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.
Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona
Consider this apartment your home away from home while you visit Kailua-Kona. This charming space offers a nice living room with a comfy queen bed, perfect for unwinding after a day of exploring. With amenities like WiFi, AC, and a hair dryer, guests can relax and...
WAILEA EKAHI VILLAGE 27C -- HUGE 2 FLOOR TOWNHOUSE WITH SPECTACULAR OCEAN VIEWS!
*****UPDATE: New, mini-split air conditioning system installed in August, 2025*****Ekahi Village 27C is a beautifully-decorated, updated and meticulously-maintained one bedroom, one-and-a-half bathroom condo in South Maui's prestigious Wailea resorts. The condo features...
★ Sandy Beachfront Home ★ Kayak/Laundry/WiFi/Parking/AC.
Please note:- Absolutely no unregistered guests are allowed on the property at any time, day or night. Guest count is strictly monitored with exterior cameras. Violations will termiate a reservation.- The outdoor string lights have been removed.- 2 vehicles are allowed...
Maalaea Milowai 5star 1bed Oceanfront- far from the fire - safe & normal stay
A wonderful modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and dinner at the...
Private Kauai Getaway With Sunsets And Ocean View!
Enjoy sweeping ocean views from this prime condo in the coveted Sunset Kahili community, overlooking Poipu Beach and the sparkling Pacific. Located in the heart of Kaua‘i’s sunny South Shore, this modern island retreat is perfectly positioned near everything the...
Maui Resort Rentals: Honua Kai Konea 606 - 6th-Floor Upgraded 2BR/1BA with Ocean + Mountain Views!
Unquestionably one of Honua Kai's best values, Konea 606 is a rare 2BR/1BA suite that offers the space and privacy of an additional bedroom without the price tag of a standard 2BR/2BA. Enjoy beautiful ocean views, as well as awe-inspiring vistas of the West Maui...
Ocean Suite Life Steps from Surf – Kaha Lani 120
Castle at Kaha Lani Resort #120 - You may never leave the ground floor lanai of this 739 sq. ft. haven fringing the beautiful Pacific Ocean. Tile floors and ceiling fans keep it cool on lazy days spent at home. Other touches include an upgraded kitchen, WiFi, DVD, flat...
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
Maui Kamaole C108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Hilton Waikoloa Pool Pass for stays in 2025
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
Waipouli Beach Resort! Luxury Mountain & Peek Ocean AC Pool
Waipouli Beach Resort! Luxury Mountain & Peek Ocean AC PoolBeautiful 2 Bedroom, 3 Bathroom Condo at #1 Rated 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. Located on the 2nd floor, this well decorated 2 Bedroom, 3 Bath Condo offers easy...
Weekly and monthly discounts / Koa Lagoon direct Oceanfront Condo Unit 607
A spectacular view of the ocean, West Maui mountains, Ma'alaea Bay, and the beautiful, landscaped grounds await you from our direct oceanfront condo lanai. With our condo being a direct oceanfront unit, the sunsets from the lanai are amazing. While relaxing on the lanai...
KBM Resorts | FREE CAR | Napili Point | Oceanfront |Gorgeous 2-Bedroom Villa, Recently Remodeled! NAP-C43
Oceanfront 1-bedroom villa at Napili Point with panoramic views, private lanai, king bed, and full kitchen. Enjoy snorkeling in Honokeana Bay and sunset dining just steps from Napili Bay beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
KONA ALII OCEAN FRONT IN THE HEART OF KONA.....AWESOME LOCATION/GREAT DEAL
Oceanfront 1-Bedroom Condo in the Heart of Kona!Enjoy breathtaking ocean views from this beautifully appointed 1-bedroom, 1.5-bath condo located in a secure, well-maintained complex in the heart of Kailua-Kona. This oceanfront unit is perfectly situated on the second...
Gorgeous Oceanfront Condo, 1 Bedroom, 1 Bath, Sleeps 4
Enjoy 'The Magic of Maui!' on the beautiful beaches of Kaanapali (West Maui)One-bedroom, one-bath, oceanfront condo. Here you will find spectacular views, breathtaking sunspaces, as well as an incredible marine display by our native Humpback Whales. Our centralized, yet...
Kunea Place: North Shore Maui Home with Pool & Tennis Court
Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen,...
KONA PACIFIC B411 -- OCEAN & MOUNTAIN VIEWS! IN TOWN LOCATION!
