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.
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
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.This stunning property is now accepting...
Ilikai Hotel Lite #1534: Studio Ocean View condo
**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...
OAHU Resort Getaway, Beach Close, Guard Gated, Pools, Spas, Tennis, Pickle Ball!
Beautiful quiet getaway, approximately 40 minutes west of Honolulu Airport by bus or car. 1.2 miles up the hill from the famous Makaha Beach. This local area is quiet, and peaceful (except for chickens, peacocks and other local birds). Makaha Valley Plantation resort...
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...
Marine Surf 13th Renovated with Small Parking Space
• Free small parking • Studio unit for 4 with comfy sofa bed Fully equipped kitchen for home-style meals.The unit has a window AC that can be a little noisy. We have provided a tall tower fan to keep you cool and comfortable at night. Marine Surf is right in 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...
Relax in Your 2 Spacious Units w/Ocean Views, Pool, Dining, Minutes to Honolulu
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...
Modern 2BR at Sky Ala Moana – City & Mtn Views
Aloha from Sky Ala Moana! This beautifully appointed condo is a 30-day minimum rental located in one of Honolulu’s newest luxury residences. Perfectly situated between world-renowned Waikiki and the vibrant Ala Moana district, you’ll enjoy easy access to Ala Moana...
The Perfect Escape
Bring your swimsuit, everything else you need is already here. Our guest house is the perfect location, close to the beach and Kailua town. A large one bedroom guest house with its own private entrance, secure parking, kitchenette and washer & dryer. Enjoy the priceless...
Cozy Beach Condo awaits you with amazing sunsets & ocean breeze
This cozy condo is located on the top floor. It has the best sunsets & oceanfront views. You will find all the comforts of home with a fully furnished condo. Our unit offers a clean one-bedroom with a beachfront lanai and a boho curtain that separates the room from the...
Discovery Bay 1 Bedroom, Ocean View, Near the Beach! Free Parking!
Wake up to breathtaking ocean views from this spacious 1-bedroom condo! Featuring a comfortable queen bed, central A/C, and all the amenities you need for a relaxing stay, including FREE WiFi, cable TV, a washer/dryer, and an assigned parking stall.Skip the hotels and...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
Christmas in Hawaii!!! 2 BR & 2 BA Ocean View in Ko Olina on the island of Oahu
Marriott Ko Olina Beach Club is surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu. Soak up the sun by one of our three outdoor pools, work out in our state-o-the-art fitness center. During your stay enjoy...
Waimea Bay Tropical Retreat w/ pool & jacuzzi 2 min walk from the beach!
Waimea Bay Tropical Retreat is in a Great Location on a private residential cul-de-sac within walking distance to Waimea Bay, Three Tables, Sharks Cove, Foodland, Food Trucks. Close to the bike path & all of the best North Shore surf breaks & beaches. Neighborhood is...
Park Lane Getaway by Gather: Spacious 2BR w/ Ocean view Lanai & Resort Amenities
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 Park Lane Getaway by Gather, an...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an...
Elegant, modern condo in Waikiki
_________________________THE PROPERTY:Indulge yourself in the best of both worlds: an upscale, modern condo surrounded by the beautiful nature of Hawaii. Walking distance to Waikiki Beach, Hilton Lagoon, Ala Wai Yacht Club, and Magic Island. 2 bedroom, 3 beds, 2 bath...
Chic Waikiki Skytower 1-Bedroom | Enclosed Lanai
Unwind from a beautiful day spent in Hawaii nei in this lovely one-bedroom apartment in Waikiki Skytower building, right off of Kuhio Ave. Our guests enjoy fantastic building amenities, including an incredible sun deck with a heated swimming pool, hot tub, sauna, and...
One-Bedroom Suite with Queen Bed, Romantic Getaway, Fitness Center and Pool!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
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...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina on the...
Beach Bliss, Perfect Hawaiian Vacation, Near Oahu's Popular Attractions
Luxury reigns supreme in this one-bedroom, where all the comforts of a heavenly escape await.Ocean View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate dining room, Separate living room, Wireless...
Family & Friends Getaway! 3 Great Units for 12!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Oceanside at the Ilikai Hotel, Stunning Sunset Views!! No Resort Fees!
Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 14th floor, you'll enjoying watching the sun set over the ocean from the private lanai or unwind with the calming view of the...
Ohana Adventure🌺 3 Beach front properties
*30-day rental. Please inquire.Secluded Beachfront Estate – A Mid-Century Modern Retreat on Oahu’s North ShoreEscape to this private beachfront estate on the North Shore that blends modern luxury with vintage Hawaiian charm. Perfect for large families or groups,...
Modern 4-bedroom house in family-friendly Hoopili with WiFi, AC
Discover this enchanting 4-bedroom gem in Ewa Beach. This amazing house offers a cozy and pleasant stay for guests. With a variety of sleeping arrangements including a king bed, queen bed, and two full beds, everyone will find their perfect spot to unwind. The bathroom...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
PLEASE MESSAGE US, THE CALENDAR IS NOT UPDATED
A Stunning Estate On a Verdant Hillside is Simply Like No Other. This Home Is Located in the Famed Neighborhood Where Hawaii 5-0 was filmed.This Property is Secluded With a Soothing Contemporary Ambiance of Hawaii That Brings Comfort and Relaxation to All Visitors....
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Scenic Mountain View Room - Ideal Romantic Stay
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
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 -...
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...
Beachfront Room w/ Expansive Ocean Views, Full Private Lanai, & Special Gift
With an exclusive location on the 10th floor and above, each room provides a full private lanai with expansive views of Waikiki Beach and the Pacific. Guests also receive a special gift of Hawaii-made treats personally picked by the hotel’s general manager. Air...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
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.Escape to Hale Ola with 20% Off already...
2 bed/2bath Luxury Waikiki Resort-Walking to beaches
High floor, Luxury 2 bedrooms & two baths with a Panoramic View in every bedrooms, living room, dining and kitchen. The 5 stars amenities includes; swimming pool, Tennis Ct, BBQ, Koi Ponds, and more. Situated on the quieter side of Waikiki, 2-3 blocks away from the...
Spacious 4BR/2BA Retreat in Beautiful Wahiawa
Escape to this spacious 4-bedroom family retreat perfectly positioned between Oahu's most beloved attractions.PERFECT FOR:Families | Remote workers | Beach lovers | GroupsCentral Location:- 5 mins to Wahiawa Botanical Garden- 10 mins to Dole Plantation- 30 mins to North...
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 Waikikian, 2BR Plus Suite
Consider this hotel suite your home away from home while you visit Honolulu. This fabulous property features 2 bedrooms with a king bed and 2 full beds, along with 2 bathrooms equipped with a bathtub and bidet. Enjoy amenities like AC, WiFi, and a fitness room during...
New! Lanikai Beach Cottage - 5min walk to the best beach!
Located in the most private and peaceful locations on Oahu, our Lanikai cottage is only 5 min from one of the most beautiful beaches in the world. Welcome to Lanikai Oasis, Tax ID GE-159-110-0416-01 and TA-159-110-0416-01. Just a10min drive to many restaurants and...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
Beachfront Studio Condo Sans Souci 206
Monthly Rental.A beautifully updated and well maintained Beachfront Studio with Full kitchen on the popular (and quieter) 'Gold Coast' area of Oahu, San Souci stands out as one of the top Honolulu properties year after year.With modern stainless kitchen, hardwood...
Makaha Vista Villa - Pool, Amazing Views
Welcome to your private Hawaiian escape on the beautiful west side of Oahu—a stunning 4-bedroom, 3.5-bath estate offering 4,000 square feet of beautifully designed living space. Set in a quiet, upscale neighborhood where homes are generously spaced for maximum...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Comfy 1 bedroom steps to white sand beach
Experience Windward Hawaii at this beautiful 1 bedroom in the heart of Lanikai. You'll be within a short walking distance of one of the best beaches on the island and close to Kailua town with many unique shops and restaurants. You'll enjoy beautiful views of the...
Discovery Bay 1 Bedroom Ocean View, Near the Beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 40th floor of Discovery Bay! With over 600 sq ft of comfortable living space, this fully furnished unit features a full kitchen, queen bed in the bedroom, and a sofa...