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.
Spring Specials! Pool, Hot Tub & AC!
Lovely and remodeled one bedroom condo in the Fairway Terrace complex, in the G building, located in Waikoloa Village. Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level. This condo is nicely located...
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Poipu Sands 233 is a 2 bedroom & 2 bathroom successful vacation rental is located on the Sunny South Shore in Poipu and has a beautiful ocean view from the living room and dining room, kitchen and master bedroom and the spacious lanai that runs the length of the unit!...
Maui Resort Rentals: Honua Kai Konea 516 - 5th Floor 1BR w/ Mountain Views
Konea 516 is a luxurious one-bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited to take advantage of some of the most beautiful sunrises anywhere. Coupled with frequent afternoon rainbows, you will cherish...
Wailea Ekolu #702 Premium 2nd floor 2bd/2ba
Wailea Ekolu 702 is a Premium 2 bedroom, 2 bath top-floor condo ideal for family getaways. This unit was updated in late 2021 with Daikin Split Air-Conditioners in each bedroom and living room. The master suite has a luxurious King bed and the second bedroom has a Queen...
Poipu Beach Estates Plantation-Style Home with Pool
Location and convenience to Poipu's best amenities are what make our Poipu Beach Estates home an excellent choice for your Poipu vacation rental.This home is great for large families or a group of people traveling together, with four bedrooms and four bathrooms, it can...
Waikoloa Beach Villas H32 - Top Floor Villa with Gold Golf Membership!
Our unit is across from the Queens’ Market Place shopping village and has views of the golf course & lake. It is an elegant 2 bedroom, 2 bath top floor vacation retreat with all the comforts of your own home, including gourmet-equipped kitchen with everything you need...
Oceanfront! Ground floor, Corner, Beachfront Unit #113!
Direct oceanfront! Ground floor, corner, beachfront unit - it does not get much better! Mesmerizing views of early morning paddlers on the ocean and lovely pink and orange sunsets in the evening.Remodelled and upgraded with granite countertops, new cabinets, and...
Stylish Island Home Near Beach W/ Park Access, Multiple Lanais & AC
Parkside In PrincevilleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting...
South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10
Christmas Bookings must depart by Saturday the 28th. Puhala Hale is a lovely coastal hillside home boasting stunning panoramic ocean views of the South Kona Coast, offering a pool to lounge, and a recreation room with billiard table and tiki bar. Decorated with...
🌴Beachfront Ocean View Condo! Fabulous Pool! Manicured Lawn Close to Everything
Located on the third floor of Kauhale Makai this well-furnished and fully stocked 1 bed/1 bath condo is available to rent to couples or families with the provided sleeper sofa allowing for four adults to stay together comfortably. You are just a few feet away from a...
Ono Hale: Gorgeous Home with pool. Breathtaking ocean views.
We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches.Cool and quiet. Ono Hale is situated on a very private lot on a quiet street at a perfect...
2 Bed/2 Bath In Kona White Sands Village
Our condo is the perfect place to 'get away from it all' and kick back. We are located across the street from White Sands Beach, a premier boogie-boarding beach that attracts swimmers and snorkelers alike. White Sands beach amenities include staffed lifeguard tower,...
Kihei Beach Resort #107: Your Tropical Paradise
Kihei Beach Resort #107: Your Tropical ParadiseWelcome to Kihei Beach, a delightful six-story beachfront property located in North Kihei, complete with an elevator. Revel in breathtaking views of Kaho'olawe, Molokini, and the sparkling Pacific Ocean in a relaxed and...
NKH 605 Remodeled Oceanfront Condo w Pool AC Ocean Views Year Round Sandy Beach
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
MRR Presents Kaanapali Ali'i 256 - Expansive 2BR Corner Remodel w/ Gorgeous West Mountain Views
Beautifully remodeled, suite 256 boasts views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 5th-floor vantage point. A highly sought after corner location provides abundant natural light and invites in the gorgeous Maui outdoors.While...
Na Hale O Keauhou: Luxury Townhouse with Ocean Views & Resort Amenities
Na Hale O Keauhou is arguably one of the best destinations for travelers who want to enjoy fine dining, golf, snorkeling, diving, manta rays, and more! This quiet gated community includes a pool, hot tub, and BBQ area. Guests may go straight from the car to the home; no...
Kona Coast View Guest Apartment -long term renters welcome!
