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.
Marriott's Kaua‘i Lagoons | Two 2BR Villas
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Wrap Around Lanai | 2 Units, 5 Bedrooms | HK ML-1409
** 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...
Refined Resort Wailea Oceanview Vistas
Summary:Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Custom Hardwood Floors | 2 Units, 5 Bedrooms | HK ML-1412
** 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...
Easy Access to Maui’s Top Sights, with Outdoor Pool, Pets Allowed | 3 Units
Discover the magic of Maui from this amazing harborfront property! This is the ideal place to start your unforgettable island adventure. Enjoy the sun and the sea at the gorgeous Ho'aloha Park Beach or Paukukalo Beach, just minutes away. Explore the scenic hiking trails...
perfect studio suite for two, KEK, Princeville, Kauai
About this spaceOverlooking Anini Bay, this resort is an escape to a South Pacific paradise on Kauai’s north shore. Enjoy all the resort amenities and nearby golf, or roam the whole island for breathtaking adventure. Whatever your style, there’s something here for...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous KoOlina Beachfront Resort + Amenities. 2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of...
Mauna Lani Point J101
Welcome to the serene and luxurious Mauna Lani Point J101, a perfect retreat nestled in the heart of Kamuela, Hawaii. This stunning 1-bedroom, 1-full and 1-half bathroom condo offers a cozy yet elegant space for up to two guests. The master bedroom features a plush...
Maui Resort Rentals: The Whaler 6th Floor Studio w/ Gorgeous Ocean and Mountain Views!
Perched on the 6th floor, Suite 614 offers gorgeous views of Kaanapali Beach, the Pacific Ocean, and the lush West Maui Mountains—all from the comfort of your private lanai. Sip your morning coffee while taking in the tropical landscape and listening to the soothing...
Wai'ula'ula 328 - Luxe Oceanview Residence
This luxe, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances, including a double oven and wine refrigerator, dual master suites and a...
Relaxing Beachside getaway.
Relax and unwind in this oceanfront 2BR/2BA condo in Honokowai with breathtaking views from the lanai. Perfect for families or couples — it sleeps 6 with a King, Queen, and Full pull-out sofa bed. Enjoy free parking, free Wi-Fi, a fully equipped kitchen, beach gear,...
Wailea Beach Villas PH403 - 3 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
North Shore Sweet Spot w/ King Bed Overlooking Lush Valley
Welcome to Hale Moi, your tropical escape on Kauai's stunning North Shore! Our charming Princeville condo offers comfort, authentic island experience, and lush greenery. Enjoy breathtaking views from your private lanai, modern amenities, easy access to Hideaways Beach...
FREE Parking1BR Penthouse Condo @Palms +near Beach
【Basic Info】This is a private 1 Bedroom 1 bathroom condominium unit in Waikiki!!You can enjoy your stay by only yourself, friend or partner. The condominium is located in Waikiki.It's closed to many famous shopping centers like Royal Hawaiian Center, T Galleria!You...
50% Off! 3BR Bed & Breakfast Steps from Beach w AC
The Space:50% Off Grand Reopening Special! We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all guests who are with us 4 or more days. Start the day with homemade banana bread shaped like fall leaves, an assortment of local fruits, and festive...
Kaanapali Maui Eldorado A106 Partial Ocean 1 BD
This airy one-bedroom condo overlooks Kaanapali golf course with a glimpse of the ocean beyond. Located near the beach, it features a relaxed living area, kitchen, and lanai for enjoying morning coffee or evening sunsets. Unit A106 Partial Ocean View 1 Bedroom 1 Bath•...
Christmas week in Kauai. Charming 2-bedroom condo in beautiful Princeville
Located in Princeville, enjoy what this 2-bedroom condo has to offer. With 1 king bed and 1 queen bed, guests can relax in the amazing living room space with an additional queen bed. The property also features 2 bathrooms with a bathtub and hair dryer. Whether you're...
🏖️Beautiful Mountain View | Concierge Included | Spacious | vrKCV
vrKCV - Vista Waikoloa D204, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Vista D204, a comfortably appointed condo ideal for couples or families. This 2-bedroom, 2.5-bathroom second-floor unit is nestled in the heart of Waikoloa Beach Resort and...
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...
New Listing! Ocean views from your bed
Kaanapali Plantation 6 is a stunning, fully renovated 2-bedroom, 2-bathroom condo located in the highly desirable West Maui area. Blending comfort, convenience, and island charm, this ground-floor retreat has been thoughtfully updated with modern finishes, brand-new...
LS 428 Dream Vacation Studio by the Beach and Pool
Lahaina Shores 428 NEW LISTING Relax in this Charming Studio with Majestic West Maui Mountain Views FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...
Kaanapali Alii 393
Welcome to Kaanapali Alii 393, your dream luxury vacation rental in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers a breathtaking view of the Pacific Ocean and Kaanapali’s pristine white sand beaches, making it the perfect short-term rental...
3 HGVC Hawaiian Village Beachfront Resort and Spa!
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...
Marriott Ko Olina Beach Club 2BR Villa - July 4th or Thanksgiving on the Beach!
A beautiful Hawaiian Resort awaits your family and friends to celebrate Thanksgiving Week. Your charming 2 bedroom villa invites relaxation and restoration with two lanais offering island, mountain, and/or partial ocean views replete with the occasional rainbow or...
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 219 square feet deck- Master bedroom with 1 king bed- 2nd bedroom with 1 queen bed- Queen sofa bed in living area-...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Grand Suite | 2 Units, 6 Bedrooms | HK ML-1415
** 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...
Prestigious and luxurious Allure Waikiki with 3 bedroom and 2.5 bathrooms!
