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.
Comfortable, Bright and airy condo w/ full kitchen, sleeps four
Legally permitted rental - 2425 Kuhio Ave. #801This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable queen size bed & futon. Perfect for those longer...
TRULY BEACHFRONT House + 2 cottages for extra guests or privacy
30 Day Rentals Available. High Speed Internet. Remote Work in Paradise!Popular beachfront rental well known as the LAIE BEACH RETREAT or LAIEBEACHRETREATSandy BEACHFRONT North Shore retreat located on the Hukilau Beach of Laie Bay! Our beautiful home is well known as...
Refresh your soul with your eyes lifted up to the mountain and ocean! This newly built dwelling has been fully furnished for your retreat! AC, TV, queen bed, nightstands with dimmable touch-controlled lamps. We have added other details and we hope you will enjoy it. We...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Ko Olina Beach Villas O1004 offers an exquisite retreat where luxury meets island life, perfectly situated in Kapolei, HI. This two-bedroom, two-bath penthouse villa spans 1,187 square feet and invites you to unwind on its expansive lanai, where gentle breezes and ocean...
Right by the Four Seasons at Ko Olina, the house is beautifully located inside the luxuriously built Kai Lani with an ocean view from the balcony and the master bedroom. Only minutes away from the beach at the Ko Olina lagoons, you will also have direct access to the Ko...
7FL Waikiki Retreat, Steps to Beach, Shops, Dining
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy a tropical getaway in this 600 sq ft cozy 1-bedroom condo on the 7th floor of the family-friendly...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
2 BDRM w/ 5 Beds + 2 Bath + Parking + Peekaboo Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location! This renovated 1000 sq ft, 3 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! This unit comes with 1 FREE dedicated parking stall...
11th Floor Waikiki Ocean, Lagoon & Marina Views! Walk to Beach! Washlet!
Ilikai Marina #1184 – 1765 Ala Moana Blvd.Stunning panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect some construction noise during weekday...
Ocean & Diamond Head Vu; Full Kitchen; Free Wifi; 2 min. walk to the beach
Legally permitted rental - 2450 Koa Ave #92Located in the heart of Waikiki steps from the beach, at The Seashore. On the 9th floor of a 10 floor building, near the Hyatt Regency and the Duke Kahanamoku statue. This beautifully and comfortably furnished ocean and Diamond...
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
TA-166-694-5024-01 STR Permit # 2211-CCH-0303, TMK 1260230500039Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio is the perfect choice for your Hawaiian holiday! With comfortable...
Comfy studio, King bed, kitchen & parking included with stay
This apartment is centrally located with a 5 minute walk to Waikiki beach.It comes with one dedicated parking space. The apartment has a king bed and one pull out full size sofa bed. There is a small kitchen with all things you need to cook small meals. Beach chairs,...
Waikiki Beach Modern Condo for Rent
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90-TVU-1101Renovated Pool and Recreation Deck will be re-open by end of April-May 2026. The Condo is located one block from the world-famous Waikiki Beach. The unit offers luxury living with peaceful mountain, canal and...
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
Escape to paradise at our luxurious 2-bedroom, 2-bathroom ocean view villa in the heart of Ko Olina Resort, Oahu’s sunny west shore. Nestled steps from four turquoise lagoons, this professionally designed condo offers breathtaking Pacific Ocean views and the perfect...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Wellcome to Lovely Condo 2 Beds 2 Baths Free Parking in Waikiki Beach
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Incredible Unobstructed Pacific Ocean and Diamond Head Views! FREE Parking
Diamond Head Vista #1903 – 2600 Pualani Way(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on a quiet street at the edge of the Waikiki and Kapiolani Park, this 19th-floor Diamond Head Vista beauty has unforgettable, unobstructed Ocean and...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
8 Guests, 2 X ❤️awesome Studios❤️ Free Parking, 5MIN to Ocean
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Single family home on KoOlina Golf course!
Luxury living at Ko'olina Golf Estates #6. This single level, single family home has a beautiful open floor plan located on the 10th hole of world famous Ko'olina Golf course. This home is highly upgraded with french doors, crown molding, wolf and sub- zero appliances...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Contact us for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and walking distance to...
Spacious Comfort with A/C, Washer/Dryer, Parking, Wi-Fi, and Washlet!
Aloha Towers #8J-Diamond Head Tower – 2215 Aloha Dr.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll feel right at home in this two-bedroom, two-bath family-friendly condo (1171sf) with central A/C in a quiet, secure residential area of...
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Discover the peace and beauty of your own secluded retreat nestled in the...
