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 Retreat with Heated Pool in Ilikai Hotel
Our spacious apartment is designed to provide you with all the comforts of home, plus the added benefits of a resort-style setting. The unit features two beautifully appointed bedrooms. The master bedroom serves as a serene retreat with a plush king bed, offering a...
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...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
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 Leaf House by Gather, your serene...
Just What You Were Looking For! Short Drive to Honolulu Zoo and Kuhio Beach!
In the heart of Waikiki near amazing beaches and attractions!This listing is for a room within a hotel.✦ Your room is 226 sq. ft, equipped with complimentary toiletries, TV.✦ Daily cleaning services included in the nightly price.There are a few additional details to...
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...
Spacious Hillside Villas 1500-7 by Gather w/AC, Lanai, Pool Access & Golf Ne
Hillside Villas 1500-7 welcomes you to the relaxed elegance of Ko Olina in Kapolei. This spacious two-story villa offers three bedrooms, two and a half baths, and 1,553 square feet of thoughtfully designed living space. With peaceful garden and golf course views, it’s...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!
Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished 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 Beachwalk, right in...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
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...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
"Windjammer" Studio w/FREE parking & Full Kitchen
Our Premium WINDJAMMER STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
Makaha 4 BR/2BA Ocean & Mountain Views home - 0.4 miles from Makaha Beach Park.
4 BR, 2 BA home with Ocean & Mountain views. Wake up to the fresh ocean air and splashing waves. Goats frolicking in the Waianae mountain range. Modern, clean and spacious home. Located in a quiet, well-established Makaha neighborhood just a few minutes walk from Famous...
Ko'Olina Hawai'i - Oahu - Ocean Front Resort - by Marriott - 2 Bd. Mountain View
In the Luxury community of Ko'Olina, on Oahu's west side, sits Marriott's Ko'Olina Beach Club. This oceanfront resort has all the amenities you expect from a world-class, luxury Marriott Resort. On-site is a spa, a health club, restaurants, bars, a sundry shop, multiple...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua 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.Seahorse Beach House is a hidden Hawaiian gem,...
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,...
Perfect location in the heart of Honolulu
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler. Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished...
Waikīkī Studio w/Kitchenette - Bamboo Waikīkī Hotel #602
Castle Bamboo Waikīkī Hotel #602 - Set within a prime Waikīkī location awaits this lovely sixth-floor vacation home offering modern conveniences to make your stay as comfortable and productive as desired. This climate-controlled unit showcases an open concept with a...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Lava Rock Sunset Beach House. Unique oceanfront & pool property. Amazing views!
Paradise Found!! Enjoy a unique Hawaiian experience. Ocean front lava rock beach house has gorgeous ocean sunset and coastline views from all major rooms in our home. Enjoy our Hawaiian style home and relax on the outdoor lenai while enjoying your morning coffee. Watch...
Aloha Living at Waikiki Lanais | Pool + Gym
Enjoy views of the palm tree dotted Ala Wai and lush mountains from our 1 bedroom / 1 bathroom apartment at the Waikiki Lanais building. This property features a full kitchen, breakfast bar, dishwasher, dining area, and private lanai. Building amenities include a...
Coconut Plantation 1074-1: Luxury Resort Home Easy Walk to Ko Olina Lagoon
Welcome to Coconut Plantation 1074-1 by Gather, a beautifully upgraded four-bedroom, three-bath villa in the coveted Coconut Plantation at Ko Olina Resort. Offering 1,715 square feet across two stories, this furnished home combines resort-style amenities with everyday...
Gorgeous Beachfront KoOlina Club Resort+Amenities
𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞 𝐅𝐨𝐮𝐧𝐝: 𝐘𝐨𝐮𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐇𝐢𝐝𝐞𝐚𝐰𝐚𝐲 𝐀𝐰𝐚𝐢𝐭𝐬 𝐚𝐭 𝐭𝐡𝐞 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛...
A little piece of Aloha at our North Shore Tiny Hale
Stay comfortably in Kahuku at this 1-bedroom mobile home. The cozy space features 1 queen bed in the upper bedroom loft and a quaint living room. With AC to keep you cool and a shower in the bathroom, you'll have everything you need for a fabulous stay. Enjoy your time...
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
Indulge in Home-Like Comfort Rooftop Swimming Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦ Daily...
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
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...
Honolulu Beachfront Retreat: Lux Beachfront with Ocean 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 Honolulu Beachfront Retreat by...
Family-friendly home next to the ocean w/ hot tub, lanai, beach access and WIFI
Kahaone Oasis (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Waialua, HI! This stunning oceanfront home is just 2 miles from...
Ka'a'awa Hale by Gather: Home Near Beach & Kualoa Ranch w/ Lanais & Ocean View
Nestled between the emerald Ko’olau Mountains and the sparkling Pacific, Ka’a’awa Hale is a three-bedroom, two-bathroom retreat just across from Ka’a’awa Beach Park and minutes from Kualoa Ranch. This elevated home blends indoor-outdoor living with all the...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
Cozy 1-bedroom apartment in amazing Honolulu with WiFi, AC
Located at the riverbank of Ala Wai Canal, you can enjoy the beautiful river view from the balcony. This apartment is remodeled in 2023 with zero VOC paint on the walls for your kids’ safety. Near 7-11 convenience storeVersatile kinds of restaurants Chiba-ken...
AMAZING LOCATION! 2 blocks to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
Honolulu 30+ Night Island Retreat – Spacious 4BR
Honolulu 30+ Night Island Retreat – Spacious 4BRHonolulu 30+ Night Island Retreat – Spacious 4BR Near WaikikiEscape to paradise with this 4-bedroom, 2-bath Honolulu vacation rental, perfect for extended stays of 30 nights or more. Located just minutes from...
Ilikai Hotel, Beautiful Lagoon & Ocean Views, High Speed WIFI!
This condo is located on the 9th floor of the Ilikai Hotel. You'll love this unit location on the cooler side of the building with morning sun and beautiful views of the Hilton Lagoon and the Pacific Ocean. A large private lanai is ideally situated for taking in the...
Guest Room (Studio) Mountain View Penthouse at Marriott's Ko Olina Beach Club
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler. Just steps from the ocean on the island of Oahu, this resort is nestled within a beautifully landscaped, gated community. Marriott's Ko Olina Beach Club are near...
Breathtaking Ocean View 2-Bedroom at Lanikea
Located at the beginning of Waikiki, this spacious apartment at the Lanikea building features unbeatable ocean views from the private lanai, 2 private bedrooms, 2 full bathrooms, open concept living & dining area, multiple workstations, hardwood floors, in-unit...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband...
Luana Waikiki Hotel & Suites
Offering an outdoor pool with a sun deck and BBQ facilities, Luana Waikiki Hotel & Suites, is 10 minutes’ walk to Waikiki Beach.A flat-screen TV is included in each air-conditioned guest room at Luana Waikiki. Select rooms offer a balcony, kitchenette or full...
Lanikai Hideaway: 4 BR Luxury Retreat near Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.Unit 715 Ocean View Studio• Waikiki Shore...
Ocean Views in Downtown Honolulu Studio with full kitchen, separate living room
Enjoy sweeping ocean vistas from our Ocean View Suite, where luxury meets panoramic scenery in the heart of Downtown Honolulu. Our newly renovated Ocean View Suite comes with views of the ocean, harbor, and downtown Honolulu. This suite 450 sq ft in size and features a...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Ko Olina Resort - October Discount!
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen
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.Stay at Kailua Beachside by Gather, a...