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.
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.
Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges architectural sophistication with serene, peaceful vibes. Attached to the main residence yet offering complete privacy through its...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #602 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...
Bright Corner Condo w/AC, W/D, DW, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Four Paddle #1001 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll find so much to appreciate about this air-conditioned newly furnished contemporary 1-bedroom corner condo (577 sq.ft. plus lanai) on the cooler mountain side of...
Tropical Getaway perfect for families, near beach, free wifi
The condo offers a cozy and comfortable stay, featuring one bedroom, a loft, and two bathrooms—one on each floor. This is a great opportunity to enjoy a lovely condo at an affordable price, located just minutes from numerous activities.Our place is clean and inviting....
SPECTACULAR OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #2001 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1150 sq.ft. interior living space (and a large 160 sq.ft....
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Stylish Studio w/ Great Ocean Views & Near Beach!
Summary:THIS CONDO IS ONLY A 3-MIN WALK TO THE WAIKIKI BEACHCozy and freshly renovated studio situated on the 22nd floor of Condominium Hotel Pacific Monarch, offering stunning Ocean and partial Diamond Head views. Recently upgraded, it features a queen-size bed, a...
Ko Olina Beach Villas O1001 by Gather: Ocean Tower w/ Pool, Golf & Beach Views
Experience Ko Olina Beach Villas O1001, a beautifully furnished penthouse villa on the 10th floor of the Ocean Tower. Overlooking the ocean, pool, and sweeping Ko Olina Golf Course, this two-bedroom retreat blends island elegance with modern comforts. Thoughtfully...
King bed & Futon, Waikiki Studio with a view, kitchen & Free parking
Legal vacation Rental: 364 Seaside Ave.A beautiful 17th floor King bed Studio in the heart of Waikiki. Cook from home with ease and avoid paying hefty parking charges with your own dedicated parking spot included free.Stunning bathroom with oversized walk-in shower,...
Waikiki Landmark Resort and Condos - Breathtaking 2Bed,2Bath, Free Parking
Treat yourself to a Honolulu getaway you won’t forget! Book a stay at this 1-bedroom, 1-bath vacation rental and enjoy resort amenities like rooftop pools, a hot tub, a worldclass fitness center, and more! The condo boasts floor-to-ceiling windows in both bedrooms...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Oahu's Secret Hideaway, A Paradise For Two
Over 500 sq. Ft. Of living space, with a complete, well equipped kitchen, a comfortable entertainment center, a romantic dining area overlooking the valley and ocean, and a very comfortable one piece murphy bed that can be stored during the day in an attractive mirrored...
High Floor Ocean View Suite in Central Waikiki!
Located on 30th floor, the condo has panoramic views of the ocean, Diamond Head, golf course and sunrise! The unit has 2 full size beds, table&chairs, closet, drawers, air conditioner, TV set, DVD player, and Free WiFi in the room.The lanai of 116sf provides a relaxing...
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Ocean View Upgraded Waikiki Banyan
Summary:Unit Summary:Waikiki Banyan (Tower 1) 34th Floor offers unobstructed Diamond Head and Ocean views! Also overlooking Kapiolani Park. This is a clean and comfortable furnished unit.Tower 1 and the views from the 34th floor makes this one of the best and preferred...
Wake Up in Paradise, Two Queens, Lanai, Sofa, Near Waikiki Beach and Shops
This listing is for a room within a hotel.✦ Your room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Hawaii Dream Escape: Ocean Views & Free Parking
Summary:Experience a warm and inviting 1-bedroom escape on the 36th floor of the Waikiki Banyan, perfect for up to 4 guests. Enjoy an easy walk to Waikiki Beach, explore lively shops, and discover great dining just steps away. After a fun day out, relax on your private...
Renovated Ocean View Suite, Near Beach + Parking
Summary:Beautiful one-bedroom condo brought to you by Midway Vacations on the 18th floor of the family-friendly Waikiki Banyan, sleeps 4, with stunning ocean views. Located just a block away from the renowned Waikiki Beach, international restaurants, and shopping...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Waikiki Shore 1 Bedroom Ocean view
Waikiki Shore Hotel Condo is on Waikiki Beach, great views, restaurants and dining, parks. You’ll love my place because of Spacious and Comfortable with Full Kitchen and Washer/Dryer in unit...Cable TV & Bluetooth Speaker..Also the Lanai to enjoy fresh air and the ocean...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet! 4-person...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
Best Location! BRAND NEW 3BR Ocean Villa at Turtle Bay with beach access & pool
This renovated 3BR villa blends high-end finishes with a refined coastal aesthetic for a true luxury retreat. Located in the gated Ocean Villas on Oahu’s North Shore, it sits beside the world-famous Ritz-Carlton Turtle Bay. Enjoy beaches, surf, golf, and scenic trails...
