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.
Honu Hale Waikiki: 2BDR Spacious Panoramic View
Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...
PREMIERE location of Napili, with 116 EXCEPTIONAL REVIEWS!
Aloha, enjoy stunning scenery and serenity at our home on the 'Point Oceanfront' at Napili Point on Maui with unobstructed views of the Palilolo Channel, Molokai and Lanai. Our home is the most premier location in Napili. Discover the advantages of being on the 'Point'...
Champion Ridge Oasis by Gather: 3BR Luxury Villa in Gated Community w/ Mountain
Welcome to Champion Ridge Elegance by GatherDiscover luxury living at its finest at Champion Ridge Elegance by Gather, a single-level retreat in the prestigious gated community of Champion Ridge at Mauna Lani. This stunning 3-bedroom, 3.5-bathroom home offers...
Ekahi Village Gem -- 34C -- 2BR Ground Floor Corner Unit
Welcome to Paradise!!This 2 Bed, 2 Bath Luxury Ekahi Village Unit is impeccably appointed and maintained. Starting Summer 2019, it is being offered to rental guests for the first time in over 20 years. We purchased this first floor corner apartment at Ekahi Village...
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Ground floor villa - 1-minute to the beach
Kahana Villa E111 is a 2-bedroom, 2-bathroom ground-floor condo that offers an open-concept layout and partial ocean views depending on your location inside. Unit E111 can accommodate up to 6 guests. Walking into the upstairs master bedroom, you will find 2 queen-size...
Sugar Beach Resort #120: Just Mere Steps to the Ocean from this 1 Br Condo
Adventurous Beachside Condo with Easy Beach AccessLiterally only a few steps to the beach where you can feel the sand between your toes before dipping them into the warm Pacific Ocean. This ground-floor condo is the perfect location for your beach-side Maui getaway.This...
Beautiful Mauna Lani Home with access to the Private Beach Club.
This spacious Hale Honu townhouse has an open floor plan providing 2174 sf. of luxurious living (plus over 400 square feet of covered outdoor lanai). It features 3 ensuite bedrooms and a guest half bath. Villages 619 has mahogany trims and doors, upgraded countertops in...
Breathtaking Ocean, Kohala Coast, 4 Volcano Views, Fountains, Pool, Spa, Estate
Book October 4th through November 3rd and automatically get 30% off the published rate! OR ...Book at least 30 nights from November 4th through December 8th to get 20% off the published rate! THIS DEAL WON'T LAST LONG!"HOUSE of SINGING WHALES" is a 3 bed/3 bath 1 acre...
Beautiful Kihei Condo on the Water with best prices
Unit B105 in sunny Kihei, is a ground floor walk in condo with a large lanai. Located at the ocean end of building B, in The Waiohuli Beach Hale property. WBH is a small two level peaceful uncrowded complex with lush tropical landscaped gardens, waterfalls, and a 60' x...
Kapalua Bay Villas With Stunning Elevated Views 1 BD/2BA
MAUI IS CALLING AND YOU MUST GO Your Tropical Paradise Found Kapalua Bay Villa 31-B2 Inhale the delightful island air and feel the relaxation begin KAPALUA - “ARMS EMBRACING THE SEA” Maui - The ‘Valley isle” Voted #1 vacation destination *A Vacationer’s Dream...
Maui Resort Rentals: The Whaler 1001 - Upgraded 10th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
Private Ocean Views A/C Pool BBQ & More
Paradise Found! Step inside and you will be inspired by the Sapphire-Blue Ocean View. In the evenings take in the starry sky while lounging on one of the two furnished lanais. When in season, view Humpback Whales and Laysan Albatross. Enjoy the private BBQ & dine...
Stunning Ocean View Studio Unit #313 has 117 reviews, score of 9.8 out of 10!
Unit #313*********WONDERFUL LOCATION, GREAT UNIT*******This remodeled Ocean View Studio is beautifully decorated. The many personal touches will make you feel at home in this unit and you will Love spending time relaxing on the lanai. You will enjoy gazing at the...
605 - Top Floor, Luxury Oceanfront, Newly-renovated with A/C! 1/1.5
Oceanfront condo with NEW luxury renovation July 2023 with A/C in both bedroom and living area.* FREE HI SPEED INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * Ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui -...
Kapaa Sands 2- Ocean Front 2 Bedroom Multi-level
Coastal Charm Hideaway – Oceanfront Escape at Kapaa Sands 2Welcome to Coastal Charm Hideaway, a delightful 2-bedroom, 1.5-bath oceanfront retreat at Kapaa Sands, where the beauty of Kauai's east shore meets the comfort of island living. Enjoy stunning ocean views,...
