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.
~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays
Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...
4 BR Kahala Vacation Home with Pool & Spa, Near Kahala Beach
This Property is professionally managed by Private Homes Hawaii, and is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078). Lic#TA-008-741-5296-01....
Beach Front 180 Degree View Of The Ocean - Gorgeous
Serene beachfront estate located in a quiet cul-de-sac on the beautiful North Shore of Oahu. Three bedrooms, two bathrooms inside main home and one half bath and shower outdoors. Kitchen is modern and kitchen table looks out onto a breathtaking view, as does the living...
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our profile. PLEASE CONTACT FOR CLARITY ON HAWAII REQUIREMENTS FOR ONLY 1 RENTER PER 30-DAY PERIOD TO ENSURE CLARITY ON WHAT...
5-star and rave reviews. Amazing views. Newly furnished. Specials for April/May!
SPECIAL RATES for the 2025 Fall Season! Relax in what feels like your open-air home in paradise! Stunning views. Savor the outside air and breezes on your lanai. Superbly maintained. Consistent rave reviews (for years as we are original proud owners).Discounts for stays...
Alaula by AvantStay | Gated Security Home w Valley, Ocean Views!
Welcome to Alaula, located in the gated community of Makaha Valley! Boasting stunning views of the Waianae mountain range and the Pacific Ocean, this city escape offers you picturesque sunsets and peaceful mornings amongst Hawaii's natural beauty.The backyard is large...
Delightful Honolulu Sanctuary Renovated w/ Aircon
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Nestled in a peaceful neighborhood, this apt. boasts a full kitchen,...
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716
This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a full-size kitchen with all the appliances to make wonderful meals in your home away from home. The suite is also furnished with...
Location! 2br/1ba Condo 2 blocks to Waikiki main beach, on-site parking
Beautifully decorated Waikiki 2br/1ba 8th floor condo in secured building, pool, assigned parking, steps to public transportation, a/c, in unit washer/dryer, new mattresses (Master bedroom king mattress, second bedroom queen mattress), new paint and new flooring, 2...
Penthouse View in Lanikai LANIKAI NUC 90/BB -0108 Most comfortable for 2 or 3.
Welcome to the monthly rental Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to experience the Hawaiian lifestyle! Sunrises, moonrises, walks, bike rides, and daily runs on the beach. We have guests from all over...
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...
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!– Exquisitely...
High Floor Ocean View Wyndham Waikiki Resort
Aloha! Enjoy the boutique-hotel ambiance of the Royal Garden Hotel and the beautiful Hawaiian tropical setting. It’s the perfect spot for your vacation, business trip, or a refreshing getaway.Our condo is located in the heart of Waikiki, just a short walk from the main...
Vacation Home in Ko Olina Resort by RedAwning
Ko Olina Kai is a peaceful gated community that offers all the tranquilprivacy you could desire! The interior is spacious and homey with 2 bedrooms,2 baths, a living room with an adjacent dining space, and a kitchen. Thisoutstanding villa offers sleeping accommodations...
Oceanfront Spacious Condo Sleeps 3 Stunning Ocean, Tropical Beach and Bay Views
Sans Souci 503/504.Stay comfortably in Honolulu at this large 1-bedroom Oceanfront condo with HD TV and Amazon Firestick. The bedroom features a new comfortable queen bed, and there are 1.5 well lit bathrooms with ample soft white cotton towels . In addition, there is a...
House close to beach, North Shore, Oahu
Located on the countryside of Oahu between the ocean & the mountains, you will be in the perfect spot to experience what Oahu has to offer.Close to world famous North Shore, Turtle Bay Resort, popular surf breaks, snorkeling spots, sea turtles, & much more!Only 2 min....
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
Ocean + Skyline Views: Honolulu Retreat
1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...
Recent RENO! Fits 6, FREE parking
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the lagoon, boating & fishing, hiking, restaurants of every kind, shopping galore, everything Hawaii has to offer for a tropical...
