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.
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Maui Resort Rentals: Honua Kai Konea 344 – Extra Large 1BR w/ Partial Ocean Views!
Konea 344 is an expansive one-bedroom suite that offers vistas of the tranquil blue Pacific Ocean and views of Maui's neighboring island of Lanai. You will have plenty of space to relax in the 780 sq. ft. interior because this suite boasts one of the largest one-bedroom...
SPECTACULAR OCEAN VIEWS! COMPLETE REMODEL! HONU HALE!
A Honu Hale! The views are breathtaking! This beautiful remodel features Quartzite counters through out. All new cabinets, Kitchen Aid stainless steel appliances, beautiful tile flooring, and all new furniture, art, and furnishings.This Hawaiian hale is the perfect...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
Welcome to Ko Olina Kai 1047B, a peaceful island retreat in the heart of Kapolei, HI. This beautifully appointed three-bedroom, two-bath condo spans 1,427 square feet and blends modern comfort with relaxed island charm—perfect for families, long-term travelers, or...
Tranquil Private Getaway w/ Pool, Hot Tub & Lanai!
Come and enjoy the very best at this spacious four bedroom custom home with its own private pool and views of Kauai's majestic mountains. Close proximity to Princeville shopping center, with premier boutiques and eateries, Princeville Park and Library, and Makai Golf...
Hawaii Life Rentals Presents Hale Ohana Nui
Hale Ohana Nui is a gorgeous, custom-built five-bedroom, six and a half bath home, located in the prestigious resort community of Princeville and features panoramic ocean, mountain, and waterfall views from over 1600 square feet of covered lanai space. Set high above...
BEAUTIFUL OCEAN VIEW(END UNIT)WIFI&AC
Kona Isle Complex,74 units,library and meeting room with WIFI and on-site manager.This second story condo second from the end unit,near ocean front. The lanai gives the visitor a wonderful view not only of the ocean and palm trees but the beautiful garden area and the...
🌊 Wonderful Oceanfront Condo Newly Renovated! 🌅 - Hale Kona Kai 206
Complete and Total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation; all bedrooms and...
Sugar Beach Resort Condo w/ Ocean View, Private W/D-Swim, Surf, and More
Sugar Beach Resort 318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Makena Surf G203 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G203 is a luxurious oceanfront vacation condo located on the second floor of the exclusive Makena Surf resort on Po\'olenalena Beach, Maui. This secluded beachfront property offers the ultimate in tropical island relaxation, providing a peaceful retreat for...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei`s restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu`s North Shore.Discover...
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious one-bedroom condo located in a tropical oasis in the heart of...
Ocean-view condo with furnished lanai & pool - walk to beach & dining
Kailua Village Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central access to the best of Kailua-Kona from this breezy, ocean-view condo at Kailua Village. Cool...
Outrigger Paradise Hale Wa a Pale with Private Pool!
Summary:Kona Wa'a Paradise Getaway is nestled in a beautiful, sought-after residential neighborhood, offering breathtaking ocean and lanai views stretching from Kona town to Keauhou.The Space:We provide 2 beach chairs 1 cooler for guest use.Please note that the unit...
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
Please note, this is a permitted vacation rental property. Maui County Permit: STMP 2016/0002, Hawaii Tax Numbers: TA-042-382-9504-01, GE-042-382-9504-01. Maui County Tax Number: TA-042-382-9504-01, Maui County TMK: (2) 2-4-007:017Welcome to the perfect location! This...
Xmas Wk 12-21 to 12-28-25 Westin Kaanapali Ocean Villa 2 br, Oceanview, Deluxe
PRICE REDUCED to $850/night -- about the same cost for one, small, standard resort hotel room nearby! This two-bedroom, ocean-view, deluxe unit is one of the largest units on the property and (as of now) is available seven nights, checking in on 12/21/25 and checking...
