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.
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhood
This is a beautifully furnished studio, only a 2 min walk to the waves. In a quiet neighborhood, on the ocean side of Kam Hwy. Brand new Air Conditioner, Heavenly!The kitchen is fully equipped, the microwave doubles as a conventional oven. Burners are built into the...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
Papakea C303 Remodeled Luxury Oceanfront in Kahana
Discover the charm of Papakea C303, a beautifully upgraded one-bedroom, one-bath ocean view condo located in the C building of the oceanfront Papakea Resort in West Maui. This third-floor, west-facing unit offers breathtaking views of the Pacific Ocean and peaceful...
Ocean Front - Gorgeous Views!
AMAZING VIEWS 1 BR/ 2 BA OCEANFRONT MAHANA 405! KAANAPALI BEACHWelcome to Mahana 405! When you stay at the Mahana, you will wake up to breathtaking views every day and enjoy amazing sunsets at night! This unit has floor to ceiling windows and sits on the world famous...
Oceanfront with Endless Ocean View, Gorgeous sunsets, WiFi, and King Bed
Hawaii style fully furnished one bedroom condominium with two baths, full kitchen and assigned parking. Our secure building has an elevator, pool, and BBQ for your comfort and enjoyment.You'll enjoy a home away from home with Hawaiian decor. Private wireless internet,...
Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo
Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...
Brand New Oceanfront 2 Bedroom / 2 Bath Condo
Experience the best of oceanfront resort living in this 2-bedroom condo with a loft, comfortably accommodating 6 guests. Located on the top floor, this unit offers breathtaking, unobstructed views of the ocean, whales, and stunning sunsets from the living room and...
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...
Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split AC
Welcome to Island Sands 500, your perfect Maui escape with breathtaking ocean and West Maui Mountain views. This beautifully remodeled fifth-floor unit offers two separate private lanais, accessible from the living room and primary bedroom, where you can soak in the...
Hanalei Happy Place, Incomparable Hanalei Home TVNC #1158
Hanalei Happy Place (Main House)Permitted Vacation Rental Property - TVNC#1158Transient vacation rental is located in the tsunami evacuation zoneHanalei Bay, located on Kauai’s stunning North Shore, is two miles of beautiful sandy beach surrounded by majestic mountains...
Lovely Hilo Home Base near Beaches & Dining
Aloha! Welcome to your Hilo Home Base—a spacious 3-bedroom upstairs apartment in a charming Plantation Style Home. Located in a prime Hilo location, you`re just minutes away from beautiful beaches, shopping, and dining. This private apartment sleeps up to 7 guests and...
🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV
vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...
Great Ocean View Condo, Near Beach + Free Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy a relaxing escape at Waikiki Banyan Tower 1 in this beautiful 1-bedroom condo for up to 4 guests,...
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Immerse yourself in the breathtaking views of this luxurious 1062 square foot 2 bedroom 2 bathroom condo located on the Makena coast of Hawaii. The primary bedroom features a luxurious king-sized bed that is perfect for winding down after your days of exploration and...
Ocean and Golf Views
Relaxing Getaway! Come visit this amazing area of the island. Close to South Point (cliff diving and world class fishing), Green Sand Beach, Black Sand Beach with basking Green Sea Turtles, Volcano National Park and the quaint older sugar plantation town of Na'alehu...
Go Back In Time To The Real Hawaii And The Ultimate Getaway.
Beautiful ocean views surround you in this romantic cottage on a secluded, white, sandy beach. Relax in comfort and listen to the waves gently breaking on a distant reef. Sunrises and moonrises on the horizon will surprise and amaze you. This cozy 500 sq. ft. beachfront...
Maui Banyan T209, perfect location in Kihei!
Maui Banyan T209 offers the perfect Hawaiian getaway! Enjoy the gorgeous garden and Haleakala views!As you enter, you are greeted by an open and inviting floor plan! The kitchen has been nicely updated and is equipped with everything you will need to whip up a quick...
Ground floor! Swim with the turtles! Book now for Summer!
Kaleialoha #109This DIRECT oceanfront unit has Queen bed and is fully equipped with all basic amenities. BRAND NEW AC in living area! New 55" flat screen in living room and 2nd TV in bedroom. Open and airy living area and open kitchen with recent upgrades include...
