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.

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Paradise Found at Hawaiian Princess, Makaha!

Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

Incredible View! Great Location! Awesome High Rise Condo!

This remodeled 27th floor 1 BR condo offers a spectacular panoramic view that spans from Diamond Head to Waikiki Beach to the city lights of Honolulu. It is located in the Waikiki Sunset Resort, which is less than a block and a half to the beach, a 5 minute walk. The...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Ko Olina Beach Luxury Villa Rental, West Oahu, Hawaii

Luxurious splendor and tropical tranquility await you in this beautifully appointed two-bedroom condo located at the world-class Ko Olina resort. The Oahu beach villa’s signature design features exotic woods, natural stone finishing, and expansive panoramic ocean view...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Hale Kai Lily - Waterfront Hawaiian Getaway

This single-level waterfront, home is thoughtfully curated & designed. New AC in every room. Featuring a full kitchen, living room, and lanai as well as 4 bedrooms and 3 bathrooms. The property is fully furnished and boasts captivating marina views from all common areas...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

2BR/2BA Close to Waikiki Beach 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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Spacious and Renovated Waikiki Condo With Full Kitchen and Ocean Views

Renovated, clean and spacious studio in Waikiki. Unit is on 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full kitchen, full bath and amazing ocean, canal, diamond head and mountain range views. Walk to Waikiki beach, Waikiki strip,...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Upscale Penthouse with Ocean Views & 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon

Experience oceanfront luxury at Ko Olina Beach Villas B610 by Gather, a breathtaking villa located in the exquisite Ko Olina Resort. This sixth floor two-bedroom, two-bathroom villa with space for up to six guests, offers unparalleled ocean views from almost every...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Secluded Sands ~ Private Beach Access, A/C

Head to the tropics of The North Shore and see for yourself why our guests describe our destination/vacation home as an "island paradise." Our spacious beach house, with 5 bedrooms and 3 full bathrooms, has access to one of Oahu's few remaining, truly secluded beaches...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Kahuku, Hawaii

Waikiki Spacious One Bedroom Ocean View

Fabulous ocean view condo on Waikiki beach with one bedroom, one bath, a tiki bar lanai for watching the sunset & surfers, & a parking space. Large flat screen TV, free internet, secured residential building, salt water pool & spa, across Kalakaua Ave. from the beach....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West

You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Remodeled 1BR Condo: Ocean Views + 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Hale Lani ~ Heavenly Home

This beautifully decorated one bathroom with a loft is the perfect space for your next family vacation! This well-appointed unit has a king bed in the primary bedroom downstairs with a full bathroom. There is a flat screen smart TV with Spectrum cable access, ceiling...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Chic Mountain View Unit Near Waikiki Beach+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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Oahu North Shore Serene Home with Ocean & Mountain Views

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Haleiwa, Hawaii

Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views

Immerse yourself in the epitome of luxury at Ko Olina Beach Villas O1004 by Gather, a stunning two-bedroom, two-bathroom penthouse with space for up to four guests. Perched on the tenth floor of the Ocean Tower, this Hawaii vacation rental offers unparalleled views of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Turtle Bay Hale Lani - Kuilima Estates East

This beautiful, modern 1 bedroom w/loft bath and a half. Upgraded unit has new kitchen cabinets & appliances, ceramic tile floors and granite countertops. The extended living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well. Window a/c in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Sleek & Modern 32nd Floor Condo at the Waikiki Banyan - Free parking! by Koko Resort Vacation Rentals

Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Makaha Valley Towers 1 BR - Very Scenic and newly renovated!

We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours drive from Honolulu. This one bedroom apartment with a Queen-size bed and a double pull-out sofa in the living room is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

Beautiful 2nd Floor Condo - Wifi, Mountain & Golf Course views

NUC No: 90/TVU-0552This second-floor condo provides you with the comforts of home with two championship golf courses, a beautiful swimming beach and a first-class resort just a short walk away. Located in Kuilima Estates West, neighboring the luxurious Turtle Bay...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.

Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Impeccable Penthouse - Ocean & Diamondhead Views

PANORAMIC OCEAN, DIAMOND HEAD & KAPOLANI PARK VIEWS. It's a première residential lifestyle ON THE GOLD COAST! A brief 15 minute breathtakingly beautiful walk to Waikiki’s famous beaches, shopping, dining and nightlife.This is not a tired old Waikiki hotel room with a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Beachfront Palaypa - Former Mission House

Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Haleiwa, Hawaii

Tradewind Bungalow, in Kailua on Oahu

Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua, Hawaii

Great for Families! Partial Ocean/Canal/Diamond Head Views! Pool, Wi-Fi, Prkg

Fairway Villa #2217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Your Home Away from Home! Enjoy this recently remodeled contemporary two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with great views! Sleeps up to...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Hale Pumehana O-1202 stunning views and comfort

The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Sweeping Ocean Views, Remodeled, Steps to Beach, Washlet, Parking! Sleeps 4.

