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.
Centrally Located Elegant Vistas
Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Complete remodel in October 2022. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of...
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Discover Paradise at Lagoon Tower by Hilton Grand Vacations – 2 Bedroom Oasis
Located within the iconic Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower is your gateway to a vibrant tropical escape filled with unforgettable family fun, breathtaking views, and endless relaxation. Just steps from the legendary Waikiki Beach, this is...
Kona Coast Ideal 1BR Space w Pool. Escape to bliss
Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.Kona Coast Resort offers...
Kaanapali Alii 1106
Welcome to Kaanapali Alii 1106, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking, unobstructed views of the Pacific Ocean and neighboring islands Lanai and Molokai. Ideal...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Grand Suite | 2 Units, 6 Bedrooms | HK ML-1117
** 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...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 3 Bedrooms | HK ML-1670
** 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 207 Oceanfront 1 Bedroom
- 2nd floor condo with balcony- Tiled floors throughout- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777...
Golf Villas Ocean View 2 Bedroom at The Kapalua Villas Maui, Full Kitchen, Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
*Hono Kai A15* New Listing! New remodel! Maui condo steps to the sand!
Hono Kai A15 offers tranquiity with garden views. This ground floor unit is immered in rich tropical foliage from your spacious private lanai only steps from the complex beach access! Newly remodeled and decorated with Aloha. King bed and quality sleeper sofa,...
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a...
Papakea H302 1BR Condo with Spectacular 180º Ocean View & Central AC 🏄♂️ 🌞!!!
*** Papakea H302 is undergoing a complete remodel that will be completed by the end of January 2026. The pictures you see here now were taken before the remodel. Once the remodel is completed, new pictures will be posted. The current pricing is reflective of the...
Maui Ka’anapali Villas #A407: One bedroom ocean view
Maui Ka’anapali Villas #A407: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
Kapalua Ridge Villas Gold Ocean View 2 Bedroom
Ridge Villas Gold Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed...
Aloha and welcome to our family friendly home of 50 years!
Located a 5-minute walk from Kamaole Beach III; our 1200 square foot condo can accommodate up to 6 people comfortably and is our little piece of paradise.The open concept living space includes a kitchen equipped with all the amenities; a dining table for all six guests...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Makaha Vista Retreat by Gather: Mountain View Home w/ Pool, Hot Tub & Views
Nestled in the serene, gated hills of Makaha Valley, this airy three-bedroom retreat blends minimalist island design with modern comfort. Just minutes from world-famous Makaha Beach, it’s a peaceful base for families, couples, or extended groups seeking space, light,...
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single shower Bedroom 2: queen bedSecond bathroom: full bath with shower/tub comboLivingroom sofabed: 1AC: Portable AC in...
The Lodge at Kukui‘ula - Cottage 12
Welcome to The Lodge at Kukui'ula Cottage 12, a serene and luxurious getaway nestled in the heart of Kaua'i's stunning South Shore. This charming three-bedroom cottage combines Hawaiian elegance with modern amenities, providing the perfect setting for relaxation and...
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space...
Kapalua Ridge Villas | 2 Free Rental Cars | KBM Resorts | Cozy Villa | 2 Units, 4 Bedrooms | KRV ML-2123
** 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...
Idyllic Getaway with Ocean Views in Captain Cook, Hawaii
This self-catering idyllic getaway is located in Captain Cook, Hawaii, and can accommodate up to four guests. There are two bedrooms and two full bathrooms. The master bedroom showcases a comfy queen-size bed and an ensuite bathroom. The second bedroom has a four-poster...
NEW LISTING! Treetop Poipu Condo Pool and Gym
Top Floor Corner Unit at Kiahuna Plantation with Poi'pu Beach Athletic Club Access Prime Location on Kauai's Sunny South Shore! Your vacation awaits in this charming top-floor corner unit at the renowned Kiahuna Plantation Resort. Unit #418 offers the perfect blend of...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Grand Waikikian 1BR – Luxury Kitchen Suite with Balcony & Waikiki Beach Access
Enjoy a luxurious Hawaiian escape in this spacious one-bedroom suite at the Grand Waikikian, a Hilton Grand Vacations Club, located inside the iconic Hilton Hawaiian Village Waikiki Beach Resort. This beautifully designed villa blends modern comfort with island...
Private apartment in Kona countryside.
Private apartment , 1 bedroom 1 bath and a seperate kitchen with its own entry. The apartment is approximately 500 square feet and it is separated from the main house by a 16 ft covered breezeway.The kitchen has a full size refrigerator ,microwave , hotplate and a...
Palms at Wailea Garden Deluxe Villas 1 BD 2 BA
Garden View Deluxe 1 Bedroom 2 Bath Villa- Full kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 1 king or 1 queen- Queen sofa bed- 1022 square feet / 95 square meters- Maximum 4...
Kihei Condo with Prime Beach Location and Ocean Views!
🌴 Your Maui dream vacation starts here - at Haleakala Shores A101, a bright and breezy 2-bed, 2-bath condo perfectly located just steps from Kamaole Beach Park III.🏖️ Wake up to ocean views, stroll across the street to swim or snorkel with sea turtles, and...
