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.

List
Map

Fairway Villa 2417

Reviews (26)

Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION! Your Home Away from Home! Enjoy this recently renovated two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with all...

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

Bright & Spacious 2-bedroom Villa - Coconut Plantation at Ko 'Olina Resort

Reviews (5)

Escape to Paradise! Relax in a newly remodeled, family-friendly villa located just steps away from the world famous Ko Olina Lagoons, Ko Olina Championship Golf Course, and top resorts. Enjoy luxury, convenience, and island living at its best! This enchanting home,...

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

Comfortable Camping - North Shore Oahu #2

Reviews (4)

This simple accommodation creates a distraction free space to reconnect. You’ll love peering over the banana trees and watching the sun disappear beyond the mountain. There is incredible stargazing at this site. To top off your vacation bliss, the glamping tent is just...

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

Luxury Oceanfront High Floor @ Waikiki Beach Tower

Reviews (1)

Brand New Listing at Waikiki Beach Tower! Relax in this bright and beautiful 33rd floor unit and be the first to review this 5-star guest favorite listing that is new to our portfolio! Relax in this beautifully renovated unit with ocean views of Waikiki Beach. Wake up...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

Large Luxury Home w/ pool and Ocean Views. Special discounted rate March 2025

Reviews (2)

This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...

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

Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach

Reviews (10)

Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space includes...

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

Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes

Reviews (1)

Be in the center of all the action while enjoying a beautifully remodeled studio with top quality appliances, and large bathroom with double-headed natural stone shower. The view of the ocean is impressive with two lanais. You also get FREE parking & high speed Wi-Fi....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views, Sleeps 2

Reviews (1)

Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...

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

FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking

Reviews (13)

Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...

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

Honu Hale Waikiki: 2BDR Spacious Panoramic View

Reviews (7)

Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...

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

Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access

Reviews (2)

Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the prestigious Colony Surf building on Honolulu’s Gold Coast. This 2-bedroom, 2-bathroom condo offers 1,867 square feet of elegant...

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

Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai

Reviews (3)

Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the heart of Honolulu’s most iconic district. With sweeping ocean views from your private lanai and modern resort amenities at...

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

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

Reviews (208)

***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Modern, 29th Fl, View, Legal

Reviews (2)

Prepare to fall in love! The location of this privately owned, snug 212 sqft studio at the Hawaiian Monarch Hotel is simply perfect, with all the Waikiki attractions within easy walking distance. You'll be delighted to know that the beach is just a short 10-minute...

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

Perfect Family Beach House. Walk out gate to Amazing Beach.

Reviews (31)

The Waialua Beach House is located on the North Shore of Oahu, just steps from the beach. It’s only 2 miles from Haleiwa and its shops and restaurants and a short drive to the famous surf spots of Sunset, Pipeline, Haleiwa and Waimea. This recently remodeled and...

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

3-bedroom lovely unit just across the street from beautiful beach.

Reviews (7)

Discover this fabulous 3-bedroom gem in Ewa Beach, Hawaii. This updated delightful apartment is fully furnished and in a convenient location for island fun. The cozy living room is the perfect for relaxing after a day of exploring. An open floor plan with plenty of...

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

Contemporary Hawaii Living, Calm North Shore Beach

Reviews (20)

Experience Hawaii in its purest form in this beautifully built custom home, sitting on an exclusive beachfront property on the North Shore of Oahu. Built with the idea of taking in the gorgeous ocean and mountain views, and maximizing the flow of the trade winds, this...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Waialua, 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

Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay

Reviews (2)

Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...

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

Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!

Reviews (2)

Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park. Experience the perfect blend of indoor and outdoor living with a stunning, usable lanai to savor paradise every day.LIVING...

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

3BR & Honeymoon Ocean Villas Getaway at Turtle Bay

Reviews (50)

Unlock Your Summer Fun: Enjoy a wealth of complimentary amenities courtesy of Ocean Bay Resort throughout June and July! Immerse yourself in our offerings, knowing that everything is included for your enjoyment – with the exception of the refreshing resort pool, an...

