Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
April 2025 ONLY 109/nt ! Reserve SOON! EXCELLENT REVIEWS! Close to the beach
Welcome to Unit #104! This remodeled condo offers the perfect blend of comfort and convenience. It features a brand-new Italian Queen sofa sleeper and new King mattress in the master with luxury linens/pillows Both the living room and bedroom have window A/C units to...
Beautiful Oceanfront Corner Unit
#240 is one of the top 1 bedroom, end unit, rental condominiums at Sugar Beach Resort, which is one of the top resort designations on Maui. Consider staying with us for the following reasons:1) Oceanfront property - Spectacular views down the southern beach coast, all...
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled three-bedroom Poipu condo here (Makahuena 2309) has a fantastic view of the ocean and pool. The layout is ideal for up to 8...
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
300 feet from the Exquisite Waimanalo Beach. Fully furnished 3 bedroom, 2.5 bath home with everything you need for an ideal Hawaiian vacation! We are delighted to be able to continue to provide a truly Aloha spirit inspired vacation to new friends of our ever-growing...
Oceanfront Gem, Top Floor Views & Gorgeous Sunsets, KING Bed, FULL AC, DUAL Bath Sink, FAST WiFi
Hawaii Tax ID: TA-026-430-5152-01TMK: 390080030057The ocean at your doorstep.Every comfort at your fingertips.This is life as it should be… waking up to the sound of the ocean waves and topping off your day with a picture-perfect sunset on your...
Resort-like, Beach-side Kailua Lanikai, Pool, AC, WiFi, Kayaks, 50% DISCOUNTS
The property marker shows the property location incorrectly. This property is a 2 1/2 to 3 min walk from the sandy beach of Lanikai.Walk through the entry gate, and find yourself in the middle of your own personal "resort". A lush tropical yard greets you as you walk to...
Beautiful Ocean Front Condo - unit A-314
Maui Sunset is the perfect vacation home. The large 112 square foot private lanai, overlooks the beautiful gardens, pool and ocean. It is perfect for watching whales in the morning or sunsets in the evening. Located on 6.5 acres of oceanfront property makes Maui Sunset...
Waikoloa Beach Villas G2-Luxury top of the line vacation home, Fairway Views!
Luxurious top of the line Hawaii vacation condo! Away from it all, yet central to everything at the Waikoloa Beach Resort – located on the sunny Kohala Coast of the Big Island. This secluded unit is just 20 minutes north of the Kona International Airport and overlooks...
Maui Resort Rentals: Honua Kai Konea 412 - Rare 1BR + Den w/ Spacious Floor Plan, Lush West Maui Mountain Views
Konea 412 is a luxurious one-bedroom PLUS den mountain view suite offering fantastic views of the West Maui Mountains. Suite 412 affords a perfect opportunity to gather, reconnect, and celebrate. The suite can accommodate up to six guests in one king-sized bed, one...
Awesome Ocean View! Lovely! Highly Upgraded! King Bed
Start your day with koi pond views and end it whale watching from your lanai. This upgraded third-floor Papakea unit offers tropical charm and modern comforts—Bosch appliances, blackout shades, granite counters—just steps from top beaches, poke, and food...
Princeville Home with Magnificent Mountain Views!
Spacious family home with gorgeous mountain views that sleeps 8 people.This large comfortable home is located in a quiet part of the upscale community of Princeville, on the North Shore of Kaua'i.Within walking distance to beautiful Pu'o Poa beach on the world famous...
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B23Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedLoft Area: 1 Sofa Sleeper and 2 Bunk BedsThis vacation rental has a...
Newly Renovated Condo steps away from Kamaole II Beach
Our beautifully renovated condo has a fully equipped kitchen, new Stearns & Foster queen size bed, a queen sofa couch, smart TV, wireless internet, new bathroom with step in shower and a soothing plank floor. Beach towels and beach chairs are also provided. We are steps...
Hilton Waikoloa pass for 2025. F2 Waikoloa Beach Villas
Waikoloa Beach Villas F2Please scroll down for detailed information: Hilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid...
Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Maui County Permit #STHA 2016/0005This grand Oceanfront, 'Beach House' will surely make your vacation dreams come true in beautiful Hana, Maui. Situated in Hamoa Village a few miles south of Hana, Maui, our Oceanfront Vacation Rental Home overlooks the rugged shoreline...
Adventure awaits, relaxing begins! Tropical dreams come true in my Fairway Villa
My Fairway villa is a luxury dream vacation come true. Surrounded by world-class golf courses it is a golfers delight. Beautiful beaches are a short walk or drive away. Beach chairs and towels are all waiting for you. All you need to bring is your bathing suit. If you...
Napili Shores G-155 - Summer Specials - Free Activities
Napili Shores Resort is located on the south end of the gorgeous sandy beach of Napili Bay. A one-of-a-kind unit, this ground floor, non-smoking, ocean view G building studio is the ideal location for a peaceful Maui vacation. You will enjoy the sounds of the surf in...