1 Bedroom Oceanfront Penthouse - Valley Isle 1209
Enjoy this relaxed and private, direct ocean front penthouse condo on Kahana Bay. Spectacular views of Molokai, Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now you’re in Maui. This...
Guest House on gorgeous tropical private 3 acre estate perfect central location.
Located on the Big Island of Hawaii, this detached studio guest house is fully furnished, very private, with vaulted ceilings on a beautifully landscaped 3 acre privately enclosed property. Property has a gated entrance with private gate code, grounds security system,...
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
Aloha! We welcome you and your family to our Beautiful and Fully Remodeled 2 Bedroom Suite, Konea 218 at Honua Kai.~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~Condo Renovations:When we purchased the condo we wanted to add our own touches and make it a unique stay for our...
Kapalua Golf Villa 23P 5&6: 2BD Spring Special!
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Kapalua Golf Villa 23P 5&6, a beautifully updated 2-bedroom, 2-bathroom retreat offering the ultimate island luxury, comfort, and convenience. Nestled in the heart of one of Maui's...
🏖️Beautiful | Private | Fablous Ocean Views! | Private Pool |vrKCV
vrKCV - Mahi Iulani, Professionally Managed by Kona Coast Vacations Welcome to Mahi Iulani – Your Private Tropical RetreatNestled on the gentle slopes of Kona, Hawaii, Mahi Iulani is a luxurious tropical villa where tranquility and privacy meet the glow of stunning...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Awesome Panoramic Ocean Views - Best Beaches - Great Location - Nicely Equipped
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located at the end of the hallway, away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect...
Honu Lani - Oceanfront Home with Pool and Amazing Views!
Youtube Video Presentation - https://youtu.be/cXeJePt8tlIRelax from your back yard while enjoying sunrise to sunset views from the pool, lanai, and master bedroom of this open and spacious 3 bedroom, 2.5 bath getaway vacation dwelling. The superb design offers high open...
Mountain Oasis: Modern Plantation Home
ua Hua Hale, a beautiful 3-bedroom, 1-bathroom plantation home that sits on a half an acre of lush landscaping and fruit trees. Its name, derived from the Hawaiian word for "home that bears good fruit," reflects the abundance of fruit trees such as oranges, avocados,...
11th FLOOR 2 BED LAHAINA TOWER SLEEPS 8 OCEANFRONT MARCH 15-22, 2025 WHALE VIEWS
You will feel like you are in true luxury in the Lahaina Towers. It has 2 bed, 3 bath, full kitchen with blender, dishwasher, etc. washer and dryer, Jacuzzi tub, OCEANFRONT From master and second bedroom, living area, kitchen, fully equipped, dining room, living room...
"Peggy's Place" - Premier Beachfront Condo for Families -- Direct Beach Access
Just bring your swimsuit and Aloha spirit to Peggy's Place, a recently remodeled beachfront condo on Maui's best family beach. Step right onto the sand and enjoy stunning oceanview sunsets, soak up the sun with the included beach gear, or fall asleep to the sound of...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1205 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
Wailea Beach Villas | G302
Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, complete with a built-in Viking...
Kaanapali Alii: Newly renovated (2023); amazing top floor views
The Kaanapali Alii is in on beautiful Kaanapali Beach - a prime destination in Maui and one of the top beaches in the world. The Alii is an oceanfront resort located between the Marriott and Westin, and has a fabulous courtyard and 3000 square foot state-of-the-art...
Condo with Ocean View
The Shores of Maui overlooks the beautiful ocean. Enjoy your coffee watching the surf or the breaching whales, fall asleep to the sound of the waves, and watch the sunset as you sit in the hot tub. This unit is on the ground level, so you can walk out to the pool with...
Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!
This private ranch-style home is located in the Lanai Villas section of Poipu Kai Resort. What makes this house special is the enclosed tropical backyard with a gate that leads out to a secluded greenbelt path for a short walk to Grand Hyatt, Shipwreck Beach and the...
Updated ocean-view condo with 2 pools & hot tubs - walk to beach / dining
Maui Banyan H404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach is calling to you from across the street at this updated ocean-view condo. For endless sun-soaked leisure,...
FULL OCEAN VIEW, 2nd Floor 2 BR/1 BA, BEST STAND-UP PADDLEBOARDING ON MAUI!
2037 S Kihei Rd, Kihei, HI 96753 US, LOCATED 50' FROM THE BEST SURFING COVE IN South MAUI WITH AN UNOBSTRUCTED OCEAN VIEW, our condo is on the second floor of a FRIENDLY 16 unit complex. From the living room and private lanai you will have VIEWS FROM MAKENA TO THE WEST...
Super cute-great location -close to everything needed for a perfect vacation!
