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.
Sky Ala Moana #1701: Modern 2BR Condo w/ Ocean 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.Located in the brand-new Sky Ala Moana...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
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.Escape to Wailupe Seaside 6 Bedroom by Gather,...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan. Sleeps up to 11 people. Features kitchen & full bathroom amenities. Close...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
Waikiki Beach Walk Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Bright 3-bedroom tropical house in Waimanalo Beach Lots
Welcome to our tropical home, a bright and breezy retreat just one block from Oahu's most beautiful beach: four miles of soft sand and gentle waves await you! From the house and patio, you’ll enjoy breathtaking sunset views over the Ko’olau mountains. From the sandy...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
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.Nestled in the heart of the exclusive Ko Olina...
Oceanfront Private Lanikai Beach House
Lanikai Beach Oceanfront. This home is a tastefully updated beachfront getaway on what is often cited as one of the world's best beaches. There are 3 bedrooms, 4 bathrooms and an open concept living area. The lot is just under 1/2 of an acre - large for the area -...
Tranquil Beachfront Duplex-type Private House!
The property is located BEACHFRONT. A duplex-type private house and a beach!120 linear feet of beachfront property. Experience the best Hawaii has to offer, living in Paradise, only 5 miles from famous North Shore beaches, PCC, Turtle Bay Resort, Sunset Beach, Pipeline,...
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for 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...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.Unit 715 Ocean View Studio• Waikiki Shore...
@ Marbella Lane – Dreamy Sunset Views by the Sea
Summary:Wake up to panoramic ocean views and end your day with breathtaking sunsets over Waikiki. Lounge on the lanai or in bed as ships head to Pearl Harbor by day and city lights sparkle at night. Enjoy this beautifully remodeled unit, a perfect blend of comfort and...
Escape to Paradise! 2 Attractive Units, Waikiki View, Rooftop Pool, Game Room!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
- 2nd floor condo located on West side of building close to elevators and parking- Sundeck and covered lanai are 154 sqft/14 sqm - Tile flooring throughout- Updated kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and...
Ilikai Hotel Lite #742: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.Partial Ocean View 1 Bedroom 1 Bathroom• Kitchen...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Gorgeous 1 Bdrm Waikiki Banyan Partial Ocean View T1
E Komo Mai! Welcome to your home-away-from home, in paradise! This beautiful suite has everything you need to make you feel at home.This gorgeous unit was just fully renovated and refurnished in August 2025! Partial ocean view, spacious 1 bedroom suite is located at the...
Manukai Hale: Luxe Golf View, Pool, Boho Charm, & Prime Location Near Heeia Bay
Welcome to Manukai Hale by Gather, a magnificent 3-bedroom, 3-bathroom home nestled on Manukai St. This luxurious retreat boasts a spacious floorplan perfect for hosting and entertaining loved ones, with modern updates and charming Boho styling throughout.What We Love...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Ko Olina Beach Villas O-906 welcomes you to ninth-floor island living in Kapolei’s coveted Ko Olina Resort. This two-bedroom, two-bath vacation condo pairs sweeping ocean vistas with the comforts of home, setting the scene for families, couples, or digital nomads...
Stylish Apt with Amazing Views
Kick back and relax in the calm, stylish space. The Aloha Vibes apt was created to recharge your energy from the outside world. The perfect set up for remote workers or vacationers. Start your day sipping your coffee and watching the sunrise and gorgeous view from the...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
Quiet & Private Retreat w/Outdoor Soaking Tubnn
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
Sans Souci Unit 903 - Studio
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
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...
Makaha 4 BR/2BA Ocean & Mountain Views home - 0.4 miles from Makaha Beach Park.
4 BR, 2 BA home with Ocean & Mountain views. Wake up to the fresh ocean air and splashing waves. Goats frolicking in the Waianae mountain range. Modern, clean and spacious home. Located in a quiet, well-established Makaha neighborhood just a few minutes walk from Famous...
"Windjammer" Studio w/FREE parking & Full Kitchen
Our Premium WINDJAMMER STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
Waialua Beachside Cottage: Lovely! Direct Beach 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.This stunning property is now accepting...
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...
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Close to scuba diving, surfing, and more, this smoke-free condo brings it all within reach. Jump into your car and make short work of the 2-minute drive to Ko Olina Marina or the 3-minute drive to Honu Lagoon (and enjoy the property's convenient covered onsite parking...
Experience Island Paradise at The Grand Islander by Hilton - 2 Bd. Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
Aqua Palms Paradise Studio | Walk to Beach
Enjoy sunny palm-tree views from this gorgeous hotel-style studio at the Palms at Waikiki Building. Nestled across the street from Ala Wai Boat Harbor, Hilton Hawaiian Village, Duke Kahanamoku Lagoon, Waikiki Beach, and so much more, our home is walking distance to...
Tropical Retreat with Heated Pool in Ilikai Hotel
Our spacious apartment is designed to provide you with all the comforts of home, plus the added benefits of a resort-style setting. The unit features two beautifully appointed bedrooms. The master bedroom serves as a serene retreat with a plush king bed, offering a...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Boutique Hotel Waikiki FREE parking
Excellent Location, free parkingEnjoy a comfortable stay in this independently owned hotel room featuring a king-size bed, along with a twin-size pull-out for a third guest if needed, full bathroom, central AC, and a flat screen TV. The room includes a mini fridge,...
HAWAIIAN OVERLANDERS 4WD FJ CAMPER!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
Tropical Comfort & Poolside Peace—2 Room Island Haven Awaits
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
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.This stunning property is now accepting...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
Marriotts Ko Olina Beach Club - 1 bedroom
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views by Koko Resort Vacation Rentals
VIEWS! Where Ocean Meets Sky! 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. This unique high-level corner unit offers postcard views from...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...