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.
Pipeline Beach*Studio Large*AC*wifi*Free Pk*Steps To White Sand Beach*30nite min
The studio has a TV with cable, internet connection, air conditioner, a full kitchen with an oven and stove, a refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The studio is very clean, very comfortable with soft sheets....
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 25-2, Bill 62), our property is available for month to month occupancy with a minimum 90 day stay. This means that our...
Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming
Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...
King Bedroom Beachfront Sans Souci 1104
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...
Aqua Aloha Surf Waikiki 1113 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
NEW Modern Marina Front on Hawaii Quay
Enjoy marina-front living in Hawaii Kai at it's finest! This upgraded single-level four bedrooms, four bathrooms home's large lanai with pergola overlooks your own private dock. Watch the ducks swim by or take the kayak and stand up paddle out to the beach. West-facing...
Honu Hale on Turtle bay golf course - Kuilima Estates West
2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...
Private Renovated Manoa Cottage
Go back in time to this renovated 1950's Hawaiian Cottage located in luscious Manoa Valley on the Island of Oahu. Lounge indoors on mid century Hawaiian koa furniture or outdoor on either the dining patio or the sitting patio. A short drive to shops, restaurants,...
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
TMK260230500082, TA-166-694-5024, STR# 2667 Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!3 Additional studio suites available same...
Marriott's Ko Olina Beach Club - Luxury 2 Bedroom Villa
Marriott’s Ko Olina Beach Club is situated on the beautiful Western shore of Oahu, where waterfalls and fountains welcome you as you drive under the port- cochere. Just 30 minutes from Honolulu, this beach front oasis is secluded and peaceful. Surrounded by seven...
World Famous Kailua Beach Charming Cottage
Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...
Ko Olina Beach Villas O1402: Spectacular 14th Floor Penthouse w/Ocean Views
Welcome to Ko Olina Beach Villas O1402 by Gather, a 14th-floor penthouse where sophistication and comfort meet Hawaii’s natural beauty. Overlooking the Pacific Ocean and Ko Olina’s tranquil lagoons, this luxurious three-bedroom, two-and-a-half-bath villa accommodates up...
Most Luxurious Ocean Front Condo in Kai Lani, Ko Olina, Hawaii
Awaiting you in this tropical paradise is a luxurious 2 bedroom, 2 bath condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Waikiki Shore #1302 – 2161 Kalia Rd.(ALL ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL.)You'll enjoy spectacular ocean and Diamond Head views from both sides of this luxurious 2-bedroom, 2-bath condo on one of the uppermost, ocean-facing floors of the...
Ocean View 1-bed/2-bath Penthouse Suite at Waikiki Shore!
Waikiki Shore Penthouse #6 – 2161 Kalia Rd.You'll never want to leave this spacious 706-sqft 1-bed/2-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...
4-bedroom condo- Tropical luxury Villa in Ko Olina- Sleeps 10
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Ilikai Newly Renovated Ocean View ONE Free Parking
Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...
Delightful Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Nestled in a peaceful neighborhood, this apt. boasts a full kitchen,...
20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promos: April 2026/ Direct book 6 nights and get the 7TH NIGHT FREE!Book 7 Nights and you will receive the 8th Night...
Gorgeous Ocean View w/ Full Kitchen, Lanai, Steps to Beach!
Waikiki Shore #606 – 2161 Kalia RdGorgeous ocean views & epic tropical sunsets make this contemporary suite that sleeps 4, a favorite of those craving a blend of Waikiki energy & private relaxation! Wall-to-wall sliders, and windows let the beautiful Pacific Ocean flow...
Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
We are located in the heart of Waikiki, 5 min walk to the beach where you can make the most of the water adventures from swimming, kayaking, snorkeling to surfing or forget the action and sit in the sun until the sun goes down to watch breathtaking sunsets. Waikiki is...
Vacation Home in Ko Olina Resort by RedAwning
Ko Olina Kai is a peaceful gated community that offers all the tranquilprivacy you could desire! The interior is spacious and homey with 2 bedrooms,2 baths, a living room with an adjacent dining space, and a kitchen. Thisoutstanding villa offers sleeping accommodations...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...