Welcome to your beautifully remodeled home away from home in sunny Kailua-Kona! This 1-bedroom, 2-bathroom condo at Kona Pacific offers the perfect blend of island charm and modern comfort, ideal for both short getaways and extended stays.What you will love about this...
Newly Renovated 2BR 2BA Condo in the Heart of Kona | Kona Plaza
Newly Renovated 2BR Condo in the Heart of Kona | Kona PlazaExperience the perfect blend of comfort, style, and convenience in this newly renovated 2-bedroom, 2-bathroom condo, located in the highly desirable Kona Plaza complex. Nestled in the heart of downtown...
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Experience the beauty of the Pacific Ocean from this dramatic setting, the panoramic views of neighboring Molokai and Lanai, and the spectacular sunsets from the expansive decks. The sea life is constantly on display, and during whale season, you’ll be thrilled to see...
Charming corner unit at Sealodge - atop the cliffs on North Shore of Kauai.
This charming corner unit at Sealodge sits atop the cliffs on the North Shore of Kauai. A gangway leads you from the parking lot level to the unit's 2nd floor which overlooks a protected canyon greenbelt. Relax with a Mai Tai on the lanai above the tree line enjoying...
MRR Presents Kaanapali Ali'i 213 - Luxurious Ground Floor 3BR Interior w/ Partial Ocean Views & Lawn Area. The Pools, Beach, and BBQs are Mere Steps Away!
Boasting a highly sought-after interior courtyard ground-floor location at the Kaanapali Alii, this luxurious 3BR residence delivers 1850 sq ft of living area and accommodates up to 8 guests. The ground floor residence features partial ocean views from the large...
Cozy & Peaceful Oahu North Shore Oasis - Kahuku
A lovely, peaceful oasis for your wonderful North Shore getaway — “Hale Blue Aloha”🏝This end/corner unit offers nice privacy, away from the foot traffic of other units, just steps from the Fazio golf course 'back nine'. Simple, clean, and cozy, the unit has an...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 5th Floor Interior Courtyard Ocean Views!
This premier tandem package is comprised of two expansive 5th floor interior courtyard two bedroom suites located directly next door to each other. Each suite offers stunning ocean views from a prime 5th floor interior courtyard vantage pointYou are welcome to relax on...
Steps To The Beach ~ Amazing Ocean And Beach Views
Be the first to enjoy the amazing views and sounds of the ocean in a newly remodeled and refurnished condo! You can't get any closer to the ocean than this! The Whaler is located in the heart of Kaanapali Beach where shops, restaurants, golf courses and beach activities...
Gorgeous Views, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #34B3 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Step into a world where the ocean is your neighbor and every moment feels like a dream. Welcome to Kapalua Bay Villa 34B3, a stunning one-bedroom, two-bath townhouse-style villa perched above...
Beautiful Views from 2 bedroom Top Floor! Winter Spec #205
ALOHA AND WELCOME TO HALE KAI # 205. Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home,...
KBV 36G5 Luxurious 1BD Condo w Unobstructed Ocean Views
Kapalua Bay Villas 36G5 NEW LISTING! Experience Luxury with Unobstructed Ocean Views with Central AC, Pools, Tennis Courts. OceanFront Resort Near Golf Courses FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your...
J104 - Closest Maui Eldorado 1BR/1BA Closest to the Beachn
Condo 1 Bedroom + Convertible bed(s), 1 Bath (Sleeps 4-6)The Maui Eldorado is in the beautiful resort community of Ka'anapali, with virtually everything you need at your doorstep, including Whalers Village for shops and restaurants, Black Rock and the famous Ka'anapali...
Kolepa Kai: Beautiful 3 bed/3/5 bath Home
KOLEPA KAI AT KOLOA KAI VACATION RENTALSTropical Paradise on Kiahuna Golf Course in PoipuWelcome to Kolepa Kai, your ultimate Kauai getaway located on the stunning South Shore in the desirable Wainani neighborhood of Poipu. This beautifully appointed 3-bedroom, 3.5-bath...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Recently Remodeled, Expansive views! HKH-425
Luxurious 3-bedroom villa at Honua Kai with ocean-view lanai, Viking gourmet kitchen, spacious living and dining areas. Perfect for family gatherings and unforgettable Maui memories.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Mauna Lani Terrace A303: Oceanview Penthouse w/ AC, Shared Pool & Spa
Recently renovated, this oceanfront penthouse with three bedrooms and three full baths showcases panoramic Pacific Ocean views and offers a stylish, serene setting for your next Big Island vacation. Mauna Lani Terrace A303 boasts an elegant new kitchen, luxurious new...
