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.
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...
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 Hotel...
Tropical Haven: 3BR Sanctuary Between Two Famous Beaches
-This Is A Fully Furnished Rental-Wifi Included-TV With Amazon Prime Video-Washer & Dryer -Free Parking On PremisesKeep it simple at this peaceful and centrally-located place. This modern home just minutes from the beach. This three bedroom home is nestled in one of the...
Studio Ko Olina Beachfront Resort & Spa Kapolei!
Experience Kapolei like a local in this 1-bedroom resort. The space offers a welcoming atmosphere with a comfortable sofa bed and a tranquil bathroom equipped with a hair dryer. Guests can stay comfortable year-round thanks to heating and air conditioning. A fitness...
Hanapepe House: Newly Renovated Home w/ Private Pool, A/C & Amazing Ocean Views!
Set along O‘ahu’s dramatic Portlock coastline, Hanapepe House by Gather is a rare 4-bedroom, 4.5-bath oceanfront retreat offering unobstructed views of Maunalua Bay, Koko Head, and Diamond Head. With 4,274 sq. ft. of interior living space, a private pool, wraparound...
Furnished monthly rental Waikiki Neighborhood w/ 1 parking 103
432 Namahana 103 w/ 1 parking 103 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
Nestled on the tranquil hillside of the distinguished Mahinui neighborhood, Hale Kalia is nothing short of a refined sanctuary where modern luxury meets island serenity.Nestled along the tranquil windward coast of O‘ahu, the Mahinui neighborhood in Kāne‘ohe offers a...
Tantalus Glass House by Gather Modern Honolulu Retreat
Welcome to Tantalus Glass House by Gather, an architectural masterpiece perched high above Honolulu. This five-bedroom, five-and-a-half-bathroom estate combines modern design with lush tropical surroundings, offering a rare blend of privacy, sophistication, and...
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five bathrooms, and over 4,300 sq. ft. of breezy living space, this expansive retreat blends open-air island design, panoramic...
Affordable Waikiki Condo w/ Full Kitchen & AC 202
Affordable Waikiki Condo w/ Full Kitchen and AC 202.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki. Enjoy...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
Nestled in Honolulu’s prestigious Portlock neighborhood, Hale Ola is a refined coastal retreat where luxury, comfort, and panoramic ocean views come together seamlessly. This single-level estate spans 3,744 square feet and accommodates up to twelve guests across five...
Come Create Memories w/ Fun-filled Adventures at this Paradise! Outdoor Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
Welcome to The Kahala Mansion by Gather, an extraordinary luxury estate along prestigious Kahala Avenue on Oʻahu’s south shore. Just steps from the tranquil beachfront, this grand 9,154-square-foot residence offers refined island living, architectural sophistication,...
Floor-to-Ceiling Oceanview Home with Full Sunset
🌺 Aloha! Welcome to our happy place! 🌺🌊 Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View 🌊Welcome to our beach house, where every detail has been thoughtfully designed by a professional interior designer to create a serene, luxurious escape.Everything...
15th Fl Luana Waikiki Studio | City & Mountain Views | Pool | Balcony
Enjoy a stylish 15th-floor studio at the Luana Waikiki, featuring city and mountain views just steps from Waikīkī Beach. Perfect for couples or small families, this boutique stay sleeps up to 4 guests and includes a kitchenette, pool, fitness center, and BBQ area — all...
Queen Bed | Outrigger Waikiki | Shopping & Dining in Central Waikiki! Gym, Pool!
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 234 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Ground floor w/ parking Central Waikiki Stay - Walk Everywhere 102
Ground floor w/ parking Central Waikiki Stay - Walk Everywhere 102.Honolulu Hawaii Nightly RentalAll New Complete Remodel! One Parking Space Included, Midsize OnlyBook your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC,...
Villa 305-306 OceanView Turtle Bay Beachfront
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...
581feet away from the beach on country road surrounded by greenery and mountains
Country style home with modern amenities and lush landscaping for privacy; front lanai to gaze at the moon at night and a mountain side lanai for your morning cup of coffee looking at the Makaha valley and Waianae mountain range.
