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.
NS D127 Studio w Pool Near Beach and Gazebo
Napili Shores D127 Cozy Studio at Napili Shores in Beautiful West Maui near The Gazebo 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...
WAILEA JEWEL; NEAR BEACHES; SHOPS/5 STAR HOTELS; CONVENIENT!
ALOHA and welcome to our unit in Wailea Ekolu, A two bedroom, two bath condominium on the ground floor. Our condo is located in the beautiful, lush, and spacious Wailea Ekolu Village. Ekolu is located in the five-star resort area of WAILEA. Our condo sleeps up to 6 and...
Kauai Exclusive - Princeville Honu Condo 2A
This comfortably priced condominium is a highly sought-after commodity on the desirable North Shore. With up-to-date amenities, a classic Hawaiian motif, and an incredible location, you can’t go wrong! Two bedrooms easily sleep up to 4 guests, while a two-level...
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
Kahaluu Beach Holmes is a great vacation rental property with a spectacular view! We are located a short 300 feet from Kahaluu Beach, one of the Island’s premier snorkeling beaches. Our home offers unrivaled views of the beach and a panoramic view of the pacific ocean...
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...
Kona Plaza#210 REMODELED BEAUTY 1/1 IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#210. It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This 2nd floor unit of Kona...
Kauai Princeville Luxury Vacation Home
Couples vacationing together will find that this home has an open layout and airy rooms suitable for a lively gathering with friends, while also offering space for some quiet-time and privacy.Princeville is the gateway to Kauai's north shore and a myriad of activities....
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out from the living room, dining room, kitchen, and master bedroom, a breathtaking ocean view awaits, complemented by a spacious...
Wailea Ekolu #702 Premium 2nd floor 2bd/2ba, Panoramic Ocean Views, Near Pool
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...
South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10
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 beautiful Hawaiian art throughout, the open floorplan 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 750 ft...
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 #107 – Ground-Floor One-Bedroom Beachfront CondoWelcome to Kihei Beach #107, a beautifully remodeled one-bedroom, two-bathroom condo with convenient ground-floor access. Just steps away from Sugar Beach, Maui’s six-mile stretch of golden sand, this condo...
Shores at Waikoloa Beach Resort 19 - 2 Ensuite & Loft
Summary:This luxurious 2 bedroom + loft villa is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The Waikoloa Beach Resort features...
NKH 605 Remodeled Oceanfront Condo w Pool AC Ocean Views Year Round Sandy Beach
Nani Kai Hale 605 Remodeled BeachFront Condo with Breathtaking Ocean Views, Split AC, BeachFront BBQ and Loungers. Enjoy Front Row Whale Watching and Year Round Sandy Beach Walks FREE daily activities included with your stay value up to $554! Complimentary admission,...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Oceanview Suite
Freshly Renovated 2 Bedroom Oceanview Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited, make the most of your vacation time with an out of this world oceanview experience. Why pay for a small hotel room when you...
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...
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 you...
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....
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
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...
Top floor! Direct view! Sleeps 6! Highly Desirable! #213
ALOHA AND WELCOME TO HALE KAI # 213YOUR BLISS IN PARADISE Our condo is situated so close to the ocean that when you first open the door, it seems as though you could dive right in. So close in fact that your favorite pastime might just be kicking back on the lanai,...
Now Available Beach Luxe Remodel on Ground floor! Easy Access!
This 2 bedroom 2 bath condo located on the ground floor is a remodel. This recent remodel s clean, modern and has an upscale beachy vibe. The stylish kitchen has grey modern cabinets and Calcutta quartz countertops. White walls and contemporary Nick Kuchar art will make...
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 King-size...
Shores Waikoloa - Remodeled 1 Bedroom Condo
Shores Waikoloa is a gated community surrounded by the dramatic lava fields that encompasses the Waikoloa Resort.You will find that our one bedroom unit with new Central AC is the perfect location for your next vacation and offers everything you need for a relaxing and...
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!
HEART OF WAIKIKI 1BD CRN FREE PKNG, NOT A STUDIO ,NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS! 2 QUEEN BEDS AND 1 QUEEN SOFA BED.The building is a hi-rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one-bedroom unit, not a...
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...
Hale Kamaole 339 Ultra Modern 2 Bedroom with Loft next to Beach
Book with us and come to Maui to explore everything we have to offer!This meticulously updated and well maintained air conditioned 2 bedroom with loft has everything you need to relax in luxury! Conveniently located very close to world class beaches, hiking, shops, and...
Lovely 3rd floor Corner unit! Bali inspired remodel! Book Winter/Spring!
Kaleialoha #315West Maui Welcomes You Back October. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and...
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...
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...
Islander on the Beach 214 - New Listing
Enjoy a beautiful garden with peek ocean view in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 214 is beautifully decorated with quality, island-style furnishings: a king bed with a full size sofa sleeper accommodates up...
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 Front Paradise with Hot Tub in Hawaiian Paradise Park Kea'au
A serene oceanfront retreat tucked away along the scenic Beach Road in Kea’au, Hawaii. Experience the Big Island’s natural beauty where the sound of crashing waves against the cliffs and tropical breezes greet you every morning.This charming 3-bedroom, 2-bath home...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 1-Bedroom Condo, Steps to Beach! HKH-240
** 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...
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...
Pacific Shores A105 Ground Floor Prime Location To Pool And Beaches!
Ground Floor S. Kihei Retreat. Steps to Pool and Beach!Aloha! If you're looking for the ideal home away from home in Maui, you've just found it! Welcome to Pacific Shores A105, a charming 2-bed/2-bath corner unit, perfectly suited for families or couples seeking a fun...
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,...
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,...
Only non- resort beach neighborhood in Kohala Resort Area.Old Hawaii
Puako is the only non-resort community on the coast between the Waikoloa and Mauna Kea resorts on the Big Island. Puako Beach Drive runs along the coastal reef for two miles with many beach accesses. It is one of the best diving areas in all of Hawaii. It was home to...
Don`t Miss Out on Your Home Away From Home!
The perfect home away from home vacation rental furnished with everything you will need for a memorable stay. 2 Bedroom, 2 Bath, fully equipped kitchen and a washer/dryer in the unit. This unit can sleep six, has been remodeled and upgraded to perfection! Each Bedroom...