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.
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Pool House with 2Queen Beds – Poolside Comfort
Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
Downtown Kailua | Steps to shops | W/D | Parking
New Listing Special!Welcome to this charming 2-bed, 1.5-bath condo in a prime downtown Kailua location, just a short stroll from world-famous Kailua Beach. This updated home features a fully equipped and stocked kitchen, 2 comfortable queen beds, and modern amenities...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.• Waikiki Shore address is: 2161 Kalia...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
BEACHFRONT - 2bdrm 2 bath, fine art, contemporary design in luxury building.
Next to world-class Kahala Resort, 24 hr security on Kahala Beach. Condo offers 5G internet, central AC, one covered parking, washer/dryer, linens, full open kitchen, 3 flatscreen TVs, DVD, two bedrooms, two full baths. Access Kahala Resort spa, restaurants, activities,...
3 Great Units Just Steps to the Beach, Onsite Dining, Pet-friendly, Pool!
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...
Comfortable Studio at The Palms with Pool, WiFi & A/C - Sleeps up to 4 guests.
Unwind in Honolulu at this welcoming studio. This modern space offers a cozy living room with a queen bed and sofa bed, perfect for a peaceful retreat on the quiet side of the property. Enjoy the convenience of amenities like pool, WiFi, AC, and a hair dryer during your...
Spacious Suite With Office (Unit A)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
Shark's Cove Ocean Front 3BR Back House w Gazebo
The property is in the heart of North Shore, across from Shark's Cove and the start of the bike path to Log Cabins, Pipeline, and Rocky Point. Just a few minutes bike ride to Sunset Beach or a short walk to Waimea Bay. Fall in love with the views of the ocean and...
Serene Makaha Retreat
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
Ko'Olina Hawai'i - Oahu - Ocean Front Resort - by Marriott - 2 Bd. Mountain View
In the Luxury community of Ko'Olina, on Oahu's west side, sits Marriott's Ko'Olina Beach Club. This oceanfront resort has all the amenities you expect from a world-class, luxury Marriott Resort. On-site is a spa, a health club, restaurants, bars, a sundry shop, multiple...
Couples Retreat! Pacific Vista w/WiFi and A/C– Waikīkī Shore 504
Welcome to your beach retreat in Waikīkī! Relax in this Studio Ocean View condo, which offers fantastic lanai views of the Pacific Ocean, Waikīkī Beach, and the palm treetops of Fort DeRussy Park. The private lanai has seating for two people and has a small table so...
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...
Cool trade wind breeze 2Bd, 2B, 2 Parking, covered lanai, min 30 days, MIDTERM
Ideal for people that are working on Oahu.Minimum 30, MIDTERM or log term. Electric is not included.Two bedrooms, two baths, and 2 assigned parking in the newly developing modern second city of Kapolei. All furnishing and amenities are included. Close to Safeway,...
Amazing & Modern Honolulu Haven, Renovated w/ AC
*** 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 tandem stall allowed park two cars. Pets friendly there is a...
Ilikai Hotel One-bedroom Unit with am AMAZING view of the Duke Kahanamoku Lagoon and Waikiki Beach
This condo is located on the floor of the 12th Ilikai Hotel.This AMAZING condo has beautiful views of the ocean overlooking the lagoon at the Ilikai Hotel. Relax in this cozy, Hawaiian styled condo. You'll love waking up to the beautiful and calming view of the ocean...
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...
Luxurious, Private Hilltop Retreat with Postcard View -- minutes to Kailua Beach
With views like these, you may never want to leave!This top level of a 3 story executive home has its own entry driveway and private parking areaWith no homes behind it, the property’s location gives you one of the best views in the islands — providing an ideal...
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you...
Waikiki Hideaway: Relax & Unwind. Perfect for 90 day stays or longer.
Welcome to the Waikiki Hideaway! Your home away from home! Perfect for 90 day stays or longer! Unpack, relax, refresh, and unwind in the luxury of resort style living in Waikiki. Do you have a work contract? Work remotely and need a change of scenery? Moving to the...
Ilikai Hotel, Minutes To Beach! High Speed WIFI!
Amazing deal for a remodeled unit in the world-famous Ilikai Hotel!Step into this beautifully remodeled unit featuring: Modern waterproof engineered wood flooring55" flat-screen TV & cozy furnitureSplit A/C & partially open kitchenAuthentic Hawaiian-style design Relax...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Serenity in the Sky!
Gorgeous brand new home with 3 bedrooms and 3 full bathrooms with beautiful views, privacy and absolute serenity. All new stainless appliances & new furniture, beautiful kitchen with granite and spectacular view and WIFI.!Wake up and enjoy the best sunrise on the island...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This stylish and contemporary condo on the 6th...
Beachfront Family Paradise - 20% off w/ intro pricing
Perfect beachfront home for active families! Just 5 minutes from the shops and restaurants of Haleiwa Town on the North Shore of Oahu, yet your backyard is a secluded, sandy, 10-mile long beach! Great for swimming, fishing, snorkeling, paddle boarding, beach combing,...
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...
Prime Waikiki, Ilikai Marina, Studio!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late July...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
Steps to beach! Beachside 4-bedroom house in Kailua with AC & WiFi
**Please note--beginning Sept. 25, 2025 only 90 Day rentals and longer will be accepted.Welcome to paradise! Discover this adorable 4-bedroom gem in Kailua only 4 houses from magnificent Kailua beach. We are on a private lane with path to beach.This charming house has...
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
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...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a Queen Bed (in bedroom) & a Futon in living area, full kitchen, quiet...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL 14 DAYS PRIOR TO YOUR...
Oahu Oceanfront Getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Park Lane 3300: 3 BR, 2.5 BA Apartment in Honolulu, Sleeps 6
We welcome you to the absolutely stunning Park Lane 3300. Located in the highly desirable Building 3 of Park Lane at Ala Moana, this beautifully-appointed 3 Bedroom 2.5 Bathroom residence sleeps 6 comfortably and is the ideal combination of luxury and comfort. Enjoy...
Ohana Adventure🌺 3 Beach front properties
*30-day rental. Please inquire.Secluded Beachfront Estate – A Mid-Century Modern Retreat on Oahu’s North ShoreEscape to this private beachfront estate on the North Shore that blends modern luxury with vintage Hawaiian charm. Perfect for large families or groups,...
Hoʻonānea I Loko Kailua
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
Experience island living with comfort and style in this 39th-floor city-view condo! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended stay.Enjoy the convenience...
Pool House Studio with King Bed – Poolside Retreat
Stay poolside in this spacious 484 sq. ft. studio featuring a king bed, a sofa bed, and a convenient wet bar. With modern amenities like air conditioning, free Wi-Fi, and a flat-screen TV, this studio is perfect for a laid-back and refreshing escape.Key Features: •...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
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.As of 07/14/2025Scheduled Maintenance Notice...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...