgeous Sunset view and Friday Night Fireworks!
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a...
2 Awesome Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
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...