Looking for long term renters over 3 months or longer! $2100/month Comfortable modern downstairs vacation apartment -SLEEPS: 2 Adults with garden views and its own entrance. Fully furnished with queen bed (sleeps 2 adults) kitchen table and chairs, bar stools and fold...
Napili Shores D-125 - Napili Bay and Complimentary Activities
Napili Shores D-125 is perfect for your Maui vacation. The lanai of this ground floor Napili Shores studio condominium extends into the grass and landscape of Napili Shores Resort. You are only a few steps to the white sand beach that border the tranquil waters of...
Ground-Floor Studio in Paradise w/ a Shared Pool, Hot Tub, & Beach Access
Islander on the Beach 172Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With the crystal blue waters of Kauai's Coconut Coast just a short stroll from your door, you'll love staying...
1 Bedroom, Beachfront, "Live Aloha"
West Maui is open, and guests are welcomed and encouraged to visit now more than ever to enjoy island Aloha on the beautiful “Valley Isle”. “There is an abundance to see and experience. Please be especially respectful and mindful with Aloha and compassion while...
Kksr#6303:Top Floor Condo with Ocean/Golf Course Views and amazing breezes
Beautiful Top Floor Unit in Highly Desirable Building#6 at the Keauhou Kona Surf & Racquet Club. The views from this unit are stunning. Enjoy Golf Course & Ocean Views. Very quiet unit. Repeat travelers LOVE the location of this unit. You'll appreciate soaring cathedral...
KGV 17T8 Remodeled 1BD Kapalua Villa w Pool Near Beach
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Newer-built studio with WiFi, TV, & walk-in shower - close to the beach
Star of Waikoloa Beach Resort - Ainamalu Ohana Guest HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This newer-built studio will be a great getaway while you're in Waikoloa....
Wailea Grand Champions | 75
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an unforgettable escape with its blend of elegance, comfort, and stunning natural beauty.Upon entering Wailea Grand Champions...
Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking
STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...
Special Rates! Akahi C609! Ocean View Escape | Top Floor 1 BR
Kihei Akahi C609, wake up to breathtaking ocean views, sipping coffee on your private lanai, and feeling the cool Hawaiian breeze. This charming one-bedroom condo is located across the street from Kam II Beach.Unwind in Paradise: Nestled on the top floor of the C...
Two-story condo with ocean view, lanai, outdoor pool & AC - near beaches
Puamana 9BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool, fragrant breezes flow through this lofty, two-story condo in Princeville, beautifully situated with a view of the...
Ocean View Lanai! W/D 1Bd/1Bth 20% off Feb - Apr
Keep your eye open for last minute discounts!Currently and through October 31, 2025 we are running a 30% off special for guests who rent 7 or more nights!This newly renovated condo, 2nd floor of a 2 story bdg, is designed for comfort and relaxation, the kitchen provides...
Wailea Grand Champions Condo on Award-Winning Golf Course w/Shared Pool/Hot Tub
Wailea Grand Champions 26Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailea Grand Champions Villas 26 is a wonderful, single-level condo in a luxurious, resort community in South...
Na Hoa River Home, Near Kalapaki Bay, AC Comfort! TVNC #1313
Na Hoa Hale Vacation Home, "House of Friends". Niumalu, Lihue, Kaua'i Vacation Rental. This newly air conditioned home is just 2-miles to Kalapaki Beach, Dukes Canoe Club, and many other shops and restaurants! Learn to surf, stand up paddle, kayak and swim at this...
M.R.R. Presents Honua Kai Hokulani 105 – Ground Floor Interior Courtyard 2BR, Steps to Beach/Pools, Large Lawn Area, Partial Ocean Views!
As the absolute closest two bedroom suite to the ocean at Honua Kai, coupled with the vaunted interior Hokulani location, enjoy unparalleled access and convenience with sand and surf just steps away. Hokulani 105's close proximity to the ocean means that it is one of...
FLASH SALE 🏝 Amazing Ocean Views Over Lush Golf Course! 🌅 - Country Club Villas 226 🩴
Country Club Villas #226 is perfect for 1 - 4 guests. Your view is over the fairway of the Kona Country Club's Ocean Course right out to the ocean beyond. Beautiful ocean views and sunsets from your lanai.• King bed in the primary bedroom• Guest bedroom has a...
Shores Waikoloa - Remodeled 1 Bedroom Condo
******The 2nd Floor Walkway Tile Project is scheduled from July to early September: noisy demolition work will start the week of July 14. It will involve jack hammering and tile removal. This is expected to last approximately one week, give or take a day or two. The...
