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.
Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512
Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...
20th Floor Ocean and Marina Views at The Ilikai! Washlet! Sleeps 4!
Ilikai #2029 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 20th floor studio at the Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...
Your New Home Away From Home! Washer/dryer, AC, Wi-Fi and one parking!
Discovery Bay #4118-Resolution Tower – 1778 Ala Moana Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Lush views of the Ko'olau Mountains simply sparkle at night with city lights! Welcome to your "Home Away from Home" in this beautiful...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Hale Pua ~ The House of Flowers - Kuilima West
Experience the serene beauty of Kahuku's West Side at Hale Pua ~ The House of Flowers. This charming 2-bedroom retreat offers a cozy haven for up to 8 guests, complete with modern amenities like air conditioning, a BBQ area, and a private patio. Dive into relaxation...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
Mai Tide: New N Shore Oceanfront Studio, AC, 30 Day
Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare &...
A Gem of a Studio at The Diamond Head Beach Hotel
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel...
Incredible Ocean views! Close to beach! A/C, Wi-Fi, one Parking!
Waikiki Sunset #3606 – 229 Paoakalani Ave.Enjoy simply breathtaking views of the Pacific Ocean, Kapiolani Park, Diamond Head and city lights from this recently refurbished 36th floor, one-bedroom condo (543 sq.ft. plus lanai with table and chairs)! 4-person max.Just a...
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Designer Studio Condo on 29th Floor In Waikiki--Fabulous View! and 100% Legal!
This clean, cozy, modern studio is in the Hawaiian Monarch Hotel in Waikiki, but is privately owned and managed. The unit is on the 29th floor with a wonderful view, a full-size refrigerator, hot-plate, microwave and a really comfortable queen bed!This unit is privately...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...
Great Four Paddle location! Full kitchen, AC, washer/dryer, parking, Wi-Fi.
Four Paddle #2405 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the partial ocean views from this spacious, central air-conditioned 24th floor, beautifully remodeled 1 bedroom (553 sq.ft. plus balcony) condo at Four...
Close to the heart of Waikiki, but away from the traffic, congestion and noise. An easy walk to all the beaches, restaurants, shops and activities that Waikiki has to offer.The short stroll to the beach will take you past the Ritz Carlton, Luxury Row and several...
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on 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, Tastefully...
Ocean View Condo with Large Lanai
Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily...
Cozy Waikiki Vacation Rental with Partial Ocean Views - Great for families!
This is a legal conforming vacation rental. Please see our listing details for our license number.Our 2-bedroom presidential suite has a king-sized bed in the master bedroom and two full-sized beds in the guest bedroom, allowing maximum comfort and privacy for our...
Highly desirable, Ilikai Hotel, Yacht Harbor & Ocean view, Reserve Today, Will not last Long!!
This condo is located on the 14th floor of the Ilikai Hotel. Enjoy stunning sunsets from your private lanai. This beautiful condo has fresh paint, new drapery, split AC & it desirable by many travelers as it has a full, direct and unobstructed ocean views, overlooking...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located, just...
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
Recent Updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy beach...
Gorgeous Waikiki Ocean View! Full Kitchen, Free Parking, Close to Beach!
Waikiki Sunset #3704 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 37th floor, one-bedroom condo (564 sqft plus 67-sqft lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best...
WG 807 Quaint Ocean View Studio
Legally permitted rental - 134 Kapahulu Ave #807 ⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to give you everything you need for a fantastic vacation....
Fairways at Ko Olina 8G by Gather w/ Golf View Townhome w/ Lanai, Pool & A/C
Fairways at Ko Olina 8G invites you to experience the serene beauty of Kapolei, HI. Nestled within a premium gated community, this thoughtfully appointed townhome offers a tranquil escape with sweeping views of the Ko Olina Championship Golf Course. With 1,289 square...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
RENOVATED! Ocean View, FREE PARKING, Central AC, Pool, Quick Walk to Beach!
Waikiki Park Heights #1707 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home and gorgeous ocean views from this beautifully renovated 1-bedroom condo (488 sq. ft.). FREE Parking on site for 1 vehicle, which...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...
Block to Beach! Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Ocean View, Free parking & Wifi
Panoramic 37th Floor Ocean Views, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy panoramic views of the ocean and...
Ocean & Park Views from spacious Waikiki Beach Queen Studio with WiFi,AC -WG 512
You'll find bicycles, golfing, and more on site at this beach apartment. Honolulu Zoo and Queen Kapiʻolani Regional Park are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return to this 424-sq-ft apartment, you...
New 1 Bedroom with Great Views, Kitchen & Den
Beautifully Remodeled and updated October 2022 with great touches! This 8th floor suite at The Diamond Head Beach Hotel already offered great views and perfect location for a relaxing getaway. New owners added the rest to ensure the condo is the perfect place to call...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY RESORT. Miles of pristine beaches...
Mountain View, Close to Waikiki Beach w/ 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...
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
Garden Cottage Unit B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Vintage Hawaiian décor -- including lovely teak furniture and vibrant pops of color --...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo on the 17th floor has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. You won't find...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
*Turquoise Ocean Views!* | Walk to Waikiki
Summary:🌺 Aloha from Waikiki Beach Tower! 🌴 This airy, island-inspired condo has the turquoise ocean view you've been dreaming about so you can savor every moment of your long-awaited vacation :)You'll be able to watch the magical sunsets over Waikiki Beach and feel the...
Studio with Kitchen, AC, Washer/Dryer, POOL, Wi-Fi, FREE Parking!
Fairway Villa #1516 – 2345 Ala Wai Blvd.You'll enjoy a pleasant Ala Wai Canal view from the lanai of your air-conditioned studio (364 sq.ft. plus balcony/lanai)! Kick back as you enjoy the sunset or enjoy the easy walk to the beach, shops, and restaurants.The Fairway...
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
Ocean-Lagoon Views PH at Ilikai Hotel by the Beach w/Spectacular Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
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...
Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk to Beach and Shops
Kahala Cottage – A Tranquil Retreat in HonoluluWelcome to Kahala Cottage by Gather, your home-away-from-home in the exclusive Kahala neighborhood on O‘ahu’s south shore. Offered as a monthly rental, this two-bedroom, two-bath island retreat blends laid-back Hawaiian...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...