Waikiki Shore #1212 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Best Location! BRAND NEW 3BR Ocean Villa at Turtle Bay with beach access & pool

*****FULLY RENOVATED UNIT!!! BRAND NEW*****Ocean Villa 111 is a 3bd located at the heart of Oahu’s fabled North Shore, nestled within the grounds of the world-famous Turtle Bay Resort. Locals call this ‘country’ for its exquisite beaches, surf heavens, and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Hot Deal! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool, Spa, AC

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Stunning Makaha Condo w/ Pool Access + Ocean View!

Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath condo is perfect for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waianae, Hawaii

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...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 20
📍 Kahuku, Hawaii

Hale Makai - AC, Beachfront

*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYS30 day rental. Please inquire.Wake up on Oahu's fabled North Shore to views of lush, tropical foliage and the warm ocean breeze. Located close to Turtle Bay, Polynesian Cultural Center, Pipeline,...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Kahuku, Hawaii

Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New Home

Indulge in the Unmatched Beauty of Contemporary Luxury at Ocean Escape — A Brand-New Retreat!Discover the newly constructed, unparalleled, modern, luxury, three-bedroom house, where every corner is adorned with awe-inspiring ocean views. This Hawaiian haven transcends...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

Location, location! Split AC System throughout ENTIRE condo! Legal Rental!

Location, location, location!!! Split AC System throughout ENTIRE condo! Legal Rental!Our condo boasts 3 split AC systems - one in the master bedroom, another for the living area and a third system for the loft bedroom. If you are sensitive to slightly hot or humid...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

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....

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua, Hawaii

4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View

Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

The Bungalow at Waimea Bay Point

Our cozy North Shore Waimea Bay Point, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally located on the most prime shoreline location of Oahu's North Shore. The ocean zone in front of the property is a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Haleiwa, Hawaii

Luxury townhouse on Turtle Bay - Kuilima Estates West

Aloha my friend! We invite you to come and experience your tropical paradise...your new home away from home at Turtle Bay Kuilima Estates! Located on the North Shore of Oahu at Turtle Bay, this townhome sits on the Championship Fazio Golf Course with a lake view and a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kahuku, Hawaii

Fairway Villa Waikiki Rental (30 day min)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Fairway Villa Located at 2345 Ala Wai Blvd. 11th FloorLiving/Dining Area- 1 Couch (not a sofa bed)-...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Last minute discount, 4/26 - 5/12. Huge 3/3 Oceanfront Penthouse

This beautiful Ocean Tower 10th floor Penthouse end-unit is huge, recently renovated, and has a unique floor plan with glass doors on both sides of the main living area that slide completely into the walls, creating a wide open space more than 75 ft wide with east,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Beachfront, Sweeping 14th Floor Ocean Views, Washer/Dryer, A/C, Wi-Fi!

Waikiki Shore #1408 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll delight in the spectacular ocean view from this beautiful one-bedroom condo (706 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! After...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ultimate Ocean Views! Kitchen, Huge Lanai, Laundry, WiFi +AC-Waikīkī Shore #606

Open-concept design, contemporary decor and beautiful scenery set this 720sf deluxe ocean view suite over the top for couples and families. Wall-to-wall sliders/windows and a mirrored wall never let you forget that you’re in paradise, as they reveal and reflect a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 HONOLULU, Hawaii

New Modern Studio in Central Waikiki with Views

Kick back and relax in this calm, stylish studio in central Waikiki. This space has been fully renovated with a Mid Century Modern vibe. It is best suited for couples or singles on vacation or business. You will enjoy itʻs close proximity to the city where golf,...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Newly Renovated Studio Apt, close to Hukilau Beach, with AC & WIFI, 30-day

This cozy studio apartment has recently been renovated and is ideal for 2-3 people.You'll love the proximity to beautiful Hukilau Beach-an easy 5-8 min walk. Delicious Restaurants and food trucks are near by but there is a cook-top and other kitchen appliances provided...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Laie, Hawaii

Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina

This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

20% Fall Discount! Newly Renovated! Oceanfront & Pool Family Hideaway. Paradise.

Kalani Kai Beach House is a newly renovated, private gated oceanfront home located on one of the Waialae Beach Lots with a beautiful swimming pool nestled next to a sandy beach.The upstairs master suite has a king-size bed and panoramic ocean views from a spacious...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Island Breeze Oasis - Newly Furnished

Welcome to our slice of paradise! Prepare for a vacation that feels like a dream – our villa is not just a place to stay; it's an experience waiting to unfold!Imagine waking up to the sun-kissed charm of four stunning lagoons right at your doorstep. These...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kapolei, Hawaii

***SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!***

Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an unobstructed, panoramic view of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waianae, Hawaii

Stunning Ocean View 1BR Condo - 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Hale Lokelani O-403 elegance and beauty to relax

The Beach Villas at Ko Olina is the ultimate getaway, perfectly situated oceanfront on the second lagoon in the exclusive Ko Olina Resort. This luxurious property combines tranquility and convenience, located next door to Disney’s Aulani yet far enough from the crowds...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

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