Kona's Oceanfront Oasis: A Perfect Family Escape!
Welcome to your dream Hawaiian getaway! Nestled in the heart of Kailua-Kona, this stunning oceanfront condo at The Sea Village offers breathtaking ocean views, luxurious amenities, and a perfect location for families. Whether you're here for adventure or relaxation,...
Ko Olina Coconut Plantation 3 Bedrooms Aulani and Four Season Great Location**
Our unit is just across the street from the Disney Aulani and is only about 20-30 mins to Honolulu Waikiki and Pearl Harbor. Our unit offers 3 bedroom 2 full baths and can sleep 8 people comfortably. The master bedroom has a King bed Master bath shower shower the guest...
WAIKIKI,1BD CRN, FREE PKNG WIFI, BEACH ITEMS, NETFLIX, YOUTUBE, NO RESORT FEES!
Last-Minute Deal ! Don’t Miss Out on a Waikiki Escape!The building is a hi-rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one corner-bedroom unit, not a studio, included are ONE FREE ASSIGNED PARKING, FREE WIFI, NETFLIX, YOUTUBE,...
Kauhale Makai 528 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!This beautiful 1 bedroom unit has everything for your Maui vacation. You will love the well maintained kitchen and bathroom. Enjoy your coffee on the balcony while looking at whales and boats and the...
Lovely 3rd floor Corner unit! Bali inspired remodel! Book Winter/Spring!
Kaleialoha #315Superior third floor corner unit with terra cotta tile floors, Bali teak furniture, Gourmet kitchen, BRAND NEW Queen bed, washer/dryer, free WIFI! Recently painted and nicely updated!Near Shopping, Restaurants and all beach activities. Farmer's Market,...
Kona Oasis by Jerny Destinations
Welcome to our professionally designed tropical oasis on the Kona Coast, located on Ali’i drive. Get away from the more populated islands and enjoy true relaxation on the Big Island. This home is the ideal staging point to explore all of the hidden wonders of Hawaii....
Kauai Sunset & Ocean Views from Atop the Plumeria Trees
This location is truly special! While unwinding from a long day at the beach or hiking, I sit on the lanai with a cool, refreshing beverage or lay on the bed with the windows open and I feel like I am in the most luxurious tree house, simply magical. Where else can you...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
Maui Vista 2-301 - Modern and Bright Renovation in Building 2, No Carpet, AC!
Welcome to Maui Vista 2-301, everything in this condo was selected to set the tone for your ultimate tropical Maui vacation, from the locally sourced beach art to the comfortable island-style furnishings. Located a close walk to Charlie Young and Kamaole I Beach, this...
Mana Kai Maui Resort 212
Mana Kai Maui Resort 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui in style here at Mana Kai #212 and make the best memories with friends and...
HUGE OCTOBER DISCOUNTS nat "Majestic Views from our little home under the sun"
ALOHA! Come and enjoy our little piece of Paradise and the majestic views of the beautiful neighbouring islands from our Lanai. You will truly enjoy staying at our beautiful ocean front condo with direct ocean views, and taking in the breathtaking trade winds that you...
Ocean Views & Beach Access at Kamaole Sands 6-102
Highly desirable Kamaole Sands 6-102 offers the perfect ground floor location right across from one of the best beach parks in Maui!As you enter you are drawn to the open, bright and airy island feel of Kamaole Sands 6-102!The Kitchen offers stainless steel appliances...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 1-Bedroom Condo, Steps to Beach! HKH-240
Renovated 1-bedroom Hokulani villa with garden views, gourmet kitchen, private lanai, and easy beach access-perfect for a peaceful Maui getaway.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31,...
Hale Kamaole 340 Third floor condo, easy access to best beach on Maui!
Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master bath has tub and shower...
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Have a great vacation in our 1 bedroom 1 bathroom condominium. This unit is located in South Kihei across from cove park, Charley young Beach, Kamaole 1,2 and 3, rated as one of the best all around beaches in Maui. You can safely swim ,surf, snorkel, picnic, walk, jog,...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Newly furnished remodeled corner condo
This complex is perfectly located in sunny South Kihei, close to the beaches, restaurants and shopping, but far enough away to relax and experience the tranquility of Maui's beauty. You will find yourself just steps away from the beautiful Kamaole Beaches I, II and III,...