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.
Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping
This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...
Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!
Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Laueki 8 – 4BR Hualalai Luxury Estate
Experience the epitome of luxury and residential living at Hualalai Resort with this very special property. Ideally located to optimize privacy and breathtaking panoramic ocean views, this gated 4-bedroom, 4.5 bath home has been meticulously designed and furnished to...
Sans Souci 303 Beachfront Studio Condo - Monthly Rental.
Monthly Rental.A highly desirable 3rd Floor Beachfront Studio with Full kitchen above the Golden sands of Kaimana Beach located on the 'Gold Coast' area of Oahu.The condo offers a bright and clean kitchen, hard surface floors and an open floorplan that includes a...
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,...
3-bedroom house close to beach
Make yourself at home in this 3-bedroom retreat. This adorable house features 2 twin beds and 1 king bed, perfect for a serene getaway. Enjoy the convenience of a washing machine, WiFi, and AC during your stay. With 2 bathrooms equipped with a shower, bathtub, and hair...
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Kona Reef F2 – Charming Oceanfront Condo for 4!
Summary:The mesmerizing gem of Kailua-Kona is something that truly has to be seen to be believed, offering an unforgettable tropical escape for visitors from around the globe.The Space:Margo and Frank first came to the big island some 10 years ago. They came to Kona...
Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking
Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...
Kona Bali Kai#164:Stunning Remodeled Studio with Ocean Views: Walk to Beach!
Discover the perfect blend of island living in this gorgeous fully remodeled studio unit at Kona Bali Kai with Ocean views located on the desirable ground floor. This beautiful unit offers just what you need for your Vacation: Ocean Views, Beautiful Furnishings, Very...
Sans Souci Unit 903 - Studio
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
High-Floor Beachfront Colony Surf Condo w/ Sunset Views, Diamond Head Gold Coast
Wake up to turquoise Kaimana Beach and fall asleep to fiery Hawaiian sunsets. Located on the 12th floor of the iconic Colony Surf, this 1-bedroom suite delivers true “live like a local” comfort with resort-level amenities.There is no air conditioning, so please...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure Waikiki Penthouse #3504 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki penthouse living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
Oceanfront Suite with Private Balcony at OUTRIGGER Waikiki Beach Resort!
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! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
12th Floor 1 Bedroom Condo on the Beach at Sans Souci
Welcome to our Beautiful Queen Bedroom Beachfront condo.Located on the 12th floor above the golden sands of Kaimana Beach at Sans Souci.Relax on our private Lanai with the cool Pacific Ocean breezes and watch the Turtles swim in the Aqua Marine waters.This monthly...
Discovery Bay 1 Bedroom Deluxe City View, Near the Beach!
Enjoy the vibrant energy of Honolulu from this stylish 1-bedroom condo perched on the 26th floor of Discovery Bay, offering sweeping views of the city skyline. Thoughtfully updated for comfort and convenience, this unit features a plush king bed, central air...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have...
Kailua Bay Resort#2-306: Top Floor Corner 2 bedroom condo with Ocean Views
Top-Floor Gem in the Heart of Kona – Kailua Bay Resort 2-306Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 — a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of...
Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona
Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...
Kolu Honu – Stunning Beachfront Condo for 2!
Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...
Beach Front Condo-Everything you can dream of for a Hawaiian getaway is here!
Enjoy a pleasant stay at this 1-bedroom condo in the quiet country of Hauula. Perfect for relaxing after a day of exploring Oahu. This quaint property offers a cozy living room with a sofa bed. In your temporary home you can take advantage of all the amenities your used...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kailani Vista - 3-Story Oceanfront Home w/ Hot Tub, Elevator & Putting Green
Kailani Vista is a private, 3-story oceanfront haven perched directly on iconic Ali‘i Drive, a leisurely stroll from downtown Kailua Kona. Spend your days exploring lava-rock tide pools at your doorstep, perfecting your short game on the backyard putting green, or...
Ocean View King | Kaimana Beach Hotel | Scenic Stay by the Beach
Kaimana Beach Hotel is a beachfront haven just minutes from Waikiki’s shopping, dining, and surf. The Ocean View King offers a spacious layout and sweeping Pacific vistas. Enjoy the best of beach life from the comfort of your room.This listing is for a room within a...
Panoramic Views, 2 Ocean Front Units, Pool, 3 Restaurants, Spa, Near
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...
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...
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
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.Hillside Villas 1496-3 by Gather is a...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
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...
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming...
Enjoy this 18th-floor 1br apartment with stunning ocean and Diamond Head views!
This newly renovated 18th-floor 1br apartment is the perfect retreat for up to 4 guests, offering beautiful diamond head, ocean and city views in the heart of Waikiki. Just a short stroll from world-famous beaches, you’ll be swimming, surfing, or snorkeling in no...
Discovery Bay deluxe city view, near Ala Moana Shopping Center & the beach!
Welcome to your island escape in the sky! Located on the 24th floor of Discovery Bay, this beautifully renovated 1-bedroom, 1-bathroom condo offers 852 sq ft of comfortable living space and stunning views of Diamond Head, the city, and the lush mountains.Unit...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
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...
Perfect Family Vacation! Relax on Waikiki Beach, 3 Awesome Units, Pool
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...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...