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.
1 Bedroom Suite-Marriotts-Ko
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Clean and Cozy Waikiki Condo, A Digital Nomad, and Surfer's Dream!
This stylish and cozy Waikiki Condo is located off Liliuokalani St. in the heart of Waikiki. 1 bedroom 1 bath on ground level, furnished with queen size bed in the bedroom and futon sofa in the living room, a/c in the bedroom. The building has a pool, Laundry room, and...
Partial Oceanview 2 Double Beds, 3 Units, OUTRIGGER Waikiki Beachcomber Hotel
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...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Washer dryer in the unit. Free tandem parking allowed Park two...
Diamond Head Grandeur: Kahala Luxury Villa with Ocean View
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.Find peace and tranquility in your very own...
Spacious 5 Bedroom Home / 2 Kitchens in Oahu's Countryside
*Call 808-421-8157 for specific dates you're looking to book**Discover this marvelous 5-bedroom gem in the quiet and peaceful countryside of Oahu. This amazing house offers everything you need for a fantastic stay. With amenities like a beach chairs and supplies, WiFi,...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head 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.Welcome to Kaimana Beach Penthouse by Gather,...
Hanapepe House: Newly Renovated Home w/ Private Pool, A/C & Amazing Ocean Views!
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
Awesome access to Beach 1min!Studio in Hotel&Condo
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views by Koko Resort Vacation Rentals
VIEWS! Where Ocean Meets Sky! 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. This unique high-level corner unit offers postcard views from...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Fully renovated unit on the 14th Floor overlooking the surrounding Waikiki area!
1 Bedroom City View on the 14th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This updated condo has over 500 sq ft of living space...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa 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.Embark on an exquisite Hawaii getaway at Ko...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...
Luxurious 4BR Kailua Home with Panoramic Ocean and City Views
PERFECT FOR:Large families | Multi-generational trips | Beach lovers | Remote workers | Corporate retreatsPrime Kailua Location:- Panoramic ocean & city views from your windows- Walking distance to world-famous Kailua Beach- Minutes to Lanikai Beach & town center- Quiet...
HGVC Hokulani Waikiki Luxury, 1 BR Suites, Rooftop Pool/Spa, Close to Ft Derussy
Anchoring the northernmost stretch of the celebrated Waikiki Beach Walk® entertainment district, Hokulani Waikiki, a Hilton Grand Vacations Club offers ideal access to Waikiki’s most vibrant showcase for dining, shopping and entertainment. Just a brief walk from the...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina on the...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Waimea Combo: Experience Twice the Island Charm!!
Discover the epitome of North Shore living with our exclusive Waimea Combo, boasting a total of 6 bedrooms and 4 bathrooms across two exquisite properties: Waimea Bay Cottage and Waimea Bay Getaway.Waimea Bay Cottage offers a charming 3-bedroom, 2-bathroom retreat just...
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...
Ko Olina Kai
This Kapolei townhome boasts 3 inviting bedrooms. Each bedroom offers a cozy retreat for guests to unwind after a day of exploring. With 3 bathrooms available, there's no need to worry about sharing space. The fantastic layout of this property ensures that everyone has...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
*New* Hale Halai - Pool, AC, Close to Beach
Welcome to your spacious retreat! This expansive 5000 square foot home boasts an inviting open floor plan, perfect for bringing families, friends, or colleagues together for a memorable getaway. With 7 bedrooms, 5 bathrooms, and the comfort of air conditioning, everyone...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Serenity in the Sky!
Gorgeous brand new home with 3 bedrooms and 3 full bathrooms with beautiful views, privacy and absolute serenity. All new stainless appliances & new furniture, beautiful kitchen with granite and spectacular view and WIFI.!Wake up and enjoy the best sunrise on the island...
Walk to Beach + Parking | Epic Views!
Peaceful Waikiki condo with a fully equipped kitchen, in-unit washer/dryer, and free parking. This 1-bedroom retreat sleeps 3 with a queen bed and sofa bed. Located just a short walk to Waikiki Beach and the vibrant streets of Kuhio and Kalakaua Avenues, you’ll have...
Newly Upgraded Studio with Parking
Sweeping views of Waikiki are visible from the 7th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
Kailua vacation rental wih stunning views - 5 min to beach
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
Dreamy Beachfront Home - Car & Parking Available
*** 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...
STUNNING 1st Floor 🌴 Beachfront 2BD Sans Souci w/Parking 🐬
You'll find bicycles, golfing, and more on site at this beach condo. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return to this 1473-sq-ft condo, unwind on the deck or...
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...
City View Studio with Kitchenette - Waikīkī Grand #517
Castle at Waikīkī Grand #517 - Large glass windows invite the beautiful natural Hawaiian sunshine and showcase the surrounding city of Waikīkī. The living and sleeping area is furnished with comfortable chairs, a flat screen TV, and Wi-Fi to help you relax after a...
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft from the airport.CAMPING GEAR INCLUDED:► 8" Memory Foam Mattress with CLEAN FRESH sheets ► Solar Powered Rechargeable...
Oahu Dream! 3 Amazing Units, Pool, Minutes to Waikiki Aquarium, Waikiki Beach
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...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
Harbor View 1BR! Max 6 near Ala Moana Center!
【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. This...
Colony Surf unit 1503 1504
This stunning, newly renovated beachfront condo offers breathtaking views of the ocean, Diamond Head, and Sandy Beach. Enjoy the ultimate coastal lifestyle in this spacious one-bedroom, two-bath unit.Key Features:Direct Oceanfront: Enjoy panoramic ocean views from every...
Kai Moena Estate - Kailua Luxury Beachfront Compound with Pool, Spa, AC, Sauna, Tennis Court & More!
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.Property is currently for sale. The property...
Peaceful oceanfront getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Aqua Palms Paradise Studio | Walk to Beach
Enjoy sunny palm-tree views from this gorgeous hotel-style studio at the Palms at Waikiki Building. Nestled across the street from Ala Wai Boat Harbor, Hilton Hawaiian Village, Duke Kahanamoku Lagoon, Waikiki Beach, and so much more, our home is walking distance to...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
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 Kailua Beach House by Gather, a...
Waikiki Hideaway: Relax & Unwind. Perfect for 90 day stays or longer.
Welcome to the Waikiki Hideaway! Your home away from home! Perfect for 90 day stays or longer! Unpack, relax, refresh, and unwind in the luxury of resort style living in Waikiki. Do you have a work contract? Work remotely and need a change of scenery? Moving to the...
Beachfront Paradise! Enjoy surf & sunsets on beautiful uncrowded beach. Relax!
Gorgeous, oceanfront, beachfront home in beautiful Makaha. Great 30 day rental specials $7000 mo. Contact owner for dates, availability and any questions. Spectacular views of beautiful Makaha beach, coastline and mountain range from all major rooms in the house. Enjoy...
Waikiki Beach Oasis
Spectacular mountain views from your Lanai! 5 minute walk to center of Waikiki beach and the International Market Place and 8 minute walk to Honolulu Zoo! Spacious 1 bed, 1 bath, sleeps 4. One free covered parking plus guest parking and close to famous Waikiki Beach...
Has It All! Kitchenette, Dine/Living Areas, AC, WiFi – Waikīkī Grand #722
Castle at Waikīkī Grand #722 - Layout and furnishings create a separate kitchen, living area, and sleeping area in this 384sf retreat with floor-to-ceiling windows. Tile floors and air conditioning keep it cool after a day of sundrenched fun. Other touches include a...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset 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.Nestled in the picturesque town of Haleiwa,...