This beautiful 3 bedroom and 2.5 bathroom condominium at Allure Waikiki #2608, offers state of the art kitchen appliances, great for people that love to cook. It also has a full-sized washer and dryer in the unit. The Allure is located in a prominent Waikiki location,...
Direct Ocean Front 1 BDRM 2Ba Whaler #601
Whaler 601 is a privately owned, beautiful, 1 bedroom, 2 bath, DIRECT ocean front, corner unit, with a wraparound lanai on the North tower on the 6th floor of the Whaler resort. Many listings say 'ocean front' but in reality, are common ocean views. The attached photos...
Kaanapali Alii | 183
Welcome to Kaanapali Alii 183, a luxurious oceanfront vacation rental nestled in the heart of Maui's renowned beach destination of Kaanapali. This spacious 1,800 square foot condo offers breathtaking views of the Pacific Ocean, the islands of Lanai and Molokai, and the...
Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garde
Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Relax in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded...
Walk to Beach | Pool + AC | Heart of Kihei
Welcome to your tropical retreat at Kalama Terrace in South Kihei — a bright, comfortable 1-bedroom, 1-bath condo perfectly situated for exploring Maui’s best beaches, restaurants, and activities. This clean and well-stocked unit offers the ideal mix of comfort,...
Lani One’ā: A Handcrafted Island Sanctuary with Seaside Community & Aloha Spirit
This charming, elevated home in Pahoa, Hawaii, blends modern comfort with island charm. Painted in soft green hues that complement the lush tropical surroundings, this rental is perfect for a relaxing escape.
Kanaloa at Kona Ocean View 2 Bedroom
- Condos located on 1st or 3rd floors- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private bathroom with...
New Listing! Private Maui escape with Island charm
Welcome to Alaeloa 35 – Your Private Maui Getaway! Tucked within the peaceful, oceanfront enclave of Alaeloa in Napili, Alaeloa 35 is a charming 3-bedroom, 2-bath freestanding cottage that effortlessly blends island comfort with timeless Hawaiian charm. Surrounded by...
Waikiki Getaway! Pool, Near Honolulu Museum of Art, Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition 40-inch TV, available with Premium cable.✦ Daily cleaning...
Westin Ka'anapali Ocean Resort Villas 1 Bedroom Villa Ocean View
The Westin Ka'anapali Ocean Resort Villas - whale watching, snorkeling, sailing, windsurfing and scuba diving just steps away, there are plenty of activities at our Maui beachfront resort near Lahaina - comes with Westin touches keeping in harmony with the Hawaiian...
30 Day Rental in Waikiki with Parking!
Welcome to Fairway Villa, your ideal retreat in the heart of Waikiki! This studio, available for a minimum 30-day stay, is perfect for remote workers, traveling nurses, or anyone needing a longer-term stay in Waikiki. The studio features a comfortable Queen-sized bed, a...
Peaceful Peacock Palace in Makaha
Nestled in the lush landscapes of Makaha Valley, backed by the beautiful Mountains with a 24 hour Oceanview, our enchanting retreat offers guests a unique blend of serene natural beauty and luxurious comfort. As you enter the gates, you are welcomed by the sweet...
Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View
Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...
Lahaina Condo Studio • 2 Beds • 1 Bathroom
Begin your Maui journey at The Westin Kāʻanapali Ocean Resort Villas. Our dedicated guest services team helps plan amazing island trips, such as volcano visits or waterfall treks. Your pre-arranged activity passes await you upon check-in. Unwind in your private villa...
Entire House, Ocean front, White Sand Beach across the street.
Located directly across from a stunning white sandy beach, this home offers the perfect Hawaiian country retreat. Start your day with breathtaking oceanfront sunrises and end it with serene mountain-view sunsets—all from one property. Enjoy snorkeling, fishing,...
New Listing! Waikoloa Colony Villas, Sleeps 6, AC by Coldwell Banker
Colony Villas 2004 – Spacious Luxury Townhome in Waikoloa Beach ResortWelcome to Colony Villas 2004, your perfect tropical escape on the stunning Kohala Coast of the Big Island. Nestled within the private, gated community of Waikoloa Colony Villas, this beautifully...
Kaimana Beach Hotel | Classic Queen | Beachfront Getaway
Tucked at the serene end of Waikiki, Kaimana Beach Hotel offers direct beachfront access, steps from Kapiolani Park and beneath Diamond Head. The Classic Queen is a cozy retreat with a plush bed and breezy island-inspired design. It's perfect for solo travelers or...
Waikiki Beach Walk Resort 2BR/2BA
Located on nearly eight acres of new Waikiki pleasures. If you're looking for a resort that packs a ton of nearby fun, be among the first to reserve your spot at the new Club Wyndham at Waikiki Beach Walk®, part of Outrigger's huge Waikiki Beach Walk project. This...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Beautiful Remodel | 2 Units, 4 Bedrooms | KGV ML-1129
** 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...
Chic Coastal Living in the Heart of Wailea
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to Palms at Wailea 2206 | Your Perfect Hawaiian EscapeStep inside and be instantly captivated by breathtaking views that draw you out to the spacious private lanai....
Kai Lani 21C: Spectacular Ocean Views, Upgraded 2BR Condo
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 Kai Lani 21C by Gather, a...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Partial Ocean Views | 2 Units, 5 Bedrooms | HK ML-1315
** 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...
Snowbird-friendly home near the beach with patio, grill, outdoor dining area
Hale Olena Ohana - 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located just 26 blocks from the ocean, this snowbird-friendly home offers the perfect...