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.
Valley Isle Resort #1208 - Vacation West Maui
🚗 Complimentary Parking: Park with ease at no additional cost.🛜 Free Wi-Fi: Stay online with included internet access.🏨 No Resort Fees: Enjoy your vacation without extra charges.🌅 Oceanfront & Beach Views: Stunning views over Kahana Bay.🐳 Whale Watching:...
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- Spacious 473 square foot lanai- Bedroom with 1 king bed and master bathroom with shower- Queen sofa bed in sunken living room- 1022...
4BR Oceanview Villa w/ Infinity Pool, Hot Tub & Mauna Lani Beach Club Access
Summary:Escape to Hale Nanea, a designer 4BR, 4.5BA villa in Mauna Lani’s exclusive Laule‘a community. Enjoy indoor-outdoor living with a spacious lanai with sweeping ocean and golf views, an infinity-edge pool with integrated spa, and SONOS sound throughout. The...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Kahana Reef 420: Amazing Views from this top floor Ocean Front Condo on Maui
Amazing views from this top-floor oceanfront condo. Enjoy views of the island of Molokai and expansive views of the sparkling blue Pacific Ocean right from your private balcony overlooking the horizon. This beautifully furnished condo features rattan furniture with...
The Lodge at Kukui‘ula - Bungalow 15
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying at Bungalow 15 enjoy privileged access to the esteemed amenities of The Club at Kukuiʻula. This exclusive enclave along...
Magic Skies Hawaiian Kingdom Hula Room
Feel emersed in the Hawaiian culture in the Hawaiian Kingdom Hula Room. It is located on the top floor with a King bed, it's a large room with a sliding door which provides access to back lanai with waterfall views, Bathroom is dedicated but is also the bathroom for the...
Kaanapali Alii Unit 135
Welcome to Kaanapali Alii Unit 135, a luxury vacation rental that offers an unforgettable oceanfront experience. This two-bedroom, two-bathroom unit is perfect for families and friends seeking a short-term rental with all the comforts of home. Sleeps up to six guests...
Remodeled Waikiki Studio w/ AC and free Wi-Fi - Bamboo Waikīkī Hotel #705
The studio features an open concept floorplan with a charming island aesthetic throughout. Large sliding glass doors allow an abundance of natural sunlight and lead to a furnished lanai where you can enjoy morning coffee or an evening cocktail. The sleeping/living area...
Studio w/ Balcony & Full Kitchen | Access to Pool
Enjoy comfort and convenience in this cozy studio at Kahana Falls Resort, just moments from the beach. Designed for romantic getaways or solo retreats, the unit features a queen Murphy bed, full kitchen, balcony, and modern bath. With an in-unit washer/dryer, smart TV,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Panoramic Ocean Views | 2 Units, 3 Bedrooms | KBV ML-1990
** 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...
Royal Kahana Maui 1114 Ocean View 1 Bedroom
- 11th floor condo with balcony- Tile & Vinyl plank flooring throughout- Open island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777 sqft/72 sqm-...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Kiahuna Plantation Resort 185 Ocean View 1 Bedroom
Enjoy stunning ocean views from this inviting 2nd floor condo, just moments from the shoreline. With a laid-back island vibe and all the comforts of home, it's perfect for unwinding. Unit 185 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
Kapalua Golf Villas Partial Ocean View 1 Bedroom
Golf Villas Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
7 Mile Miracle Beach House
Beautiful fully furnished home on the very famous and highly coveted Ke Nui Road. It has direct beach access in front of Gas Chambers, and also world-famous surf spots, Rocky point (100 yards to the east), and Pipeline (300 yards to the west). This home is a surfer`s...
OCEAN VIEW WESTIN VILLA FOR THANKSGIVING, NEW YEAR’S, JULY 4 1400SF 2BR
We invite you to enjoy the luxury and relaxation that only Westin can deliver at the Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) which is located on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Leaf House by Gather, your serene...
Perfect Family Vacation! Relax on Waikiki Beach, 3 Awesome Units, Pool
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Mauna Kea Villa 3003 - Exquisite Gated Private Estate
This exquisite, single-level, gated, oceanview private estate offers a sunken great room with sliding glass pocket doors for indoor/outdoor island living, a magnificent kitchen with top-of-the-line appliances, custom cabinetry, and woodwork, as well as a dining table...
1 Bedroom Ocean View at Honua Kai Resort & Spa, Pool, Free Parking
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Cute Cabin for Two Surrounded by Nature for a Peaceful Getaway in Kealakekua, Hawaii
With Bathroom, and Hot Indoor Shower. Free Wireless Internet. Sleeps up to 2. Enjoy a restful stay in this cabin, featuring two twin beds that easily convert into a luxurious king with premium bedding for a peaceful night’s sleep. Refresh in the indoor hot water...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily cleaning...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...
