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.
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...
18FL Charming air conditioned apartment in Waikiki with scenic view from lanai
This superb apartment in Honolulu is a cool retreat for guests looking to unwind. With modern amenities like heating, AC, an iron, and a hair dryer, this lovely space offers a queen bed, sitting area Smart tv Wifi and a cozy bathroom with a walk in shower supplied with...
Best and Newest Beachfront Listing in Honolulu
LAST BLOCK of time for the year just discounted! December is heavily discounted, spend the holidays in paradise! Inquire for details. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location...
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...
Gorgeous Lanikai Villa with Access to Secluded White Sand Beach
This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...
Hibiscus Estate - Laie Point views! Hot tub! AC
*30 day rental. Please inquire.Laie Bay views are right outside your window. The Oceans Edge is literally 50 feet away!! Experience island-style living in this beautiful 4-bedroom Hawaiian beach house. Not only is it in the perfect location, but also offers everything...
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach
Get away from typical tourist rentals and stay in this renovated and fully restored mid-century ranch-style Hawaiian home that harkens back to another era. Originally built in 1948, this home is situated at the base of the Aina Haina valley, a neighborhood that has been...
Malaekahana Ocean Front Cottage (30 day min)
Beautiful and charming describes this tranquil and peaceful ocean front cottage.It sits on the 1st level, beach front, of a private estate home on over 3/4 acres of manicured lawn to the ocean. A view from every room!Fall asleep to the sound the ocean waves and wake to...
King Bedroom Beachfront Sans Souci 1104
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...
Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, Yard & AC
Kahala Seaside invites you to indulge in the bright, breezy charm of Honolulu, HI—just moments from the shoreline. With 2,355 square feet of beautifully designed indoor–outdoor living, this serene retreat comfortably accommodates up to seven guests. Blending island...
BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire
30 Night Minimum Contract Required: Please InquireWant to share the magic and beauty of the North Shore with your family?Swing open the gate to our Sandy Beach, sink your toes into the warm, soft white sand, and greet the turtles that come in the afternoon. You might...
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...
Tropical Acreage + Fruit Trees + Beach ~5m drive!
Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located...
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...
Ko Olina Beach Vacation Home
Luxurious three bedroom Ko Olina Resort villa located in west Oahu. Enjoy the calm ocean lagoons. In short walking distance to Four Seasons, Marriott Beach Club, Ko Olina Golf and Ko Olina center (restaurants & shops).State of Hawaii requires us to collect 17.75% tax on...
Kalo Homes ~ Sunset Retreat
Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...
Create unforgettable memories in this Modern Family Friendly Villa in KoOlina!!
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
!New Remodel Oceanview Waikiki AlaWai AlaMoana
New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in...
Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi
Experience the relaxed elegance of oceanfront living at Moana Lani by Gather, a captivating six-bedroom, six-and-a-half-bath architectural masterpiece designed by renowned architect Philip “Pip” White. Nestled along the tranquil shores of Maunalua Bay between Kahala and...
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...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this newly remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this...
Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina
Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...
Lanikai Breeze – Contemporary Comfort Steps from the Shore
Just steps from world-famous Lanikai Beach, Lanikai Breeze by Gather offers the ultimate blend of modern luxury and relaxed coastal charm. Built in 2017 and beautifully furnished by local designer Lotus Home Staging, this 5-bedroom, 4.5-bath home was crafted for...
Exclusive Beachfront Home in Private Gated Community
Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...
KING BED, Spacious, Legal, VIEW
Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...
Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views
Welcome to Mau Loa Hale, a private island-style retreat on five acres between the Koʻolau Mountains and the Pacific. Here, dramatic ridgelines meet ocean breezes, creating a peaceful escape where you can spread out, recharge, and experience Oʻahu at a slower rhythm....
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!
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...
Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity
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 Wailupe Seaside 4 Bedroom by...
Luxurious High floor Waikiki Landmark Condo, Ocean & Diamond Head views!
Waikiki Landmark is Waikiki's premier condominium, located at the Gateway to Waikiki. The contemporary architecture reflects a pair of triangular towers, the Makai Tower (ocean) and Mauka Tower (mountain) this two bedroom unit is located on the Makai Tower and is...
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,...
Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Amazing Oceanview at Beach Villas at Ko Olina
Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...
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...
Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...
FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking
Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...
Hale Hau'oli ~ House of Happiness
This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...
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...
Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views
Welcome to Ko Olina Beach Villas O905, a refined 3-bedroom, 2.5-bath ocean-view retreat set high on the 9th floor of the Ocean Tower in Ko Olina Resort. Spanning 1,507 sq ft of open, airy living space with room for up to 8 guests, this villa blends luxury comfort with...
Kakela Kai, Beachfront Kailua Home, Private, A/C
A comfortable beachfront home set in a security-gated neighborhood with central air condition. Decorated with island style rattan furnishings, ceiling fans throughout the house, cool white tile, granite counters and wooden flooring. There is a well stocked kitchen with...
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...
Rare Deluxe Ocean View Gem with 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...
Updated 22nd Floor Waikiki Condo - Free parking & WiFi - Ideal for large family! by Koko Resort Vacation Rentals
Deluxe Updated Waikiki Condo - 22nd floor, Free parking & Wi-Fi 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. Great value. Ideal for groups...
3-bedroom townhome in peaceful Ewa Beach with AC
Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...
Beautiful 2 Bedroom / 2 Bath / Sleeps 6
The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...
2BPF-1 Aston Waikiki Beach Tower: Ocean Front Premium 2 br with Kitchen
Waikiki Beach Tower: Premium 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,...
Tropical apartment with amazing water views & rooftop pool - prime location
Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...
Marriott Ko Olina Beach Club Studio -Read Description!
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Ko Olina Beach Villas B901 by Gather is a luxurious ninth-floor penthouse overlooking the calm blue waters of Ko Olina Lagoon. With 1,491 square feet of indoor living space and a generous lanai framing panoramic ocean and pool views, this three-bedroom, three-bathroom...
Turtle Bay Resort Oceanfront Villa - 3 Bedroom
Summary:This is the most luxurious stay you can get on the North Shore of Oahu! Our amazing Ocean Villa is one of the only two villas located in the whole Complex that allows you to have Ocean Views from ALL BEDROOMS. Unlike most houses… Our Villa was built only in 2005...