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.
Great Ocean View Condo, Near Beach + Free Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy a relaxing escape at Waikiki Banyan Tower 1 in this beautiful 1-bedroom condo for up to 4 guests,...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
Ilikai Hotel's Deluxe One-Bedroom Unit with views of the Ala Wai Yacht Harbor and Ala Moana Beach!
Look no further, welcome to your dream vacation spot! This great condo is located within the OCEANFRONT Ilikai Hotel on the 12th floor and offers exquisite views of the ocean overlooking the Ala Wai Yacht harbor and Pacific Ocean. You'll be love waking up to the...
Ilikai 1418 2 Bed Room Luxury Remodel Ocean / Lagoon Views
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located...
10th Floor Deluxe Beauty overlooking the luscious Pool & Spa Area
The Bamboo Hotel is located in the heart of Waikiki so everything Waikiki has to offer is within walking distance, including of course Waikiki Beach which is just 4 mins walkLegal vacation rental: 2425 Kuhio Ave. Honolulu HI 96815With an ideal location near famed...
Lucky you! Sleeps 2! Tropical Studio One Block to Waikiki Beach! Kitchen too!
Barefoot at the beach. Balmy breezes. Palm trees swaying. Beautiful blue Pacific surf. A special island hide-a-way. This inviting studio, decorated in tropical style, has a kitchen with full refrigerator and is steps to wonderful Waikiki Beach so you can spend your...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...
7th floor Dreamy King bed Studio plus Futon and all modern touches
Legally permitted short term vacation rental - 2425 Kuhio Ave #701Attention to style and detail at a great location will hopefully be your thoughts too, as you enter and start to relax in this stunning remodel at The Bamboo in the heart of Waikiki. It was certainly ours...
🏖️Ocean View | Close to Pool & BBQ Area | vrKCV
vrKCV - Sea Village 2102, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Sea Village in Kailua-Kona, Hawaii!Escape to this delightful one-bedroom, one-bath condo, perfectly situated just a short distance from downtown Kailua-Kona on...
Lovely Hawaiian Monarch Studio | Pool + Gym
This beautifully remodeled studio offers mountain, city and partial ocean views and sleeps 2. This unit is located on the 20th floor. Elevators are available. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian...
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
Awesome Diamond/Ocean View Condo! Corner Unit!
Awesome Diamond/Ocean View Condo! Corner Unit!Location! Only 1 block from the world famous Waikiki Beach. Easy walk to restaurants, shops, kapiolani park. Conveniently located near bus lines. This unit is in Tower-I.You will enjoy:- Great Amenities: Pool, hot tub,...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
Ocean View/Beach Front Upgraded Condo At The Ilikai Hotel
Welcome to your island home away from home! 🌺 Our cozy and comfortable condo is perfectly located near stunning scenic views, the vibrant city center, the airport (just a quick drive away), and beautiful local parks where you can enjoy the natural beauty of...
Hale Lanikai | Ko Olina |Penthouse Ko Olina Villa
Summary:Welcome to Hale Lanikai in Ko Olina! With a private balcony, this space offers an unrivaled view of the lush gardens, serene lap pool, and shimmering Pacific. Maximum occupancy strictly enforced in accordance with local ordinances. Grab friends and enjoy quick...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. 301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2 blocks to...
6th Floor Balcony Waikiki Beach Studio
⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, Located on ωαιкιкι gяαη∂ нσтєℓ® 6ᵗʰ floor. We have used our 30 years of experience visiting Hawaii to give you everything you need for a fantastic vacation. Treat yourselves right on this very...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
Waikiki Comfort for 4 Guests with Pool & Hot-tub
2425 Kuhio Ave, Honolulu. 1203** For your health and safety, we utilize additional Sterilization procedures between reservations.This comfortable 12th floor 1 Bedroom Suite offers solid sliding dividers if required to separate the living area sofa bed from the...
Cozy Mountain View Haven with Free Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Experience paradise in this renovated 1-bedroom condo at the family-friendly Waikiki Banyan (Tower 2)....
The Perfect Location in Waikiki 2 mins walk to Waikiki Beach
Legally permitted rental -134 Kapahulu Ave 719Honolulu, HI 96815A Great Studio kitchen unit at theWaikiki Grand Hotel®Just a couple of minutes' walk to theWaikiki Beach and close to all shops andawesome restaurants in town.The brand new comfortable 14"Queen memory foam...
Waikiki Banyan Ocean View Close to Beach + Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi by Koko Resort Vacation Rentals
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy paradise with an...
180-Degree Yacht View! Ilikai Marina, Prime Waikiki Location!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 9/25/25 - 10/29/25. 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...
Lovely 1BR Ocean View Condo, Near Beach + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
Kalo Homes ~ Makaha Valley Oasis!
Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world`s most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and...
Special Rate.Charming 1BD With Ko'olau Mountain Range View with Free Parking!
High Floor 1 Bedroom with the Great View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.An enchanting living room with views of the Ko'olau mountain...
2-Bedroom Suite Close to Beach in Heart of Waikiki! Parking nearby, AC, Wi-Fi
Niihau Apartments #201 — 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This bright 835-sqft corner unit...
Right on the beach near Diamond Head and 4 miles from Waikiki!
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...
Free Parking! 6 Minute Walk to Waikiki Beach!
This is a legal conforming vacation rental. Please see our listing details for our license number.1990/NUC-1393TMK: 260280110114TA-111-582-2592-01This 1-bedroom vacation rental lies in the heart of Waikiki and is walking distance to the world-famous Waikiki Beach and...
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6
Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai, sleeps 6) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific...
A One Bedroom Gem at the Diamond Head Beach Hotel - Queen Suite 602 Sleeps 4
Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. Relax in the garden (enjoy the outdoor...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Stylish Oasis w/ Great Ocean and Diamond Head Views + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit Info】I would...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
New Listing Freshly Updated Studio with New Flooring & Pool
Legally permitted rental 134 Kapahulu Ave #805** For your health and safety**We utilize additional Sterilization procedures between reservations.8th Floor Suite - StudioPerfect location 2 mins to Waikiki Beach and Honolulu ZooWelcome to this 8th floor Waikiki Grand...
Ilikai Marina 1792 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Located in the Heart of Waikiki! Free parking & W/D in the unit!
The Marine Surf Condominium is located right in the middle of Waikiki. This is a breezy and cozy corner unit at Marine surf. The unit was renovated in May 2011. This unit has a unique layout of 1 full bath and 1 half bath for guest convenience. Enjoy the mountain view...
Partial Ocean View, Washlet, AC, W/D, Free Wi-Fi and Parking!
Chateau Waikiki #2902 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This desirable 29th floor 1-bedroom condo at Chateau Waikiki has central AC, 552 interior square feet plus lanai/balcony, a partial ocean view, and is on a quiet...
Ilikai Hotel City View Condo Steps Away from Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Turtle Bay Condo w/ Pool Access & Golf Course!
Pack your bags and retreat to Oahu's peaceful North Shore in this well-appointed and updated 1-bedroom, 1-bathroom Kahuku vacation rental. This modern masterpiece of a condo offers a flat-screen Smart TV, a private, screened patio with golf course views, access to 3...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Newly Remodeled Corner Unit at the Waikiki Banyan with Diamond Head Views by Koko Resort Vacation Rentals
Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand NewRemodel The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy...