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.
Aqua Aloha Surf Waikiki 809 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 809 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen Sofa sleeper, Sleeps 4, 386 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
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...
Puamana 105-1: The perfect home base for your family Maui vacation.
Just a 30-second stroll to the beach and two pools, one oceanfront, this charming 3-bedroom, 3-bath townhome offers the ideal blend of island comfort, convenience, and classic Hawaiian style. Located on the peaceful, fire-safe side of Puamana, this beautiful home...
Beachfront 1-bedroom resort, Gym, Hot Tub, Tennis,
Nestled in Princeville, this welcoming resort offers a peaceful retreat for guests seeking comfort and relaxation. The one-bedroom space features a king bed, while the cozy living room includes a full bed, perfect for extra guests or lounging. A well-equipped bathroom...
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 314...
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...
Lodge at Kukuiula 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...
New Listing! West Maui Oasis: Ocean and Golf Views
Welcome to Maui Eldorado H202, a spacious two-bedroom, two-bathroom retreat in the heart of Kaanapali that comfortably accommodates up to six guests. Enjoy breathtaking ocean and golf course views from the expansive lanai — perfect for relaxing, dining, or sipping a...
Kapalua Ridge Villas | 2 Free Rental Cars | KBM Resorts | Cozy Villa | 2 Units, 4 Bedrooms | 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...
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...
🌴Aloha Palms Villa | KoOlina 3BR/3BA + Optional Studio | Pools, Walk to Lagoons🏄♂️
Aloha Palms Villa at Coconut Plantation – Resort-Style Living with Flexible 3BR/3BA + Optional StudioMonthly Rental Only – 30-Night Minimum RequiredRental price will not be prorated or adjusted based on the number of days occupied.Welcome to Aloha Palms Villa, a private...
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...
1/1 HGVC Lagoon Tower Beachfront Resort
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand...
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 unwind at...
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...
Aston Waikiki Sunset: Superior One Bedroom Condo w/City Views, close to Beach
Aston Waikiki Sunset one-bedroom superior with a city view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
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...
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...
Aqua Aloha Surf Waikiki 811 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 811 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed + (1) Queen Sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
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 Hokulani | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 6 Bedrooms | 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...
3 Rooms in Estate House with private access to volcanic steam sauna caves!
This Pāhoa estate offers 3 inviting bedrooms, including 2 full beds and 1 king bed. With 3 private bathrooms(one in each room) featuring a relaxing bathtub, guests can unwind in style. The gorgeous property offers the only private volcanic powered steam sauna in the...
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...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
Welcome to Hillside Villas 1534-2, a peaceful 3-bedroom, 2.5-bath retreat in Ko Olina, offering garden serenity, breezy indoor–outdoor living, and quick access to lagoons, dining, and resort-style amenities. Located in the heart of Kapolei’s sought-after resort...
Lodge at Kukuiula 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 wellness...
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...
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 full...
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...
Marriott's Maui Ocean Club 2-bedroom Ocean View Villa-Molo & Lanai Towers8/1-8/8
Along the crystal sands of Kāʻanapali Beach, Marriott’s Maui Ocean Club is an oasis of relaxation, adventure and bliss. On the island of Maui enjoy some of the best golf, tennis, diving and mountain biking you'll find anywhere, all surrounded by beautiful Hawaiian...
Napili Point | 2 FREE Rental Cars| KBM Resorts | Water Front | 2 Units, 2 Bedrooms | ML-2585
** 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...
Aqua Aloha Surf Waikiki 502 Superior Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 502 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**NAUTICAL THEMED UNIQUE CONDO HAS BEEN COMPLETELY REMODELED - DOWNTOWN,**TAKE A LOOK, YOU WILL WANT TO STAY HERE, HAS QUEEN SIZE MURPHY BED,KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZE MICROWAVE, FULL SIZE FRIDGE,ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND...
Kaanapali Alii 2 Bedroom Mountain View
Kaanapali Alii 41132 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 4113, a two-bedroom mountain view residence in Maui’s exclusive, beachfront Kaanapali Alii Resort. This recently remodeled,...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | Family Friendly | 3 Units, 6 Bedrooms | ML-1625
** 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...
Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #205
Castle Bamboo Waikīkī Hotel #205 - This second-floor, 318 square-foot unit accommodates three guests and is furnished with a large cozy sofa and a spacious Queen bed with fresh linens to ensure a peaceful rest. The studio has a flat-screen TV, iPod docking station, and...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suites | 2 Units, 2 Bedrooms | ML-2011
** 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...
Oceanfront Seaside Sanctuary| Stunning Views w. 2 Lanais | Whales Watching Haven
The Space:Welcome to our spacious oceanfront home "Kahana Sunset A9" conveniently located at the prime location in the heart of West Maui!✔ Oceanfront Home with breathtaking oceanfront views of Lanai and Moloka’i✔ Air Conditioning (A/C)✔ A heated swimming pool✔ BBQ...