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.
J104 - Closest Maui Eldorado 1BR/1BA Closest to the Beachn
Condo 1 Bedroom + Convertible bed(s), 1 Bath (Sleeps 4-6)The Maui Eldorado is in the beautiful resort community of Ka'anapali, with virtually everything you need at your doorstep, including Whalers Village for shops and restaurants, Black Rock and the famous Ka'anapali...
Kolepa Kai: Beautiful 3 bed/3/5 bath Home
KOLEPA KAI AT KOLOA KAI VACATION RENTALSTropical Paradise on Kiahuna Golf Course in PoipuWelcome to Kolepa Kai, your ultimate Kauai getaway located on the stunning South Shore in the desirable Wainani neighborhood of Poipu. This beautifully appointed 3-bedroom, 3.5-bath...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Recently Remodeled, Expansive views! HKH-425
Luxurious 3-bedroom villa at Honua Kai with ocean-view lanai, Viking gourmet kitchen, spacious living and dining areas-perfect for family gatherings and unforgettable Maui memories.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Mauna Lani Terrace A303: Oceanview Penthouse w/ AC, Shared Pool & Spa
Recently renovated, this oceanfront penthouse with three bedrooms and three full baths showcases panoramic Pacific Ocean views and offers a stylish, serene setting for your next Big Island vacation. Mauna Lani Terrace A303 boasts an elegant new kitchen, luxurious new...
Makani Sands #207 1brm Beachfront Condo with Balcony on the Ocean
Makani Sands Unit #207 is a beautiful one bedroom condo on the 2nd floor. Easily accessible by stairs or elevator. You will be mesmerized by the sound of the waves and the views out to the islands of Lanai and Molokai. The beautiful outside lanai has table and chairs...
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel Channel named our Poipu Beach “America’s Best Beach” and we can see why. This beach is pristine with soft, clean...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
KKSR5202 DIRECT OCEANFRONT, 2ND FLOOR, BEST VIEWS IN THE RESORT! REMODELED!
Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! DIRECT OCEANFRONT RESORT LIVING AT IT'S FINEST!#5-202 at the Keauhou Kona Surf & Racquet Club has 2 bedrooms & 2 baths. Newly Remodeled with All New Vinyl Plank flooring, Brand New Kitchen & Furniture as of July...
Cozy Studio in Resort
Located in Princeville on Kauai's beautiful North Shore, the tropical Ka'Eo Kai Resort is situated among lush green landscaping, overlooking the number 3 fairway of Makai Golf Club with ocean and mountain views. Only a 10 minute drive away from the famous Hanalei Bay or...
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
Welcome to Kamaole Sands 7-206, a beautifully updated 1-bedroom, 2-bath vacation rental in the heart of South Maui. Located on the second floor of the highly desirable Building 7, this stunning condo offers the perfect blend of comfort, style, and convenience for your...
Renovated home on corner lot with Bali Hai view, amazing lanais & great location
Hale Lani LanaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An extraordinary amount of space - both inside and out - awaits at this beautiful Princeville home, gorgeously situated...
Maui Vista condo, in the heart of Kihei!
Aloha! Enjoy this recently remodeled 3rd floor (easy access from elevator), 1 bedroom, 1 bathroom condo at the Maui Vista #2306 in South Kihei. This condo is quietly located in the second building, away from traffic, directly above the pool, with a partial ocean view...
Waikoloa Beach Villas F22 offers luxury and comfort
Experience the epitome of luxury living in our second-floor condo, meticulously chosen for its prime location, superior views, and enhanced privacy. Nestled at the end of the complex, closest to the beach, our condo offers a serene retreat with panoramic views of the...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Enjoy stunning island and ocean views, plus the finest in island style luxury living. 60% off Hotel Prices!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina...
43-4 Spectacular Views from this Two Bedroom 2.5 bath Puamana Oceanfront Unit
This Puamana oceanfront townhome has just undergone an extensive remodel. The renovated unit features a new kitchen, two new bathrooms and a powder room off the living room, new flooring, new paint and new furniture!! The amazing view remains the same, but now it can be...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Location, Location.... Just Steps Away from the Ocean!
This three bedroom, 3 bath oceanview unit is perfectly situated near the historic Puamana Clubhouse and the ocean pool. Both lanai's offer direct views of the Pacific Ocean and the island of Lanai. Come and experience Hawaii like a local. Three roomy bedrooms await you....
