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 Condo on the Beach
Minimum rent is 30 days.Colony surf #1101 is Beautifully renovated studio (RARE LARGE CORNER UNIT!) on the waterfront of the spectacular Gold Coast. Short walk to Waikiki yet quiet and private-like location. Large sliding glass windows open wide to expansive ocean...
The Love Shack island getaway - minutes from Waikiki
The Love Shack Beach House - all the convenience of Waikiki without the hassle and noise. Walking distance to Waikiki, Diamond Head, beaches, the zoo, Kapiolani park, surf spots, snorkeling, swimming, great restaurants & bus stops. No need to rent a car if you don't...
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...
Waikiki Studio for Rent (30 day min)
* Best Views and the Best Value in Waikiki! This unit is completely and beautifully redone with quality and function, 'Pride of ownership for our Guests to Enjoy'. * This unit has a 30 day minimum requirement. * This Spacious studio in the Island Colony has Awesome...
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...
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...
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...
Walker's Lanikai Beach House – Historic Oceanfront Retreat
Welcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr....
Kuilima Condo with Split Air
Welcome to our little piece of paradise. A perfect place to stay during your visit to Oahu. Our CLEAN and beautifully UPDATED condo can sleep 6 comfortably. With TWO king beds and a one queen sofa bed. It also includes a brand new full-size kitchen with a dishwasher,...
Island Paradise Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Sunset Beach House in paradise! Inquire for special 30 day rates!
Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...
2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi
High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...
Luxury Ko Olina Beach Villa with direct beach view. Sleeps 6.
Premium Beach Villa very close to the beach. B-208 is the closest villa to the beach on the sunset side. Enjoy direct views of the beach and ocean without looking past another lanai. Enjoy added privacy and ocean views on the desired sunset side of the beach tower....
Best and Newest Beachfront Listing in Honolulu
THE HOMELAST MINUTE DISCOUNT AVAILABLE FOR AUGUST AND FIRST HALF OF SEPTEMBER. 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 to get away from it all. This...
Beachside Kailua AC 3min walk to beach! Inquire for available dates!
CONTACT HOST/RESERVATIONS/DETAILSThis airy, spacious four bedroom Kailua beachside vacation rental home with AC provides the essence of tropical Hawaiian living. Remodeled kitchen and bath(s) finish off this stunning home. Whether you prefer lounging in the sun...
Special! Coconut Plantation 1214-2 Ko Olina Beachfront Escape Resort Amenities
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 Coconut Plantation 1214-2 Aloha...
Beach Front Condo w/ Beautiful Sunrises on Private Sandy Beach + Turtles + Perfect Snorkel Spot
Escape the hustle & bustle of Waikiki crowds & enjoy beautiful sunrises, private beach, calm waters & experience amazing turtles sunbathing on the beach. Relax & experience a memorable vacation in our modern beach front condo w/ an Elegant Coastal Décor and serene cozy...
Ocean View Haleiwa Home - EPIC location steps from beach and downtown
The Haleiwa house: your dream home away from home steps from the beach, iconic waves, and downtown Haleiwa. This airy 2 bed, 1 bath apartment includes ocean views from the bedroom and kitchen, and mountain views from your outdoor lanai. From super-fast video-friendly...
Breathtaking Studio Ocean Views! Pool! Beach!
Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or...
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...
Luxury beachfront villa on a world class beach in Kailua, HI
As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...
Beautiful Mountain Views & Steps to Waikiki Beach
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...
SPECTACULAR GOLF COURSE FRONTAGE HOME "G", NEW/CLEAN:Nr. CAMP SMITH/JBPHH/AIRPT.
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and traveling construction crews, with each guest...
Serene Lanikai House Near the Beach w/Outdoor BBQ & Close to Shopping Center
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic...
Cottage with Private Salt Water Pool
30 night minimum This beautiful recently updated cottage is nestled in the quiet, safe, and upscale neighborhood of Kahala. Excellent location! Just minutes to Waikiki, nearby parks and the pretty white-sand beaches of the East Honolulu coast. Also, in very short...
Wonderful executive home steps from a gorgeous beach
The Beach Haven is a beautiful home that can make your vacation very special. Only steps from one of the best beaches in Hawaii, you will feel the ocean breeze surround you. The home is treetop level which provides views of the ocean and of the Koolau mountains. This...
Escape to Paradise- AC, Kayaks,Ocean across street
*30 day rental. Please inquire.Come, Escape to Paradise! This beautiful secluded home is in the perfect spot along the Windward shore of Oahu. This 2500 sqft Ka'a'awa, air-conditioned home can sleep 8-10 people in 3 bedrooms and an open den. Planning on working from...