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Completely refurbished Building 9 1 bedroom, 1.5 bathroom condo across street from ocean on the best beach in Kihei. Beautiful partial ocean and Mt Haleakala views from the lanai. Pool and BBQ areas are a short walk away, Condo is loaded with the following...
(4323) 1 Br Hanalei Bay Resort, Ocean view and Plenty of Amenities
Welcome to Hanalei Bay Resort unit 4323, a bright and beautiful top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 1 bedroom and a loft space. The main bedroom boasts stunning ocean views and a King size bed...
KBM Resorts | FREE CAR | Honua Kai Konea | 2-Bedroom Condo with Large Floorplan, Recently Updated! HKK-926
Luxurious 2-bedroom villa on the 9th floor of Konea Tower with sweeping mountain views, expansive lanai, elegant interiors, and top-tier entertainment-perfect for a stylish and serene Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Comfortable condo near shopping/dining, near beaches, shared hot tub & pool
Kona Bali Kai #374Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat your friends to a sunny Hawaiian getaway at this comfortable condo near the heart of Kona! It's been...
KKSR#2303 OCEANFRONT, TOP FLOOR, OCEAN VIEWS, SLEEPS 8, 3 BED/2 BATH WITH AC!
Welcome to Ocean Breeze! Knutson & Associates Property Management is thrilled to offer Unit 2-303, a magnificent, updated top floor oceanfront unit centrally located in the Keauhou Kona Surf and Racquet Club. This luxurious 3-bedroom condo features vaulted ceilings and...
Royal Palm Cottage/5 mins from beach/Akaka Falls/Private Lanai
Situated on an 8.5 acre exotic fruit farm along the Hamakua Coast, Royal Palm Cottage will provide you real feeling of Hawaii country living. A view of Mauna Kea greets you as you drive up Chin Chuck Road, known for the well manicured, 10 acre farm lots. As you enter...
Now book Maui's Best Beach, Golfing & views in calm Kaanapali waters with A/C
El Dorado Resort K-113 is a fantastic renovated vacation destination. Come and enjoy the warm ocean & beach in Kaanapali, named one of the World's Best Beaches, and what Maui has to offer. Best uncrowded clean golden sandy beaches, snorkeling with the marine life in our...
Ideal home away with pool, ocean views, & fast WiFi
Mahina Surf 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the good life here in Lahaina and make yourself at home in this island getaway perfect for a small...
Makahuena 10 minute Walk to Poipu Beach
Private, below ground level lanai allows for relaxation on comfortable furnishings. The condominium complex is oceanfront on a rocky coastline. Our premium upgraded unit will fit your party's needs with many fine upgrades and amenities. Two bedrooms and 2 full baths add...
Peek-a-boo Ocean View,1bd1bath AC Condo, closer to downtown Kailua village
Kona Shores#118 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the oceanfront Pool and BBQ Area you will be able to enjoy the famous Kona Sunsets, as...
Royal Mauian 309 - Direct Ocean Front, Renovated, Seconds to the Beach, Split AC
A unit renovation will take place in unit 310, next door to this unit, beginning April 7th through September 15th. Please expect noise as well as the potential for dust and debris during work hours. ------------------------------------------Royal Mauian 309 is a newly...
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Sunny south Kauai beckons from this gorgeous three-bedroom, three-bath Villas at Poipu Kai condo, where modern amenities meet a sense of old Hawaii. Elegant décor, garden views, central air, high-speed wireless internet, and smart flat-screen televisions provide a...
Beachfront Resort Gorgeous 2Bd2Ba Oceanview
"Maui Mega Savings: August Deals Extended Through October! Book Now!".Oceanfront condo on the third floor with beautiful ocean views! Gorgeous upgraded property. Quiet home listen to the sounds of the seaWelcome to our condo at Kanai A Nalu resort, your ultimate...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
nGreat 1 bedroom with custom murphy bed in LR room, 61 reviews! HOTEL ZONED
Desirable Ground Floor Unit We highly recommend travelers insurance. You never know what can happen and need to cancel!Please send message to owner before entering your credit card, to be sure the unit is available. The Whaler Resort has two 12-story condominium towers...
ENJOY RESORT LIVING 2 Beds/2 Baths Ocean Views
The spacious 2 bedroom/2 bath Apartment is located at the Ocean front Royal Sea Cliff Resort on the famous Ironman run course on Alii Drive, 2 miles to Kailua Kona Pier and less than 1 mile to center of Kailua - Kona Town on the beautiful Big Island.The spacious 2...
BEAUTIFUL*Partial Ocean View by TOP Swimming Beach
*This property has just completed a full renovation! The decor matches a modern beachy vibe! Check out the photos**Relax on the king bed in the master bedroom after a long day of snorkeling, hiking or sunbathing on the beach. Ceiling fans keep you cool at night and the...
