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.
1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504
Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers....
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...
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...
Villa 306: Ocean View Turtle Bay
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton Oahu amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
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 your dream Hawaii vacation at the...
Live Local Redwood Pole house panaramic Ocean views quiet convienent nbrhood
. Wailupe is on mountain side , 5 blocks facing ocean. enjoy tennis, bball/park across street, great views. Convenient location to town, Waikiki 4 miles away. Two bedrooms in large great room. Main bedroom has a queen size bed, sons room has a twin, and living room has...
Aloha from Waikiki! 3 Partial Ocean View Units, Steps to Waikiki Beach Walk
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...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
Minimum 30-day consecutive rental required. NEW Listing. Please inquire for more details. The private estate sits on two large acres of lush tropical land. It is fenced and gated for security. This is indoor, outdoor living at its best. Sliding doors open up the living...
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
Ocean-MT Views From the Luxury Sky Ala Moana Condo 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 the newest addition to the luxurious building scene in Honolulu. Consisting of two...
Royal Kuhio 1707 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1707, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiKitchen: Fully equipped with oven, microwave, modern appliances, cookware, and...
TCP-1136 | Seagrove Ohana House Ko Olina
Aloha and welcome to the Seagrove Ohana House in Ko Olina! A beautiful 1715 square foot private two-story resort villa with two large wrap-around lanais, 3 spacious bedrooms, 3 full baths, full size washer & dryer, 1-car garage space, and den/office.This fully furnished...
Spacious 1BR Premier Suite at Grand Waikikian – Aloha Comfort in Waikiki
Experience a blend of tropical luxury and home-like comfort in this 1 Bedroom Premier suite at Grand Waikikian. With about 836 square feet, this suite accommodates up to 4 guests, offering plenty of space for families or couples wanting both relaxation and adventure in...
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...
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
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...
Hale Ho'omaha- Vacation Home
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
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...
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...
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,...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
Kahala Grand Splendor: Private Home with Pool, Spa, AC & Lush Landscaping
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.Admiration starts at first glance with Kahala...
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...
Waikiki Gem-Mins to Beach, Lanai w/City View, King Bed&Surf Lessons in Building!
Wake up steps from Waikiki Beach in this bright city-view studio at Kuhio Village Tower 2 — perfectly located just 2 minutes from the Duke Kahanamoku Statue and Kuhio Beach.Sip your morning coffee on the lanai and watch Waikiki come alive, then head downstairs for...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s...
Beachfront Studio in North Shore - Lower Unit
Discover a surfer's paradise at this beachfront studio located in Haleiwa, Oahu. With private access to the beach, this idyllic location is in front of a popular surf spot. Lounge comfortably on the porch and have lunch at the outdoor dining area right outside the...
Lovely 2 Bedroom Condo in Makaha Valleyn
If you are looking for gorgeous less crowded beaches, unique hikes, and perfect surf this is your kind of place. 2 bedroom, one bath unit in Makaha Valley, West Side of Oahu. Just 1.5 miles from beautiful beaches, only sand, ocean, surf and majestic mountains! 12 miles...
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...
Comfortable Studio for 2 | Full Kitchenette
Spend your next vacation discovering the beautiful beaches and stunning hikes in Oahu! Our comfortable Studio for 2 is conveniently located close to numerous shops and restaurants! Soak up the sun on Waikiki Beach, only 7 minutes away. We think you'll love:• Studio...
Waikiki Banyan | Free Parking | Ocean Tower Beach
May 1-7 now available (due to last minute cancel) Our High Floor Makai Tower (Ocean Tower) Condo at the Waikiki Banyan Resort is your Beach Getaway, just renovated with FREE garaged parking and the Beach one block away. Reach us at WaikikiBanyan at Reagan dot com or...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
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...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
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.As of 07/14/2025Scheduled Maintenance Notice...
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...
Waikiki 2BR Condo, walk to Beach, free parking
Escape to your next Hawaii getaway at this large 2-bedroom,1-bathroom condo in Honolulu,Hawaii! The property is ideal for families or friends traveling together and accommodates up to 6 guests comfortably. Offering stunning ocean views throughout the condo and a lovely...
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...
Waikiki Getaway! Pool, Near Honolulu Museum of Art, Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition 40-inch TV, available with Premium cable.✦ Daily cleaning...
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,...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
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...
Serene Makaha Retreat
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
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...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
1 Block to Beach! Waikiki Ocean View Large Studio with work space, 3 Beds
Summary:Welcome to our newly renovated studio in the Aqua Palm Waikiki! Offers stunning ocean, park, city and Diamond Head views from the 7th floor(11floor height). Enjoy convenient access to the beach and amenities like a full bath with bidet, central AC, Smart TV, and...
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...
Aloha Surf Waikiki - Free parking
Summary:Stay at Aloha Surf Waikiki, a boutique condo-hotel that combines comfort and convenience with a relaxed resort vibe. Enjoy amenities like free parking, a sparkling outdoor pool, a welcoming sun deck, and a communal grill for casual Hawaiian cookouts. Wi-Fi,...
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...
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest...
"Ali'i" Studio w/ FREE Parking & Full Kitchen
Our Premium ALI'I 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%...
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...