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
AlohaCation - Oceanfront Work and Family Time
Work from Paradise or Enjoy Family Time by the BeachImagine waking up to breathtaking ocean views, working remotely with the sound of waves in the background, or spending quality time with your little ones on a peaceful, safe beach. Our oceanfront apartment blends...
Dazzling Waikiki Studio+KIng Bed
See reviews at airbnb.com/h/ms2011.This amazing studio has been fully renovated and tastefully decorated for a bright and airy atmosphere. Features a king-size bed, full kitchen, large shower, and the essentials for a comfortable getaway.Enjoy great views of the ocean...
Coastal Chic Condo with Ocean View & Full Kitchen
Step into a bright and airy beautiful condo, where modern elegance meets coastal charm. Expansive windows invite natural light to flood the open living space, offering breathtaking views of the marina and the sparkling Pacific Ocean. From your private balcony, enjoy the...
Hale Akaka Falls O-121 one of a kind luxury stay
Welcome to Paradise at Hale Akaka Falls O-121Discover the beauty and elegance of this stunning three-bedroom, three-bath villa located in the prestigious Beach Villas at Ko Olina Resort. This luxurious, ground-floor home offers a rare combination of comfort, style, and...
AwardWinning|PrvtBeach|RitzCarlton|$20K90"TV|3Spas with Beachfront Jacuzzis,Gym
Summary:-Call 310-579-2494 for booking availability-Out of 8 million listings, very rare selection as Airbnb Luxe-Prior rentals by A-list celebrities for six-figures-Corner single-level (with no steps) beachfront estate 12 min from Ritz Carlton with its OWN PRIVATE...
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...
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...
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...
The Windsor 3802 Luxury 2 Br/2 Ba Ocean View / Diamond head / City lights
STUNNING DIAMOND HEAD VIEWS! 10 minutes walk to WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.WINDSOR BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, PUTTING GREEN AND THE AMAZING SKY TERRANCE...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient...
Ko Olina Beach Villas O1011 by Gather: Lux Penthouse w/ 2 Lanais & Stunning View
Welcome to Ko Olina Beach Villas O1011 by Gather, a stunning three-bedroom, three-bathroom penthouse perched on the 10th floor of the renowned Ko Olina Resort. Offering space for up to six guests, this luxurious Hawaiian escape is perfect for those seeking a serene yet...
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or...
Ocean-Beach Front Family Dream Vacation Ewa Beach Home w/Full Beach Access
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals. ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA approved non-toxic undetectable antimicrobial electrostatic...
8th Floor One Bedroom Condo
Enjoy staying at the Waikiki Park Heights in this spacious 537 square foot corner unit. Waikiki Park Heights is centrally located in Waikiki, just 2 small blocks from Waikiki Beach, and walking distance to all the shops and restaurants you can think of. For days of...
Famous Waikiki Beach Tower 2BR 2B Ocean View!
Summary:Located in the heart of Waikiki, this 2 Bed 2 Bath Luxury Oceanfront Suite is located in the Aston Waikiki Beach Tower Hotel! This property features floor to ceiling windows which open to a large private balcony that overlooks Waikiki beach and the Pacific...
New! Sans Souci 1004 1B/1B/1P Stunning unit w/ Ocean front view
Sans Souci, located on the southeastern coast of Oahu, Hawaii, is a captivating coastal paradise on Kaimana Beach, near Colony surf condominium, Zoo, Waikiki Beach. Enjoy pristine sandy shores, crystal-clear waters, and lush greenery for sunbathing, swimming, and...
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...
OCEAN FRONT PRIVATE RESIDENCE AT KEAUHOU BAY WITH POOL & PRIVATE DOCK
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
Steps to Waikiki Beach..
The Imperial Hawaii Resort is ideally situated just steps away from world-renowned Waikiki Beach and in the heart of the city’s dining, shopping, and entertainment epicenter. This legacy property has been thoughtfully restored toward reviving its original feel and...
Waikiki Ocean & Diamond Head View Corner Unit 35th floor by Convention Center
This corner unit studio has 180 Degree views of the ocean, Diamond Head, Ala Wai Canal, sunrise and Manoa valley and mountain. Studio has full kitchen, free wifi, wall mount TV, and AC. Wonderful panoramic views of Waikiki.Building amenities include: pool, BBQ, hot tub,...
Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...