Hawaiian Escape with all the Amenities
Located in one of the newest and most sought after resorts in Hawaii, this beautiful ground floor 2-bedroom, two full bath upgraded condominium with lanai and garage parking is right in the heart of the gated Ko Olina Kai golf course community. It is a short walk or...
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
Breathtaking Ocean and Yacht Harbor Views! #1482
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 10/29-12/12/2025Access to the lanai will be unavailable during this...
Sweeping Ocean Views! Gorgeously Renovated Luxury Suite! Free Parking & Pool!
Waikiki Beach Tower #1903 – 2470 Kalakaua Ave.INCREDIBLE unobstructed ocean views! Bask in the luxuriousness of this spacious 2-bedroom, 2-bath suite, fully renovated from top to bottom (Dec 2017) with high-end touches including mahogany cabinets and intricately...
Stylish Condo Steps to Waikiki Beach w/ Parking!
Summary:Our lovely place is perfect for couples, solo adventurers, business travelers, and families with kids. It's a 1BR condo that accommodates up to 4 guests, located in the Waikiki Banyan brought to you by Midway Vacations. You can stroll to the renowned Waikiki...
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Ilikai 604 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Drinks & Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Nice Remodel, Spectacular...
Beautiful Waikiki Ocean/Sunset View! Pool, Kitchen
Ilikai #1629 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 16th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
Oahu North Shore Vacation Home @ Kuilima Estates West
Welcome to your elegant Hawaiian home, a spacious retreat offering resort-style living on Oahu’s North Shore. This stunning 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. Step inside to find a...
Charming home by the pool near the beach
Comfortable 1 bedroom with a loft, is nestled between pristine beaches and beautiful mountains. By the pool, 5 min walk to the beach, beach gear provided, free parking, free and fast wifiLocated between the Fazio Golf Course at the Turtle Bay Resort! Short walk to the...
Brand New Lux Condo: Pool, Golf & Resort Access
Aloha! Welcome to our BRAND NEW, remodeled 4-bedroom, 3-bathroom condo at Turtle Bay. Nestled in Kuilima Estates, this luxurious retreat offers stunning Fazio Golf Course views, access to three pools, and a short walk to Turtle Bay Resort’s beaches, restaurants, and...
Delighted City View 1 BDRM Condo, Cal King Bed w/Kitchenette and Free WIFI!
Aloha from the Ilikai in Waikiki! Happy Vacations is a short-term vacation rental company. Property is located 4 minutes to the beach and 10 minutes to one of the nation's biggest outdoor malls, "Ala Moana Shopping Center". Friday night fireworks display starting at...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
Mountain View Getaway: Beach Steps Away!
Summary:A beautiful 1-bedroom condo at the Waikiki Banyan brought to you by Midway Vacations, perfect for accommodating up to 4 guests! It's just a stroll away from the world-renowned Waikiki Beach, as well as an array of fantastic shopping and dining options. Enjoy the...
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation. Note: the lanai will be closed from Feb 9 -...
Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View
Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2025-STR-482 expires 10/24/26, TMK 260230500087Convenience & 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!This studio...
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the lanai, you have the feeling of being on a cruise ship, looking down directly into the ocean. The constant sounds of the...
Pristine Location, near beach, free wifi. Turtle Bay
Our beautiful ground floor condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort....
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
Island Life Retreat-Ocean Front-Beach Access
BEACHFRONT • GROUND FLOOR • WALK-OUT Step straight from your lanai onto a quiet stretch of white sand—your own authentic Hawaiian paradise. The reef-protected turquoise waters are calm and perfect for swimming, paddleboarding, kayaking, or simply floating in the warm...
Contemporary City View One Bedroom Condo at the Ilikai w/King Bed & AC!
Experience the beauty of Waikiki with Happy Vacations! Our team is excited to offer you a contemporary condo at the Ilikai. You'll love the spacious balcony, thoughtfully furnished with attention to detail, providing an ideal spot to sip your morning coffee and take in...