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.
Allure Very Nice 2-bedroom condo 30 Day Rental Minimum
This beautiful 2 bedroom condominium at Allure Waikiki #2609, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, walking distance to lots of...
Hilton Hawaiian Village- Two bedroom suite, fabulous property!
Concierge Realty is proud to present luxury villas at Hilton Hawaii VillageWe are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
WG 705 —Cozy Queen Bed studio steps to Waikiki Beach & Park w/ AC & Kitchen
Located in Honolulu, this pleasant Non Smoking studio offers a tremendous space for guests seeking comfort and convenience. The studio features a bathroom equipped with a hair dryer & Shower/Tub combo. Guests can relax in the decent sized living area, which includes a...
Hilton Grand Islander Waikiki - 1 BR Suite Weekly Booking Only
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...
Sunset Villa - Resort Amenities - Short Walk to Koolina Beaches - Sleeps 8 - 30 Day Rental
**Monthly Rental**Welcome to Sunset Villa at Coconut Plantation! Located in a resort community on the West side of Oahu. The unit is composed of 4 bedrooms, 3 bathrooms, with an open-concept design, spacious upstairs and downstairs patios, two-car enclosed garage, with...
Waikiki Beach Suite - Free Parking + Patio 22F
Aloha! Discover the fresh elegance of our newly repainted, modern and cozy condo just steps away from World Famous Waikiki Beach in the beautiful Waikiki Sunset. Experience the comfort of a generously sized one-bedroom suite, featuring a plush King size bed, a cozy sofa...
HM30B Stunning Ocean View Waikiki Studio 30F B
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building, with City/Ocean view, small refrigerator, microwave, AC and Wifi; ideal for 1 or 2 guests. About 10 min walking distance from the...
Quiet neighborhood- 2 bedroom & 1 bathroom with 2 tandem parking!
Conveniently located on the beautiful eastside of Oahu near the world famous Hanauma Bay and Koko Head. This is a 2-family house. The house that you are accommodate is legal attached 2 bedroom + 1 bath with a separate entrance. “Like a townhouse”This home has the option...
1BR Mountain View w/ Balcony, Pool & Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Island-Inspired Cozy Retreat - Free WIFI
Bright and inviting, this tropical-inspired studio features a cozy bed, vibrant island décor, soft lighting, and a peaceful ambiance. Floor-to-ceiling curtains open to city views and a private balcony, perfect for taking in the fresh air and sunshine. A relaxing,...
Makaha Villa by AvantStay | Mountain + Ocean Views
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a beautiful outdoor space with mountain and ocean views, and a 7-minute drive to Makaha Beach.Nestled in a cul-de-sac, you'll...
1 FREE NIGHT! Please Inquire. 2B/2B+Loft. Fully AC
ONE FREE NIGHT when you book 5 nights or more! Please inquire before booking for details.Bring the whole family or a group of friends to this spacious, fully air-conditioned 2BR/2BA + loft condo at Turtle Bay’s Kuilima Estates West. This ground-floor, split-level end...
Beautiful 1-bedroom house in charming Kailua with AC, WiFi and private pool
Escape to this lovely house in picturesque Kailua. This enchanting property features 1 king size bed in bedroom, WiFi, AC, a washer and dryer in unit, a hair dryer, and an iron. Guests will find the space pleasant and inviting, perfect for a relaxing getaway. Enjoy your...
Couples Retreat! Pacific Vista w/WiFi and A/C– Waikīkī Shore 504
Welcome to your beach retreat in Waikīkī! Relax in this Studio Ocean View condo, which offers fantastic lanai views of the Pacific Ocean, Waikīkī Beach, and the palm treetops of Fort DeRussy Park. The private lanai has seating for two people and has a small table so...
Ocean View Queen Room at Kaimana Beach Hotel | Right on the Beach
Nestled between the iconic Diamond Head and Waikiki Beach, Kaimana Beach Hotel combines coastal charm with easy access to local attractions. The Ocean View Queen offers partial ocean views and a relaxed island atmosphere. It's a perfect hideaway to watch the waves and...
Waikiki Oasis Haven: Your Coastal Escape
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking corner unit with Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location...
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 swimming...
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 your...
Island Colony 9th Fl Studio - Pool View
🌴 Island Colony Studio – Pool Views & Steps to Waikīkī BeachGorgeous modern studio with views overlooking the recreation deck and pool, perfectly located in the heart of Waikīkī. The spacious lanai with seating for four invites you to relax, share meals, or simply enjoy...
Newly remodeled fully furnished Waikiki studio unit with views!
Newly renovated fully furnished Island Colony Waikiki unit #2703 available for rent at $2200/mo starting now for as long as you like (30 days min)! High floor studio w/ extra large 116 sqft lanai showcasing sweeping views of Diamond Head, Ala Wai Golf Course & Canal,...
HM25F-07 Modern Waikiki Oasis w/ Ocean View
Welcome to our charming Waikiki studio with Mountain Views in the heart of Honolulu's tourist hub! Experience hotel-level comfort with plush sheets, fluffy pillows, and refreshing A/C in our Hawaiian Monarch building abode. Perfectly situated, it's a breezy 10-minute...
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...
Tantalus Glass House by Gather Modern Honolulu Retreat
Welcome to Tantalus Glass House by Gather, an architectural masterpiece perched high above Honolulu. This five-bedroom, five-and-a-half-bathroom estate combines modern design with lush tropical surroundings, offering a rare blend of privacy, sophistication, and...
