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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2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable

- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...

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

Tropical Acreage + Fruit Trees + Beach ~5m drive!

Welcome to "Pua Pono House," our spacious guesthouse on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded...

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

Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.

Escape to paradise in a newly remodeled beach bungalow with panoramic ocean views. Step directly onto the beach from the back lanai. During summer months, enjoy your own private beach right upfront or walk a few steps to a larger beautiful semi - private beach. The home...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waialua, Hawaii

May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort

Escape to paradise in this beautifully designed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. Boasting panoramic beach views and a refreshing ocean breeze, this spacious end unit is the perfect retreat for a relaxing Hawaiian getaway.Step inside and...

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

Beautiful condo vacation rental at Windsor Waikiki 30 nights minimum

The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...

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

Create unforgettable memories in this Modern Family Friendly Villa in KoOlina!!

Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...

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

Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach

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.Unwind at Hale Aloha by Gather, your tranquil...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Waikiki Park Heights 1208 Sun & Beach Fun only 3 minutes away

Waikiki Park Heights 1208 - Ocean-View Serenity Awaits – 30-day MinDiscover the true essence of aloha in Waikiki Park Heights 1208, a charming 1-bedroom condominium located in the heart of Waikiki, providing convenient access to the beaches, shopping, dining, and...

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

S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi

Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...

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

Ocean View Home Near the Beach and the Golf Course in Secure Gated Community

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Newly Built 3-bedroom 2.5 Bath home in a quiet and 24/7 gated community....

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

Large, beautiful, updated home w/pool, AC,mins from beach in Kailua! Flex stays!

Welcome to Holoholo Hale in the beautiful town of Kailua on the island of Oahu. Kailua is the home of two of the best beaches in the world, Kailua Beach Park and Lanikai Beach. The home is a short drive to all the island has to offer including Diamond Head, the pill box...

🛏 7 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Waikiki Shore 1406

Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four,...

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

Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis

Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...

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

Kekela Nui Beachfront - Steps to beach + AC!!

*30-night rental*Are you looking for an affordable beachfront property that will fit the whole family and not break the bank? It is a private beachfront property that your family will enjoy and love. The ocean is just steps away. There are no crowds to fight, no public...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 20
📍 Laie, Hawaii

Lucky you! 2 Bedrooms, Large Lanai, Stunning Mountain Views, Pool, Parking, W / D

Whether you are coming to Waikiki on business or just to escape the stress of business with a vacation, you will find this 2 bedroom condo in a very desirable building your perfect tropical oasis. Designer -inspired décor echoes the peaceful colors seen in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Kahala Breeze: Modern Tropical Home with Pool & Private Yard

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.Experience the laidback luxury and authentic...

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

Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716

This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a full-size kitchen with all the appliances to make wonderful meals in your home away from home. The suite is also furnished with...

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

37FL-Elegant Waikiki King Studio with Fabulous Views

24-7 Front Desk Check In24-7 Security in LobbyThis glamorous styled condo is newly designed and decorated. The Kitchen is well stocked and includes a Full-size Fridge, Induction Cooktop, and Dishwasher. Enjoy the Fabulous Ocean, Golf Course, and Diamond Head Views from...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

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...

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

Fairways at Ko Olina 24H by Gather: Resort Townhome w/ Pool & Spa

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 24H by Gather...

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

Beautiful Oceanfront Condo on West Side of Oahu. Spectacular Sunsets

ALOHA, this beautiful, white sandy beach front home is located, right in front of Turtle Cove Beach. Not to mention, that it is also close to the world famous Makaha Surf Beach. Of course all the beaches on the West side are beautiful and is one of Oahu's best kept...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waianae, Hawaii

Posh Oceanview Condo w/Resort Pool & Spa, AC & Spacious Lanai - Park Lane Palm

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.Intentional InteriorsThe Park Lane Palm Resort...

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

Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4

This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...

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

Discount ending soon! Ocean View - 1 Bedroom Villa - Marriott's Ko’Olina -

Unit sleeps 4 (website error says sleeps 6). Discover paradise in our stunning 1 Bedroom Villa at Marriott's Ko Olina Beach Club! Enjoy breathtaking ocean views from your private balcony while relishing the luxurious amenities and exclusive activities we offer.Our...

