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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BEACH FRONT Paradise With A/C, Pool & Jet Tub

Reviews (68)

House, 5 Bedrooms + Den, 4.5 Baths, Central A/C (Sleeps from 2-16)~Special COVID 19 cancellation/full refund policy available. Please see details in Rental Agreement. -Concierge and Grocery Shopping Services Provided Upon Request5 bdrm 4.5 bath home with Central AC,...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Waianae, Hawaii

12th Floor Waikiki City & Mountain Views! Full Kitchen! Walk to Beach!

Reviews (3)

Ilikai Marina #1299 – 1765 Ala Moana Blvd.Discover this spacious and beautifully upgraded corner-end unit offering stunning mountain and city views, located just steps from the ocean at the Ilikai Marina. Enjoy the tradewind breezes on either of your 2 private lanais....

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

North Shore Condo Rental at Kuilima

Reviews (178)

Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...

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

Spacious Cottage with A/C and Patio

Reviews (24)

New build spacious cottage in quiet upscale neighborhood just steps away from famous China Walls. The unit is detached from the main house with its own private entrance. It includes a private grassy patio with a plumeria tree. Covered parking right by the front door....

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

Please contact me for specific dates that you may be interested in.

Reviews (115)

This is your home away from home in an immaculate, spaciously designed guest house built for relaxing in comfort, style & convenience. This an attached 2 bedroom + 2 bath fully-equipped house + sofa bed and a very large stocked kitchen with a separate entrance and foyer...

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

Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba

Reviews (1)

WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...

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

Private, Pet-friendly, Newly Renovated Rainforest retreat close to Waikiki.

Reviews (4)

Welcome to our fully renovated (2024) 2B/1B free-standing guest house! Walk to Manoa Falls, community pool, courts (tennis, pickleball), and wellness classes. Full shopping center (groceries, dining, banks) is in the valley. We allow pets & long-term stays. Quick access...

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

Waikiki Shore 1216

Reviews (1)

Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which is...

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

Hale Hau'oli ~ House of Happiness

Reviews (16)

This one bedroom, one bathroom condo was completely renovated in 2020 and has everything you need to relax and enjoy your time on the island. It is the perfect space for solo travel, couples or escaping with your best friend. All of the furnishings are brand new and...

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

Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach

Reviews (36)

Get away from typical tourist rentals and stay in this renovated and fully restored mid-century ranch-style Hawaiian home that harkens back to another era. Originally built in 1948, this home is situated at the base of the Aina Haina valley, a neighborhood that has been...

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

Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby

Reviews (13)

Our cozy 3-bedroom, 2.5-bath townhouse is located in the quiet Hillside Villas community at Ko Olina. Our home is minutes away from world-class beaches, golf, and restaurants. Our place offers comfort and convenience for your tropical getaway. Nestled in a quiet,...

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

~New~ Hale Kai at Turtle Bay Golf Course

Reviews (3)

Brand New Listing! Relax in this bright and beautiful getaway on the North Shore and be the first to review this 5-star guest favorite listing that is new to our portfolio! Please note that the living room and patio have been updated with new tile floors and beautiful...

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

Luxury Living at ONE Ala Moana

Reviews (3)

Welcome to the beautiful, One Ala Moana, one of the finest luxury apartments in Honolulu.With just 206 units, this unique building provides a rare sense of intimacy often missing in Honolulu. What does that mean for you? It means no long waits for the elevator, a lounge...

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

Beach Studio with private yard in Lanikai - 30 day Minimum Stay

Reviews (8)

Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...

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

Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai

Reviews (5)

Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...

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

Penthouse View in Lanikai LANIKAI NUC 90/BB -0108 Most comfortable for 2 or 3.

Reviews (10)

Welcome to the monthly rental Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to experience the Hawaiian lifestyle! Sunrises, moonrises, walks, bike rides, and daily runs on the beach. We have guests from all over...

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

Ocean&Mountain View Paradise - 3BD2BAParking CONTACT HOST FOR LENGTH OF STAY?'s

Reviews (1)

North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...

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

Tranquil Ground Floor Unit Central Honolulu & AC

Reviews (1)

Summary:Enjoy a stylish experience at this centrally-located place. Conveniently located near Waikiki, Diamond Head, and Ala Moana Shopping Center. Close to local attractions and popular restaurants.The Space:Newly remodeled ground floor unit. Updated kitchen and...

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

Sunset View-Ocean Front - East Honolulu - Cottage Charmer!

Reviews (12)

Enjoy the perpetually calm span of crystalline ocean and the gentle trade winds as you relax on the oceanfront lanai or sun deck of this beautiful home tucked onto Oahu's south shore. Launch a kayak or stand up paddle board from the private dock or relax on the large...

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

Kahala Oceanside – Coastal Sanctuary with Panoramic Views

Reviews (17)

Kahala Oceanside is a private paradise retreat that comfortably sleeps 14. This luxurious ocean front hideaway on the South Shore of Oahu, known for its spectacular sunsets, is just minutes away from fine eateries, world-famous hikes, and the endless attractions of...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 15
📍 Honolulu, Hawaii

Largest 3BR Villa in Turtle Bay Hawaii, nearest beach access!

Reviews (188)

Escape to the breathtaking North Shore of Oahu and indulge in island luxury at its finest. This stunning 3-bedroom villa at Turtle Bay Resort offers spacious comfort for families or groups of up to 8 guests.✨ Highlights:- Wake up to panoramic ocean views from your...

