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.
An Exquisite View and Vacation to Treasure Always!!!
Rates all 3 condos : 4104/5/6 = $800- 2: 4104/5 or 4105/6 = $700- 1: 4105 (master) + Full Kitchen, dining room, living room, bedroom with California King, bathroom, and 2 private lanais = $600- Singles: 4104 or 4106 (1/2 kitchen) = $300- BB's Biz E HBR can serve your...
Location, location! Split AC System throughout ENTIRE condo! Legal Rental!
Location, location, location!!! Split AC System throughout ENTIRE condo! Legal Rental!Our condo boasts 3 split AC systems - one in the master bedroom, another for the living area and a third system for the loft bedroom. If you are sensitive to slightly hot or humid...
LUANA MOANA SIGNATURE OCEANFRONT MAUI-Ocean&Haleakala Views-FreeWiFi-A/C-Romance
Luana Moana's Lanai is 50 ft from Maui Ocean in Maalaea Bay with 180 degree views of the Ocean. Relish in the Trade Winds blowing through your Hair and the warmth of the Sun against your skin. You will See Life All Around You. When You have entered Luana Moana: You have...
Country Club Villas#316 Top Floor, Incredible Oceanview, Spacious Lanai, Ac
Beautiful & Spectacular Top Floor unit at Country Club Villas. Unit#316 is a truly fantastic option, sleeping up to 8!Located in the heart of Keauhou, this remodeled top floor, 3 Bedroom unit is a true stunning beauty!You'll be able to enjoy 2 bedrooms, and 2 bathrooms...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Great for Families! HKK-209
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Designer Beach Villa, Wailea, Ho'olei 39-2
Welcome to Your Pristine OasisIndulge in the lap of luxury at this exquisite 3,400-square-foot vacation rental villa (Ho'olei, Maile floor plan). Nestled within the prestigious Ho'olei Community in the enchanting town of Wailea, Maui, this immaculate property promises...
Delightful Artful Bungalow on Historic Estate Property. Choice Holualoa!
A charming 1930-era cottage, with a screened-in sitting area on the lanai, well-stocked kitchen, bath, will sleep two in a comfy queen-sized bed. Perfect for single or double occupancy. Covered parking close by. An outdoor patio fronting the cottage lanai, is a private...
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Come and enjoy the natural beauty of Hana, the essence of Hawaii in an undeveloped paradise. Enjoy spectacular waterfalls, pools, rugged shorelines, and some of the best beaches on the island just outside your door. Your romantic hideaway is nestled on the Hana...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Property TMK: 570010270159Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC,...
Experience paradise at Waiulaula Villa, J201 in Mauna Kea Resort!
Located in the iconic Mauna Kea Resort, Waiulaula Villa, J201 is the epitome of paradise!Just a short drive to Hawaii Island's best beaches, Mauna Kea and Westin Hapuna Beach Resort, world-class golf courses, and more! As a guest, you will have an opportunity to enjoy...
Beautiful Poipu 2 bdrm Ocean View Suite!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded among lush landscapes. After a day of exploring, return to the resort to relax in the spacious two-bedroom accommodations...
Oceanfront Paradise: Fully Remodeled Ground Floor Condo (HKOK119)
Hawaii Tax ID: TA-116-545-2800-01TMK: 390080030038Bedding Configuration:Bedroom: KingOceanfront Paradise: Fully Remodeled Ground Floor CondoWelcome to your perfect coastal retreat! Our fully remodeled ground floor condo offers a serene oceanfront experience with...
SALE! -- Best Location & Closest to the Beach - One Bedroom
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind; retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we did...
Great Deal in Hanalei AC and walking distance to attractions with views
This tropical 3-bedroom, 3-bath artist-owned home is a perfect island getaway, just a block from both the beach and charming Hanalei Town. Enjoy easy access to restaurants, shops, and local activities that capture the heart of Kauai.You're steps away from the famous...
Haleakala Sunrise Home, Kula, Maui, Hawaii
This is a large, two story house with the owners living in part. You have a private entrance, one bedroom and full, private bathroom plus decks front and back. Located at 2600 ft elevation on the west slope of Haleakala, this is a quiet neighborhood with great views of...
Come Enjoy A Sun Soaked Beach Vacation!
Hale Kamaole is a top spot on Maui to enjoy a relaxing sun soaked beach vacation! Welcome to unit 165! Our ground floor home is located in building 7 in the beautifully landscaped lower pool area. This location is frequently requested and a popular area at Hale Kamaole!...
Direct-Oceanfront, downtown, Renovated CentAC Pool FreePark! Elevator Beach Gear
Summer sale! Platinum rated, direct oceanfront Kona condo located within blocks of Kona with free-reserved-covered parking, elevator (rare in other complexes), and even more rare, Central AC. The lanai-balcony looks out over the ocean, 30' from the waves. Your...