Hawaiian Hospitality! Beachfront Property, Pool, Restaurant, Coffeehouse, Spa
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Stunning ocean and coastline view in Keauhou Resort!
Welcome to our stunning condo at the sought-after Hale Kehau in the heart of Keauhou! This spacious three-bedroom, 2.5-bathroom home offers the perfect blend of comfort and luxury, located on the upper level of a two-story building—no stairs to navigate, as it...
Alii Villas#320 Fully Remodeled Top Floor End unit w/ Incredible Ocean Views
Welcome to your slice of paradise! This beautifully remodeled top-floor end unit at the highly sought-after Alii Villas offers the perfect blend of comfort, style, and breathtaking scenery. Enjoy panoramic ocean and sunset views right from your private lanai—ideal for...
Spend the New Year in Hawaii!nSpacious Two BR at Ka Oe Kai, Princeville, Kauain
Spacious two bedroom Club Wyndham Ka Eo KaiOn the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay. Amidst this splendor, you'll find the smaller and more private paradise of Ka'Eo Kai. A stroll along its winding paths takes you past...
Gorgeous Modern Home with Solar Heated Pool in Waimea
Spectacular modern home with panoramic views, a solar heated pool and secluded privacy near the town of Waimea. An architectural gem, the Akamai House was built with board-formed concrete, high ceilings, floor-to-ceiling windows and retractable walls to create a...
Waikiki Center of Attractionn
Located in the Center of Waikiki, this Newly Appointed studio apartment sleeps up to 4 with a Full Kitchen and Parking.Many of the newest shops, restaurants and activities are just outside this building in the center of Waikiki.The beach is just over a block away.Aloha...
Monthly Discovery Bay 1403 1 Bedroom Ocean / Sunset / Marina / City Views Queen Bed, Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, 1 Bed Room, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Ocean Views from High Rise, Tasteful and...
Partial Ocean And Panoramic Mountain View Studio In Heart Of Waikiki Free Wi-Fi
The TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 6 Bedrooms | HK ML-1952
** 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...
Luxury Penthouse w/ Shared Pool, Hot Tub, Gym, Golf Nearby & Much More!
Happy Place at Kolea Kai 16-JOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living in this beautifully furnished Kolea penthouse condo in Waikoloa, HI, where...
Pueo Cabin with Shared Bath and Common House
Welcome to Pueo Cabin, a tranquil haven designed for solo travelers, remote workers, or anyone in search of peace and quiet. This cozy cabin features a comfortable single bed with luxury bedding, ensuring a restful night's sleep. For those who need to stay connected or...
Aloha Experience in a Comfortable Waikiki Studio: Hotel Amenities: Pool, Hot Tub
A clean small studio apartment where urban meets hotel. This comfortable space is ideally located in a condo/hotel building in a corner of Waikiki near Convention Center, dining & shopping, attractions and beach. Location allows you to live like a local and enjoy rest...
MHL 66 3BD Condo Across from Keawakapu Beach & Ste
Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
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 Hillside Villas 1534-2, a tranquil...
The Lodge at Kukui‘ula - Cottage 12B
Cottage 12B at The Lodge at Kukui'ula on Kaua'i offers 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 and...
Updated 3-bedroom townhouse condo in quiet Hawaii Kai community east Honolulu.
Experience east Honolulu Hawaii Kai unique quiet Koko Isle community in this 3-bedroom pet friendly townhome. Has 1 king bedroom, 1 queen bedroom, and 2 twin bedroom, 2 1/2 bath updated open airy layout home. Full kitchen, towels, linens, dishes, dining area with tiki...
Spacious Luxury Suite w/Mountain, Ocean, & City view at Royal Garden Waikiki
Escape to paradise at The Obsidian Oasis—a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned Royal Garden Hotel in the vibrant heart of Waikiki. Perched on the 23rd floor of a 25-story boutique hotel, this unit...
Kahikole 2 – Tranquil & Serene | Onsite Staff & Daily Housekeeping
Centrally located within Hualalai Resort along Hole 8 of the Hualalai Golf Course, this spacious 3-bedroom, 3.5 bath home boasts an open floor plan and generous outdoor space for up to 6 guests. The soothing entry courtyard is dominated by a large koi pond while an...
Kiahuna Plantation Resort 217 Ocean View 1 Bedroom
Oceanfront living at its finest—this one-bedroom condo on the 3rd floor offers stunning views, direct beach access, and cozy cottage charm. A perfect Kauai retreat for couples or small families. Unit 217 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Maui Resort Rentals: Honua Kai Hokulani - 3 Total Bedrooms, XL Balcony, Lush Courtyard & Beautiful Ocean Views!
This incredible 3BR/3BA offering combines a 2BR partial oceanview suite with an adjacent partial oceanview studio to create a combined 1700+ sq ft gathering space, perfect for small groups and families. Overlooking the Hokulani Tower's vibrant interior courtyard and...