Ocean View Villa on 6th floor w/Semi-Private Elevator
Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...
Sugar Mill Shore, 2 Kitchens, A/C, Modern Finishes
This charming North Shore property offers a versatile layout perfect for multi-family vacations or groups of friends. The main house, private mother-in-law unit, and a separate bunkhouse with four twin beds offers the perfect balance for multi-family or group stays. The...
Celebrate America's 250th Birthday & Kailua Fireworks from Beachfront Lanai
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....
Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION! Your Home Away from Home! Enjoy this recently renovated two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with all...
Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View
Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring two queen-size beds and a refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store...
Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool
The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come...
City view condo near beach w/ lanai
Summary:Welcome to your elevated Waikiki stay - where skyline views and breezy lanai moments set the tone for a relaxing island escape!- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Private lanai w/ city skyline views- Shared heated pool, hot tubs & sauna (pool and hot tub...
Coconut Plantation 1086-4: Elegant 3BR Ko Olina Townhouse w/ Fairway Views
Set along the 11th fairway in Ko Olina Resort, Coconut Plantation 1086-4 by Gather is an upstairs townhouse villa where island ease meets resort convenience. Contemporary Asian-inspired decor, a breezy covered lanai, and views of swaying palms create a tranquil home...
SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. 30+ nights is regulations. This lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a...
Tropical & inviting home w/spa, torches, waterfalls & ocean view
From the moment you arrive at Hale Wailele (Waterfall House), tropical scenes take your breath away. Perched above the Kona Coast, this spectacular home invites you to unwind in complete comfort. Enjoy expansive ocean views, indoor-outdoor living, and evenings spent...
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...
Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access
Welcome to Ko Olina Kai 1097C by Gather, a beautifully furnished three-bedroom, three-bathroom Golf Estate located in the prestigious Ko Olina Resort. This two-story villa combines upscale comfort with the laid-back luxury of Hawaii living, making it the perfect retreat...
Beach Studio with private yard in Lanikai - 30 day Minimum Stay
Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...
Coconut Plantation 1158-1: Spacious 3BR with Modern Kitchen & Private Lanais
Welcome to Coconut Plantation 1158-1 by Gather, a beautifully updated two-story retreat in the heart of Ko Olina Resort. Blending island charm with contemporary upgrades, this 3-bedroom, 2.5-bath home offers 1,784 square feet of stylish living space and private lanais...
Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...
Kalo Homes ~ Tropical Makaha Sanctuary
Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We`ve got you covered with all the beach amenities you`ll need to...
Beautiful Ocean&pool View on the 4th floor BeachTower!
Wake up to sweeping ocean and pool views from this rare 2-bedroom, 2-bath villa in the coveted Beach Tower at Ko Olina Beach Villas Resort. Just steps from Ko Olina’s calm lagoon beaches, this 4th-floor retreat blends fresh 2025 upgrades, upscale finishes, and...
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!– Exquisitely...
Center of Waikiki - 1 Bedroom 3 Queen Size Beds
THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...
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...
Lanikai Breeze – Contemporary Comfort Steps from the Shore
Just steps from world-famous Lanikai Beach, Lanikai Breeze by Gather offers the ultimate blend of modern luxury and relaxed coastal charm. Built in 2017 and beautifully furnished by local designer Lotus Home Staging, this 5-bedroom, 4.5-bath home was crafted for...
Orchid House - Pool and Endless Ocean views!
ORCHID HOUSETA # 087-311-0016-01With magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, granite countertops, slate stone...
Beautiful Koolina ground floor Villa Bikes, Beach Gear, close walk to beach!
Located in the beautiful Ko Olina Kai Community this beautiful luxury ground floor villa has an excellent location with only a short approx 10min. Walk to the resorts Blue Ocean lagoons and sandy beaches. Relax in tropical island style on our covered lanai which faces a...