Upgraded 2 Bed/2 Bath oceanfront property at the Royal Sea Cliff Central A/C
E Komo Mai to our Hale Pau Hana "house of no work”When you step into our slice of paradise at the Royal Sea Cliff, all your worries magically check out! **Oceanfront Bliss** Experience the magic of the Pacific Ocean right from your Lanai. Enjoy breathtaking ocean views...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Spacious 1 Bedroom Condo w/full Kitchen & Parking
Located just 2 mins walk to the sands of Waikiki Beach and the Pacific Ocean, our condo offer 1 Queen bed in the bedroom and a futon in the living room to sleep a total of 4 guests.The full kitchen makes cooking at home a breeze should you want to watch the budget.We...
Direct Ocean Front One-Bedroom Condo at the Iconic Ilikai Hotel
This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline.Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on the spacious lanai. The...
Entire ocean view1 bedroom apt poolside
Hawaii Transient Tax TA-110-236-4672-01Oceanview 1 bedroom 1 bath in a premiere central kihei location. Across from the south end of kalama park and cove beach park. The renovated apartment features fully equipped kitchen, granite countertops, 60' flat screen tv with...
New Listing: Vast ocean views with Hawaiian decor
Welcome to Lokelani C104, a charming one-bedroom, one-bathroom oceanfront condo that comfortably sleeps up to four guests. This ground-floor unit features a king-size bed in the serene master bedroom, along with a sleeper sofa in the living area. The bathroom,...
2 Bedroom Vacation Condo - West Maui - Great Location!
Nice Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning, snorkeling, and whale...
Ocean & Garden Views Await at Wailea Ekahi 34B: Spacious 1BR/2BA Ground Floor
Welcome to Wailea Ekahi 34B where lush tropical foliage surrounds you and views of the majestic Pacific await! This updated 1 bedroom / 2 bathroom unit is the perfect setting for your Maui vacation. This ground floor unit boasts incredible ocean and garden views! Enjoy...
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Pats at Punalu'u | Spectacular Ocean & Mountain Views | Community Pool | 4 Mi to Polynesian Cultural CenterLive like a local at this 3-bedroom, 2-bath Hauula vacation rental condo where sand and surf are just outside your door! Fall asleep to the sound of waves and wake...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Near Everything
Sugar Beach Resort 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Spectacular Unobstructed FULL Oceanfront Unit
Nestled within the picturesque Kihei Beach Resort, this enchanting 1-bedroom, 1-bathroom unit invites you to experience the allure of an authentic Hawaiian aesthetic, effortlessly blending modern comfort with the timeless charm of the Aloha spirit.As you step inside, be...
Winter Specials! Family Friendly, Close to Beaches!
This is a lovely, spacious 3 bed & 3 bath condo located in the desirable Waikoloa Village within the Paniolo Greens complex, C-206. It's only minutes aways from wonderful beaches, a grocery store and plenty of hiking and sight-seeing! The kitchen has been renovated...
Kihei Beach #307- Your Oceanfront Oasis
Kihei Beach #307 – One-Bedroom Beachfront Condo with Two BathroomsWelcome to Kihei Beach #307, a remodeled one-bedroom, two-bathroom beachfront condo offering panoramic views of the Pacific Ocean and neighboring islands. With modern upgrades and a prime location on...
Seclusion & luxury in west Maui! Condo #212
Unit 212 has a spectacular view of Honokeana Cove and Molokai Island across the Pailolo Channel. The Cove is home to dozens of turtles and offers sheltered snorkeling and paddle boarding above coral formations and tropical fish. This attractive two-bath unit sleeps five...
KBV 32B4 New Listing Oceanfront Kapalua w Spectacular Ocean Views
Kapalua Bay Villas 32B4 NEW LISTING Oceanfront 1Bedroom, 1Bathroom, Kapalua Villa with Spectacular Ocean Views! Escape to Maui at this charming 1-bedroom, 1-bathroom condo in Kapalua Bay Villas. This west Maui oceanfront home offers amazing ocean views that will...
Poolside Gem- Kealia Resort #102 -Ground-Floor - Walk Right Out to the Beach!
KEALIA RESORT, #102Welcome to Kealia Resort #102, a charming ground-floor oceanfront condo designed for the perfect tropical retreat. Step from your private lanai directly onto Maui’s longest stretch of sandy shoreline, where you can enjoy morning walks, days filled...