Stylish Waikiki Condo! Kitchen, City/Mountain Views, Close to Everything!
Ilikai Marina #1587 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Expansive wrap around lanai with ocean views
Welcome to “Thank Heaven 4-711”, your oceanfront sanctuary at Maui Sands Seaside in Lahaina — where every sunrise, sunset, and star-filled night unfolds just 10 feet from the Pacific. This newly renovated 2nd-floor condo offers one of Maui's most breathtaking and...
Ocean Front KUL719 - West Maui, Quiet Condo with Great Views & Value—1B
** 2025 Discount Rates - Book Now! **Step into the cozy and inviting atmosphere of unit #719 at the Kuleana, located in the popular West Maui region. This top-floor, direct oceanfront condo boasts an unbeatable view of the aqua-colored ocean, with the outer islands of...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit Info】I would...
Penthouse Studio in Western Waikiki - convenient location, & stunning views!
44th floor studio, the highest floor in Island Colony.You will love this penthouse vacation rental. The reasons are the price (less than a half of other Island Colony), the location (center of Waikiki), and the view (panoramic ocean, city, canal, and mountain)!! Once...
MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach
Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! This charming Kihei Maui retreat is the perfect spot for your next Hawaiian getaway. The top feature of the condo is the...
PENTHOUSE OCEANFRONT 12th fl VIEW! near KAANAPALI-AC, GYM
Penthouse Direct OceanFront on the 12th fl near Kaanapali Its' a WOW! Enjoy AC Beautiful swimmable beachAmazing ocean views, this resort condo offers a gorgeous Maui retreat.As you enter you are immediately drawn to the floor to ceiling sliding glass doors that open to...
Hot Deal! Ilima West Kuilima Estates #18 by Gather Near to Golf Course
Welcome to Ilima West Kuilima Estates #18 at Turtle Bay by Gather, a bright and inviting one-bedroom townhome with a loft that sleeps up to five guests. Nestled on Oahu’s fabled North Shore, this 658-square-foot retreat fronts the 1st hole of the Fazio Golf Course,...
Tranquil studio with amazing ocean views
Pohailani 112 is a charming studio nestled within a serene oceanfront setting and welcomes up to 4 guests to experience the essence of island living. Inside, discover a haven of comfort and convenience thoughtfully curated to enhance your stay. A sumptuous King-size...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
FREE NIGHT, when you book 5! Inquire before booking.Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, splite level, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3...
Breezy, elegant home in a great location with pools, hot tubs & tennis
Waikoloa Colony Villas 1304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take your Hawaiian adventure to the next level with this incredible resort townhouse! Whether you pass the...
Spectacular Ocean front! Panoramic views Sunsets, Whale watch, gardens, Specials
Unwind and escape the daily grind. Take in, 180 degrees of Stunning ocean views! Whale watch from Lanai. Enjoy breath taking sunsets. Join the fun at the pool, hot tub and outdoor BBQ pavilions. We offer a Beautiful corner unit. with wrap around lanai where you can...
Spacious 2 bedroom villa with ocean views from master
Kahana Villa E409! This 2-bedroom, 2-bathroom condo features tall windows that allow in wonderful natural light and a private lanai with peek-a-boo ocean views from the 4th floor. Better ocean views are visible from the loft bedroom upstairs and bathrooms. This property...
Beautiful, Airy 1 Br 1.5 Ba Condo Golf Course View, Pool, Hot tub (209A)
PROPERTY DESCRIPTIONAre you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroom 1.5 bath condominium has it all, even a loft space with a queen size bed. Pride of ownership exudes here. The bedroom has a King...
Large 3 Bedroom Condo Across From Beach! Pool & Hot Tub Access! Ocean View!
We are so happy to announce that we have installed a brand new Split AC system in this beautiful condo! There are now air handlers in each room for your cooling comfort! We also updated the flooring, have performed a deep clean, replaced linens and kitchen inventory...
3rd floor Kihei Studio, walk to shops, dining, & the beach!
