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.
Awesome Kihei Condo Across from the Beach !!
Our love of Hawaii has lead us to Maui. We were drawn to Kihei by the relaxed lifestyle, the proximity to some of the most beautiful beaches in the world, great diving, snorkeling, and local golf. The beauty of the ocean sunsets in Kihei is not to be missed.Hale Kamaole...
Spectacular 3 BD/ 3 BA Oceanview!
Welcome to Papakea! Located on the ocean between the Kaanapali and Kapalua world-class golf resorts and minutes from shops, restaurants, and galleries. Papakea is a 13 acre oceanfront resort with the true aloha feeling of Maui. Our unit is H403, a fourth floor 3...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!
Ocean front doesn't get any closer! Enjoy the beach and the views' in this fully remodeled gem. Open the windows and let the ocean sounds take over! Brand new kitchen, custom made furniture, AC in all rooms, and beach access makes this vacation rental the perfect...
Haleakala Shores A-308 - Ocean/Mountain Views, Stylish 2br/2ba, Lanai, AC, Wi-Fi
Wake up to breathtaking Pacific Ocean and Haleakala Mountain views in this beautifully remodeled 2‑bedroom, 2‑bath condo. Thanks to its expansive 50‑ft of windows and a tranquil garden‑facing lanai, the open concept living area feels bright and spacious....
Cold Plunge and Sauna at this Modern Home with Amazing Golf Course Views!
Absolutely the best location on Kauai with stunning views of the lush mountains of Namolokama. Close proximity to Princeville Shopping Center, with shopping and eateries, Princeville Park and Library, and the Makai Golf Course. Minutes from "Hideaways Beach", Kenomene...
Honomu Place
This unique and beautiful tropical home offers 3200 sq ft of lovingly designed tropical comfort. Starting with essentials, nothing is missing in the huge open plan kitchen. Bake trays, multiple knife and fork sets, colorful crockery and more pots and pans than you will...
Honua Kai K204 Last Minute Spring Specials for a Relaxing Tropical Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 204, an expansive two-bedroom, two-bath retreat (1,250 sqft plus a generous 250 sqft lanai) that blends...
Ground Floor Oceanfront Condo Steps to the Beach at the Peaceful Kuleana Resort
The views from this remodeled and upgraded (April, 2013- Present) ground floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. Step off your lanai and you are only 25 feet from...
Three bedroom remodeled home in older residential neighborhood of Hilo.
Three bedroom remodeled family home close to downtown Hilo. Three bedroom, two and a half bath. Open Living Area (Living Room, Dining Room and Full Kitchen.) Large backyard and plenty of parking. Great for families, close to everything. Amenities: high speed internet,...
🏖️Beautiful Ocean Views | Includes access to Mauna Lani Tennis & Fitness facility! | vrKCV
vrKCV - Mauna Lani Terrace J101, Professionally Managed by Kona Coast VacationsWelcome to Mauna Lani Terrace J101! This stunning 2-bedroom, 2.5-bathroom ground-floor condo offers an idyllic retreat with ocean views, a spacious interior, and easy access to the resort's...
Heavenly OCEAN VIEWS throughout JOYFUL "Home of the Opening Flower" A/C 4Br3Ba
Spectacular, exhilarating OCEAN VIEWS, throughout open-plan home, from both inside and out, including, from all these areas: the entry hall, the kitchen, dining room, 20-ft tall great room, and from three of the four bedrooms, plus from the lanai's and from the back...
NICELY REMODELED-GROUND FLOOR-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is fully equipped with everything you need to have a great vacation experience. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Ocean Front Property G-112
1 bedroom, 2 Baths, sleeps 2, has a California King Size Bed and is beautifully decorated.Whales can be seen jumping from your living room or lanai. We have two beautiful pools and hot tubs at each location. Flowers are everywhere and you will get a private parking...
Maalaea Surf, Unit A5-2 Bedroom Beachfront Townhouse, AC, Wifi, TV, Kitchen
Maalaea Surf, Unit A5 is a 2 bedroom beachfront townhouse on the second floor which offers our guest total privacy. It is located directly on the beach. This condo features everything including central AC, Wifi, TV, fully furnished kitchen, 2 outdoor pools, tennis and...
Haena Place: Tropical Paradise on Kauai's North Shore
Haena Place is a well appointed vacation rental home situated at the edge of the world-famous Napali Coast and some of Kauai's best beaches! Surrounded by lush tropical greenery and turquoise views of the Pacific Ocean!Escape to paradise and indulge in the ultimate...
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai!n.
Aloha! You're Renting My Privately Owned No Smoking Condo at the Oceanfront Wyndham Resort Providing a Wonderful Vacation, Honeymoon or Anniversary"Walk Right In, Sit Right Down, Daddy Make Yourselves At Home" (An Old Song) Everything needed is in abundance, just buy...