Second-Floor Condo with Gorgeous View, Bikes, Lanai & On-Site Pool/Hot Tub/Gym
Pili Mai 2KOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your own private paradise at Pili Mai in Poipu, where you'll wake up each morning to gorgeous views of Kauai's...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise!...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
🏖️TRUE Oceanfront | Panoramic Sunset View | No Stairs | vrKCV
vrKCV - Sea Village 4104, Professionally Managed by Kona Coast VacationsTRUE Oceanfront | Panoramic Sunset Views | No Stairs | Portable AC in BedroomWelcome to the 'Turtle House' at Sea Village, a stunning 1-bedroom, 1-bath oceanfront condo overlooking world-famous...
Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai
View! View! View! Imagine sipping gourmet coffee while enjoying the stunning ocean views and listening to the birds chirping! Imagine waking up to the mesmerizing sight of the ocean from the comfort of your bed! Imagine a sunset dinner on the lanai or taking a nap on...
Beautiful Kamaole Beach Park two bed two bath Condo
No need to load the family in the car, just grab the cooler, beach chairs, umbrellas, and beach towels ( all provided in your unit) and take a 2 minute walk to three amazing sandy, safe beaches with lifeguards: Kamaole 1, 2, & 3 Beaches. Maui's finest beaches for...
Premium Ocean Views at this 2bd/2ba Loft Unit *BRAND NEW AC THROUGHOUT*
For the Latest COVID-19 Travel Rules, copy and paste the below into your web browser:/travel/?fbclid=IwAR2v5vCpvV6KP3yQdn_Qz7Z9yfj8kR2pOdZPMvKdTbSgGPjuf_m6DunHHGUPala Hinu Cleaning Services (our cleaning contractor) is dedicated to ensuring that your rental is safe and...
Hawaiian Style Princeville Condo with Panoramic Ocean and Bali Hai Views!
Pali Ke Kua #105 is a perfect honeymoon or couple's romantic getaway! A Kauai vacation condo with beautiful interior design, featuring spectacular panoramic views of the ocean and legendary Bali Hai. Ground floor unit with easy access to the paved path leading to...
Gorgeous remodeled oceanfront views
Mahana 308 is a 1-bedroom, 1-bathroom condo with free Wi-Fi, central AC, and an in unit washer and dryer. Unit 308 sleeps up to 4 guests. The bedroom is equipped with king-size bed and the living room with a queen-size sleeper sofa for additional sleeping space. The...
Stunning Oceanfront!! Swim W/ Turtles!! Short Walk to Beach!!
CONTACT US FOR LAST MINUTE "FILL- IN" SPECIAL RATES!! . OUR CONDO IS NOW AIR-CONDITIONED!! This beautiful oceanfront condominium has an unobstructed ocean whitewater surf view. We are at ground level. Nobody is above you nor below you. Only thing above you is a grassy...
Beautiful, additional new updates, golf course views! Huge 2/2 K. Royal #A301
This spacious, beautiful end unit welcomes you to Kaanapali with EXPANSIVE RESORT AND GOLF COURSE VIEWS! The huge, private lanai boasts it's own BBQ for those nights when you want to enjoy dinner at home while gazing at sunset colors and starry skies! Two master suites...
🏖️Top Floor | Amazing Golf & Mountain Views | Walk to Resturants | vrKCV
vrKCV - Fairway Villas Waikoloa A31, Professionally Managed by Kona Coast VacationsWelcome to Your Dream Hawaiian Getaway at Fairway Villas Waikoloa!Discover paradise at Fairway Villas Waikoloa A31, a top-floor penthouse nestled in the heart of Waikoloa Beach Resort on...
Newly Renovated-new furnishings and new paint. 2101 Waikoloa Colony Villas
Waikoloa Colony Villas 2101Please scroll down for detailed information Bedding Configuration:Master Bedroom: Queen BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two...
Roof deck views, hot tub, big kitchen, 3200sf, 2 BBQs
Stay at beautiful Hale Aloha Kona: Large fully-stocked kitchen2 gathering spaces☞Spacious great room in main living☞2nd great room in Ohana3 Decks☞Rooftop Deck - Breathtaking 360° ocean & mountain views + BBQ☞Hot Tub Deck + 2nd BBQ☞Screened Fitness DeckGreat...
FIVE STAR MAUI CONDO FIRST CLASS GOLF AND BEACHES PRICELESS....nnnnnnn
The condo has been completely remodeled from top to bottom everything is brand new. Includes central air which most units don't have. New granite counters tops throughout the condo. New Wifi in the condo. Top of the line washer, dryer, refig and dishwasher all...
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Paniolo Hale K4 - Moe Maluhia - A Place Of Peaceful DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the beautiful oceanfront condo you've been searching...