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

'Aloha!' Perfect Location, Near Beach, Sun Deck!! Permit Number: 2210-CCH-0039

Aloha! This Beautifully Designed and Just Renovated (April 2023) Large one bedroom condo unit is Tastefully redone to complement its Natural Surroundings. Located closest to the best beaches, this single level (no stairs) ground floor unit has 6 windows and 2 sliding...

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

Private Country Cottage

Cottage is located on the back side of a one acre manicured property. It is private from the main house the landscaping keeps you from seeing the house when sitting on the back lanai where the BBQ and sitting area is located. There is one off the road parking stall for...

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

Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views

**Looking for other accommodations, please view my other unit located in the same building #2824127**This unit is located on a high floor of the Waikiki Sunset with sweeping Diamondhead, ocean, coastline, and park views, this condo offers 2 bedroom (one queen bed and...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Naupaka Hale - Lanikai Beach Home & Cottage

NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Lanikai, Hawaii

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...

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

Watermark - Luxury 2BD/2BA/1PA on 14th floor with an Ocean View!

This unit has 2 king size beds which can accommodate maximum of 4 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom with 1 designated parking spot. The condo is located at a very convenient location at the heart of Waikiki; only 7 minute walking...

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

Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views

Welcome to Ko Olina Beach Villas B901 by Gather, a luxurious penthouse in the heart of the Ko Olina Resort. This exclusive ninth-floor beachfront vacation rental offers breathtaking ocean and pool views, providing an unparalleled experience for those seeking a tranquil...

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

Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n

♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔...

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

Makapu’u Hale, Literally oceanfront! VIEWS! A/C, 2 bedroom/2 bath

We are literally oceanfront! E Komo Mai (Welcome) to Paradise!30 Day minimum stay required by Oahu OrdinanceOur homes are fully furnished with everything you need for an ideal Hawaiian vacation!Makapu'u Hale is 2 bedrooms, 2 baths, newly decorated with comfortable &...

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

Breathtaking Ocean View with Private Pool!

30 Days or more Rental!Discover this 2-bedroom gem in Honolulu. This tranquil house features 1 king bed and 1 queen bed, perfect for a peaceful getaway. Bidet in the bathroom, along with amenities like AC, WiFi, and a washing machine. You're sure to make fantastic...

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

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...

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

Hale Nani Lanikai: Beautiful Tropical Home Close to Beach w/Pool, Yard & AC

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 Hale Nani Lanikai by Gather, a...

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

Bright Waikiki 1BR with Stunning Ocean Views

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

Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk to Beach and Shops

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 Kahala Cottage by Gather, your...

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

SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East

~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...

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

4 Bedroom/ 3 Bathroom Private Home

This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Waimanalo, Hawaii

Turtle Bay Fairway Condo - Kuilima Estates East

Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...

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

North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.

Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC

This is when QUALITY meets LOCATION!!! Impeccably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on the North Shore and even in the world! Located at Turtle Bay Resort in the gated Ocean Villas...

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

Penthouse, 11th Floor, Sunset Side, Beach Tower, Panoramic Ocean View

Our unit in the Beach Villas at Ko Olina is located on the top 11th floor of the Beach Tower. The Beach Tower is one of two towers in the Beach Villas and is the one located closest to the water). The panoramic views of the water, sand beach, and even mountains are...

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

Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi

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 Moana Lani, a captivating...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 16
📍 Honolulu, Hawaii

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...

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

Lanikea at Waikiki - Luxury 2BR Suite Ocean & Park View

This 2 bedroom unit comes with 1 California king-sized bed, 1 queen-sized bed, and 1 sofa bed, and can accommodate maximum of 6 people. The unit is equipped with a full kitchen with cookwares and utensils. A brilliant view of the ocean and park from the living room and...

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

Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe 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.Imagine yourself living the life of luxury in...

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

Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views...

🛏 9 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 20
📍 Waimanalo, Hawaii

Beautiful 2 Bedroom / 2 Bath / Sleeps 6

The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

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