This charming condo provides you with a comfortable, easy and convenient way to enjoy your Maui vacation. This super cute unit is located in an excellent location between Kaanapali and Kahana/Napili. It's across the street from Honokowai Beach Park, so you can walk to...
Maui Eldorado ~ G108 ~ Stay in the Heart of Kaanapali
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Bliss with Spacious Living, Private Lanai, and Unforgettable SunsetsE Kō Mo Mai! (Welcome!) Embrace the spirit of aloha as you step into your personal sanctuary, where...
Bright and Airy 2BR with Loft in Princeville
Welcome to your Hawaiian retreat—a newly renovated 1,300-square-foot townhouse offering the perfect blend of comfort and island living. This split level unit, backing onto serene green space, provides an exclusive setting for your island vacation.Property Highlights*...
Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!
This chic two story 3bdrm/2bth townhouse is located on the west side of Molokai in a quiet residential complex, located right on the beach! Your Molokai island getaway starts here! Offering one of the best locations on Molokai since it's located along one of Molokai's...
Waipouli Beach Resort Beautiful Ocean View Condo
Oceanview! Beautiful! Luxury Gorgeous Oceanview from Living Room, Dining Area and Lanai. Located in Coveted Oceanfront H Building, a one bedroom, two bath condominium at the "New" Waipouli Beach Resort on Kauai. This 2nd floor, oceanview with custom decorated Tommy...
Polo Beach Club | 409
Polo Beach Club 409 is a luxurious oceanfront vacation rental located in the world-renowned beach vacation destination of Wailea. This two-bedroom, two-bathroom condo offers a premium beachfront experience with direct access to Polo Beach out front and stunning ocean...
Kehena Moana Kai - Amazing OCEANFRONT Private Retreat
Perched in the sunbelt at the edge of a dramatic oceanfront sea cliff, this honeymooner’s paradise sits in the heart of the lush Puna District rainforest on the Big Island of Hawaii. With two air-conditioned bedrooms, this private cliff house retreat accommodates up...
Hanalei Bay Resort,2 Bedroom, AC Bali Hai & ocean views!
Hanalei Bay Resort unit 7101-2 is a privately owned and cared for two bedroom suite featuring countless amenities to please every guest. The condo features 1,324 square feet of spacious living area, with quality furnishings, with the living room freshly painted and...
Hale Moana - Ocean Front
HALE MOANA AT KOLOA KAI VACATION RENTALSOceanfront Elegance with Panoramic Views on Kauai’s South ShorePerched above the shimmering waters of Kukuiula Bay, Hale Moana is a luxurious oceanfront retreat that blends timeless charm, sophisticated design, and breathtaking...
One of the Most Spectacular Views at Sealodge in Princeville, Kauai
This premium Sealodge vacation rental has one of the most spectacular views in all of Princeville, Kauai! It is perched on an oceanfront cliff with expansive views of the Pacific Ocean, Kauai north shore coastline, Anini reef and Kilauea Lighthouse. From the lanai or...
Orchid House - Pool and Endless Ocean views!
ORCHID HOUSETA # 087-311-0016-01With magical views of the Mokuluas from most rooms, this 3 bedroom, 4 bath custom home was just renovated using exotic hardwoods and stone from around the world. Features include solid hardwood floors, granite countertops, slate stone...
Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern
Experience the beauty of Wailea from the moment you arrive in your spacious and stylish villa. Situated in a secluded position of the Grand Champions resort property you can relax on the lanai and take in the views, get to that book you’ve been meaning to read, or...
Well Equipped Kitchen: 3Br Resort Luxury Condo-Private Beach Club, The Villages
COVID-Conscious Cleaning and Management Practices - Free long distance calls to US mainland, Canada and Puerto Rico. Free wireless internet and HBO and Showtime movies. You can Check Out on any date marked in Red on availability calendar.Enjoy a $1 million Luxury,...
Home in Kona, Hawaii
Take it easy at this unique and tranquil getaway. Who doesn’t dream of coming to Hawaii and staying in an original built Hawaiian home set on an acre surrounded by coffee, mango, avocado, papaya, passion fruit trees and much more! Surrounded by Kona coffee farms and...
Hanalei Bay Villas #17 - a 3br/2.5 ba ocean view condominium in Princeville
Hanalei Bay Villas #17 is a beautifully remodeled stand-alone condominium. This luxurious bungalow already had panoramic views of Hanalei Bay and the Hanalei Mountains and the interior reflects the beauty of its surroundings. Beautiful travertine tile floors, smooth...
Hale Kamaole #309 Spacious Ocean View Family Vacation Condo Near Kamaole Beaches
This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two bedroom plus loft, split level unit has over 1300 square feet of living area. Completely furnished in a casual, comfortable...