Hawaii Vacation Rentals – Explore Island Homes, Beach Condos & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Kaanapali Alii | 333

Located on the third floor and in the building on property closest to the ocean, you will be able to hear the sounds of the waves crashing on Kaanapali Beach just outside your vacation rental. Engage more of your senses and head out to your private lanai where you can...

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

Wailea Ekahi Village | 52D

Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...

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

Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC

Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...

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

Sunset Shores - UNIT B Kauipoho

Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...

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

Just Listed! Top Notch Rental Experience Awaits!

Experience breathtaking sunsets every evening from your private lanai and immerse yourself in the fresh ocean air at Kaleialoha 213. This West Maui vacation condo is perched right on the water's edge, offering unparalleled proximity to the ocean. The property boasts a...

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

Views on the Kaanapali Coast!

Prepare to be completely swept away by the breathtaking beauty and boundless excitement that awaits you on the island of Maui, your best vacation yet! At the beachfront retreat of Paki Maui, the azure waters of the Pacific Ocean gently caress the golden sands just steps...

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

Hale O Ka La – Luxury Villa at Mauna Kea Resort

MEET THE VILLAHale 'O Ka La on the Big Island defines Hawaiian luxury. Developed by Laurance S. Rockefeller in the 1960s, Mauna Kea Resort was the Kohala Coast's first luxury destination and remains an icon of island elegance.This stunning 5,358 sq. ft. estate features...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Kamuela, Hawaii

Kapalua Ridge Villa 124 Gold Ocean View 1 Bedroom

- Villa is closest to Oneloa Beach- Second floor unit with 15 stairs from parking to the villa- Tile flooring in kitchen, bathroom and carpeted in living room and bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...

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

Quiet Condo, Gorgeous Views, Golf Course, 2 Pools

Upstairs Condo with Ocean ViewWaikoloa Villa B202 promises guests exceptional sunsets and amazing golf course views and overlooking the 9th fairway of the Robert Trent Jones designed Waikoloa Village Golf Course. Guests get a golf discount with the amenity card located...

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

Gorgeous 5 br for 12 in Kapaa - Beachfront!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!The fabulous 5 bedroom, 4 bath oceanfront for 13, is made up of a 3 bedroom and 2 bedroom oceanfront townhome, just steps apart! Fabulous beachfront pool and sundeck onsite! Beautiful...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 11
📍 Kauai County, Hawaii

Pahoa Home w/ Fenced-In Yard: Near Hilo & Parks

Washer & Dryer | 18 Mi to University of Hawaii at Hilo | 26 Mi to Hawaii Volcanoes National ParkBoasting a well-equipped kitchen, a lanai, and a furnished office, this 3-bedroom, 2-bath vacation rental has everything you need for your next extended stay in Pahoa. This...

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

Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking

Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes...

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

Boho 2BD · Contemporary 2-BR Condo w/AC & Scenic Views in PV

Summary:Recently remodeled, bright and airy two-bedroom, 1.5 bath condo on Kauai's North Shore with powerful AC, communal pool, hot tub and BBQ. Unwind on the private lanai with comfortable outdoor seating. Located in Princeville, you're just minutes from some of...

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

Marriott Maui Ocean Club | Two 3BR/3BR Villas

Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 24
📍 Lahaina, Hawaii

Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Gem, Over 3400 combined Sq. Ft. w/ Built-in Viking B.B.Q.

This 5-bedroom gem combines one of our very finest 3BR oceanfront "Ali'i" residences with a spacious partial ocean view 2BR suite located directly next door and is perfectly suited to larger groups or families.The generous 3400+ sq ft of the combined interior living...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Lahaina, Hawaii

Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool

Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...

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

Kapalua Golf Villas Gold Fairway View 2 Bedroom

Golf Villas Gold Fairway View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2...

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

Kaanapali Alii | 124

Kaanapali Alii 124 is an exquisite two-bedroom ocean-view rental that is perfect for families or groups seeking a luxurious getaway in Maui. This spacious residence features an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating a...