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

Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo

Reviews (1)

Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...

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

Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking

Reviews (109)

Dreaming of a memorable yet affordable Hawaiian vacation? Our Villa is calling you! It is located on the sunny Western shore of Oahu, and was built as a paradise for family-oriented beach lovers. It is landscaped with beautiful palm trees, koi ponds, a sandy-bottom...

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

Hawaiian Haven @ KoOlina Kai // Family Friendly, near pool

Reviews (17)

This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier Ko Olina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous Ko Olina LPGA-level golf course. Convenience is at your...

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

KoOlina Luxury Villa on Beach 3 bedroom & 3 bath; free parking for 2 vehicles

Reviews (157)

Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...

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

Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool

Reviews (1)

The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come...

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

Sweet & Cozy in Honolulu Free WIFI & AC

Reviews (1)

Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the living room and bedroom. Relax poolside on your day-off.Complimentary Wi-Fi and parking stall provided.Perfect for all...

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

SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.

Reviews (55)

SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. 30+ nights is regulations. This lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a...

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

ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!

Reviews (2)

Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes.Within our CLEAN PRIVATE unit, my...

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

Mokulua Sunrise Ocean Villa Lanikai

Reviews (1)

Experience the ultimate Hawaiian escape at Mokulua Sunrise, a stunning 4-bedroom, 3.5-bath oceanfront villa nestled in the world-famous Lanikai neighborhood of Kailua, Oahu. With sweeping, unobstructed views of the turquoise Pacific and the Mokulua Islands, this...

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

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

Reviews (107)

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

Waikiki Shore 1406

Reviews (5)

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, which...

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

Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub

Reviews (1)

Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for both relaxation and connection, this single-level home blends open living spaces, gourmet amenities, and sweeping views...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Waialua, Hawaii

Kailua Beachfront Vacation Home with Pool

Reviews (34)

This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1783. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...

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

4Bed Beachfront home near Pipeline

Reviews (5)

Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin bed, perfect for a tranquil getaway. With beachfront views from 3 out of the 4 bedrooms and all bedrooms with their own...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Haleiwa, Hawaii

"Hale Pohaku" - Waimanalo Beach Front Vacation Rental

Reviews (61)

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

High Floor, Drink Station, 2 Pools & Free Parking!

Reviews (1)

Summary:Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.The...

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

Waikiki Banyan Condo With Panoramic 37th Floor Ocean Views

Reviews (2)

Panoramic 37th Floor Ocean Views, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy panoramic views of the ocean and...

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

20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free

Reviews (214)

This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promos: April 2026/ Direct book 6 nights and get the 7TH NIGHT FREE!Book 7 Nights and you will receive the 8th Night...

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

Three Bedroom Villa at The Beach Villas at Ko' Olina

Reviews (39)

* Book with confidence! This vacation rental is a LEGAL Oahu vacation Rental Operating in a Resort Zoned District and is not affected by passage of Bill 89. This Luxury Condo is a spacious and beautiful 3 bedroom, 3 bath, professionally decorated Villa with a beautiful...

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

Kailua Condo / Townhouse on Oahu 7 day per 30 day period

Reviews (3)

”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse. It...

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

Large Family Retreat on Calm Swimming Beach, A/C

Reviews (3)

Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...

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

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

Reviews (2)

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

Happy House on Exquisite Kailua Beachside Property!

Reviews (42)

Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by stone walls with palms, banana trees and beautiful tropical gardens. Very safe and fun for kids, great for families,...

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

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

Reviews (193)

Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...

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

Uncle Richard's Waikiki Beach Studio w/Parking

Reviews (1)

Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, full kitchen, new spacious shower, fast Wi-Fi, and free...

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

Honu Hideaway Studio at Royal Garden | Lanai Oasis

Reviews (2)

This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...

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

Showing 1 of 77 pages.