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-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!
1 Bedroom City View on the 21st Floor! Relax in the bedroom or lanai and watch the Honolulu city come alive at night. There is a Blu-ray and Netflix for you to watching movies and TV during your stay. **Condo is listed for sale by the owner. Guest must allow to showing...
Sky Ala Moana 2307: 1 BR, 1 BA Condominium in Honolulu, Sleeps 4
A stunning 1BR/1BA condo is now open in the brand-new Sky Ala Moana building, where contemporary design meets classic luxury. The unit features a polished living space adorned with tasteful accents, creating an inviting atmosphere for relaxation and entertainment. A...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at...
Contemporary Ocean View Suite - In the Heart of Waikiki
Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!
Aloha! E Komo Mai (Welcome) to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu and conveniently located just 25 minutes from Honolulu! We would love to have you come stay with us!!Our fully equipped luxury 15th-floor penthouse is located in the Ocean...
Free parking marinesurf Comfort central Waikiki
Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .
Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West
Experience this spacious, clean & comfortable, newly remodeled unique 2-story townhouse with the conveniences of a home which is fully air-conditioned w/ new quiet Mitsubishi split system a/c. This is especially important for the hot and humid days. There is no unit...
Kalo Homes - Breath of Life
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
4 Bedroom/ 3 Bathroom Private Home
This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...
Private room and Bath in the heart of Waikiki Beach
Aloha,Please come stay with us and enjoy our Cozy 220 sq foot room and bath with private entrance in Secure building*.Fully furnished vacation rental with Queen bed.Micro-fridge only no kitchen.HD TV cableFree Hi speed secure Wi-FiOn site parking available for...
Ewa Beach Apartment ~ 1 Mi to Puʻuloa Beach Park!
Life is a breeze when you stay at this Ewa Beach vacation rental! Located less than a half-mile from the beach, this 3-bed, 2-bath apartment makes it easy to soak in the sunbeams. Practice your swing at Kapolei Golf Club one day, satisfy your inner adventurer at Coral...
Idylliic beachfront private guest suite on the beautiful North Shore of Oahu
Beachfront property just walk onto the beach any time, located on a quiet cul-de-sac. The minimum length of stay is 14 days and I will block a 30 day period as the law regarding this property state that it may not be rented for fewer than 30 consecutive days; however...
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...
Charming 1-bedroom condo in awesome Kuilima, Kahuku, Oahu
Beautiful, gated Hawaiian-style condo. Steps to tennis courts and pools! Walk to the beach to surf, snorkel, sun bathe or people watch.Need more space for a wedding party ? Family Reunion?Neighbor units also available! This Kahuku condo boasts 1 inviting bedroom with a...
Pili Pono: Elegant Honolulu Retreat with Pool & Private Oasis
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 Pili Pono by GatherExperience the...
Ocean Front Estate w/ Pool & Movie Theatre Room - 30 day Rental pls inquire
The Waialua Beach House is a 5-bedroom, 5-bathroom large home that sleeps 12-20 guests located on your own private beach with swimming pool and game room. Come enjoy beach living with your family you deserve it! Great Location…. Perfect Beaches & Sunsets!Home is...
Paradise Awaits in this Luxurious Villa in Ko Olina
Luxurious 3 bedroom Villa located in West Oahu. Enjoy all 4 of Ko Olina's ocean lagoons. Walking distance to Four Seasons, Disney Aulani, Marriott Beach Club, Ko Olina Center (shops and restaurants), Ko Olina Golf Club, Roy's Restaurant, and Monkey Pod Restaurant.State...
2Bd/2Ba Condo at Lagoon Tower Hilton Hawaiian Village Sleeps 6
Nestled within the renowned Hilton Hawaiian Village, this spacious 1,025 square foot, two-bedroom, two bath condo offers the ideal retreat for families seeking relaxation and adventure.Step into the expansive living room, where ample seating invites you to unwind after...
Newly Renovated Beachfront Studio with Free Parking and All-in-one Washer/Dryer
Swim, snorkel and surf all year round at this newly renovated studio tastefully designed in classic black and white with brand new appliances including an all-in-one washer and dryer. The studio is fully furnished with a queen sized bed, accent chairs, a coffee table,...
Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access
*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...
3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!
Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. Family friendly: pack-n-play crib and high chair provided.Exclusive beachfront property has 2...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4
Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...
North Shore Condo Rental at Kuilima
Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...
Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!
This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...
Luxury 30th floor 2 bedroom condo in Waikiki
Luxury living with 24hr state of the art gym and resort like pool and bbq area. Smart TV. Washer and dryer. Great location with walking distance to Waikiki shopping. Beautiful view from 30th floor balcony. 24hr security. Japanese bidet. The list goes on.
North Shore Villa - Relaxed Luxury Retreat
Welcome to your peaceful retreat on Oahu's stunning North Shore, located in the desirable Kuilima East community. Nestled next to the luxurious Ritz-Carlton Oahu, Turtle Bay, and overlooking its world-renowned golf course, this charming vacation rental offers the...