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
LARGE LANAI condo directly located across from beautiful Magic Sands Beach!!! (sands appear and reappear at this beach depending on swell and current). Come stay at this perfect beach condo that sleeps 6! This condo is very spacious with 2 bedrooms, 2 bathrooms, also a...
Royal Mauian 601: Stroll to Shops, Dining, & Witness Haleakalā's Majesty!
Royal Mauian #601 – Upgraded Top-Floor Retreat with Mountain ViewsRoyal Mauian #601 offers a unique Maui experience with its top-floor privacy, completely upgraded interior, and sweeping views of Haleakala and the lush island landscape. This two-bedroom, two-bathroom...
Sugar Beach PH21 - Direct Oceanfront 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Just Renovated!Beautiful views from a great unit. You will love the well maintained, upgraded corian kitchen and white cabinetry. Enjoy your coffee on the top floor balcony while looking at whales and...
Save up to 30% Instantly on stays thru 5/31/25! Whaler 456-Oceanview,1B/1B,AC!
Experience unparalleled oceanfront living at Whaler 456, where breathtaking views of the Pacific Ocean surround you from the spacious lanai to the master bedroom and throughout the entire residence. This exceptional condo offers sweeping vistas of the crystal-clear...
Hale Kai O Kihei condo with pool & free WiFi - swim, surf, & more
Hale Kai O Kihei 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Walk to Beach! HUGE 5 bedroom, 5 bath with Pool!!
This wonderful beach house with private pool is perfect for all your vacation needs! Centrally located one short block from beach and walking distance to Magic Sands and Kahaluu Beach Park.Permitted 5 private bedrooms all with their own bathroom . The upper level has...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
Beautiful 1bd ocean view condo, many upgrades
Papakea G207 is a 1-bedroom, 1-bathroom condo on the second floor and can accommodate up to 4 guests. Featuring a recently upgraded kitchen and bathroom with beautiful finishes. Unwind in the comfortable living room with new flooring throughout the condo. A sofa that...
Beachfront, Ocean View, Polo Beach Wailea/Makena #306
Unit 306 is a 2 bedroom and 2 bath condo located on the third floor at the Polo Beach Club. The Polo Beach condo's sleep 6. Please call for very latest openings as there may be a new booking in progress. Polo Beach Club has both ocean front and Prime (on sand) ocean...
2BOF4 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Classic Hawaiian Charmer - Spacious and Cheerful w/ Wraparound Lanai
Alii Kai 1201 is a light-filled, classic Hawaiian getaway in the heart of Princeville! Your home-away-from-home has two comfortably furnished bedrooms (king sized in the master suite, queen sized in the guest bedroom), a well appointed living and dining area, and a...
Maui Resort Rentals: Luana Garden Villas 5D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is ideally situated within Enclave One of the Luana Garden Villas. Its desirable southern orientation creates a bright, welcoming ambiance for you and your family. Its placement within our “Elevated” collection offers a heightened level...
Gorgeous renovated corner unit just 1 block to Waikiki Beach! FREE Parking!
Niihau #805 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2024) from floor to ceiling...
OCEAN FRONT! Paradise in Kona! Best Location!
GET LOST IN PARADISE!! Absolute BEST location with direct ocean front view at historic Alii Drive. This unit is upgraded with tropical island theme. We are 15 mins from the Kona airport and ocean fronting!!!FAST INTERNET!! for those of you decided to escape to paradise...
Million Dollar Views...Affordable Rates...Traveling on a Budget?
The view will take your breath away from the second you walk in until you leave. On the slopes of Haleakala, this second floor unit is high enough to have breath taking views but just over a mile from award winning beaches. Dinner on the lanai (balcony) while watching...
Direct OCEANFRONT, Rare Enclosed Lanai, AC - Maui Kai 804
Experience elevated island living at this beautifully updated 1-bedroom, 1-bathroom oceanfront condo at Maui Kai Resort on North Kaanapali Beach. With unobstructed views of Lanai and Molokai, a fully enclosed lanai for extended living space, and central air...
Sunny condo with pools, hot tub & washer/dryer - near swimming & surfing
Maui Kamaole I105Our 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...
KBM Resorts | FREE CAR | Honua Kai Konea | Mountain view | 1-Bedroom Condo with Easy Access to Beach! HKK-424
** 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...