Oceanfront-Penthouse Suite
An INCREDIBLE Location ~ High End ~ NEWLY RENOVATED ~ Gorgeous Gorgeous GorgeousQUIET and PRIVATE with Forever Blue Oceanfront Views from every room. Relax to the Sound of the Crashing Surf below and feel the Coastal Breezes surround you. This is a Unique and Very...
Hale Koko - Gated & Private Hidden Gem, 1 block from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Hawaiian Oceanfront Paradise at Royal Mauian Resort Unit #304/2 bedroom/2 bath
This perfect 2 Bdrm Condo, Unit# 304, is located right on the beautiful and sandy Kamaole I beach. The best beach on Maui! Enjoy eating all of your meals on the large lanai prepared in the fully equipped kitchen. Cal King size temperpedic bed in master with oceanfront...
Oceanfront Sunsets in heart of Kona
Located on the oceans edge and in the center of Kona, sits this resort style condo with a bohemian feel, it has all the amenities on Alii drive. The condo has its own tidal pool to swim and snorkel and launch kayaks from when the waves are calm. Fishing from the shore...
❤️PiH❤️ Endless Ocean Views Villa ★ Gorgeous Mauna Kea ★ Ocean and Mountain View ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Ocean Views, part of our Hawaiian Luxury Collection. Endless Ocean Views at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
OCEANFRONT/Elevator/AC/Surfers
OCEAN FRONT BEAUTY! ABSOLUTE OCEANFRONT WITH STUNNING VIEWSAIR CONDITIONING, WIFI, PARKING, Netflix ELEVATOR ACCESS & ASSIGNED COVERED PARKINGOCEANFRONT POOL, HOT TUB, WEBBER GAS BBQ AND OUTDOOR SHOWER - COMPLETELY REMODELLEDCENTRALLY LOCATED - CLOSE TO BEACHES,...
Waipouli Beachfront Condo w/ Balcony + Ocean Views
Leave your worries on the mainland while you stay at this immaculate 2-bedroom, 1-bathroom vacation rental on Kauai. Located in Kapa’a, this condo provides its guests with a perfect launching point for beaches and activities on the east side of the island, and easy...
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Wailea Elua #2003 – Elegant Ocean View Living with Ground Floor ConvenienceDiscover serene oceanview living at Wailea Elua #2003, a beautifully remodeled 1-bedroom, 2-bathroom condo with convenient ground-floor access. This upgraded unit offers comfort, privacy, and...
Kona Mansions | 5-minute Walk to Honl’s Beach
Summary:With ocean views, short distance to Honl’s Beach, and onsite amenities including inground pool and outdoor grill, Kona Mansions #A303 offers all the best of a getaway to the Kona Coast. Maximum occupancy strictly enforced in accordance with local...
Big Island Hilo Hawaii
Big Island Hilo HawaiiOur 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 this tropical haven on the Big Island! Nestled near the stunning, picturesque Hamakua...
Welcome to H208, 2nd floor, Great location, QUIET section of resort
Aloha and welcome to Maui!We have a collection of Beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and villas.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali Beach, considered one of the...
Private Garden Cottage on 5 acre country estate /Walk to the Botanic Gardens!
Aloha! Our country estate is in Onomea, 6 miles north of Hilo, on 5 tropical acres with garden and ocean views. Onomea Guest Suite is a private cottage with garden views of flowering royal Poinciana trees, sweeping monkey pod trees, mango, lychee, mountain apple trees,...
❤️PiH❤️ Coconut Telegraph House ★2024 Hilton Pool Passes ★ Relax & Rejuvenate in luxury
Welcome to Coconut Telegraph House, named after one of the owners favorite songs. Just like the song goes, you can hear it on the Coconut Telegraph that everyone knows what an amazing place this is to unwind and rejuvenate.The Coconut Telegraph House provides a perfect...
KULALANI 501 - LARGE 2 SUITE, 2 STORY TOWNHOME + GARAGE
KULALANI 501 - Two Master Suites, Two Levels, New Furnishings, Steps from the Pool!Welcome to Kulalani 501 ~ A beautiful 2 bedroom 2.5 bath townhome retreat with vaulted 20 foot ceilings, three lanais including one with a built in barbecue grill and sink, 2 - zoned air...
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Description of CondoOur beautifully decorated one bedroom/one bath oceanfront condominium is at Maalaea Kai in beautiful Maalaea Maui. We are always working to keep our condo updated and as nice as we can. In 2017, we installed beautiful bamboo flooring in the living...
Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate
This amazing Honua Kai one-bedroom, one bath located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable!We provide you with those extra amenities that make a difference, including comfortable beach chairs, an umbrella, BBQ...
Honua Kai K206 Kaanapali Beach Condo w Pool for Summer Fun and Beach Chic Decor
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 206, a freshly redesigned 2-bedroom, 1-bath residence nestled within the Honua Kai Resort on West Maui’s...
Sleeps 10, Great Ocean view condo at Papakea
Great ocean view, our condo is just 95 yards from the ocean.Spacious 4th floor condo with large loft.We completely remodeled the condo in March-June 2020. There is an entirely new kitchen, all new appliances, all new flooring, new paint, new beds and mattresses, new...
Spacious Hawaiian style condo with central air conditioning in all rooms
TA# 109-391-1552-01Welcome to Nihilani! This large second floor Hawaiian style home is comfortably furnished with dining area, 2 living areas, 2 bedrooms, 3 full bathrooms and laundry. There are also 2 beautiful lanais with seating and dining areas. Both bedrooms have...
Alii Kai I, Mountain View Condo on Spectacular Ocean Cliff
The Princeville Resort is located on the beautiful north shore of Garden Island of Kauai. Surrounded by incredible beauty are the perfect backdrop for world-class golf with outstanding views and challenging play, sightseeing, and all outdoor activities like swimming,...
Ka Hale Lehua - a 3br/2.5ba home across from the beach in Hanalei
TVNCU-5102 - TA# 170-568-9088-01 - "House of Flowers"Ka Hale Lehua is located 200 feet from Hanalei Bay, one of the most spectacular bays in all of Hawaii. The beach access is literally across the street!In the downstairs area of this charming Hawaiian home, you have...
FROG POND Cozy, streamside family cabin for 3 - 4
Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with two children. Hear the rush of our waterfall and adventure in our...
Welcome to Kanaloa at Kona #3602 2-bed, 2-bath w/ stunning ocean views and more!
Aloha and Welcome to Kanaloa at Kona, #3602. Turn moments into memories with your friends and family at this fantastic property. Enjoy an incredible ocean view at this 2-bedroom, 2-bathroom, high-speed internet, beach views, and more!Upon entering #3602 at Kanaloa in...
Sweet retreat close to the ocean. Where natures sights and sounds delight soul.
GE-186-363-6992-01 TAT186-363-6992-01This colorful 2 bedroom 2 bath home is Hosted from the front cottage. Close to all the fun Puna has to offer. The quiet setting has privacy with room for family & friends. Let the sound of the waves rock you to sleep. Maybe even hear...
Luxurious Westin Ka’anapali 1bd/ba PREMIUM Island view villa 900 sq ft
Named the #1 “Best Beach in the USA” by TripAdvisor (2023), the Westin Ka'anapali Ocean Resort Villas is set on West Maui's North Kaanapali Beach.Good news! Self-parking is free! This timeshare is a 1bd/ba premium villa—900 sq ft—the larger side a lockoff villa...
Breathtaking, unobstructed tropical sunsets
Valley Isle 1105 is a 1-bedroom, 1-bathroom condo located on the 11th floor, and offers ocean views from your private lanai and a private washer/dryer. This resort has elevators for easy access. Unit 1105 can accommodate up to 4 guests. The master bedroom boasts a...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
Stylish 2bd condo with bright, airy interior
Welcome to Kuleana Unit 104, a breathtaking oceanfront condo nestled in the serene West Maui resort area. This stunning 2-bedroom, 2-bathroom retreat spans 1300 square feet and has been meticulously remodeled with top-notch finishes and furnishings, ensuring a luxurious...
Ko Olina Beach Luxury Villa Rental, West Oahu, Hawaii
Luxurious splendor and tropical tranquility await you in this beautifully appointed two-bedroom condo located at the world-class Ko Olina resort. The Oahu beach villa’s signature design features exotic woods, natural stone finishing, and expansive panoramic ocean view...
Luxury 3-Bedroom Villa with Expansive Ocean and Lagoon Views
Your vacation starts once you arrive at the Ko Olina Resorts with a big smile and friendly wave entering the 2-mile community of premium coastal views, four crystal-clear lagoons with white-sand beaches, a championship golf course, and a full-service marina for...
SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor
It doesn't get much closer to the ocean than this! Kahana Reef is just steps away from the water, with amazing views of the ocean and the islands of Molokai and Lanai. Whether you lay in a chair on the grassy front lawn, sit at the lanai, walk to the sandy beach next...
M. KoOlina Beach Club Oceanfront Resort, Beautiful, Tropical Oceanfront Retreat!
Please choose a Friday through Sunday check-in for a seven night stay. Rates are based on a garden view and will fluctuate for holiday weeks. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as...
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...