Beachfront Legal Princess Condo View Free PKG/WIFI, Pool,hot TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha! Enjoy an unforgettable stay at our island-style retreat-just a 10-min walk to Waikiki Beach, Ala Moana, the Royal Hawaiian Shopping Center, International Marketplace, and the Hawaii Convention Center. Relax with a pool, BBQ, FREE parking, fast WiFi, new portable...
Awesome Ocean View Condo w/ FREE Wi-Fi and Parking!
Waikiki Banyan #3601-T1 – 201 Ohua Ave.It hardly gets better than the vantage point from this 36th floor end unit! Your panoramic view includes the Pacific Ocean views, Waikiki, Diamond Head, and Kahala to Koko Head! This modern air-conditioned contemporary has tasteful...
Heart of Waikiki! Lower Floor! Great Location! Washlet, AC, Wi-Fi, Kitchen!
Regency on Beachwalk #31 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
Ko Olina Beach Villas 609: 2BR Villa w/ Stunning Beach Views from Every Window
Ko Olina Beach Villas B609 offers a serene oceanfront retreat at Ko Olina’s coveted 2nd Beach Lagoon. Perched on the sixth floor, this spacious 1,500 sq. ft. villa is one of only 14 residences this close to the shoreline, blending elegant design with panoramic views for...
Luxury Suite w/ Ocean View in Waikiki + 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...
Ocean View - Studio - Marriott's Ko Olina Beach Club - Full Resort Access
Experience oceanfront elegance at Marriott’s Ko Olina Beach Club, a premier beachfront retreat on Oahu’s breathtaking western shore. Enjoy a world-class Marriott resort stay—often at 30–70% savings compared to booking directly with the resort.All villas are...
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...
North Shore Barefoot Hideaway -- come relax with us!
NUC Registration # 1990/NUC-1967TMK # 1570010270146Welcome to our one bedroom, 2 bath condo at Kuilima Estates East. We are an easy 5 minute walk to the beaches by the Turtle Bay Resort. This clean and comfortable condo has a king bed in the master, pull out couch in...
Bright Corner unit with Stunning Views! AC, W/D, Wi-Fi, Washlet, parking!
Four Paddle #2302 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the stunning views of this 23rd floor one-bedroom corner condo (577 sf plus partial ocean-view lanai with table and chairs)! With central AC, this vacation...
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out. The...
Tastefully remodeled Apt w/ Mountain view +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...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Property TMK: 570010270159Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC,...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
We offer a solar-heated Pool, AC , WIFI, Kayaks, and up to 50% Discounts. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai (the property marker shows the property location incorrectly).Walk through the entry gate, and find yourself in the middle of...
Ocean front Bali Villa w/ infinity pool to die for! 30 Day Rental - Pls Inquire
30-day Rental. Please inquire for details of rental terms.Sleeps 26 comfortably. In beds or 8" ground mattresses, plus two port-a-cribs for your little ones. Experience the beauty of the Islands at the North Shore of Oahu's Private Luxury Villa. This hidden gem sits on...
Amazing ocean views from this 11th floor villa!
This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
Welcome to our Sunset Hale Retreat - Ko'olina Beach Villa. Steps to the pool and beach!Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Ko Olina Beach Villas O224 offers an elegant sanctuary amid the lush landscapes of Kapolei, HI. Located in a private gated resort community, this 2-bedroom, 2-bath villa blends indoor comfort with outdoor beauty, featuring an inviting flow to a spacious lanai with...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Villa B207 Private location closest to the beach, Ko Olina 3-bed beach villa!
This privately located beach tower villa 207 has no neighbors on either side and offers beautiful ocean and lagoon pool views! Located on 2nd level in the preferred Beach Tower building, this Villa is the closest 3 bedroom to the beach! This villa has Hawaiian touches...
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
Newly renovated, FREE PARKING, STUNNING Diamond Head and ocean views!**Need multiple rooms? Additional accommodation: please view my other unit located in the same building #2824127**Renovated and on a higher floor of "Waikiki Sunset". Indulge in a post card worthy view...
Beautiful House with 7/AC,BED Rooms and Ocean View
Location: Hauula, North Oahu, Oahu, Hawaii, USA (LOCATED TWO MILES EAST OF THE POLYNESIAN CULTURAL CENTRE) Accommodations: House, 7 air-condition Bedrooms + Convertible bed(s), 3 full Baths (Sleeps 9-18)Keywords: 7/AC Bed Rooms HouseFIVE STAR EXPERIENCE FOR A FRACTION...
Ko Olina Beach Villas O1111: 3-Bed Penthouse, Ocean & Mountain Views
**Ko Olina Beach Villas O1111** is a beautifully appointed vacation rental located in the serene Kapolei area of Oahu. Offering 1,532 square feet of interior space, this inviting villa is designed for families or couples seeking a tranquil escape, accommodating up to...
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...