Mauka Sunrise, Walk to Hau‘ula Beach & Trails, A/C
Welcome to our tranquil three-bedroom vacation retreat nestled in the heart of nature's paradise. Each bedroom boasts a comfortable queen bed, ensuring a restful night's sleep for everyone. The master bedroom features a convenient in-suite full bathroom with a...
Executive Center Studio with Kitchenette, secure building pool, FREE PARKING
Updated downtown studio with (Free Parking a $50.00 Value per night can go in and out no charge/ dedicated parking stall few feet away from elevator ) located in the Aston Executive Centre. Enjoy hotel amenities including 24 hour security, pool, hot tub, on site laundry...
Center of Waikiki - 1 Bedroom 3 Queen Size Beds
THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...
Luxurious 3BR Fairways at Ko Olina 20G with Golf Views
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 Fairways at Ko Olina 20G by Gather,...
Luxury Ko Olina Beach Villa B109 by Gather w/ Stunning Ocean & Kapolei Views
Welcome to Ko Olina Beach Villa B109 by Gather, a luxurious two-bedroom, two-bathroom oceanfront retreat in the prestigious Ko Olina Resort, located in Kapolei, Hawaii. Perfectly designed for up to four guests, this ground-level villa offers seamless indoor-outdoor...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring 2 queen-size beds and refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store is...
Nakoa Villa, beach access, A/C
Nakoa Estates offers spacious, modern homes just a short walk from the beach. Photos are representative (finishes and décor may vary), but all homes have similar bed setup, bathrooms, kitchens, and guest capacity. Five bedrooms with portable A/C, 3 full baths, large...
Gorgeous 3 Bedroom Condo as Close to the Beach as You Can Get!! 30 day rental
Perched on the top floor of Foster Tower, this stunning three-bedroom penthouse offers an elevated island living experience with sweeping panoramic views of the Pacific Ocean, Diamond Head, and the Honolulu skyline. Designed for those who appreciate sophisticated...
Elevated Honolulu Sanctuary Renovated w/ Aircon
*** 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 WiFi, free tandem parking allowed...
20% off on regular rate! Ocean View Penthouse/ Free Parking.. walk to the beach
** On-site Parking and High Speed Wifi****** 30 Day Minimum Stay. Visit us at www.topofbigsurf.comEnjoy 25% off your monthly stay at this peaceful, fully furnished 1-bedroom condo!Your Peaceful, Stylish Home Base in Waikiki – Ideal for Remote Work + Long-Term...
3-bedroom house with AC, parking
Oceanfront property. 2 queen beds, 1 bunk bed, a cozy living room, one bathroom.Guests can enjoy a cup of coffee in the morning with Honolulu and Diamond Head views! Good location. Close to restaurants, attractions, and shops.Located just steps from the ocean and the...
Incredible Highrise Views! | Heart of Town
Enjoy breathtaking ocean views in this recently completely remodeled 1-bedroom hotel condo, perfectly located next to Ala Moana Mall and across from Ala Moana Beach Park. Ideal for up to 4 guests, the condo features two double beds, a functional kitchenette, and a...
Gorgeous Beach Front Home with Amazing Sunsets
30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...
Enjoy this Lovely Tropical Paradise!!
Enjoy this Lovely Tropical Paradise!! Registration Number: GE-096-482-7136-01, TA-096-482-7136-01 ********************************************************************************************************
Upscale Kailua Getaway: Steps to Swim Beach!
An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...
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...
Bishop Suites at Executive Centre, 1-Bedroom Mountain View Suite + Full Kitchen
Unwind in Honolulu at this terrific condo. This cozy 1-bedroom retreat offers a living room with a comfy sofa bed, perfect for extra guests. Enjoy the convenience of amenities like a hair dryer, WiFi, washing machine, and AC. Relax in the gorgeous bathroom after a day...
Beach Front Waimanalo - Licensed Rental: #1990/NUC-1689 - White Sand Beach!
"Hale Pohaku" - Waimanalo is a beautiful beachfront home on one of Oahu's most spectacular beaches; Waimanalo. Listed on the Register of Hawaii's Historic Homes this classic restored beach house was built of lava rock during the reign of King Kalakaua. Guests enjoy the...
Centrally located | 15 minutes from North Shore | 30 Day Minimum
Live like a local in an upcountry cozy gem located in Wahiawa. The bungalow features a private entrance and gated driveway. It is centrally located near North Shore. This is the perfect place to unwind and enjoy the slow-paced living on the island!You will have access...
Panoramic Ocean-View/STEPS FROM BEACH/FreeParking/Best Location in Waikiki
Breathtaking ocean, sunset and city skyline views from the 21st floor! Enjoy walking distance to Waikiki Beach/Hilton Lagoon and Friday Night Fireworks! Ala Moana Mall with World class Dining/Shopping are steps away. Best location in Waikiki! Newly renovated condo with...
Villa 315: Ocean views every bedroom!
Our Villa 315 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 Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails,...