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.
Resort condo with majestic mountain/bay view, lanai, W/D, pools & tennis courts
Hanalei Bay Resort 4205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the Palm Building of Hanalei Bay Resort, this is a condo features truly incredible views of Hanalei...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Oceanfront Ilikai Condo — Free Covered Parking & Incredible Views!Experience one of the best views in Waikiki from this beautiful 15th-floor condo in the iconic Ilikai Hotel & Luxury Suites — with free covered parking (a $50/day value included!).Step onto your...
Wailea Ekahi Village 15D - 1 Bedroom Garden View Condo
Welcome to Wailea Ekahi 15D, a stunning one-bedroom, one-bathroom vacation rental nestled in the heart of Wailea. This second floor vacation condo features a covered lanai along the lush greenbelt that terraces between buildings and leads down to the ocean. Partial...
Elegant Oceanfront – Beautiful Remodel - Puamana 254-1.
Puamana 254-1 is a beautifully remodeled oceanfront 3-bedroom, 2.5-bath townhome with an exceptional corner location on the sunny south shore of Puamana that wasn’t harmed by the Lahaina fire. The coconut tree-filled lawn adds to the tropical charm of this magical...
SALE - Closest to the Beach - King Bed - Maui Banyan! -
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...
Oceanfront 1 BR Condo at Kaha Lani KL309
Kaha Lani 309Experience aloha Kauai-style in our fully-furnished, oceanfront condo in dreamy Wailua.Kaha Lani is a direct oceanfront, meticulously maintained property featuring 73 individually-owned condos on the coconut coast. Wake up to an award-winning sunrise...
Wailea Elua 1401 - Beautiful Ground Floor 1BR Oceanfront Unit on Ulua Beach
Welcome to Wailea Elua Village, a premier gated community nestled in the heart of Wailea. Our ground-floor beachfront condominium (#1401) offers the perfect blend of luxury, privacy, and island living—ideal for two (adults only) seeking a serene getaway.Set within 24...
3 Bedroom, 3 Bath Oceanfront Condo With Amazing Views of Molakai and Lanai
3 Bedroom, 3 Bathroom Oceanfront Condominium with Panoramic Views and Sunsets over the Islands of Lanai and Molokai. A hidden gem. Exclusive top floor corner-end Penthouse Suite. Completely private. Beautifully furnished. Split level with vaulted ceilings and...
Ocean View KUL418 - West Maui Beach Front, Fabulous Condo!
** Great 2025 rates Now - Book for future Whale Season November - March!!**This stunning third-floor condo has been tastefully decorated to offer the perfect blend of elegance and comfort. As you step inside, you'll immediately notice the breathtaking view of the west...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Largest ‘One of a Kind’ 2-bd 2-Bth Condo 🏄 New Air Conditioner throughout🌴
Aloha! Welcome to our Paradise Home! Located in building 3 on the 4th floor, away from the noise of So. Kihei Rd.. We hope to make you feel like an invited guest. Wake up to swaying palm trees, birds singing. Make your own coffee and breakfast or walk to a local...
Hanalei Bay Resort 7307+7308: Ocean Views, Pool/Spa, AC
Hanalei Bay Resort is located on the lush, unadulterated north shore of Kaua’i, overlooking the ocean and iconic Hanalei Bay. An ideal home base for couples to explore the garden isle, both units 7307 and 7308 boast one sizable bedroom and one full-size bathroom. With...
Maunaloa 2BR Condo with Ocean Views – Walk to Kepuhi Beach & Pool
Paradise awaits at this beautiful condo in Maunaloa! The 2-bedroom, 2-bathroom vacation rental has everything you need for the perfect Molokai getaway, including a full kitchen with new appliances, in-home laundry, and ocean views. For a relaxing start to the day, enjoy...
Kiahuna Plantation Condo - So Close to the Beach!
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful orchids and unusual cactus. The buildings are plantation style with louver shutters on the windows and ceiling fans...
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay ViewDazzling views of the Wailua Bay from this condo. Your gaze will get lost on the horizon of the Pacific Ocean. Comfy Oceanfront living is yours to enjoy from this top floor condo. The most amazing...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Wailea Ekahi Village 17B - 1 Bedroom Garden View Condo
Welcome to Wailea Ekahi 17B, a one-bedroom residence in beautiful Wailea! This vacation rental offers a spacious and comfortable living space, perfect for couples or small families looking for a relaxing getaway. Step onto the large lanai with spectacular garden views...
Relax in Style! Renovated Hotel Zoned Condo! Your Maui Banyan Getaway!
Experience the Best of Kihei in Our Beautifully Renovated 2BR/2BA Maui Banyan Condo!Welcome to your tropical retreat in sunny Kihei! This stunning fully renovated 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests with a king bed, two full-sized beds, and a...
1 Block to Heart of Hilo: Fully Renovated Home
Family Friendly | At-Home Laundry | 1 Block to Shops, Eateries & OceanWelcome to this 2-bedroom, 1-bath townhome boasting a walkable location near Historic Hilo. The vacation rental is ideal for tourists or business travelers, allowing anyone to easily access popular...
