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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Elevated Honolulu Sanctuary Renovated w/ Aircon

Reviews (2)

Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Newly renovated in 2024Designer furnishedSecured & gated...

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

Beachfront Paradise/Ocean Views & 5 Star Reviews/ Shared pool. Steps to the Sea!

Reviews (16)

paradisesandshawaiirentals.com8083828016E komo mai — welcome to our Turtle Bay Ocean Villa! Nestled within the iconic Turtle Bay Resort, this newly updated and beautifully redecorated 1,700 sq. ft. villa is designed to make your Hawaii vacation dreams come true. Located...

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

Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking

Reviews (12)

Enjoy a pleasant stay at this newly renovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features Diamond Head views from the kitchen and balcony. 2 queen beds, a pullout sofa-bed, Japanese toilet, magnetic arm and rain-shower head,...

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

Kaia Villa, at Turtle Bay - Modern North Shore Oahu Retreat w/Lanai & Golf Views

Reviews (6)

Debuting October 2025. Kaia Villa offers a newly renovated stay on Oahu's famous North Shore. Set within Turtle Bay Resort , This property has been thoughtfully transformed into a stylish island retreat designed for comfort and relaxation.Every detail has been curated...

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

11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views

Reviews (1)

Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...

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

Lanikai Seashore by Gather: Oceanfront Home w/ Mokulua Views, AC & Lush Yard

Reviews (1)

Lanikai Seashore is a stunning beachfront sanctuary in Kailua, HI, where you can experience the vivid beauty of Lanikai Beach just beyond your backyard. This luxurious 2,100 square-foot retreat artfully blends comfort and style, featuring exquisite ocean views that...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Gorgeous Beach Front Home with Amazing Sunsets

Reviews (94)

30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...

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

Amazing waikiki Beach condo 2Bed2Bath+free Parking

Reviews (18)

Listing descriptionAloha, thanks for checking in our property.A newly remodeled 2 bedrooms and 2 full baths (2023). There are 4 double and 2 single beds, full kitchen with kitchenette. It's spacious, almost 1,000 sq. ft. with a patio. It is on the top floor (17) of the...

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

Jewel Villa in Ko Olina Resort

Reviews (5)

This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...

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

Stylish Waikiki 1 Bedroom Gem with Parking

Reviews (1)

30-Day Rental Only!Kick back, relax in this stylish, newly remodeled space in quiet Waikiki. Charming 1-bedroom apartment featuring fully-equipped modern kitchen and bathroom, and air-conditioned bedroom for restful nights. Perfect for solo travelers or couples with...

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

Ko Olina Beach Villas O425: Oceanfront Getaway

Reviews (3)

Ko Olina Beach Villas O425 welcomes you to upscale island living on Oahu’s sunny west coast. Perched on the fourth floor of the Ocean Tower in Ko Olina Resort, this two-bedroom retreat blends sweeping Pacific views with breezy, open interiors and resort-style...

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

Stunning Fairway Views, Home "E"-Clean-New-Gated, near Jbphh, Cage # Available.

Reviews (4)

Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, temporary military quarters, business travelers, base...

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

Waikiki Surfer's Paradise! Classy Studio w/Parking

Reviews (1)

Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...

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

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

Reviews (22)

~ 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

Relax, with breathtaking ocean views. Makaha 1-bedroom condo near Ko Olina

Reviews (1)

Nestled in the town of Makaha, our 1-bedroom condo offers a tranquil retreat for your Hawaiian getaway. As you step inside, you'll be greeted by a gorgeous ocean view! A kitchenette, complete with a stove, oven, refrigerator, and all the necessary appliances and...

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

3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!

Reviews (4)

Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...

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

PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay

Reviews (108)

This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...

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

Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen Beds

Reviews (1)

PANORAMIC MOUNTAIN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly...

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

Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option

Reviews (76)

Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua, Hawaii

Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!

Reviews (203)

Enjoy gorgeous unobstructed ocean, marina & mountain views from our beautiful guest house. Located on the ridge, in a safe, quiet and upscale neighborhood in Hawaii Kai, East Honolulu, just around the corner from famous Hanauma Bay, Halona Blow Hole, spectacular Sandy...

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

From 185 nt Aloha Summer Sizzle 2025 incl AC, 5 Star Luxury on the Big Island

Reviews (109)

Island breezes, fragrant blossoms, privacy - Na Hale O Keauhou, Hawaii's Best Kept Secret. This private 2 bedroom, 2-1/2 bath, 2 story town home is located in a 5 star, gated, luxurious resort complex with breathtaking, panoramic views of the ocean and mountains. Within...

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

Mountain/city-view condo minutes from island attractions with open layout & W/D

Reviews (1)

Waikiki Townhouse 1101 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to island luxury at this condo located in the heart of Honolulu. With breathtaking...

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

*Affordable Island Getaway with private yard *

Reviews (2)

We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...

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

~NEW~ Oceanfront Luxury at Waikiki Beach Tower

Reviews (7)

Waikiki Beach Tower Unit 901 - 9th floorRelax in this beautifully renovated 2-bedroom 2-bath unit with ocean views of Waikiki Beach. Entertain with family and friends where the views from the kitchen and living room have you feeling like you`re on the beach. Start your...

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

Ilikai on Waikiki Beach Oceanview Hotel Condo

Reviews (1)

Deluxe Oceanfront Ilikai 1-BR Condo on Waikiki Beach 17th Floor - Upgraded Complimentary Amenities NO Resort Fees! Next to Hilton Hawaiian VillageLarge California King Bed Free WIFI, full kitchen with stove, oven, microwave, etc for every cooking needExtra Large...

