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.
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Paradise by the beach
This is a beautiful 5 bed, 3 bath home that sleeps 12. It is located just steps from famous Hukilau Beach, and within walking distance from BYU Hawaii. There is a washer and dryer, two living rooms, office room, and much more. Enjoy a sunrise stroll on the beach, spend...
2-bedroom Condo Marriott Ko Olina- Sleeps 8
For the week of:Sunday Sept 14th - Sunday Sept 21st 2025We aren't able to use our timeshare and would love to sell it for a deal of $550 a night (all 7 nights are required to book).Contact us to make a deal. It can be put into your name and you will receive your...
Marriott Ko Olina Beach Club - On The Beach- Family Friendly - Mountain View
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Waikiki Compact Family Room 10Guests /2 Studio/ 2Full bathroom
This Waikiki Sudio/condo, nestled against an iconic backdrop, is truly one of the area's hidden gems! Close to everything, it offers modern accommodations, canal views from its upper floors, and free access to condo amenities: an outdoor pool on the 6th floor and...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
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 Samurai House by GatherSamurai...
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...
Sun-Soaked Balcony with Ocean Views, Walk to Beach, Shops, & Cafés
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city.PLEASE NOTE:This listing is specifically for a hotel room located...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views,...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
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...
NEW! Sweet&Cozy 9thFl 1-BR king Bed
Welcome to this charming and inviting unit on the 9th floor, designed for ultimate contemporary island style. The stunning views from this elevated position create a sense of tranquility that you'll adore every day. Step inside and experience a space carefully crafted...
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...
Lagoon Tower HGVC Hawaiian Village,Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Lagoon Tower by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to...
2BR+Loft Huge Patio Quiet & Spacious with Free Parking
Enjoy this spacious, high-ceiling 2BR plus loft with a rarely available large open-air balcony. Save $40 a night with one secured free parking in the building plus free wifi. Walk to the best restaurants, Chinatown, and visit the historic Iolani Palace. The building has...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
Resort living near beach! in Ko Olina
Rarely available golf course frontage 2 bd2.5 bath Orchid unit townhouse (1,350 Sq Ft) inCoconut Plantation. One level ground floor unit with no neighbor above with an open floorplan. Golf course & greenery views throughout. Lots of privacy from neighboring...
Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & 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.Welcome to Ko Olina Kai 1083C by Gather, a...
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...
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...
🚐 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...
Gorgeous Beachfront KoOlina Club Resort+Amenities
𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞 𝐅𝐨𝐮𝐧𝐝: 𝐘𝐨𝐮𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐇𝐢𝐝𝐞𝐚𝐰𝐚𝐲 𝐀𝐰𝐚𝐢𝐭𝐬 𝐚𝐭 𝐭𝐡𝐞 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛...
Ala Moana Hotel 24th FL R0 Ocean View 2 Double Beds
Summary:Aloha, Welcome to Ala Moana Hotel 24** Ala Moana is a centrally located hotel. Walking distance via Sky Bridge access to Ala Moana Mall – The world’s largest mall. Incredibly convenient with dining options and Ala Moana Beach & Park. Hilton Hawaiian Village...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Waikiki Studio | Balcony + Pool Access
Nestled near Waikiki Beach, this bright and modern studio offers a peaceful retreat just minutes from world-class shopping, nightlife, and iconic surf spots. Enjoy a private balcony with city and mountain views, a cozy queen bed, and a kitchenette for quick meals....
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed and 2 queen beds, perfect for a group getaway. With 2 bathrooms equipped with a hair dryer, bathtub, and shower, guests will feel right at home. Additional spaces include cozy...
Updated 1-bedroom condo in Waikiki with AC and parking
This 1-bedroom condo is perfect for your escape to Honolulu. The brilliant bedroom features a comfortable king bed, ensuring a soothing night's sleep for guests. The pleasant bathroom includes a relaxing bathtub for unwinding after a day of exploring. With AC to keep...
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous...
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...
Sky Ala Moana Luxury Condo Offering MT Views and Top 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 the newest addition to Honolulu’s luxury skyline. Consisting of two towers—The...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Waikiki 1-bedroom condo with AC and wifi
Welcome to paradise living at Foster Tower in Waikiki! This beautifully appointed corner unit 1 bedroom, 1 bathroom condo offers an unparalleled lifestyle just one block from the world-famous Waikiki Beach. Step into your new home and be greeted by breathtaking views of...
Fancy Peacock in Hawaii with ocean views
About this spaceWelcome to Fancy peacock, we are located 5 minutes from the famous Makaha beach surrounded by tropical landscape and close to everything but away from noise and crowds.The spaceone bedroom with queen bed and living room with futon.kitchen with all the...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate...
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway and launch pad for all of your Hawaii adventures or just to relax and get away from it all.This is a gorgeous, designer...
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...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
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...
Hawaiian Retreat Near Waikiki Beach – Cozy & Peaceful Stay! | Onsite Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Waikiki Getaway! 2 Pet-friendly Room Close to Honolulu Museum of Art! Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition...
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...
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...
Regency Waikiki City View 2 Bedroom
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. City View 2 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher,...
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...