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.
Oceanfront-Paradise on the North Shore
If you are looking for a private, romantic location this is it!Our oceanfront unit is the premier unit in the Mokuleia Beach Colony and is 20 feet from the water. This 900 sq ft home has been in our family for decades and we are now offering it for rent on a limited...
Beautiful 2nd Floor Condo - Wifi, Mountain & Golf Course views
NUC No: 90/TVU-0552***UPDATE August 2025-- brand new split AC for living room and loft ***This second-floor condo provides you with the comforts of home with two championship golf courses, a beautiful swimming beach and a first-class resort just a short walk away....
Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West
This homey one bedroom (cal king bed) with upstairs loft (with one queen and one twin bed)/two bathroom Turtle Bay condo offers the perfect true Hawai'i get-away for up to five! It's close to the public beach at the Turtle Bay hotel, sitting on the 1st hole of PGA Fazio...
Beach Villas at KoOlina Oceanviews
Summary:My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks....Beach Villas at KoOlina is one of the most beautiful get-a-ways in Hawaii!Paradise Cove Luau is moments away too!. You’ll love...
Luxurious DistantOcean View Villa
THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Villas at Ko Olina, within the Ko Olina resort and Marina, this relaxing 2 bedroom 1200 sq ft totally upscale villa has mountain and distant ocean views....
Luxury townhouse on Turtle Bay - Kuilima Estates West
Aloha my friend! We invite you to come and experience your tropical paradise...your new home away from home at Turtle Bay Kuilima Estates! Located on the North Shore of Oahu at Turtle Bay, this townhome sits on the Championship Fazio Golf Course with a lake view and a...
North shore beachfront villa on Ke-iki beach
ALOHA!Welcome to our beachfront villa!This three bedroom home is located in a gated community fronting Ke-Iki beach, famous for its sand, surf and sunsets. It's also a great place to catch a glimpse of Humpback whales and spinner dolphins passing in the far-off waters....
Waikiki Sunset * Newly Renovated * Parking * Diamond Head Ocean Views *
One bedroom One Bath with Ocean and Diamond Head views from Bedroom, Living area and lanai. Relax in the morning with a cup of morning coffee on the lanai to start your vacation. Full Kitchen complete with all you need to cook breakfast, lunch or Dinner. Rather BBQ.....
Luxury Pool front Ko Olina Beach Rental Ground Floor B105 2BR
Luxury Poolfront Villa – Ground Floor – Ko Olina Beach Villas – Sleeps 6Enjoy resort-style living at the beautiful Ko Olina Beach Villas, one of Oahu’s most desirable oceanfront resorts.This spacious 2-bedroom, 2-bathroom ground-floor villa offers direct access to the...
Marriott Ko Olina Beach Club - Studio Ocean View - Includes Tax and Parking.
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3- 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays.Marriott owner services is...
Holiday Sale! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located on the third floor, the master bedroom lanai has a gorgeous view of the Makaha Valley mountain range, while the living...
Turtle Bay Penthouse 164 - Kuilima Estates West
Relax in North Shore Luxury | Kuilima Collection | 146 West1 Bedroom | 1 Bathroom | Sleeps 2 | Golf Course Views + Mountain SerenityWelcome to Kuilima Collection | 146 West, your private North Shore escape nestled within the world-renowned Turtle Bay Resort. This...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Oceanfront in Punaluu, sleep to the sound of waves!
This is the most perfect white sandy beach and welcoming turquoise water on the North Shore and perhaps the whole island of Oahu, where you can snorkel all day protected by the reef. You can float for hours, stand up paddle or kayak. Lounge chairs are provided in the...
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a great breeze, and we also have AC. We are located on the ocean facing section of the complex. Your comfort and...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
BIG Aloha & Awesome View at This Hawaiian Home!
~Breezy Spacious and Welcoming Vacation Home~This Hawaiian home sits up on the mountain with unbelievable, panoramic views of the Pacific Ocean, Diamond Head, Waikiki, and downtown. Watch sunsets, fireworks, whales, and rainbows from the lanai. Situated only 2 miles...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
'Olu'olu by AvantStay | Single-Story Home by Ocean
Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...
Ko Olina Beach Villas B107: Luxurious Beachfront 3-Bedroom Villa
Welcome to Ko Olina Beach Villa B107 by Gather, a luxurious 3-bedroom, 3-bath beachfront retreat offering 1,478 square feet of stylish living space and the perfect balance of island charm and modern comfort. Located on the ground floor with direct pool access and...
@ Marbella Lane - Mesmerizing Ocean + MT Views
Summary:Welcome to this vibrant 3-bedroom home, conveniently located in a gated private community in the heart of the Makaha Valley. This is truly a perfect place to take a break from the hustle and bustle of the city life, as you enjoy the calming mountain and ocean...
Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!
Waikiki Shore #918 – 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! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation spot!...
Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach
Escape to Hale Aloha by Gather, a serene four-bedroom, two-bathroom waterfront retreat nestled at the end of a peaceful Kailua cul-de-sac. This 1,810-square-foot sanctuary sits on an expansive 12,000-square-foot lot, blending island charm, privacy, and modern comfort...
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Hale Le'ahi: Diamond Head Luxury Home with Pool, AC, Lanai and Close to Waikiki
Set beneath the slopes of Diamond Head on Oahu’s iconic Gold Coast, Hale Le‘ahi by Gather is a grand three-story plantation-style estate that captures the timeless beauty of old Hawai‘i with modern luxury. This 5-bedroom, 4-bathroom retreat spans over 4,200 sq. ft. and...
Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West
Enjoy the North Shore by staying close to everything when you stay at this centrally no-located place. The townhouse is right next to the famous Turtle Bay Resort. Legal Short Rental: STR 2755.Our two-level, one-bedroom (king size bed) plus loft (queen size bed and full...
LEGALLY LICENSED VACATION RENTALLocation, location, location! This lovely home is perfectly situated on a beautiful white sandy beach, at the end of a quit cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic...
Heart of Waikiki! Close to Beach! Free Parking Nearby! AC, Wi-Fi, Kitchen
Regency on Beachwalk #64 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 6th-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Secluded Sands ~ Private Beach Access, A/C
Head to the tropics of The North Shore and see for yourself why our guests describe our destination/vacation home as an "island paradise." Our spacious beach house, with 7 bedrooms and 4 full bathrooms, has access to one of Oahu's few remaining, truly secluded beaches...
Peaceful Hawaii Paradise three minutes from Beautiful Beach in a quaint Town
Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beautiful Kailua Beach. Quiet, private and clean. We supple you with a start of necessities. Walk to...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Both units replaced in July, 2025.Enjoy your Hawaii vacation at our upstairs...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
Pacific Monarch. 29th Floor with Full Ocean Views. 1 Bedroom. Great Deal!
VIDEO OF CONDO: SEE #3 PHOTOTHIS IS AN '03 UNIT OR A REAL "1 BEDROOM OCEAN VIEW & KITCHEN". THE '02 & '03 UNITS HAVE 1 BEDROOM AND FACE THE OCEAN. THE '01 & '04 UNITS ARE STUDIOS FACING THE CITY. ALL OTHER UNITS ARE MOUNTAIN SIDE.LISTED AS A "1 BEDROOM SUITE WITH A FULL...
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
Tropical Turtle Bay Condo - Kuilima Estates East
This newly listed unit features a loft bedroom, with a large kitchen and living room. Unit is located right on the Arnold Palmer golf course and a 5 minute walk or 2 minute drive from Turtle Bay Resort. Enjoy luxury gated community amenities featuring gated access,...
Magnificent Ocean View Penthouse, FREE PARKING- Pool renovation until April 20
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach house has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 50" flat screen Smart T.V., large lanai facing the ocean,...
Oceanfront Paradise!! - 'The House at Log Cabins'
The House at Log Cabins is situated with ocean and sunset views, caressed by tradewinds, and framed by swaying palm trees. Its large, partially shaded deck is ideal for outdoor dining, checking the surf or watching humpback whales breach. Down the steps from the 40 foot...
Holiday Sale! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa/AC
Turtle Bay Villas 201 offers one of the most coveted locations on Oahu’s legendary North Shore—just steps from the beach, the Turtle Bay Ocean Villas pool, and miles of shoreline trails. This second-level, recently refreshed 4-bedroom, 3-bath villa is the closest 4BR...
Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!
Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...
Ilikai 739 Ocean / Sunset / Marina Views - K Bed / Q Sofabed - New Remodel
Panoramic 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.The iconic Ilikai Suites are located at the gateway to Waikiki. Newly Remodeled,...
Poolside Paradise at Ko Olina: Elegance Spacious 2BR OT512 w/ Gym & Pool Access
Luxurious Condo - 2 bedroom(1king,2twin) + Pull out sofabed /2 bath 1parking Sleeps 6A luxurious room at Ko Olina Beach Villas. : Poolside location with easy access to the lagoon and resort amenities. - 5th floor of the Ocean Tower facing the pool and ocean .At 1,319...
Cozy Oceanfront Home - Secluded Beach, North of Sunset Beach - Near Kawela Bay
Hawaii Tax I.D for both TAT & GET. No. 027-702-8864-01Our oceanfront home, Kawela Kai, is located on the North Shore of Oahu in between Sunset Beach and the Turtle Bay Resort. The stretch of beach where we are located is beautifully secluded and uncrowded. The beach is...