Kihei Beach 606 - Direct Ocean Front, Breathtaking Top Floor Views, Central AC!
Enjoy unparalleled ocean views from this top floor unit, Kihei Beach Condominium 606. Beautifully remodeled, beach front, and overlooking Maui's longest golden sand beach. Start and end each Maui day with panoramic views that take in the Pacific far beyond the visible...
Beachfront, Stay right on the beach @ Hale Pau Hana
You could hike to the beach or stay right on the beach and enjoy being on the beach 24hrs a day. Wet sand views from our lanai, the sound of the waves coming ashore is always with you. You never leave the beach when you stay with us. We are a Premium class...
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Newly renovated! Appliances, hardwood and tile floor, light fixtures, granite countertop, furniture... all brand new! Within walking distance of downtown Kihei, this gem of a condo is still far enough away that you can relax in peace and quiet with the beach across the...
Maui's Best OCEANFRONT Condo!!! See whales, turtles & sunrises from our lanai!
Aloha and Mahalo for visiting our condo. The Maalaea community is Maui's best kept secret. Our 2nd floor oceanfront condo has been completely updated and modernized for your enjoyment. Upon opening the door you will be greeted with an amazing view of the ocean and feel...
Ocean Pool Hale 3br 2ba Cozy Princeville Home with Private Pool, Hot tub and Ocean Views, Beach Gear
Welcome to the Ocean Pool Hale, an cozy Hawaiian escape in the heart of lush Kauai. This three-bedroom, two-bathroom single-level home is nestled in peaceful Princeville, a community known for its magnificent scenery and world-class golfing. This lovely home features...
Stunning Oceanfront Condo #512: Updated Luxury & Breathtaking Sunset Views!
Stunning, Front Row Ocean and Sunset Views! Updated and all new furnishings in late 2023. Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will never forget. Fully equipped kitchen, plush beds and many other...
Top Floor Mana Kai, "Ali'i Level", Incredible Views, Fully Air Conditioned
Thank you for your interest in our Top Floor, Ali'i Level, Mana Kai condo. The direct ocean view from our condo as well as the fantastic location on the beach cannot be overstated! The Mana Kai is as good as it gets. Covid 19 Cleaning Info: We know that in order for our...
Luxury Oceanfront - NEW AC THROUGHOUT - Top Floor Remodeled- Island Sands #608
With the ocean just a stones throw away, you will be amazed by the spectacular breathtaking panoramic views! Immaculate and upgraded this spacious 989 sf 2 bedroom, 2 bath, oceanfront condo is your oasis in paradise. Master bedroom and living room offer direct...
Grand Champions Villas 156 - Ocean & Golf Course View, King Size Bed
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next...
Famous Waikiki Beach Tower 2BR 2B Ocean View!
Summary:Located in the heart of Waikiki, this 2 Bed 2 Bath Luxury Oceanfront Suite is located in the Aston Waikiki Beach Tower Hotel! This property features floor to ceiling windows which open to a large private balcony that overlooks Waikiki beach and the Pacific...
Maui Resort Rentals: Honua Kai Hokulani 729 - 7th Floor 3BR w/ Ocean Views from Every Room!
This 3BR deluxe oceanview residence offers breathtaking views of the Pacific Ocean and Maui's neighboring island Lanai from its stunning 7th-floor vantage point.The residence affords a perfect opportunity to gather, reconnect, and celebrate. There is ample room to...
Top Floor Ocean/ Mountain View with Large Lanai
This unit has updated kitchen and baths, bamboo floors, granite counter tops, and appliances. Upstairs vaulted loft features a king bed plus a full bathroom. Downstairs bedroom has a new queen bed plus a twin and full bathroom. You can also use the washer and dryer...
My Oceanfront Hawaii Vacation Rental Kailua Kona
My Hawaii Vacation Rental, "Kona Luana", is located 1/2 mile from downtown Kailua-Kona with the nearest sandy beach 2 blocks away. Kona Luana is a unique 3 story condominium. Unit 1 is on the first floor and is not a rental. Unit 2 and Unit 3 are on the 2nd and 3rd...
Princeville Beaches AC Lux Home 4BR 3.5Ba at Queen's Bath + Mountain Viewsn
*****The Heavenly Arch "Ka Piʻo Lani" House – A Luxurious Princeville Retreat** Indulge in refined island living at this **spacious 2,850 sq. ft. villa**, designed for comfort, privacy, and effortless tropical elegance. **Sophisticated Design & Comfort** - **Three...
New! 2 bedroom with access to Mauna Lani Beach Club
Aloha and Welcome to Kulalani in Mauna Lani Resort, your home-away from home on the Big Island of Hawaii. Kulalani shares a two-acre world class amenity center with the neighboring KaMilo complex that offers a large lagoon pool, a lap pool, two hot tubs, exercise...
Ma'alaea Surf Unit B2-1 BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit B2, is a stunning, conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room. Enjoy the...