4BR Mokulua Seaside w/ Private Studio, Steps to the Beach
Mokulua Seaside by Gather is a refined oceanside escape that brings together luxury, space, and the beauty of Lanikai. Just one house from the sand on Kailua’s coveted Mokulua Drive, this four-bedroom, four-bathroom retreat spans 3,316 square feet of interior living and...
Pet-Friendly Room Near Waikiki Beach – Family Stay | Pool
Discover the vibrant location, just a 5-minute stroll to iconic Waikiki Beach. Perfectly situated near the Honolulu Zoo and Diamond Head - Leahi, explore stunning scenery and thrilling activities. Enjoy the ease of nearby transport to immerse in local culture. Indulge...
HawaiianBliss Spacious 2BR Marriott Ko Olina Villa for the Perfect Family Escape
**Available exclusively from August 30-September 6, 2026. A 7-night stay is required.** Picture mornings with ocean breezes, afternoons by turquoise lagoons, and golden sunsets on the sand. Marriott Ko Olina Beach Club is a slice of paradise on Oahu’s sunny west coast....
![[New] Walk Score 95 | Mtn+City View | Kitchenette](https://media.vrbo.com/lodging/129000000/128330000/128329300/128329201/412e67fb.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[New] Walk Score 95 | Mtn+City View | Kitchenette
Summary:New Listing Special!Experience the charm of this beautifully renovated Aloha Surf corner unit, boasting breathtaking views of the Ko'olau Mountains and Waikiki cityscape from your private 6th-floor lanai.Situated in the vibrant heart of Waikiki, just a short...
Compact Waikiki Retreat for 1 person 205
Compact Waikiki Retreat w/ Workspace & AC | Sand & Surf Waikiki 205.Centrally located one block from the world famous Waikiki Beach our compact 150 sq.ft. space is carefully laid out to include a kitchenette, floating desk workspace, open design closet system -...
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....
Waikiki 2 Bedroom w/ Covered Parking, Family Condo
2 bedroom, 1 bath, with your assigned gated parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 3rd floor condo with cityscape views. Short stroll to beach, dining, and shopping. Fast internet. Washer/dryer on every floor.Royal Aloha building is...
Furnished monthly rental Waikiki Neighborhood 202
Dedicated Workspace in Waikiki 202 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
🌊 Ocean Views & Island Vibes – Your O'ahu Escape! 🌺
Welcome to our "Kaimana" estate located on oceanside in Hau'ula. Hau‘ula is a small, scenic coastal community on the northeastern (windward) side of O‘ahu, about an hour’s drive from Honolulu. Known for its laid-back, rural atmosphere and strong sense of community,...
@ Marbella Lane | Hale Laʻi Serene Luxury 3BR Home
Summary:Welcome to a serene luxury retreat designed for comfort, beauty, and relaxation. This beautifully appointed Hawaiian home features refined interiors, modern amenities, and a peaceful private setting ideal for families, couples, or extended stays. Thoughtfully...
Oceanfront Hideaway with Detached Primary Bedroom
THE HOME: This property is made up of two separate structures. Total living area is approximately 775 square feet.The makai (oceanfront) home has a - full kitchen + living room: - full bathroom- two bedrooms with a full size bed in eachOpen-concept kitchen and living...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Charming 2-bedroom condo with Ocean views!
🌴🏠 Welcome to Your Slice of Paradise in Waikiki! 🏠🌴Available from September 15 - December 31Escape to your dream condo nestled in the heart of Waikiki, where breathtaking ocean and harbor views await you at every turn. This cozy yet luxurious retreat offers the perfect...
2 bedroom Waikiki Apt sleeps 6 PARKING included with stay
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Stay comfortably in Honolulu at this charming 1-bedroom apartment. The bedroom features a king bed, while the living room offers a cozy sofa bed for extra guests. An office space with a twin bed adds flexibility for work or rest. Guests appreciate the cool central air...