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

New Listing! Save up to 25% Instantly on stays thru 5/31/25! 2B/2B, AC, Pool

Experience tranquil island living at Kaanapali Plantation 12, nestled on 10 acres of lush tropical gardens. This serene and spacious retreat is just minutes from the renowned Kaanapali Beach. This charming 2-bedroom, 2-bath condo is a haven for golf enthusiasts,...

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

Steps from Beach! - Luana Kai C210

This well-maintained, original two-bedroom, two-bath condo is located in the desirable Luana Kai oceanfront complex—just steps from five miles of breathtaking Sugar Beach! Take long strolls along the shoreline, watch for whales in the winter months, or relax in the...

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

Maui Resort Rentals: Honua Kai Hokulani 542 - Extra Large One Bedroom w/ Den, Partial Ocean and West Maui Mountain Views!

Hokulani 542 is an expansive two-bedroom, one-bathroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and lush West Maui Mountains. With its den converted to a second bedroom, this rare offering provides the space and privacy of an...

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

Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & Dining

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 Ko Olina Kai 1083C by Gather, a...

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

Charming 4-bedroom cottage with WiFi and AC in serene Laie

Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 11
📍 Laie, Hawaii

Corner Unit 1 Block to Beach in Heart of Waikiki!

Ni'ihau Apartments #605 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Beautiful corner unit (673 sqft)...

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

Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, 8th Floor "Penthouse" Ocean AND West Maui Mountain Views, Deluxe Corner Floor Plan!

This premier eighth-floor offering pairs one of our most sought after two-bedroom "penthouse" suites with three neighboring one-bedroom suites to create the perfect place for your group to gather, reconnect, and celebrate. Enjoy unparalleled views of the blue Pacific...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Lahaina, Hawaii

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

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

New Listing Specials! Walk to Beach. Sleeps 6. Fantastic Resort Amenities.

Centrally located in Kihei and a three minute walk to Kamaole Beach, where you'll have access to some of the area's best snorkeling, whale watching, and sunsets. Short drive to coveted Wailea beach!★ Ocean View★ Private bedroom and bathroom★ Two full bathrooms★...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Relaxing Kalakauan 1-Bedroom | Private Lanai

This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...

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

4 Units Perfect for Groups! Outdoor Pool, Close to the Beach!

Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Lahaina, Hawaii

Waikiki Studio with Stunning Views!

Enjoy easy access to the beach, shops, and restaurants from this charming Waikiki studio. The studio is located on the 36th floor with 2 full size beds and can accommodate up to 4 guests. It has a large picture window so you can have views of the water and city lights....

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

Hale Lu'u Kini Ea B-310 Stunning Ocean Front Villa

Hale Lu'u Kini Ea - Your Perfect Hawaiian RetreatWelcome to Hale Lu'u Kini Ea, a spacious 2-bedroom, 2-bathroom villa located in the tranquil Beach Villas at Ko Olina. This villa offers breathtaking ocean views from every bedroom, allowing you to wake up to the serene...

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

Charming Kihei Getaway | D410 at Kihei Akahi | Steps to Beach

Welcome to your perfect Maui retreat! This beautifully appointed one-bedroom condo offers the ideal blend of comfort, convenience, and tropical charm, all within walking distance to South Kihei's most beloved beaches and attractions.Property Highlights • 1 bedroom, 1...

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

Maui Resort Rentals: Honua Kai Hokulani 1029 - 2BR Deluxe Oceanview Grand Penthouse, BBQ on Balcony + Jaw-Dropping Ocean Views!

We are proud to present this jaw-dropping 10th-floor deluxe oceanview grand penthouse at the Honua Kai Resort—newly launched on 3/4/25 to start taking bookings beginning May 7, 2025!Unquestionably one of the finest residences on offer at Honua Kai, this stunning...