Spacious 2 bedroom, 2 bath, 1 free parking with world famous ocean view!!
Spacious 2 bedroom, 2 bath, 1 FREE parking unit with world famous ocean view!!!Be on vacation every day!! Direct Ocean & Sunset views of Waikiki Beach!!! Swim and Surf directly across the street of just watch the Surfers go by from the lanai! Spacious 2 bedroom, 2 bath...
Best Sugar Beach Maui Direct Oceanfront Modern Luxury Condo #331
Quiet, peaceful getaway with amazing views. Enjoy walking on uncrowded miles of sandy beachfront along a nature preserve, sunbathing, snorkeling, swimming or boogie-boarding on your doorstep. Amazing picture-perfect views of ocean sunrise, sunset and rainbows greet you...
Oceanview Studio at Islander on the Beach 241
Puka La Hale – Ocean View Comfort at Islander on the Beach 241Welcome to Puka La Hale, your peaceful island retreat at Islander on the Beach! This second-floor studio offers a bright, inviting space with beautiful ocean views, a refreshing breeze, and all the comforts...
Gorgeous 2 bedroom with loft villa with Private Beach Access
The Big Island offers breathtaking views and lasting memories. Now would be a great time to consider E-22 at the Golf Villas for your upcoming Hawaiian vacation. Up one flight of stairs (16 steps), you will enter a beautiful open concept living space. The living area...
Kamaole One Heaven in Kihei - Unit #11
Our spacious, ocean front Kihei condo rentals, offer year round fun for you and your family. Whether it is a romantic stroll on one of the longest beach walks on Maui, or watching the winter antics of the humpback whales, there is nowhere like Kamaole One for a vacation...
Waikoloa Resort Fairway Villa K4! Newly updated, 2 Story with Central A/C
Experience scenic Hawaii from the comfort of this beautiful home. With an open floor plan and three bedrooms and bathrooms, this is the perfect spot for a family getaway or a romantic retreat. Enjoy easy access to world-class beaches, shopping, and more!As soon as you...
2 Bedroom 3 bath in Waipouli Deluxe oceanfront condominium Resort
Mountain view unit with rich hardwood furnishings, gourmet kitchen, and spacious baths. Full kitchen with high-end appliances and In unit washer/dryer. Heated river pool, flumed water slides, sand-bottom jacuzzis, beachfront restaurant & bar, full-service spa, and...
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
Maui Resort Rentals: Honua Kai Hokulani 225 - Upgraded Interior Courtyard 2BR Suite w/ Beautiful Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pool, Hokulani 225 is a luxurious 2BR/2BA suite offering gorgeous partial ocean views from between the lush palm canopy. In addition to its highly sought-after location, the suite belongs to a rare class of...
*Lauloa 312* Maui Prime 3 Bedroom Oceanfront Condo
This spacious and quiet 3rd-floor condo just steps from the ocean offers three bedrooms and stunning panoramic views of the Pacific and southwest Maui with brilliant sunrises over the Haleakala volcano each morning. The primary suite has a comfy king bed and ensuite...
NEW REMODELED, OCEAN VIEW, A/C IN ALL ROOMS, CAL KING BED, 4K, SMART TV, KEURIG
This is one of the few units in the Kihei Akahi with Air-Conditioning in the bedroom and living room. E Komo Mai to our brand new remodeled one-bedroom suite with partial ocean view and artfully designed with you in mind! This Unit, tucked away in the coveted South Maui...
Maui Beachfront Condo – Sugar Beach #430 – Stunning Ocean Views & Pool
Sugar Beach Resort #430 – Oceanfront Escape with Sweeping ViewsWelcome to Sugar Beach Resort #430, a beautifully remodeled one-bedroom, one-bathroom oceanfront condo with direct beachfront views. Located in North Kihei, this retreat offers the perfect setting for...
GROUND FLOOR:One from Ocean Front-May 6-May 16 OPEN!Best location! Hotel zoned.
WhalerAloha -Whaler 107 GROUND FLOOR~ ONE FROM OCEAN FRONT!!! has become a Whaler favorite, for many of our wonderful guests! Spacious one bedroom/ two full bath, with fantastic ocean view~ and fully equipped, comfortably sleeps 4 persons and is HOTEL ZONED! So no...
Coastal-Style condo with tropical Maui landscape
Keawakapu 206 is a bright and well-appointed 2-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers a split A/C in the living and master bedroom. Both of the bedrooms are furnished with a queen-sized bed. Furnished with unique contemporary and Asian...
LUXURIOUS OCEANFRONT Maui Condo with Two Bedrooms, Two Baths - AIR CONDITIONED
Exceptional views will greet you right as you open the door to this newly remodeled unit. Unlike other condominiums or hotels, this is a direct view of the ocean, no angles or peek-a-boo views. You can not get any closer to the ocean unless you want to get wet. There is...