Aloha Condos, Na Hale O Keauhou, Townhome K-2, Ocean View, AC
This beautiful two-bedroom townhouse offers spectacular ocean, golf course, coastline, and pool views from the living room, both Lanais, and the master bedroom. A delightful two-bedroom, 2.5 bathroom unit offering large spacious bedrooms, a front loading washer and...
Ocean View Mountain Home by Akaka Falls
Location, location, location!! Due to higher elevation, you can immerse yourself in perfect weather year round. Less than a mile to the famous waterfalls Akakafalls (3 mins), Botanical Gardens (3 mins), Hilo Markets (20 mins), Hawaii Zipline (5 mins), etc. Luxury 3...
OCEANFRONT 2 BEDROOM LAULOA 207
Two bedroom-two bath condo on second floor of Lauloa. Walk to end of block and visit the Maui Ocean Center, several restaurants and shops, or take a cruise from the harbor with the Pacific Whale Foundation.At the other end of the block you can walk along the longest...
OCEANVIEW 1 BDRM Napili Shores F147 - AC, King bed, ground floor
Ocean View, Ground Floor, 1 bed 1 bath at Napili Shores!Right on popular Napili Bay Beach!Two immaculate swimming pools - one ocean front and the other a garden viewBrand new furnishings!Famous Gazebo Restaurant on property!Napili Shores is an ultra popular,...
Sweeping Ocean Views, Remodeled, Steps to Beach, Washlet, Parking! Sleeps 4.
Waikiki Shore #1212 – 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...
Kam Sands - Inner Circle - Large Lanai - End Unit
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #6-201 and is an end unit which makes it quiet and also private. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Oceanfront Condo Complex on Alii 1 bdrm,, Salt,Freshwater Pools Newly renovated
This Classic Hawaiian condominium Complex has style and charm. Newly renovated in summer of 2023. Located on the Oceanside, it offers beautiful views, barbecue area, a lovely sandy beach with lounge chairs. At night they light Tiki Torches and blow a conch shell as the...
Stunning one bedroom with AC. Right on the ocean.Large lanai with view!
This condo has a king sized bed in the bedroom and queen sofa bed. It has a split system AC system for tropical nights. It is an end condo which has more privacy to offer and is quieter because of the location. Extra large lanai for Turtle and whale watching. There is a...
GROUND FLOOR GARDEN OASIS Peaceful and convenient!!! REDUCED RATES FOR 2024
Situated between the Maui Marriott and the Westin Maui Hotel on Kaanapali Beach, the unit offers seclusion, yet is in the heart of all the Kaanapali fun. The resort is 45 minutes from the Maui Airport at Kahului. Just a short walk down the paved path you can shop at the...
Enjoy comfort in Wailea, a spacious 2BD/2BA condo with garden views
Grand Champions 130. Beautifully decorated with an island feel you will have a true sense of home away from home. This spacious 2 Bedroom, 2 Bathroom unit is conveniently located on the top floor and centrally located in the heart of Wailea!This comfortable 2bd/2bath...
Modern vacation home - Bikes/Surfs/Beaches/Sun
30 days mIn. stayAfter swimming in the blue water or collecting shells on the beach, you will find the central location of your apartment puts you within minutes reach from :*Foodland market*famous surfing spots Waimea, Pipeline and Sunset Beach*walking and bike...
Spacious 3 bedroom home, fully AC'd with Pool/BBQ, Views and Walking Path
Come enjoy what Kauai's North Shore has to offer. Nihilani at Princeville Resort is a perfect jumping off point for cruising the entire north shore from this "home away from home" in your very own fully furnished 3 bed 2.5 bath, air-conditioned townhome unit. * 1800...
Golf-view condo with pool, gym & jacuzzi - near beach
Waikoloa Fairway Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this amazing villa in the heart of Waikoloa right on the golf course! In Fairway Villas, you can...
Ocean view condo with sandy beach just steps away
Hono Kai A6 is a ground-floor, 1-bedroom, 1-bathroom condo that is just a few short steps from the pool and close to the ocean. Unit A6 can accommodate up to 4 guests. The bedroom is furnished with a queen-size bed. As you step into the living room you'll find a...
Stunning Ocean View Condo
Enjoy fabulous unobstructed views of the ocean from this oceanfront, 5th floor one bedroom unit. The ocean is so close to this unit you can hear the waves crashing on the beach and the palms blowing in the trade winds. Enjoy whale watching from your lanai (balcony) in...
Renovated Luxury Condo - A206
Find Paradise at the Vista Waikoloa! Experience the beauty and interest of the Kohala Coast on the Big Island in this recently renovated and redecorated, two bedroom Hawaiian-luxury condominium. This condo is for those discriminating guests who want “Four Seasons-like...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
Oceanfront Paradise on Oahu’s North Shore!Escape the city and experience the legendary North Shore of Oahu at its finest—where sunsets, surf, and the spirit of “Real Hawaii” come alive. Perfectly situated on the iconic stretch between Sunset Beach and Pipeline,...
Ocean views, across from beach & centrally located in South Kihei!
