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.
2 min to beach Ocean View W/King Bed & AC at Papakea Ocean Front Resort
Escape to Paradise – Oceanfront Comfort & Value at Papakea Resort, West MauiWelcome to our fully remodeled, ocean-view condo at the renowned Papakea Resort, West Maui’s hidden gem. Located just a 2-minute stroll to North Kaanapali Beach, our north-facing unit offers...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
Kona Bali Kai #241
Kona Bali Kai #241Our 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 hidden gem on the Big Island of Hawaii! With sand and surf literally steps away, you won't...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkNEW TO OUR INVENTORY and FULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2022) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer. FREE Wi-Fi and parking at nearby...
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...
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...
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...
🌴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...
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...
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...
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....
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!This newly renovated condo, 2nd floor of a 2 story bdg, is designed for comfort and relaxation, the kitchen provides everything needed for a gourmet meal. This unit also has a washer and dryer in the unit. This newly...
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. Accommodates up to 6 guests, including children and infants.This newly air conditioned home is just 2-miles to Kalapaki Beach, Dukes Canoe Club, and many other shops and restaurants!...
Beach Luxe Remodel on Ground floor
This 2 bedroom 2 bath condo located on the ground floor is a remodel. With the remodel completed in December 2019, this condo is clean, modern and has an upscale beachy vibe. The stylish kitchen has grey modern cabinets and Calcutta quartz countertops. White walls and...
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
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...
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!
WAIKIKI 1BD CRN FREE PKNG, NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS!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 studio. Included are ONE FREE ASSIGNED PARKING, FREE WIFI,...
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...
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...
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...