2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Makaha-465 Farrington: Spacious 4BR Oceanfront Haven with Modern Amenities
Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore. Once a cherished family getaway and now lovingly reimagined for modern comfort, this four-bedroom, three-and-a-half-bath home offers a...
Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...
Tropical & inviting home w/spa, torches, waterfalls & ocean view
Hale Wailele (Waterfall House) is a beautiful, spacious home with floor to ceiling windows in the great room looking out onto fountains in the pool with an incredible ocean view beyond the palm trees and torches. The architecture of the home makes it unique and inviting...
Oceanfront Condo W Free Valet Parking & Balcony
This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...
Waikiki Studio for Rent (30 day min)
* Best Views and the Best Value in Waikiki! This unit is completely and beautifully redone with quality and function, 'Pride of ownership for our Guests to Enjoy'. * This unit has a 30 day minimum requirement. * This Spacious studio in the Island Colony has Awesome...
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, and a peaceful yard, making it the perfect home base to explore the island. Whether you're hoping to hike, swim, or learn to hula dance,...
Waialua Beachfront Home, 5 bed/4 bath-Northshore
Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...
2BOF1 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Posh & Lavish... 2 ADJOINING SUITES... Direct Ocean Views
*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...
Sunset View-Ocean Front - East Honolulu - Cottage Charmer!
Enjoy the perpetually calm span of crystalline ocean and the gentle trade winds as you relax on the oceanfront lanai or sun deck of this beautiful home tucked onto Oahu's south shore. Launch a kayak or stand up paddle board from the private dock or relax on the large...
Gorgeous Ocean View! Steps to Beach! Centrally located, full kitchen & more!
Waikiki Shore #712 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open concept...
Ocean Front Condo with Endless Sunset Views
Welcome to Paradise! This bright, newly renovated condo will capture your heart and elevate your appreciation for the tropical heaven that Waikiki is known for. When walking into the unit, you’ll feel as if you’re on your own tropical island as you’re surrounded by...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...
WFH in Paradise: Beachfront Hauula Getaway!
Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
La Bella’s Bed & Breakfast-Honu (Turtle) Suite-Walk to beach-In Kailua (O’ahu)
No detail is overlooked at this charming and luxurious home. La Bella’s Bed and Breakfast is the place to be if you are looking for a short walk to the beach, a beautiful garden to enjoy, great host family and close to amenities. Our luxury bedding and upgraded style...
Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.
Upgraded 3-Bedroom Beach Villa | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath villa is located on the 4th floor of the Beach Tower, just one building back from direct...
Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.
Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visiting construction crews...
Fresh 1 Bedroom with Parking at Waikiki Banyan!!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
Makaha Shores Beach Front Ocean View Studio W/ AC
Makaha is a small town located on Oahu's West shore. 30 miles, 45 min from Honolulu Airport. The towns main attraction is its family friendly pristine and sandy beach. Makaha offers the best diving, snorkeling and surfing on the island. Our 5th floor gem beckons and...
2BOV-4 Aston Waikiki Beach Tower: 2 Br with Ocean Views and Full Kitchen
Aston Waikiki Beach Tower: Two-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Immersed in nature Home w/ A/C, bbq area, Hale Poola
Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.
Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...
Hale Kuilima: Condo on the Golf Course at Turtle Bay
Our bright and breezy Kuilima West condo is located steps away from Turtle Bay Resort, Lei Lei's restaurant, walking trails, golf, and the beautiful beaches of Oahu's North Shore. With two Tempur-Pedic king beds and AC in all bedrooms and the living room, you can enjoy...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...
Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!
Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...
Kailua Beach Historic Renovated Cottage
This property is offered as a monthly rental. Although full-month occupancy isnot required, the monthly rate remains fixed and applies in full, regardlessof the number of nights stayed, as prorated rates are not available.One of the original homes on Kailua Beach, this...