PK F208 Kaanapali BeachFront Condo w Ocean Views Pools
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Beachfront in Sunny Kona
Located on a quiet oceanfront property just south of commercial Kona, this two-bedroom two-bath vintage cottage boasts a large covered lanai, classic Hawaiiana furnishings and a grassy yard with parking. With one queen bed and three twins, it’s ideal for a small to...
5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, Unit#2-201!
Kona Coast Resort #8-204 is a beautifully maintained 2 bedroom, 2 bath condo that has all of the amazing amenities of a 5-Star Resort! You are able to enjoy the two Swimming Pools (one “family” pool with a children's pool and one quiet spa pool), three Jacuzzis,...
Contemporary condo with coastal decor
Maui Vista 2414 is a 2-bedroom, 2-bathroom condo offering partial ocean views and air-conditioning. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a Queen-sized bed in the master bedroom, a King-sized bed in the guest bedroom, and...
Classic Beachfront Studio Apartment Right On Charley Young Beach
Say Aloha to this beautiful, oceanfront property and charming 2nd floor studio perched on a bluff overlooking Charley Young Beach. True Hawaiian style is based on informality and lacks pretense. That's exactly what you’ll find here, a humble home situated on a...
Maui Kamaole I-205; 2 bedroom ocean view condo
The Maui Kamaole complex is a deluxe AAA 3-Diamond ocean view property. Amenities include 2 pool and recreation areas, including one with a waterfall and sand-bottom tropical spa/hot tub, and gorgeous landscaped grounds, as well as 2 new tennis courts.Beautiful Kamaole...
Stunning ocean views with a well-equipped kitchen
Papakea G303 is a 2-bedroom, 2-bathroom, single-level third-floor condo that can accommodate up to 5 guests. The living area offers plenty of seating, with bar stools, dining table with chairs for four, and sofa, with an additional outdoor dining area on the lanai! In...
Maui Resort Rentals: Honua Kai Hokulani 538 - Upgraded 1BR w/ Partial Ocean & Mountain Views!
Hokulani 538 is a luxurious one-bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains. Recently upgraded with new flooring, sofa sleeper, furniture, and artwork, you will have plenty of space to relax in the...
Includes Mauna Lani Beach Club Pass! Fairways at Mauna Lani 1506
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The swimming pool will be closed for Maintenance Mon-Fri from 8:30am-4:30pm Oct 6-27, 2025. Dates may be subject to change due to unforeseen delays.Fairways at Mauna Lani 1506. Includes Mauna...
Newly Remodeled & Furnished, Spacious 2BR Condo
Elegant, clean, spacious, and with an abundance of natural light. Welcome to Hau'oli Ohana Hale (Happy Family Home), located on the lush and tropical North Shore of Kaua'i, in the resort community of Princeville at Hanalei. This convenient ground floor Mauna Kai condo...
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2 bedroom/2.5-bathroom condo consists of a 2-story layout with high ceilings. It is the best location in the complex, situated on the...
Maui Resort Rentals: Honua Kai Konea 638 – Luxurious 6th Floor 1BR Suite w/ Partial Ocean Views!
Konea 638 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and Maui's neighbor island Lanai from its sixth-floor vantage point. Due to its unique vantage point, Konea 638 is one of the rare Honua Kai 1br suites to feature ocean...
Remodeled condo in the heart of Hilo with pool, lanai & walkable location
Waiakea Villas 4-124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself in the heart of Hilo at this centrally located condo, newly and beautifully remodeled with every...
Oceantfront Dream- 2 Bedroom/2 Bath Expansive View - Corner Unit
Beachfront condo #410 is a 2 bed/2 bath corner unit in building 10, on the southern edge of the property. Corner units in end buildings like this mean, extra windows with a more expansive ocean view & extra light. In this case it also means an extra-large lanai that...
Nicely Renovated. In The Heart of Kailua-Kona, Just Steps From the Ocean.
Hawai’i is open and Kona is more beautiful than ever. We are using CDC cleaning guidelines. Our place has cleaned ductwork AND repaired and wonderfully cool AC. We have purchased new clothes washer and refrigerator. All we are missing is you! 2 Bedrooms and...
Aloha Condos, Kanaloa at Kona, Condo 1203, Fairway View, AC
Peek-a-Boo Ocean Views from Both rooms of the CondoCovered Front and Back LanaisBeautiful Teak Furniture, Window Coverings, & LinensBeautiful Furniture, Window Coverings, & LinensCable TV in 2 RoomsCeiling Fans Throughout (2)• Oceanfront Location• Sunset Views Year...