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.
Luxury estate on Wailuku With an adorable view
An extraordinary opportunity to spend a magical vacation at this incredible home. Enjoy panoramic ocean views. Imagine welcoming your family and friends to your island retreat and building a lifetime of memories and watching stunning sunrise day after day. We invite you...
Quiet studio in vibrant Honolulu w/ refreshing AC breeze, Pool & steps to Beach
WG 906 | Simple Swanky Urban Waikīkī Studio 9ᵗʰ Floor of Waikiki Grand Hotel®Located in Honolulu, this studio with private lanai is a tranquil retreat perfect for solo travelers or couples. The space features one cozy living area with a queen bed, offering a nice spot...
Welcome to Lilikoi Landing! Escape to our stylish 2-bed, 2-bath condo in Princeville, Kauai, where relaxation awaits. Enjoy air-conditioned comfort, ocean views from the front yard, and lush green mountain views in the back. Just minutes from Hanalei Bay and other...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Centrally Located Elegant Vistas
Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Recently remodeled. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of Maui is within...
Stunning Corner 2-Bedroom, 2-Bathroom Condo #1073 The Whaler at Kaanapali Beach
Welcome Home! These are the words we have heard for over forty years each time we return to The Whaler. You will have that same feeling of home when you walk into our exclusive family condo. The Whaler is a gem of place and owns one of the best locations along Kaanapali...
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...
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...
Urban Oasis in Heart of Waikiki with 1 Parking
Location, location, location! Our elegantly renovated studio is just one block from Waikiki Beach and at the heart of shopping, dining, and nightlife. Enjoy the convenience of FREE parking and FREE Wi-Fi. The well-equipped kitchen includes all the cooking essentials you...
Breezy cool, cozy, & quiet, furn 1 bedroom, top of upscale Kaimuki. Ocean view,
Honolulu is waiting for you at this 1-bedroom apartment. Inside, guests find a pleasant queen temporpedic adjustible bed in bedroom. Cozy living room with sofa that can be a double bed, and take advantage of thoughtful touches like an iron, hairdryeeor your clothes....
Kaanapali Alii 11062 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 1106, a spectacular two-bedroom oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. This lavish residence offers...
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
Wake up to stunning ocean views in this beautifully appointed oceanfront one-bedroom, ideal for vacationers seeking a serene and memorable Maui retreat. Unit 207 Oceanfront 1 Bedroom 1 Bath• 2nd floor condo with oceanfront views and views of the island of Molokai •...
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,...
Spacious 3 BR Waikoloa Beach Townhome, AC, Beach and Baby Gear!
Waikoloa Beach is waiting for you at this 3-bedroom townhome. If you could choose just one perfect vacation destination, the Kohala Coast on Hawaii’s Big Island would be an excellent choice. A fusion of the island’s best beaches, championship golf courses, fine dining...
Aston Waikiki Sunset: City View One Bedroom Condo, 2 blocks to beach
Aston Waikiki Sunset one-bedroom 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 suite is...
Monthly Discovery Bay 1912 New Remodel Ocean Views 2Bd 1Ba
WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from High Floor Condo, Tastefully Renovated and Clean....
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 vanity...
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...
Soothing 1-bedroom condo with AC in lovely Kihei
Located in Kihei, this condo offers a cool and welcoming retreat for guests. The space features one bedroom with a king bed, perfect for a restful night. A clean bathroom with a refreshing shower and a hair dryer adds to the enjoyable experience. Guests can stay...
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...
Cozy all newly renovated,finished in Waikiki Honolulu with WiFi, AC, lots more
pets, water WiFi, u tube, Prime,electricity all included, printer,ceiling fan,all dimmers,blinds, one covered parking ,6 guest parking until 3 AM.All new piping through out unit and building, new elevator,main water shut off valves, and more, beach chairs umbrellas,...
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...
** 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...
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...
Discover paradise in Lahaina's Alaeloa 28, a 3-bedroom oceanfront getaway.
Alaeloa 28 Spectacular Direct Oceanfront Views from this Charming West Maui Vacation Home Within the Private Alaeloa Gated Community. Professionally managed by Maui Paradise Properties.Welcome to your Maui Retreat: Wake up to the sounds of the ocean at this luxury,...
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...
HM25F-07 Modern Waikiki Oasis w/ Ocean View
Welcome to our charming Waikiki studio with Mountain Views in the heart of Honolulu's tourist hub! Experience hotel-level comfort with plush sheets, fluffy pillows, and refreshing A/C in our Hawaiian Monarch building abode. Perfectly situated, it's a breezy 10-minute...
"BRIGHT, COZY & LOVELY home" Newly Renovated... & close to the BEACH
This bright and completely renovated home outside and inside, from top to bottom and facing where trade winds blow is really a comfortable home to come home toat a very reasonable price ! Walking distance to the beach! Just 15 - 20 min. drive to the famous Ko Olina...
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...
** 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...
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
Experience elevated island comfort in a deluxe one-bedroom villa with lush garden views, located in Maui’s exclusive Wailea resort community. Enjoy a spacious layout, full kitchen, and private patio—just minutes from beaches, golf, and fine dining. Garden Villa Deluxe 1...
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...
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...
Newly remodeled fully furnished Waikiki studio unit with views!
Newly renovated fully furnished Island Colony Waikiki unit #2703 available for rent at $2200/mo starting now for as long as you like (30 days min)! High floor studio w/ extra large 116 sqft lanai showcasing sweeping views of Diamond Head, Ala Wai Golf Course & Canal,...