Elegant, second floor condo with lanai, pool and hot tub access, and central AC
Shores at Waikoloa 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegant and refined in its design and decor, this single-level condo in The Shores at Waikoloa Beach Resort is...
KHV 33 New Listing Oceanfront 2Bedroom Villa in Kahana w Spectacular Ocean Views
Kahana Village 33 NEW LISTING Oceanfront 2Bedroom, 2Bathroom Villa in Kahana with Spectacular Ocean Views! Experience your next Hawaiian vacation from this split level, 2-bedroom, 2-bathroom oceanfront villa at Kahana Village. Situated on a secluded beach with ocean...
Ocean & Pool View. Top Floor !!! NO RESORT FEES!
No RESORT FEES. SAVE. OWNER PAYS THE RESORT FEES!The OUTRIGGER Kauai Beach Resort & Spa is a 25-acre oceanfront luxury resort just minutes from the Lihue Airport, Walmart, Costco and several supermarkets. OUR UNIT'S AMENITIES (#1308) Building one, TOP of Third floor...
EXCLUSIVE ELEGANCE*Pure LUXURY*OCEANFRONT
This newly remodeled one bedroom one bathroom unit provides everything you need for your time here on Maui. With modern touches, custom high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space. Relax in your amazingly...
Beachfront Condo: Sunset Views & Pool Access!
Pack your bags for a delightful getaway on the coast of Maui with this welcoming 1-bedroom, 1-bathroom vacation rental where you and your loved ones can spot whales seasonally and turtles year round. Effortlessly enjoy the beach every morning, take a dip in the...
KONA REEF D-26: DIRECT OCEANFRONT, REMODELED, AIR CONDITIONING, ELEVATORS!
Spectacular, Direct Oceanfront, Kona Reef Condominium! This incredible unit truly is one of the best at the development.Unit#D-26 is on the Second Floor of the very popular Kona Reef Development. Notable features include: ~Gorgeous Ocean Views, this is as Direct...
OCEAN VIEW FROM LANAI-ENJOY SOUND AND VIEW OF WAVES-CROSS LAWN TO BEACH-PARKING
Enjoy the relaxed natural ambience of Kauai. Kaha Lani Complex is a tropical paradise overlooking the Pacific Ocean. Cross the lawn and enjoy your morning coffee on the beach directly in front the of Kaha Lani while waiting for the sun to rise on the "Garden Isle"....
Maui Resort Rentals: Luana Garden Villas 2B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3Bedroom/3Bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2B's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within our "Grounded" collection at the Luana...
Ho'o Maluhia: Breezy Oceanview Retreat w/Private Pool and Stunning Views
Hoʻo Maluhia – Ocean View Luxury Retreat with Pool, A/C & Sunset Lanais Above Kailua-KonaExperience Big Island paradise at Hoʻo Maluhia, a luxurious hillside retreat perched 700 feet above Kailua-Kona. This spacious two-level home offers breathtaking 180° ocean...
Home Away From Home - Beautiful Townhome in the Heart of Mauna Lani
Enjoy the gorgeous Kohala Coast in a large, family friendly townhome at the Mauna Lani Villages. Villages 207 is a 2-story Lehua Model home. It has over 2,100 square feet of space - perfect for the family to spread out and enjoy the comforts of home in a fantastic...
Casa De Emdeko# 324 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!
Casa#324 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is directly across from the elevator on the 3rd floor for ease of access.Located in the heart of Kailua-Kona, the...
Maui Resort Rentals: Ka'anapali Ali'i 191 - Luxurious 2BR w/ Stunning 9th Floor Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Alii 191 delivers gorgeous unobstructed views of the Pacific Ocean that extend to Kaanapali's famous Black Rock and Maui's neighbor island Molokai, in addition to epic vistas of the lush West Maui...
Ma'alaea Surf, Unit G5-1 Bd Beachfront Condo, AC, Wifi, TV, Kitchen, Pool
Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, newly remodeled G-5 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf is just 15 minutes from...
Waikoloa Beach Villas C3 - Ground Floor Villa Next to Pool, Beach and Shops!!
This Villa is in an excellent location right at one of the two lava rock pools that Waikoloa Beach Villas has to offer. The property is located on the ground floor which comes with many benefits. No stairs to climb, which makes bringing groceries and luggage in and out...
Modern Molokai Vacation Condo
Your next island getaway awaits on Molokai - a Hawaiian island anchored by the highest sea cliffs in the world! Explore all that Hawaii’s 5th island has to offer from this 1-bedroom, 1-bath vacation rental located on the shores of Kaunakakai in the breathtaking...
The Fairway Villa I33, Relax in Paradise with A/C, Open Layout, Smart TV
Enjoy resort living, Fairway Villa I33, in this two-bedroom, two-bathroom plus a loft townhome. Enjoy the upgraded appliances, central air conditioning, and the lanai that views the golf course at Waikoloa Beach. Relax by the pool and use the gas grills.Upon entry, you...