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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Private1BR @Waikiki Max 6! near Ala Moana Center!

【Basic Info】This is a 1BR room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...

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

Oahu Family cabin_Oceanview and Beach Fun

★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Waianae, Hawaii

Beautiful, renovated Home. Discover the North Shore of Oahu. Great location.

Aloha!My name is Lindsey and I was born and raised right here in beautiful Laie, HI located on the world famous North Shore of Oahu. This is our personal family home and we will go going on vacation. I love this town so much, that once I got married and started a...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Laie, Hawaii

Gorgeous Ocean View! Steps to Beach! Centrally located, full kitchen & more!

Waikiki Shore #712 – 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

Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!

Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...

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

Hale Keani O-1203 stunning Views to relax

Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko...

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

Waikiki 5-Star Marina Stay – Ocean View 1BR

Summary:Take a stroll along Waikiki beach and enjoy the warmth on your skin and the beach sand between your toes. This cute and upgraded 17th-floor ocean view studio is in the Ilikai Marina, an ocean front building located in the quieter side of Waikiki. The property is...

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

Sky Ala Moana 43rd fl PENTHOUSE Ocean & Diamond head view 1 Parking

-Luxurious Penthouse Retreat in the Heart of HonoluluIndulge in the ultimate urban oasis with our luxurious 43rd-floor penthouse condo, perfectly situated in the vibrant Ala Moana Center area between Waikiki and Kaka'ako. This prime location offers unparalleled...

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

PERFECT LOCATION BEACH FRONTnINQUIRE special discounts reduced rates for march

Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...

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

Ko Olina Beach Villas O1011 by Gather: Lux Penthouse w/ 2 Lanais & Stunning View

Welcome to Ko Olina Beach Villas O1011, a three-bedroom, three-bathroom penthouse on the 10th floor of Oahu’s renowned Ko Olina Resort. With 1,532 square feet of beautifully appointed living space and two expansive lanais, this villa blends modern luxury with island...

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

Private One Bedroom Condo in the heart of Waikiki

Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...

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

Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...

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

Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath

Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...

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

Mau Loa Hale: Perfect Location 5 Acres Walk to Bch! Open concept! Breeze & Views

Welcome to Mau Loa Hale, a private island-style retreat on five acres between the Koʻolau Mountains and the Pacific. Here, dramatic ridgelines meet ocean breezes, creating a peaceful escape where you can spread out, recharge, and experience Oʻahu at a slower rhythm....

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

Hale Kuilima: Condo on the Golf Course at Turtle Bay

Our bright and breezy Kuilima West condo is located steps away from Turtle Bay Resort, Lei Lei's restaurant, walking trails, golf, and the beautiful beaches of Oahu's North Shore. With two Tempur-Pedic king beds and AC in all bedrooms and the living room, you can enjoy...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kahuku, Hawaii

Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...

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

Sea Breeze Villa - Beautiful Kaneohe Bay

30 day rental. Please inquire. Imagine yourself relaxing in your own private home over looking the beautiful Kane'ohe Bay. Kane'ohe Bay is one of the most photographed spots on the island. The Sea Breeze Villa is a 3-bedroom, 3-bath home is not only in the perfect...

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

KoOlina Beach Club Oceanfront Resort

Please choose a Friday through Sunday check-in for a 7 night stay. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.Rates are set for...

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

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

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

Luxury Ko Olina Oceanfront Villa O1105 w/ Stunning Ocean Views near Golf Course

Welcome to Ko Olina Beach Villa O1105 by Gather, a luxurious 3-bedroom, 2.5-bathroom retreat nestled in the heart of the stunning Ko Olina Resort in Kapolei, HI. This villa is designed for up to 6 guests and offers an exceptional blend of modern comfort and breathtaking...

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

LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!

Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...

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

Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath

Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...

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

Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed

Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...

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

Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort Access

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.Step into paradise with a stay at Fairways at...

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

Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!

One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...

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

Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, 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 Kahala Seaside, a spacious...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Beach Front Waimanalo - Licensed Rental: #1990/NUC-1689 - White Sand Beach!

This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...

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

Private Tropical Paradise in the Heart of the North Shore - beachfront community

[Oahu requires a minimum 30 day rental stay. All quotes will be returned for 30 days to ensure a valid stay duration]Aloha, we want to extend our home to your family to build great Hawaiian holiday memories on the beautiful island of Oahu.Located in the heart of North...

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

Enjoy Grand 2BR, 2 Baths, Executive Condo Near Beach and Everything Else

Discover Luxury Living in Honolulu Near the Beach and Everything ElseWelcome to a stunning 2-bedroom, 2-bathroom, fully furnished rental perched on the 15th floor of Yacht Harbor Towers in picturesque Ala Moana, nestled between Waikiki and Kakaako. This spacious 1500...

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

Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View

💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the...

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

~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays

Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Laie, Hawaii

Close to Kahala Beach/Air Conditioning/Heated Pool/Clean/Quiet Neighborhood

Ask owner about available dates/rates. Elegantly remodeled in 2018, this one level, very clean, 4 bedroom & 3 bath home, has 2 master suites, a gourmet kitchen, air conditioning in every bedroom & high end finishes throughout this private oasis. Please inquire about...

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

Available and legal for stays less than 30 days.

Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.The Hawaii Sheffield House...

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

Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath

Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Hauula, Hawaii

Elevated Honolulu Sanctuary Renovated w/ Aircon

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...

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

Our Place of Joy: An Ocean Retreat

Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina means 'Place of Joy,’ where the aloha...

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

Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC

Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...

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

Makaha Ocean View - 2 bedroom, 1 bath - family friendly

Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...

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

Luxury 3 Bed, 3 Bath Beach Tower B-503 Great Ocean And Pool Views

Ko Olina Beach Villas.This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you will too.#503 in the Beach Tower has excellent...

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

Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach

Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along...

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

Resort Style with Hula Show, Fireworks and even Tiki Torches!

The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...

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

Unique, Top of the Line Ocean View in Makaha

Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...

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

Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design

Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

Gorgeous Beach Front Home with Amazing Sunsets

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

Beautifully Remodeled studio Makaha Valley Towers

Beautifully remodeled studio apartment with breathtaking views of the mountains and ocean. The Makaha Valley Towers is located in the scenic Makaha Valley and is minutes away from Makaha Surfing Beach. The area is known for its quiet, relaxed atmosphere. There are...

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

Oceanfront Beach Condo-Amazing views

Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice maker) Stove / Large HE Front load washer and dryer. Good Quality Serta Queen Mattress / Patio furniture (high patio chairs and table to enjoy the view) New...

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

"Coconut Crest Cottage"

"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kahuku, Hawaii

Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...

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

Quiet North Shore Beachfront Home

This beachfront home is located in a quiet family neighborhood. Party animals, please look elsewhere! We are well off the main road with very little traffic making it a great place to take walks or go jogging. We are situated on a long white sand beach ideal for...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waialua, Hawaii

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