Aloha! Welcome to your slice of paradise. Stay by the C506 is located in the exclusive and popular Kihei Akahi complex. We appreciate that your visit to Maui will be one of the best experiences of your life. Stay by the C506 offers you accommodations and comforts that...
Oceanfront 1bedroom gem, stunning views @ Royal Kahana n
Welcome to Royal Kahana 512. This spacious oceanfront 5th floor 1 bedroom, 1 bathroom condo offers ocean & surrounding island views. This unit is tastefully appointed with classic Hawaiian decor. The ocean view bedroom has a king size bed & living area has a queen...
Mountain view home with outdoor shower & lots of light - close to beach
Star of Waikoloa Beach Resort - Ainamalu HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'See everything the Waikoloa area has to offer with this beautiful Hawaiian villa just 2...
STUNNING OCEAN VIEW WITH SUNSETS, CITY LIGHTS and A/C
Experience the ultimate island getaway in this stunning 1-bedroom, 1-bathroom, air conditioned condo, boasting breathtaking ocean views and mesmerizing sunsets over the deep blue waters. Each evening, watch as the sky transforms while the lights of Kona town sparkle...
Ko Olina Beach Villas O1111: 3-Bed Penthouse, Ocean & Mountain Views
**Ko Olina Beach Villas O1111** is a beautifully appointed vacation rental located in the serene Kapolei area of Oahu. Offering 1,532 square feet of interior space, this inviting villa is designed for families or couples seeking a tranquil escape, accommodating up to...
Ocean Views - Across from Beach - Magical Sunsets!
Post Covid and the New Norm... Maui is ready to receive visitors again safely. COVID-19 CLEANING: Mary has two decades of experience in the industry. Her most recent certification is the Vacation Rental Housekeeper Program awarded by the Vacation Rental Management...
Close to airport and 15 minutes drive to downtown, really nice garden.
Great House on a corner lot. 6 car parking lot. Lower level 2 bedrooms and 1 bathroom with a great room and kitchen, pravit entrains. Nice view. great garden with Mango, banana and papaya trees. cable TV and WiFi. 5 minutes drive to Kona airport and 15 minutes drive to...
Ocean Views - Best Location! Across Street from Beach/Rooftop deck!
Aloha! Welcome to our piece of paradise! Kamaole Beach Royale is in a premier location of S. Kihei. 1 bed/1 bath condo - 300 yards from Kam 1 beach, known for great swimming & snorkelling! Plenty of shopping, dining/pubs, beaches, natural foods, Snorkel Bob's rental...
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
WINTER IS COMING - BUT NOT TO MAUI! Even the Whales come here in the winter! Join us for WHALE SEASON November THROUGH March!Aloha & welcome to Condo B14! Our fully equipped KITCHEN has everything you need to feel right at home, including spices & oils. Bring your...
Step right into the ocean! Air conditioned #105
Oceanfront 2 bedroom 2 bath Ground Floor unit. Nestled in a private cove, with a breathtaking view of the nearby island of Molokai. Brand new appliances, furniture, hard wood floors, lighting, new King bed. Just steps from the Ocean, the Heated Pool and the Gas barbecue...
Kealoha - Golf Course and Lake views with A/C, Pool, Hot Tub
Kealoha, meaning "the loved one", is a beautiful Kaua'i home situated on the 10th fairway of the famous Makai Golf Course. With lake views and a pristine location, this remodeled Princeville home provides privacy and serenity. Tucked towards the end of a quiet...
Quiet, Private Paradise M208 steps to the tropical pool and tennis court
Be our guests at Beautiful Maui Kamaole, located at the border of Wailea across from KamaloeBeach III. Our Condo is located in the newest part of the Maui Kamaole Resort, steps to the tennis courts and the tropical lava pool and a sand bottom jacuzzi. Spacious and up to...
Perfect Romantic Getaway - Right on the Ocean!
You can't beat our little corner of paradise. This is truly our HAPPY PLACE! Relax on the lanai with your favorite beverage, and allow yourself to be serenaded by the crashing of waves and the refreshing salt water breeze. Our expansive ocean view is amazing every day...
Wailea Ekolu Village 910 - 2 Bedroom Ocean View Condo
Discover the perfect Hawaiian retreat at Wailea Ekolu Village with this stunning two-bedroom, two-bathroom ocean view rental. This premium condo offers breathtaking views of the Pacific Ocean, Kaho\'olawe, and Molokini from its private lanai. Ideal for families or small...
Chung Cottage - a 1br/1.5ba cottage steps from Hanalei Bay
Chung CottageThis family-friendly property features a large fenced yard and a covered outdoor dining area. Located a short walk from beautiful Hanalei Bay and also close to Hanalei town with lots of shops, restaurants, food markets and the public Kauai Bus stop. One...
Kiahuna Ocean View Ground Floor- in Unit Washer/dryer
Welcome to our beach bungalow on the sunny south shore of Kauai! Our ground-floor, one-bedroom, one-bath condo is located on the Kiahuna Plantation, the only white sand beachfront resort in Poipu. When you arrive at condo #28, you'll find that it is located on the...