Welcome to Kihei Akahi C320. This 3rd floor studio condo has a garden/Haleakala view with tropical foliage from the private lanai. Fully equipped and ready to host your Maui memories. The studio can accommodate 4 people and has in unit washer/dryer. Kihei Akahi is...
Mana Kai Maui Resort condo with resort amenities, near beaches, waves & surf
Mana Kai Maui Resort 211aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor, Steps to Pools, Beach, BBQs, Partial Ocean Views from Lawn Area!
This tandem package combines 2 neighboring ground-floor two-bedroom suites to create a 4 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas. The suites are located directly across the hall from each other and one...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....
Endless Ocean Views at Kahana Reef 315! Your Perfect Maui Retreat.
Kahana Reef 315! The views are never-ending here! Highly desirable third-floor view condo on the Kahana Coast of beautiful west Maui. Appreciate beautiful, unobstructed, panoramic ocean views from your spacious and private lanai. The tropical islands of Molokai and...
Best Location Across Best Beach! New AC throughout
*AFTER LISTENING TO OUR GUESTS REVIEWS, WE HAVE UPGRADED THE AC IN THE CONDO. THERE IS NOW AIR CONDITIONING THROUGHOUT AS OF NOVEMBER 2024*Experience the timeless elegance of traditional Hawaiian decor, enhanced by the modern comforts of this beautifully appointed unit...
Located minutes away from Historic Holualoa village and Kailua-Kona and beaches.
On half acre of lush tropical setting, minutes away from the historic Holualoa village, (driving) home of the best coffee in the world, also 10 minutes away, (driving) from Kailua-Kona and beaches. This room has its own private bathroom and a kitchenette with a...
KR105- South Maui Condo Garden-Level - Lanai with Ocean & Mountain Views
Kealia 105 offers a charming garden-level condo with a picturesque view of Ma'alaea Bay and the West Maui Mountains. The adjacent park's dappled light creates a serene ambiance, providing front-row seats to the breathtaking beauty of Hawaii. During winter, guests can...
Villa 12 at The Lodge at Kukui'ula on Kaua'i
Villa 12 at The Lodge at Kukuiʻula on Kaua'i is a luxurious, private retreat that embodies the perfect blend of traditional Hawaiian charm and modern sophistication. Nestled within the exclusive Kukui'ula resort on the island’s southern coast, this villa offers guests...
Discover Maui Parkshore 408 Beach Access, Stunning Sunsets and Cozy Comfort!
Maui Parkshore 408 offers one of the best locations in Kihei with beach access directly across the street! Dining, shopping, and golf all within minutes! Enjoy a gorgeous Maui sunset from your private lanai. The expansive floor to ceiling sliding glass doors allow for...
Ground-floor condo with ocean views, private lanai, grill, pool, & hot tub
Pali Ke Kua 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the tropical splendor and serene beauty of Bali Hai at this comfortable, ground-level condo. This...
Kihei Alii Kai A 302 - HUGE lanai! Kamaole Beach is steps away
Ocean Views of Kamaole Beach Park from this spacious lanai! Perfect for your morning coffee and the newspaper or an afternoon relaxer watching sunset. Central location makes trips to the beach or shopping/dining a breeze! The third floor location is easily accessed by...
Maui Resort Rentals: Luana Garden Villas 9B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 9B's north-facing orientation offers a shady respite from West Maui's legendary sun, and its designation within our "Grounded" collection at the Luana Garden Villas...
Awesome Diamond/Ocean View Condo! Corner Unit!
Awesome Diamond/Ocean View Condo! Corner Unit!Location! Only 1 block from the world famous Waikiki Beach. Easy walk to restaurants, shops, kapiolani park. Conveniently located near bus lines. This unit is in Tower-I.You will enjoy:- Great Amenities: Pool, hot tub,...
Maui Sunset A518 Top floor Unbelievable Ocean Views
Spectacular ocean views from this 5th floor, 2 bedroom, 2 bath unit at the Maui Sunset.Nicely decorated,lovely kitchen, Property features beautifully manicured grounds, tennis courts, BBQ grills and sparking, large pool and Jacuzzi. Queen size bed, 2 twin beds and a...
Sugar Beach Resort Condo w/ Private W/D, Shared Pool/Hot tub-Near Everything
Sugar Beach Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...