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

Panoramic Ocean & Mountain Views --we have FULL AVAILABILITY please message us.

Reviews (2)

Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 22
📍 Kaneohe, Hawaii

Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset

Reviews (3)

This expansive oceanfront estate, Maunalua Sunset, sits on a rare double-wide lot along the calm shoreline of Maunalua Bay in Portlock. Multiple standalone structures wrap around a lush courtyard and resort-style pool, creating a private sanctuary designed for extended...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Celebrate America's 250th Birthday & Kailua Fireworks from Beachfront Lanai

Reviews (47)

Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....

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

Luxury 2 bedroom in Waikiki!

Reviews (1)

Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...

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

Waikiki Shore 1302

Reviews (97)

Waikiki Shore #1302 – 2161 Kalia Rd.(ALL ONLINE RESERVATIONS CONSIDERED REQUESTS SUBJECT TO APPROVAL.)You'll enjoy spectacular ocean and Diamond Head views from both sides of this luxurious 2-bedroom, 2-bath condo on one of the uppermost, ocean-facing floors of the...

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

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

Reviews (2)

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

Just a couple houses away from the nicest beach on the island.

Reviews (44)

This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach and Bellows Beach. Kitchen has everything you need and opens up to a dinning table to enjoy your meals or you can take...

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

29Fl Walk to Waikiki Beach, Sleeps 4, AC & Parking

Reviews (1)

Summary:Experience a bright and welcoming 1-bedroom condo on the 29th floor of the Waikiki Banyan, featuring stunning mountain views and comfortable space for up to 4 guests. Just a short walk to Waikiki Beach, shopping, and great dining. Enjoy free parking, fast Wi-Fi,...

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

North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!

Reviews (1)

. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45 minutes from Honolulu, but it feels like you're a world away in your own little piece of paradise. Relax on outdoor deck or...

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

Tropical & inviting home w/spa, torches, waterfalls & ocean view

Reviews (108)

From the moment you arrive at Hale Wailele (Waterfall House), tropical scenes take your breath away. Perched above the Kona Coast, this spectacular home invites you to unwind in complete comfort. Enjoy expansive ocean views, indoor-outdoor living, and evenings spent...

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

Ilikai 1 Bedroom City Views, minutes to the Beach!

Reviews (1)

This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware, Silverware,...

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

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

Reviews (301)

Aloha! This Beautifully Designed and Updated (March 2026) 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 glass...

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

World Famous Kailua Beach Charming Cottage

Reviews (1)

Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...

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

Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!

Reviews (126)

Designed with romance and island flair in mind, this newly owned 1-bedroom studio villa at Turtle Bay Resort is the perfect retreat for couples, small families, or close friends.Wake each morning to the sound of ocean waves and tropical birds just outside your private...

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

AwardWinning|PrvtBeach|RitzCarlton|$20K90"TV|3Spas with Beachfront Jacuzzis,Gym

Reviews (23)

Summary:-Listing contact must be reached at three, one, 0, 5, 7, 9, two, four nine, 4 BEFORE a booking because of the new 30-day minimum rental law.-Only home that has its OWN PRIVATE BEACH in Hawaii,where all beaches are public.-This estate has been a vacation home of...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Hauula, Hawaii

Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.

Reviews (9)

Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful view,...

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

Ocean Front/Beach Front Condo in Beautiful Makaha

Reviews (6)

Discover the breathtaking oceanfront condo with one bedroom in Makaha. Let the mesmerizing vistas and soothing waves of the Pacific Ocean enchant you. Imagine waking up to the gentle lapping of waves and the warm Hawaiian sun, then stepping out onto your private balcony...

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

Lanikai Cottage: Charming Tropical Oasis with Private Pool

Reviews (17)

Just steps from the turquoise shoreline of Lanikai Beach, Lanikai Cottage by Gather is a beach-chic 3-bedroom, 2-bath retreat with two separate dwellings on one property and a brand-new private pool. Ideal for families or couples traveling together, this island holiday...

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

Breathtaking Golf Course Views, Home "B", Modern-Clean-New, Unwind in Paradise!

Reviews (5)

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

Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC

Reviews (1)

On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept interiors,...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua, Hawaii

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

Reviews (2)

- 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

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Reviews (9)

TMK260230500082, TA-166-694-5024, STR# 2667 Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!3 Additional studio suites available same...

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

Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Reviews (7)

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...

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

Cottage with Private Salt Water Pool

Reviews (4)

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...

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

Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa

Reviews (8)

The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...

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

NEW Modern Marina Front on Hawaii Quay

Reviews (7)

Enjoy marina-front living in Hawaii Kai at it's finest! This upgraded single-level four bedrooms, four bathrooms home's large lanai with pergola overlooks your own private dock. Watch the ducks swim by or take the kayak and stand up paddle out to the beach. West-facing...

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

Posh & Lavish... 2 ADJOINING SUITES... Direct Ocean Views

Reviews (44)

*************************************************************************************ALL ADULT GUESTS IN YOUR PARTY MUST AGREE TO SEND PHOTO ID AFTER BOOKING CONFIRMATION AND BEFORE ARRIVAL &...

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

Hilton Hawaiian Village Lagoon Tower, private beachfront resort

Reviews (1)

Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...

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

Oh-So-Close to Waikīkī Beach Condo

Reviews (53)

Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...

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

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