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.
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...
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...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Waikiki Grand 1005 - The Best location in Waikiki!
Elevate your stay in our charming flat, perched on the 10th floor of a unique boutique condotel. 🏛1005 at the Waikiki Grand Hotel® is perfect for couples or small families, our spacious retreat offers breathtaking views of the ocean and lush surroundings that will...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
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.Welcome to Samurai House by GatherSamurai...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 16th Floor! Wake up to a gorgeous view of paradise from your very own private lanai. Unit was recently renovated and features an updated kitchen, bathroom, and flooring! Enjoy the beautiful sunset overlooking the yacht harbor...
1 Bedroom Suite, The Modern Resort & Spa, Honolulu
Enjoy the glamour of this stylish, upscale place. Enjoy Hawaii's capital in style at the Modern Honolulu! Guests have access to a variety of amenities, including a fitness center, gift shop, several restaurants, two swimming pools, full-service spa, concierge service,...
Spacious 5 bdrm Home steps from Hukilau Beach, AC, Ocean Views, 30-day
This home has a casual Island feel but with updated features. It was fully renovated 8 years ago and within the last 2 months we have given it a mini makeover. We love how spacious and private it feels and also its location right across the street from one of the best...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
Remodeled Waikiki Studio w/ AC and free Wi-Fi - Bamboo Waikīkī Hotel #705
The studio features an open concept floorplan with a charming island aesthetic throughout. Large sliding glass doors allow an abundance of natural sunlight and lead to a furnished lanai where you can enjoy morning coffee or an evening cocktail. The sleeping/living area...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
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...
Konishiki Beachhouse: Luxury 6BR Oceanfront Home with Private Pool & 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.Welcome to Konishiki Beachhouse Estate by...
Waikiki View 2 Doubles at OUTRIGGER Waikiki Beachcomber Hotel, Pets Allowed
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...
Modern, Comfortable with Great Amenities! Washer/Dryer, Parking, WIFI included!
New to our inventory and remodeled in 2024, this unit is a true gem, offering modern style and all the comforts of home. The living area features a cozy sofa sleeper and a large flat-screen TV with streaming capabilities. It seamlessly connects to a dining area with...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
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...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Tropical Garden Tranquility HNL
From kid-friendly splash pads and playgrounds to calming koi ponds, a private pool, meandering paths and shaded bbq and dining areas, this outdoor oasis offers endless outdoor spaces. This serene home-away-from-home offers two private bedrooms, full bath, full kitchen,...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Upgraded Luxury Diamond Head Waikiki Condo Amazing Location--FREE Parking
MINIMUM 90 DAY RENTAL: Monthly Rate Available. CLEAN and beautifully upgraded /remodeled open concept- comfortable/ quiet / breezy - 1 bdrm (King Bed, walk-in closet, w/black-out curtains)/1 bath w/Diamond Head View and 1 1/2 blocks to famous Waikiki Beach. Fully...
Ko Olina Kai 1027A: 2BR Retreat, Open Plan Living, Easy Access to Golf & Spa
Embark on a serene island escape at Ko Olina Kai 1027A, a ground-floor, single-level condo in the tranquil Ko Olina Kai community within the renowned Ko Olina Resort. With its inviting garden views, spacious layout, and effortless access to resort amenities, this...
Home in the Sky!
Stunning brand new home with 3 bedrooms and 3 full bathrooms with beautiful views and absolute serenity. All new stainless appliances & new furniture, beautiful kitchen with granite and spectacular view and WIFI.!Wake up to the best sunrise on the island and enjoy the...
Niu Beach Estate – Private Luxury Meets Island Sophistication
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.Aloha and welcome to your own private slice of...
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
Cozy Waikiki Apt with FREE parking sleeps 4
Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...
Hilton Grand Vacation Club, All Towers, Honolulu!
This two-story three-bedroom, two-and-a-half-bathroom penthouse ocean view suite with balcony features a master bedroom with king bed, bathroom with a standard shower/tub combination. The second bedroom has a king bed and bathroom with a standard shower/tub combination....
Relax Your Eyes with Stunning Ocean Views! Outdoor Pool!
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
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...
Aloha Heights: Luxury 1-Bedroom Condo with Pool, Gym & Ocean Views
This home is available as a long-term rental (LTR), with a minimum stay of 30 days—perfect for extended stays, relocations, or monthly leases.Welcome to Aloha Heights by AvantStay — your modern Honolulu sanctuary in the sky. Set on the top floor of a stylish...
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...
Live Local Redwood Pole house panaramic Ocean views quiet convienent nbrhood
. Wailupe is on mountain side , 5 blocks facing ocean. enjoy tennis, bball/park across street, great views. Convenient location to town, Waikiki 4 miles away. Two bedrooms in large great room. Main bedroom has a queen size bed, sons room has a twin, and living room has...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily cleaning...
Ocean Front Pipeline Estate! Front row seat to the Pipeline Masters surf event!
Pipeline living at its best. A definite bucket list dream vacation destination. Facing directly at the famous Banzai Pipeline and Pipeline Backdoor, this home offers a unique spot to watch the most spectacular surfing waves in the world. This home offers all the...
Newly renovated, secure, 2-bedroom apartment in beautiful Waikiki with AC
Aloha and welcome to your tropical escape in the heart of Waikiki! This newly renovated 2-bedroom condo offers the perfect blend of comfort, convenience, and island charm.Just steps to world-famous beaches, restaurants, and shopsPrivate lanai with stunning canal +...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines...
3bedrooms&1bathroomconvenient Location, Near Freeway, Shopping center
It has a very convenient location,with 5 minutes walking distance to Bernice Pauahi Bishop Museum and 9 minutes walk to the nearest shopping center .It takes 3 minutes walks to the nearest bus station.It's only 10 minutes drive to the Honolulu International airport!!...
Lanikai Oceanfront Home with Pool and Japanese-Style Hot Tub
Six bedroom ocean front home with pool and Japanese-style onsen (hot tub) is ideally suited for multi-family or multi-generational accommodation. Recent renovations and 2021 upgrades include split-air conditioning throughout the home, updated landscaping, new...
Centrally Located Waikiki Condo - Accommodates 4
Please Note: This property is available for a minimum rental period of 30 consecutive days. Rental rates are fixed and will not be adjusted based on the length of stay or occupancy.Welcome to Hale Kaiolu! Enjoy a relaxing stay in our one-bedroom, one-bathroom condo on...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views,...
Fancy Peacock in Hawaii with ocean views
About this spaceWelcome to Fancy peacock, we are located 5 minutes from the famous Makaha beach surrounded by tropical landscape and close to everything but away from noise and crowds.The spaceone bedroom with queen bed and living room with futon.kitchen with all the...
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
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.Aloha and welcome to Kealoha Tropical Beach...
Hilton Hawaiian Village Lagoon Tower Ocean View 1-Bed, 1-Ba Condo
1 Bedroom Plus (1LP)Size 600 sqft Accommodates: 4This spacious one-bedroom, one-bathroom ocean view suite with balcony features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The suite includes a generous...
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...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker,...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Cozy Ocean Stay 2BR unit
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in...