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.
Ko Olina Beach Villas O1402: Spectacular 14th Floor Penthouse w/Ocean Views
Welcome to Ko Olina Beach Villas O1402 by Gather, a 14th-floor penthouse where sophistication and comfort meet Hawaii’s natural beauty. Overlooking the Pacific Ocean and Ko Olina’s tranquil lagoons, this luxurious three-bedroom, two-and-a-half-bath villa accommodates up...
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...
Breathtaking Golf Course Views, Home "B", Modern-Clean-New, Unwind in Paradise!
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, 2 car enclosed garage, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and visiting construction...
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...
Our Place of Joy: An Ocean Retreat
Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina means 'Place of Joy,’ where the aloha...
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu
*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful East Honolulu - one of the premier neighborhoods on Oahu. Located at only a 20 minutes drive from Waikiki, East Honolulu...
BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras
Our "Ocean Blue Paradise" is a BEACHFRONT condo with a beautiful, unobstructed OCEANFRONT view. On a quiet, sandy beach just steps away. Our beach is reef protected, meaning the waves break offshore, so the ones coming onto the beach are usually pretty calm. Making our...
Makaha Ocean Lullaby... The famous Makaha surf beach!
Remodeled fourth floor unit in Makaha's ONLY Beachfront Condo! The other condos you will find are located about 2 miles to the South. Our studio has been completely remodeled, and is located on the cool side of the building, with Ocean and Sandy beach views. We look...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
30Fl Renovated w/ Parking | Short Walk to Beach
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 your tropical getaway in this beautifully renovated 600 sq ft 1-bedroom condo for up to 4 guests at...
Experience the best in Waikiki, while staying in our "Halona" Suite.
This centrally located studio at the Marine Surf, comes with free, assigned parking and features all the essentials for a comfortable stay, including a fully equipped kitchen, private lanai, and convenient amenities.Just steps from world-class beaches, shopping, dining,...
Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043
Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one of only...
Adorable 1-bedroom condo with kitchen, pool, WiFi near Waikiki Beach, sleeps 6-8
Adorable newly upgraded condo with full kitchen, WiFi, AC and pool in the center of Waikīkī just blocks from Waikiki Beach and International Marketplace filled with famous art galleries restaurants and high end fashion! Furnished with a queen bed, king bed, 2 twins...
Zero bedroom apartment in United States of America, Honolulu
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern space features two queen beds, split AC, WiFi, a well-equipped kitchenette, and a private balcony for sunset and Friday...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
Why guests love our cozy Makaha Valley home:Free parking for up to 3 cars (hotels charge $40–$100 per car)Full kitchen—cook your own meals and save on dining out4-stage reverse osmosis drinking water—no need to buy bottled waterPrivate backyard with a BBQ grill—perfect...
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...
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Escape to our brand-new, ground-floor North Shore condo, just 15 steps from the sand! This beautifully renovated beachfront unit sleeps 4 and offers direct access to a pristine, turtle-populated beach from your private lanai. Enjoy modern amenities, ocean sounds, and...
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...
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...
SALE Aug-Dec! Upgraded BeachFront Ocean View 3-BR 2.5BA Villa 1734 sq.ft Floor 7
Luxury Oceanfront Villa with Panoramic Views – 7th Floor at Ko Olina Beach VillasWelcome to paradise! This newly updated 7th floor villa in the Ocean Tower at Ko Olina Beach Villas offers breathtaking panoramic ocean and sunset views, direct beach access, and all the...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...
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 .
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.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 home in this cozy rental...
Take-it-easy Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool
Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue Pacific. This two-bedroom, two-bathroom retreat at Coral Strand blends tropical elegance, modern convenience, and an...
Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning Views
Welcome to your island paradise! Soak in floor-to-ceiling mountain views with your morning cup of coffee; at night, savor the vista of twinkling city lights. You’ll love whipping up homecooked meals with the full kitchen, working comfortably with the remote work setup,...
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Located just a block from Waikiki Beach and surrounded by top-tier hotels, this gorgeous penthouse condo offers the style and comfort of a luxury hotel with the added benefits of 1700+ square feet of living space, a large well-appointed kitchen, extra-large private...
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
We are located in the heart of Waikiki, 5 min walk to the beach where you can make the most of the water adventures from swimming, kayaking, snorkeling to surfing or forget the action and sit in the sun until the sun goes down to watch breathtaking sunsets. Waikiki is...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Discover the welcoming vibe of Ko Olina Beach Villas B1101, a beautifully appointed vacation condo that offers mesmerizing ocean views in the enchanting area of Kapolei, HI. With 1,500 square feet of living space, including a generous outdoor lanai, this home is...
Honu Hale Waikiki: 2BDR Spacious Panoramic View
Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...
Ocean View Condo at Foster Tower Across from Beach w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Foster Tower located at 2500 Kalakaua Ave on the 14th floor.Welcome to The Foster, perfectly situated in the...
Beautiful Top Floor Waikiki Studio! Walk to Beach!
Summary:Experience the best of both worlds with this beautifully appointed 18th-floor studio in the serene Ilikai Marina, an oceanfront building on the quieter side of Waikiki. Just a short stroll to the soft sands of Waikiki Beach, you can soak up the sun, feel the...
Newly renovated, Free Parking, One block to Waikiki Beach
See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee
Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...
!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 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.
Aqua Aloha Surf Waikiki 1113 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
A Modern Mix Waikiki Edition: 1 Br w/ Free Parking
***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
A Truly Luxury Beachfront House Located on World Famous Sunset Beach on Oahu's North Shore. Named 'Paradise on the Beach' at Sunset Beach by many guests this premier Direct Beachfront two-story, two large bedrooms, three full baths, executive style house affords the...
Kailua Condo / Townhouse on Oahu 7 day per 30 day period
”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse. It...
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...
Island Style Elegance on a Beach Access
Island style elegance with beach access.Immerse yourself in the island inspired luxury of Portlock Paradise. Sitting on large lush ocean access property, Portlock Paradise offers four bedrooms, 3 with ensuite bathrooms, an indoor and outdoor dining areas, elegant...
Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa
Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...
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....
Fully Remodeled! Amazing OCEAN, Mountain, City Views! 2-Bed/2-Bath Sleeps 6!
Waikiki Shore #818 – 2161 Kalia Rd.(ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL)You'll enjoy spectacular Ocean Views from this luxurious 8th floor beach condo (932 interior sf + 160-sf lanai), recently renovated and impeccably designed with a...
North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!
. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45 minutes from Honolulu, but it feels like you're a world away in your own little piece of paradise. Relax on outdoor deck or...
Ko Olina Beach Villas O1006: Luxe Penthouse w/Pool, Golf, & Ocean Views
Welcome to Ko Olina Beach Villas O1006 by Gather, a luxurious two-bedroom, two-bathroom penthouse on the tenth floor of the exclusive Ocean Tower. Designed for up to six guests, this elegant villa offers panoramic ocean views, serene vistas of the resort pools and koi...
Canoe Palms Waikiki Pool, Gym, WiFi, AC
It’s a legally zoned cute studio in the heart of Waikiki. Short walk to the best locations, famous beaches, restaurants, and shopping.Easy 24/7 self check in and check out.Studio has a comfortable Queen bed, a kitchenette with cook top for preparing basic meal....