Hawaiian Pakele-Ocean View Estate
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Moani Heights Three Bedroom + Den
Welcome to this stunning 4-bedroom, 4-bath residence in Moani Heights, offering unobstructed views of the Pacific Ocean and the Kohala Coast. This beautifully designed home features an open-plan living and dining area with a cozy sectional, pool table, updated kitchen...
3 Bedroom Cottage - Platinum
The three-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
Waikiki Beach Walk Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki...
Honua Kai | 5 FREE Rental Cars | KBM Resorts | Well Appointed, Magnificent views | 5 Units, 6 Bedrooms | HK ML-1748
** 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...
FANTASTIC! Ocean View Marriott Waiohai beach club 2 BDRM villa
, Full Resort AccessWelcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered...
Kapalua Bay Villas | 3 FREE Rental Cars | KBM Resorts | Whale Watching | 3 Units, 4 Bedrooms | KBV ML-2068
** 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...
Wailea Elua Village 1504 - 2 Bedroom Ocean View Condo
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach. The...
Lovely 4-bedroom 3-bath house in Kailua-Kona Hawaii.
Get ready to relax in this 4-bedroom house in Kailua-Kona. With 2 king beds, 1 queen bed, and 1 bunk bed, this gorgeous property is perfect for families or groups of friends. The 3 bathrooms come equipped with showers and hair dryers for your convenience. Located across...
Mauna Kea Villa 3033 - Magnificent Sunny Villa
This magnificent, single-level, oceanfront estate offers a sunken living room with designer furnishings, a 65" smart TV, and sliding glass pocket doors for indoor/outdoor island living, a true epicurean kitchen with professional-series Wolf, Sub-Zero, Miele and Gaggenau...
Instant Aloha! Footsteps away from waves, sea life and sunsets.
Your Koloa adventure begins at this fabulous 1-bedroom condo. The cozy space features a king bed and a futon, full kitchen, internet everything for a pleasant stay. With amenities like AC, a hair dryer, and an iron, your comfort is guaranteed. Full bathroom with powder...
Modern 2BR/2BA Upstairs Home | Gated Wailuku Property | Central Location
*For bookings with arrival dates during November 2025, we will donate money to the Maui Food Bank to feed a family of four this Thanksgiving*Enjoy a modern Maui stay in the heart of historic Wailuku Town—a local favorite known for its small-town charm, walkable shops,...
Royal Kahana Maui 1012 Oceanfront 1 Bedroom
- 10th floor condo with balcony- Tile and vinyl plank flooring throughout- Updated island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with walk-in tiled shower with grab bar- 1 king bed and 1queen sofa bed- 777 sqft/72 sqm-...
Lovely Two Bedroom Westin Ocean Villa Oceanfront Resort
Experience paradise at The Westin Ka'anapali Ocean Resort Villas. The property is on 26 lush acres with breathtaking views of the ocean. Nestled between the shimmering Pacific Ocean and West Maui Mountains, this resort is your pristine surfside retreat on Maui's...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, 9th Floor Stunning Deluxe Ocean & Mountain Views!
This rare 7BR offering brings together four neighboring 9th-floor residences at Honua Kai, each featuring elegant finishes and a combination of breathtaking ocean and mountain views from high above the palms. Elevated above the neighboring resort wings, these suites...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines...
Ilikai Hotel Lite #1534: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Royal Kahana Maui 517 Ocean View Studio
- 5th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Kiahuna Plantation Resort 84 Royal Garden 1 BD
Experience island charm in this garden-view, one-bedroom condo just moments from Kauai’s most famous beach. With a welcoming cottage style and space for up to four guests, it's the perfect spot to unwind Unit 84 Garden View Deluxe 1 Bedroom 1 Bath• Walk out to the...
Modern Studio Beach Vistas
Summary:Upscale remodel with high-end furnishings studio oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resort's many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from...
Alii Cove U2 Beautiful Ground Floor Spacious 2 Bedroom With Ac
Alii Cove#U-2 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~Ocean views from this unit!~No stairs! Walk right into the unit, there...
NEW! KBM Resorts | FREE CAR | Napili Point | Oceanfront | Spacious, 2-BedroomBeach Amenities! NAP-C32
** 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...
Poipu Luxury — 2BR 2BA A/C Condo with Resort Amenities, Walk to Beaches & Trails
*** HOT NEW LISTING ***Unwind and discover paradise at your private sanctuary in Poipu Kai. This spacious, elegantly updated 2-bedroom, 2-bath A/C condo blends comfort, privacy, and adventure—perfect for couples or families. Set amid lush gardens and featuring modern...