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.
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
1 Bed-room w/ 2 Free Parkings !! Great Ocean and Mountain View !
Skytower is a secure high-rise located in the center of Waikiki, within walking distance to countless shops, restaurants, and the famous Waikiki beach. This neighborhood is a popular tourist destination that is always seeing new upgrades and developments, including the...
Beach Condo with beautiful ocean view and a lagoon beach
Condo on the beach in Makaha. Breath taking ocean view and sunset. Sunny west side of Oahu Hawaii Island. Close to famous Makaha surf beaches, Close to Snorkel/Scuba dive in Electric beach. Full Kitchen, Bath & Bedroom. Have Pools, Gym & covered parking. Nice local...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
Awesome view. Walking distance to beach, restaurants, shopping
32nd floor corner unit in Hawaiian Monarch condo and hotel. Enjoy pool, hot tub, BBQ, gym, No resort fee. Self check in with lock box. Smart car rental in lobby. Laundry $. Luggage storage $. On-site parking $$. 24 hr security
OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking to stay in a resort style area that has it all? This is the place! Breathtaking sunset views are only one of the property’s many features, which include new furniture, fully equipped kitchen, and many other amazing amenities. Surrounded by a world class golf...
Modern, New King Bed, Luxury, Spacious Waikiki Condo with Great View 100% Legal!
Relax in paradise in your luxury suite on the 29th floor of the Hawaiian Monarch Hotel in fabulous Waikiki Beach! This apartment is designed for the discriminating traveler who wants to stay in a clean, spacious, and modern studio with a full kitchen and new King size...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
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 Fairways at Ko Olina 18C by Gather,...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 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 small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf #PH4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of the...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
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 the tranquil beauty of Ko Olina Kai...
Ilikai 1418 2 Bed Room Luxury Remodel Ocean / Lagoon Views
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located...
Aloha Oasis: Ocean View Studio Near Waikiki Beach!
Welcome to your new home away from home!Step into this beautiful west-facing 22nd-floor studio with mesmerizing ocean views in the heart of Waikiki. This inviting studio, perfect for up to three guests, awaits you at the Pacific Monarch. Here, you'll discover a warm,...
Paradise Adventure Getaway - newly remodeled
*30 day rental. Please inquire. When you stay at the Paradise Adventure Getaway you will be minutes away from amazing attractions of the North Shore. This newly-remodeled home has three bedrooms, one full bathroom, a fully furnished kitchen and so many amenities that...
Ilikai Hotel - One-Bedroom unit on the 19th Floor overlooking the mountains!
Look no further, you've found PARADISE! This condo is located on the 19th floor of the Ilikai Hotel and offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo been fully remolded and...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
Cozy Mountain View Haven 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...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
29th Corner 1 BR Great Panoramic Ocean View!! Pacific Monarch
Enjoy the lovely Hawaiian breeze in this high-floor 1-bedroom unit. Within walking distance to Waikiki's finest destinations." The Pacific Monarch building is centrally located in Waikiki, with a great variety of entertainment and dining options nearly at its doorsteps....
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Zen home with fast WiFi, washer/dryer, koi pond & large lanai
Seabreeze Hawaii Kai -A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’re sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable 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.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
Updated Oceanfront Condo! Long clean beaches to walk & swim! Escape the Crowds!
Our Hawaiian Paradise Vacation awaits you here in our uniquely remodeled Hale. Be a part of our Ohana and escape to the Hawaiian countryside, leaving behind the hustle and bustle of Waikiki with its crowded beaches and enjoy a private serene beach with amazing views and...
Ilikai Marina @6FL Ocean View and Marina, Renovated
We’d like to inform you that the Ilikai Marina building is currently undergoing lanai refurbishment work on certain units, with construction scheduled through August 14.We’re happy to share that our unit have already completed their lanai renovations. Your private...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property 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 spray...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
The Perfect Location in Waikiki 2 mins walk to Waikiki Beach
Legally permitted vacation rental: WAIKIKI GRAND HOTEL®134 Kapahulu Ave 719Honolulu, HI 96815A Great Studio kitchen unit at the Waikiki Grand Hotel®, just a couple of mins walk to the Waikiki Beach and close to all shops and awesome restaurants.The brand new...
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
Ilikai 734 - Beautiful Ocean & Lagoon View Suite
Relax on the balcony and enjoy the gorgeous lagoon and ocean views. This spacious 7th floor suite overlooks the famous Duke Kahanamoku Lagoon and Beach with ocean views of the famous surf spot Kaiser Bowls.The suite is nicely decorated with one Queen size bed and one...
Penthouse Studio in Western Waikiki - convenient location, & stunning views!
44th floor studio, the highest floor in Island Colony.You will love this penthouse vacation rental. The reasons are the price (less than a half of other Island Colony), the location (center of Waikiki), and the view (panoramic ocean, city, canal, and mountain)!! Once...
16 GUESTS , 4 X ❤️AWESOME STUDIOS❤️ , FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
Hale Lanikai | Ko Olina |Penthouse Ko Olina Villa
Summary:Welcome to Hale Lanikai in Ko Olina! With a private balcony, this space offers an unrivaled view of the lush gardens, serene lap pool, and shimmering Pacific. Maximum occupancy strictly enforced in accordance with local ordinances. Grab friends and enjoy quick...
Price Drop Oceanview Waikiki Studio A + FREE BEACH Rentals
Enjoy paradise views on the 30th floor (3002- A, Aloha Unit) in beautiful Waikiki beach. This clean, spacious condo ( ONLY SLEEPS 3 ), is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. True Queen-bed...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2...
Hidden Gemstone for One Dreamy Escape!
Congratulations and thanks will go to the decision makers taking the time to note the difference before selecting this hidden gemstone for accomodations while on Oahu. Once your travel companions catch their breath after initial first peek, don't be surprised at the...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
Waikiki One Bedroom Condo with Free Wifi, Cable, and Parking!
Four Paddle #506- on the 5th floor - 1 Bedroom - Free WIFI, Cable TV & ParkingThe Four Paddle enjoys a convenient location in Waikiki. Situated just a short stroll from the world famous Waikiki Beach and the warm waters of the Pacific Ocean. With restaurants, movie...
Lovely 1BR Ocean View Condo, Near Beach + 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...
BMB 804 Modern Waikiki 1 Bedroom, 2 mins to Beach
Located in Honolulu, this delightful apartment is a dream. With 1 tranquil bedroom featuring a cozy queen bed, guests can unwind after a day of exploring. The bathroom offers a relaxing bathtub and a hair dryer for convenience. An additional living room space with a...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...