Luxury Oceanside Paradise, Steps to Waikiki Beach
Aloha! Welcome home to our stunning and spacious corner unit condo steps from Waikiki beach with panoramic ocean and city views. This lively location is truly best in class with close walking proximity to the beach, restaurants, and shopping. You will be staying at a...
Newly Renovated 4BR Family Home - Minutes from Dole Plantation
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins drive to Sunset Beach- 25...
Just What You Were Looking For! Sky View Unit with Kitchen, Outdoor Pool
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 291 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Mountain-City Views Condo at Allure w/Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Feel free to contact us if you have questions before booking online. If this particular property isn't...
WG 705 —Cozy Queen Bed studio steps to Waikiki Beach & Park w/ AC & Kitchen
Located in Honolulu, this pleasant Non Smoking studio offers a tremendous space for guests seeking comfort and convenience. The studio features a bathroom equipped with a hair dryer & Shower/Tub combo. Guests can relax in the decent sized living area, which includes a...
Beautiful Luana Waikiki Studio
Located in the boutique Luana Waikiki hotel you'll be adjacent to Fort DeRussy Park and just a short walk to the beach, restaurants, and luxury row shopping. This 300 sq ft studio is overlooking Kalakaua Ave and Kalakaua Park is equipped with a kitchenette, Queen beds,...
Honolulu 1BR Deluxe – Beach Walk, Dining & Waikiki Adventures
Club Wyndham at Waikiki Beach Walk places you right in the center of one of Honolulu’s most exciting neighborhoods. Located along the vibrant Waikiki Beach Walk promenade, the resort is surrounded by restaurants, boutiques, and live entertainment, with Waikiki Beach...
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
The Bird of Paradise Bungalow has a king sized bed in the beachfront bedroom. The garden side bedroom has a queen size bed. The living room has two sofas and a dining table. The large outside deck is partially covered with two Bali Day Sofa Beds and tables and chairs...
Aloha Spring Sale! Turtle Bay's Kuilima Estates West #104
Located at the entrance of the magnificent Ritz Carlton at Turtle Bay, this property is just steps away from the spectacular coastline of Oahu’s tranquil North Shore. About an hour from downtown Honolulu, enjoy the peace and quiet of this unit on your next dream...
Peacock Palms* Newly remodelled* Central A/C*
AlohaTucked away on the West side of Oahu you will be able to experience our home away from home while visiting the Makaha Valley Towers for your Hawaiian adventures. You will fall in love with the rural and tranquility that our condo will offer to you during your stay....
Waikiki Condo w/ Kitchen - Steps to Dining & Surf 305
Waikiki Condo w/ Kitchen - Steps to Dining & Surf 305.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki....
Paradise Found! Your Private Ocean View 2-Bedroom Villa - Kapolei Oahu, Ko Olina
Imagine stepping onto your private balcony each morning to breathtaking ocean views, tropical breezes, and the sound of waves from one of Hawaii's most exclusive resort destinations. This spacious 2-bedroom, 1.5-bathroom ocean view villa at Marriott's Ko Olina Beach...
Ocean & Diamond Head-view studio in Waikiki
Enjoy stunning ocean and Diamond Head views from your private lanai in the heart of Waikiki. This modern studio is just a short walk to Waikiki Beach, Fort DeRussy Park, world-class Ala Moana shopping center and endless dining. Perfect for couples, friends, business...
Lanikai Hideaway: 4 BR Luxury Retreat near Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
Waikiki 1BR 34th FL Corner unit with view! 30days stay Big terrace & New Floor
Waikiki super convinient location. Very easy to access to beach, restaurants, sightseeing, shopping.34th floor corner one bed room condo very nice view with ocean and Friday fireworks view from Lanai(balcony) .Lanai is very specious with outside coffee table and chairs...
Experience Unparalleled Luxury in a Mountain View Studio at Marriott’s Ko Olina!
Indulge in a serene escape at Marriott’s Ko Olina Beach Club, where your villa is surrounded by crystal-clear waters and a breathtaking lagoon. Nestled within a lush, gated community on the stunning island of Oahu, our premium vacation ownership resort offers the...