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.
Tropical Getaway! 2 Elegant Units, Onsite Restaurant, Rooftop Pool
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...
Discovery Bay 1 Bedroom Deluxe Ocean View, Near the Beach!
Experience island living with comfort and style in this 37th-floor ocean-view condo at Discovery Bay! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
Kona Makai #5-103 One-Bedroom Tropical Escape
Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...
Royal Sea Cliff Kona 602 Ocean View 1 Bedroom
- 6th floor condo located on south side of building close to elevators and parking- Private balcony - Renovated kitchen with Corian countertops features stovetop, double ovens, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- 1 king...
Luxury Ocean view 2BR Waikiki
This exquisite 2-bedroom, 2-bath condo nestled in the heart of Waikiki offers a serene retreat from the bustling city life. With central air-conditioning and a splendid pool area with a spa, you can indulge in luxurious comfort with fewer guests, ensuring a tranquil...
Ko Olina Kai 1081C: 3BR Tropical Retreat, Steps from Golf and Dining
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.Discover the epitome of island elegance at Ko...
2 Bed 2 Bath 2 Parking at Cove Waikiki
Spacious 2 bed 2 bath 2 parking, end unit. A perfect home away from home that you will instantly fall in love with, and never want to leave! It sleeps 4, with one queen bed in the primary and two twin beds in the second bedroom. There is an AC unit in each room, free...
Monthly Ilikai 1142 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from 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.Fully equipped and...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
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...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
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...
Hip Hawaii Vibe w/AC, WiFi, Lanai, Modern Kitchenette – Waikīkī Grand #904
Castle at Waikīkī Grand #904 - Hawaiian décor defines this air-conditioned 204sf escape where the furnished lanai creates a perfect perch for morning coffee and evening mai tais. The upgraded kitchenette features granite countertops, mini-frig, microwave, and...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities,...
Waikiki Gem! Renovated, Steps Away From The Beach!
Prime location and fully renovated studio! Revel in vibrant hues, new furnishings, and a lanai offering a peekaboo ocean view. Enjoy comfort with a kitchenette including basic cooking utensils and a luxurious bathroom. Explore our modern oasis, ideally located within...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
Royal Kahili 401A by Gather: Oceanfront Suite & Resort Pool
Welcome to Royal Kahili 401A by GatherDiscover oceanfront luxury at its finest with Royal Kahili 401A by Gather, a stunning 2-bedroom, 2-bathroom top-floor corner suite in Kailua-Kona. Thoughtfully designed for travelers seeking elegance and comfort, this beautifully...
Waiulu Villa - Contemporary Luxury Coastal | Onsite Staff & Daily Housekeeping
This 2 bedroom, 2 bath single-level upper floor corner villa offers wrap-around views of Hualalai Mountain, the 5th hole of the Tom Weiskopf Keolu Golf Course and Punawai Pond. The large windows and 16’ sliding pocket doors provide plenty of natural light giving this...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
- 2nd floor condo located on West side of building close to elevators and parking- Sundeck and covered lanai are 154 sqft/14 sqm - Tile flooring throughout- Updated kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and...
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...
Homey Aqua Palms Studio | Private Lanai | Pool
Enjoy the hotel amenities of the Aqua Palms building, while staying in this warm and welcoming studio. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. In the midst of Waikiki’s shopping, eateries, activities...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach
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 Hillside Villas 1498-3 by Gather, a...
Your Hawaii Vacation Awaits in Ko Olina (KoK-1029B)
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Beachfront in Haleiwa, Sea Turtles and Sunsets!
Welcome to one of the most unique beachfront homes on Oahu’s north shore. Located directly on the breathtaking Laniakea beach, this location is well-known for spotting Hawaii’s endangered green sea turtles along the shore! Laniakea is also a lovely beach for...
Luxury suite overlooking Waikiki skyline with Ocean View
Allure Waikiki #2702 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
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...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker,...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...
Oceanfront Living in Kona – 2BR/2BA Condo with Panoramic Views
Absolutely Oceanfront!Vast sea views await from this 2 bed/2 bath condo at Kona Bali Kai. Enjoy the sounds of the surf and year-round sunsets from the large, private lanai. In season, you might even spot turtles, dolphins, and whales passing by. This third-floor unit is...
1 Block from Waikiki Beach : Peek A Boo Ocean view
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay by only yourself, family, 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...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
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...
Hilton Grand Islander Waikiki - 1 BR Suite
Located within the Hilton Hawaiian Village Waikiki Beach Resort and offers guests access to all of the resort's amenities, the Hilton Grand Vacation Club The Grand Islander Waikiki Honolulu is located on 22 acres of beach front of Waikiki Beach. Six pools and Waikiki's...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Kahikole 2 – Tranquil & Serene | Onsite Staff & Daily Housekeeping
Centrally located within Hualalai Resort along Hole 8 of the Hualalai Golf Course, this spacious 3-bedroom, 3.5 bath home boasts an open floor plan and generous outdoor space for up to 6 guests. The soothing entry courtyard is dominated by a large koi pond while an...
The Modern Kailua Beach House
Relax in this Modern vacation retreat located right across the street from Kailua beach park. Just steps from the white sand beaches of Lanikai/Kailua and minutes from local dining, shopping, and outdoor adventures. This thoughtfully designed home blends sleek...
30 Day Rental in Waikiki with Parking!
Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
In Honolulu’s exclusive Portlock neighborhood, Hale Ola welcomes you with sweeping ocean views, the gentle sound of cascading waterfalls flowing into koi ponds, and a backdrop of Diamond Head and the mountains. This single-level estate blends refined interiors with...
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...
Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View
Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Peaceful 3 Bedroom Home with Fabulous Views
This is a minimum 31 day rental listingPerfect for extended vacation or traveling worker; traveling nurses or doctorsWell appointed, well maintained, privateBeautiful home in desirable, safe neighborhoodClose to beaches, shopping, town, golf, tennis and pickleball, as...
Escape to Paradise! 2 Serene Units, Pool, 3 Restaurants, Right on 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...
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...