Makani Sands #207 1brm Beachfront Condo with Balcony on the Ocean
Makani Sands Unit #207 is a beautiful one bedroom condo on the 2nd floor. Easily accessible by stairs or elevator. You will be mesmerized by the sound of the waves and the views out to the islands of Lanai and Molokai. The beautiful outside lanai has table and chairs...
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel Channel named our Poipu Beach “America’s Best Beach” and we can see why. This beach is pristine with soft, clean...
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
207 - Lovely Oceanfront One Bedroom Unit!
* This is one of the nicer one bedroom one bath units at the Kihei Surfside! * This ocean front condo has been significantly upgraded * 70 feet from the ocean - Watch the whales from your private Lanai * 100 feet from one of the finest beaches in Maui - Wonderful...
Modern Ground Floor Retreat - Kihei Surfside #110 - Perfect Oceanfront Grounds!
Kihei Surfside #110 – Ground-Floor Oceanfront Condo with Stunning ViewsLocated just steps from Keawakapu Beach, Kihei Surfside #110 offers the perfect blend of comfort, convenience, and breathtaking oceanfront views. This ground-floor one-bedroom,...
KKSR5202 DIRECT OCEANFRONT, 2ND FLOOR, BEST VIEWS IN THE RESORT! REMODELED!
Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! DIRECT OCEANFRONT RESORT LIVING AT IT'S FINEST!#5-202 at the Keauhou Kona Surf & Racquet Club has 2 bedrooms & 2 baths. Remodeled with Vinyl Plank flooring, New Kitchen & Furniture! It's located on the highly...
Cozy Studio in Resort
Located in Princeville on Kauai's beautiful North Shore, the tropical Ka'Eo Kai Resort is situated among lush green landscaping, overlooking the number 3 fairway of Makai Golf Club with ocean and mountain views. Only a 10 minute drive away from the famous Hanalei Bay or...
Free standing cottage, providing a lot of privacy. Low traffic around property.
Pali Uli 7Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pack your bags and make your way to this piece of Princeville paradise! With no foot traffic or passersby to contend with,...
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
Welcome to Kamaole Sands 7-206, a beautifully updated 1-bedroom, 2-bath vacation rental in the heart of South Maui. Located on the second floor of the highly desirable Building 7, this stunning condo offers the perfect blend of comfort, style, and convenience for your...
Renovated home on corner lot with Bali Hai view, amazing lanais & great location
Hale Lani LanaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An extraordinary amount of space - both inside and out - awaits at this beautiful Princeville home, gorgeously situated...
Maui Vista condo, in the heart of Kihei!
Aloha! Enjoy this recently remodeled 3rd floor (easy access from elevator), 1 bedroom, 1 bathroom condo at the Maui Vista #2306 in South Kihei. This condo is quietly located in the second building, away from traffic, directly above the pool, with a partial ocean view...
Waikoloa Beach Villas F22 offers luxury and comfort
Experience the epitome of luxury living in our second-floor condo, meticulously chosen for its prime location, superior views, and enhanced privacy. Nestled at the end of the complex, closest to the beach, our condo offers a serene retreat with panoramic views of the...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Enjoy stunning island and ocean views, plus the finest in island style luxury living. 60% off Hotel Prices!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina...
KKSR#8101 GORGEOUS 2 BEDR, GROUND FLOOR CORNER, REMODELED, AIR CONDITIONING
A Gorgeous Incredibly Popular Ground Floor Corner Unit at Surf & Racquet Club! No Stairs!This features 2 bedrooms, 2 bathrooms, fully remodeled throughout the unit. Unit#8-101 is a wonderful unit. Immediately upon walking in, you'll notice beautiful upgrades from this...
43-4 Spectacular Views from this Two Bedroom 2.5 bath Puamana Oceanfront Unit
This extensively remodeled oceanfront townhome is the perfect home base for exploring Maui. With a brand-new kitchen, two updated bathrooms, a powder room, new flooring, fresh paint, and all-new furniture, it offers both comfort and style. The breathtaking ocean views...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Location, Location.... Just Steps Away from the Ocean!
This spacious three-bedroom, three-bath oceanview unit offers stunning views of the Pacific Ocean and the island of Lanai from both lanais. Previously located near the historic Puamana Clubhouse and ocean pool, this unit remains a beautiful retreat despite the damage...