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

Ko Olina Kai 1081C: 3BR Tropical Retreat, Steps from Golf and Dining

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.Discover the epitome of island elegance at Ko...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Kapolei, Hawaii

1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504

Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers....

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

Maui Resort Rentals: Honua Kai Hokulani 814 - Top Floor 1BR w/ Partial Ocean & Mountain Views!

This beautifully appointed top floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...

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

Modern Island Comfort in the Heart of Waikiki - Aloha Surf Hotel Studio

Aloha and welcome to your dream getaway in Waikiki! Nestled in one of Honolulu’s most iconic boutique hotels, this charming studio at the Aloha Surf Hotel offers the perfect blend of island style, modern comfort, and unbeatable location. Whether you’re looking for a...

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

"BEAUTIFUL LUXURY CONDO WITH GORGEOUS VIEWS 1BR/1BA/1PKG AT SKY ALA MOANA"

"WELCOME TO SKY ALA MOANA" Luxury condominium built in 2023 conveniently located in Ala Moana. Enjoy beautiful views of city, mountain and sparking ocean. 1br/1ba /1assigned parking with Full kitchen, washer & dryer plus Washlet, Japanese electronic toilet. Great...

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

Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!

Brand new listing!!! Get the discount while you can!Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball...

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

Boho Studio · Chic Modern Studio w/AC in Princeville, Kauai

Summary:Experience modern luxury in our fully renovated studio in Princeville. This stylish retreat features a sleek kitchenette and contemporary décor. Located in the heart of Kauai's North Shore, you'll be minutes from stunning beaches and scenic attractions. Enjoy a...

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

Marriott Maui Ocean Club | Three 3BR/3BA Villas

Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....

🛏 9 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 30
📍 Lahaina, Hawaii

Ocean-MT Views From the Luxury Sky Ala Moana Condo with Amazing Amenities

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is the newest addition to the luxurious building scene in Honolulu. Consisting of two...

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

New! Kahana Sunset E5E. Summer Deals!

This property is not currently affected by the recent proposed legislation.Summer Deals! Book 5nights get the 6th night free, or complimentary Early or Late checkout!Welcome to your perfect Maui escape! Located in the peaceful Kahana area, this bright and breezy...

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

Steps Away from the Beach! 3 Premium Units, Private Lanai, Onsite Pool

Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Oceanfront balcony, 40 ft to ocean, 2 bed, 2 bath, remodeled! 3/8-3/15/2025!

This is Hono Koa, a timeshare resort located in Honokowai, 1 mile to Ka'anapali Beach resorts, and 3 miles to Kapalua. It's an easy 1-mile walk to the Times Market grocery store. We own only the KOA oceanfront units. They are bigger and nicer than the other units. The...

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

Kahala Lani: Balinese-Inspired Home with Private Pool

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.Ideal for multi-generational families and golf...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Honolulu, Hawaii

Kaanapali Alii | 341

Kaanapali Alii 341 is a luxurious oceanfront vacation rental located about a 35 minute drive from Kahului airport along Maui's beautiful western shoreline. This spacious condo offers breathtaking views of the Pacific Ocean, the islands of Lanai and Molokai, and the...

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

View of Mauna Kea in Gated Community across from Golf Course

Quiet & Private 1 bed/1 day bed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport, Waimea,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Ocean-View Lanai (800 Sq Ft) | 4 Mi to Ho'okipa Beach Park | Newly Renovated Kitchen Experience the serenity and adventure of island living when you stay at this stylish Haiku vacation rental! Located just 4 miles from the coast, this 3-bedroom, 2-bath home makes it...

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

Charming 1-bedroom condo at Luana Kai in Kihei with WiFi B204

B204 is a charming one-bedroom, one-bathroom unit, situated on the 2nd floor (NO elevators so you are walking up stairs) is a wonderful tropical oasis for your dream vacation. Step into a spacious living area that comfortably accommodates up to four guests, making it...

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

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