Hawaii Oasis 2-Bedroom at The Cove Waikiki | Pool
Discover seclusion and serenity at The Cove Waikiki. This private community sits just two blocks from Duke Kahanamoku Bay and steps from Discovery Bay’s vibrant shops, cafés, and activities, with effortless access to Waikiki, Magic Island Beach Park, Fort DeRussy, Ala...
Aloha Waikiki Studio @ Ainahau Gardens
Step into your personal retreat just moments from the vibrant heart of Waikiki. Nestled steps from Kuhio and Kalakaua Avenue, this stylish haven features a full kitchen, airy open-concept layout, private bath, and a versatile desk/dining nook. From here, you're just a...
Stunning Studio w/Pool & Includes Free Dedicated Parking Space
Welcome to this charming studio in Honolulu. Guests will find a tremendous living area featuring a comfortable queen bed and sofabed (for 3rd guest), perfect for relaxing after a day of exploring. The bathroom includes a refreshing shower and a handy hair dryer for...
Ocean Front Two Doubles with Lanai at The Twin Fin Hotel, 4 Units, Outdoor Pool
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1296 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
@ Marbella Lane | Hale Laʻi Serene Luxury 3BR Home
Summary:Welcome to a serene luxury retreat designed for comfort, beauty, and relaxation. This beautifully appointed Hawaiian home features refined interiors, modern amenities, and a peaceful private setting ideal for families, couples, or extended stays. Thoughtfully...
Kahala Lani: Balinese-Inspired Home with Private Pool
Set in the prestigious neighborhood of Kahala on O‘ahu’s sunny south shore, Kahala Lani by Gather offers a refined island retreat designed for family gatherings and relaxed luxury. Blending island-style architecture with Balinese-inspired touches, this five-bedroom,...
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, including...
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...
Ilikai Hotel & Luxury Suites JRSO-1: Luxury Jr Suite w/Sunset Ocean Views
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
Waikiki Oasis • Steps to Beach • Pool • Lanai • Modern Studio • Sleeps 4
Welcome to your Waikiki Oasis, a newly renovated designer studio located in the iconic Aloha Surf Hotel—just steps from Waikiki Beach, the International Market Place, world-class dining, boutique shopping, and the beautiful Ala Wai Canal. This bright and modern Honolulu...
spacious bathtub, large dining table, or a comfy coucha large, inviting living room, or a porch with a viewspacious bathtub, large dining table, or a comfy couchspacious bathtub, large dining table, or a comfy couch
Hale Pono Waikiki by Gather: High-End 2BR, 1 Block to Waikiki, w/ Parking
Discover the perfect blend of style, comfort, and luxury at Hale Pono Waikiki by Gather. This recently remodeled two-bedroom, two-bathroom condo boasts high-end, luxury finishes and is located just one block from Waikiki Beach, placing you in the heart of Honolulu's...
20th Fl Waikiki Banyan | King | AC | Parking
The SpaceEnjoy the newest accommodations at Waikiki Banyan in this beautifully renovated 20th-floor suite. Fully updated in August 2025, the unit features brand new modern furnishings, upgraded fixtures, and stylish décor. With partial ocean views, bright natural light,...
Brand New 2BR/2BA Condo with Modern Comfort
This stylish condo is perfect for group trips. Minimum 30-day rental. Brand new 2BR/2BA modern unit surrounded by great restaurants and just a short walk to Ala Moana Shopping Center. Enjoy resort-style amenities including an infinity pool, jacuzzi, gym, and BBQ...
Waikiki Banyan Ocean View Apt - Free Parking
About this spaceOne bedroom ocean view apartment at Waikiki Beach. Located in Waikiki Banyan Resort at 201 Ohua Ave Honolulu.Only one block walking to the beach.The apartment has an equipped kitchen, free WiFi and free parking for one car. Sleeping arrangements are 2...
1-Bed/1-Bath, Furnished, In-unit W/D, High floor, Breathtaking Views Waikiki
Best view and location in Waikiki!! Imagine starting your mornings with this view... Only 2 blocks from world famous Waikiki Beach, restaurants and shopping, International Marketplace, but also on the quiet, safe side of Waikiki. Conveniently close to Honolulu Zoo,...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki Beach,...
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen size bed, (1) Full-Size convertible bed/sofa Sleeper, Sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Resort in Kapolei with a water park and a hot tubA water park, a fitness center, and a hot tub are available at this smoke-free resort. Other amenities include laundry facilities. Limited housekeeping is available. Air-conditioned accommodations at this resort offer...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and...
Lovely 5-bedroom house in Sunset beach vland for your dream vacation
Your Haleiwa adventure begins at this delightful 5-bedroom house. With 4 queen beds and 1 full bed, this charming property is perfect for a group getaway. Enjoy the iron and hair dryer amenities provided for your convenience. We're happy to assist with any questions...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
NEW Listing • Minimum 30-Day Rental • Private 2-Acre Estate with Pool & CottageEscape to your own private tropical retreat on the North Shore of Oʻahu. This gated, fully fenced two-acre estate offers resort-style amenities, spacious indoor–outdoor living, and a short...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
Welcome to Kaimana Beach Penthouse by Gather, an elegant two-bedroom, two-bathroom oceanfront escape perched above Waikiki. This luxurious top-floor condo accommodates up to five guests and blends modern sophistication with island tranquility, featuring uninterrupted...
Cozy Beachfront Waianae Condo Oahu Hawaii Close to Disney Ko Olina & Waikiki.
Unwindw in our stylish 1-bedroom condo where tropical serenity meets modern comfort. Just steps from the ocean, enjoy stunning views and fall asleep to the sound of waves.Swim in a semi-private lagoon, spot whales from your balcony in winter, or snorkel with sea turtles...
Aqua Aloha Surf Waikiki 313 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #313 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...