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

Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach

Reviews (51)

Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...

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

Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!

Reviews (24)

At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua, Hawaii

Oceanfront Paradise!! - 'The House at Log Cabins'

Reviews (47)

The House at Log Cabins is situated with ocean and sunset views, caressed by tradewinds, and framed by swaying palm trees. Its large, partially shaded deck is ideal for outdoor dining, checking the surf or watching humpback whales breach. Down the steps from the 40 foot...

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

Renovated Waikiki Studio! City View, Full Kitchen, Free Wi-Fi & Parking, Pool

Reviews (7)

Fairway Villa #811 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this modern, renovated (April 2023) 8th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this cozy...

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

Heart of Waikiki With Partial Ocean View! Washlet! AC, FREE Parking, Wi-Fi

Reviews (94)

Regency on Beachwalk #71 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 7th-floor end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and steps...

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

Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina

Reviews (47)

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

Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!

Reviews (186)

Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...

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

'Olu'olu by AvantStay | Single-Story Home by Ocean

Reviews (10)

Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...

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

Incredible View! Great Location! Awesome High Rise Condo!

Reviews (77)

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...

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

Spacious 2BR Partial Ocean View O410 Resort Living at Ko Olina Beach Villas

Reviews (92)

Luxurious Condo - 2 bedroom(1 King size bed, 2 twin-size beds, and a pullout sofa bed.) , 2 bath, full kitchen Sleeps 6This 2-bedroom luxury villa is located on the 4th floor of the Ocean Tower facing the Aulani hotel and mountains . It is easy to access to the pools,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Ko Olina, Hawaii

Hale I'a: 5 Bedroom Home with Oceanfront Pool at Sunset Beach

Reviews (77)

Minimum 30-day consecutive rental required. Beachfront Home with swimming pool at Sunset Beach, North Shore, OahuPlease get in touch with us to check availability before requesting to book. The calendar is not always up to date. Hawaii Seaside Realty, Haleiwa.Located on...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Haleiwa, Hawaii

Awesome Ocean View Condo w/ FREE Wi-Fi and Parking!

Reviews (113)

Waikiki Banyan #3601-T1 – 201 Ohua Ave.It hardly gets better than the vantage point from this 36th floor end unit! Your panoramic view includes the Pacific Ocean views, Waikiki, Diamond Head, and Kahala to Koko Head! This modern air-conditioned contemporary has tasteful...

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

Gorgeous 2 bedroom bayside house on Windward side of Oahu

Reviews (72)

Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...

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

Amazing ocean views from this 11th floor villa!

Reviews (75)

This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...

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

Beachfront Palaypa - Former Mission House

Reviews (226)

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

30FL Great Ocean Views w/ Lanai, King bed, Parking

Reviews (92)

Summary:Enjoy this newly updated 30th-floor 1-bedroom at Waikiki Banyan with stunning ocean and Diamond Head views. Sleeps up to 4 and is just a short walk to Waikiki Beach, plus great shopping and dining nearby. Perfect for your relaxing Waikiki getaway!• King bed•...

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

New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach

Reviews (31)

One Rate for 7 up to 30 day stay - A 30 day minimum lease.Hawaii Tax ID # available upon requestMountain View's cooling breezes , easy 5 minute walk to world-renowned Kailua Beach makes this an ideal, relaxing alternative to the typical busy "touristy" destinations of...

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

Oceanfront 2 Bedroom at Chun's Reef

Reviews (232)

Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...

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

Permitted Hawaiian Princess - High floor, amazing view, ocean, turtles, sunsets

Reviews (76)

This one bedroom beachfront condo at the Hawaiian Princess Resort in Makaha is on one of the very best beaches on the island. This high floor unit has a spectacular sunset ocean view from the lanai, one of the best on the entire island. The condo has not been remodeled,...

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

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.

Reviews (74)

This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four vacationers . Ideal for Military personnel transferring to or from O'ahu who need a month or several months rental. Bedroom has partitioned...

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

Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS

Reviews (73)

We offer a solar-heated Pool, AC , WIFI, Kayaks, and up to 50% Discounts on monthly rentals. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai (the property marker shows the property location incorrectly).Walk through the entry gate, and find...

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

Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West

Reviews (162)

Enjoy the North Shore by staying close to everything when you stay at this centrally no-located place. The townhouse is right next to the famous Turtle Bay Resort. Legal Short Rental: STR 2755.Our two-level, one-bedroom (king size bed) plus loft (queen size bed and full...

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

Ocean view home office

Reviews (36)

Right by the Four Seasons at Ko Olina, the house is beautifully located inside the luxuriously built Kai Lani with an ocean view from the balcony and the master bedroom. Only minutes away from the beach at the Ko Olina lagoons, you will also have direct access to the Ko...

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

Tastefully remodeled Apt w/ Mountain view +Parking

Reviews (6)

Summary:Welcome to your breezy Waikiki retreat - a high-floor condo just steps from the beach with mountain and city views!- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Private balcony w/ mountain & skyline views- Free parking garage (1 space) & elevator- Fast wifi (213...

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

Beautiful House with 7/AC,BED Rooms and Ocean View

Reviews (14)

Location: Hauula, North Oahu, Oahu, Hawaii, USA (LOCATED TWO MILES EAST OF THE POLYNESIAN CULTURAL CENTRE) Accommodations: House, 7 air-condition Bedrooms + Convertible bed(s), 3 full Baths (Sleeps 9-18)Keywords: 7/AC Bed Rooms HouseFIVE STAR EXPERIENCE FOR A FRACTION...

🛏 7 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 18
📍 hauula, Hawaii

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