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.
2 Hilton Grand Vacation Club, All Towers, Honolulu
Discover Oahu's incredible attractions just minutes from your Hilton Grand Vacations Club residence. Experience Hawaii's breathtaking landscapes from above with Island Seaplane Service tours - the only aerial excursions available in Hawaii - or explore vibrant...
2BR/ 1BA Home + Own Private Tropical Orchard!
Welcome to your home away from home. Whether you're visiting from neighboring islands for a quick getaway or from other parts of the world, you'll love the private orchard and the peaceful scenery. Wander the one acre lot and pick fruits when they're in season. With...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | ML-1442
** 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...
KLVR welcomes you to 2 Luana Garden Villas 6B & 7A, short walk to the beach
Kaanapali Luxury Vacation Rentals Welcomes you to the Beautiful Luana Garden Villas 6B and 7A at Honua Kai Resort. Both villas are on the ground floor and in neighboring buildings. They're about a 30 seconds walk from each other.Luana Garden Villa is the final phase of...
Marriott's Ko Olina Beach Ocean View one bedroom, full kitchen, resort access
Marriott's Ko Olina Oceanview, one bedroom ocean view with kitchen and full resort accessPamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the...
Steps to Hanalei Beach- Brand New 5 BR EPIC Views
This 5 bed/ 4 bath single family home gives you epic mountain views and is 1 block to Hanalei Bay. Totally renovated with new wood floors, fully equipped kitchen and primary living area are located on the upper level. You will find everything you need to prepare a...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Oceanview Condo | Steps to Kamaole Beach II | Top-Floor Kihei Comfort w/ AC
Kihei Akahi C404 - Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo will come equipped with linens, towels and an amenities starter kit. Beach Towels are not included. The Kihei Akahi is in walking...
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom 2 Ba
Just a short drive from Kailua-Kona, this ocean-view two-bedroom, two-bath retreat offers space, serenity, and spectacular sunsets. You'll love the comfort and convenience of this coastal getaway.Unit 711 Ocean View 2 Bedroom 2 Bath • 7th floor condo with balcony on the...
Perfect Ocean View! Ilikai Hotel, Great Location! One-Bedroom Unit with Many Upgrades!
1 Bedroom Standard partially renovated Yacht Harbor View on the 17th Floor! Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. As soon as you walk into the condo, you'll be welcomed by a clean & spacious...
Cozy Ocean View 1-bedroom, 1 bath condo in awesome Kailua-Kona with AC
Stay comfortably in Kailua-Kona at this brilliant 1-bedroom condo. The bedroom features a soothing king bed, perfect for a restful night's sleep. The bathroom includes a hair dryer and a relaxing bathtub. In addition, there is a cozy living room with an amazing sofa bed...
Family-Friendly 2BR in Paradise – Kings’ Land, Hawaii
Discover Hawaiian comfort and space in this two-bedroom, two-bathroom BR2 suite at Kings’ Land, a Hilton Grand Vacations Club on the Big Island. It accommodates up to six guests and offers a fully equipped villa experience among the lush surroundings of Waikoloa.This...
Westin KÄÊ»anapali, 2 Bedroom Villa
Enjoy a marvelous stay at this 2-bedroom resort in Lahaina. The rooms feature 2 king beds, perfect for a soothing night's sleep. With amenities like a fitness room and AC, guests can relax and unwind. The living room offers additional space with 2 sofa beds for extra...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
Lodge at Kukui'ula Bungalow 14 - 3 Bedroom Bungalow - Platinum
This three-bedroom bungalow 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...
Maui Resort Rentals: Honua Kai – 5 Bedroom Groundfloor Resort Residence, Over 3200 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This package combines two adjacent ground-floor residences at the luxurious Honua Kai Resort to create a five-bedroom masterpiece that is simply in a league of its own. Large families and groups are treated to the space of a luxury home with all the advantages of resort...
❤️PiH❤️ Dancing Honu ★ Walk to the Beach ★ Bikes and Beach Gear ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to The Dancing Honu, part of our exclusive Hawaiian Luxury Collection. This single-level, three-bedroom villa is beautifully designed with elegant finishes and sweeping views of the golf course.Perfectly suited...
Kohala Suites 2BR with Hilton Waikoloa Pools, Lagoon Beach, and Island Views
Escape to the beautiful Kohala Coast and unwind in this spacious two-bedroom suite at Hilton Grand Vacations Club Kohala Suites Waikoloa. Designed for families, couples, or small groups seeking comfort and convenience, this modern island retreat offers a bright and airy...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
Kauai Beach Villas Resort 1 BR w/ POOL
directly on the sandy shore just north of one of the island's finest beaches, conveniently located only an hour from both the North and South Shores. Step outside the resort and you're on a soft, sandy beach with stunning views of rolling turquoise waves. Spend your...
3 BR Oceanfront Private Lanikai Beach House
Lanikai Beach Oceanfront. This home is a tastefully updated beachfront getaway on what is often cited as one of the world's best beaches. There are 3 bedrooms, 4 bathrooms and an open concept living area. The lot is just under 1/2 of an acre - large for the area -...
Hawaiian Hideaway-Entire Home with AC
Welcome to this charming house in Keaau. This fabulous property boasts 3 bedrooms, including a king bed, bunk beds, a queen bed, and a full size pullout bed. With 2 bathrooms featuring a bath tub and bidets and showers in both, guests will feel right at home. The...
Across th street from the Beach | Pool | Peaceful Kihei Retreat
One-bedroom Garden view condo. This unit sleeps up to four people with a queen bed in the living room and a comfortable pull out sofa sleeper equipped with a new sleeping unit. The living room boasts new upgrades including a built-in shelving unit with a new 42in LCD...
Tropical 1BR Suite – Maui Schooner Resort, Steps to Beach
Discover your Hawaiian home base in this bright and comfortable one-bedroom suite at Maui Schooner Resort in Kihei. Spacious and thoughtfully appointed, the suite is designed to sleep up to four guests with ease. Inside, the private bedroom features a king bed, and the...
Kaanapali Alii Residence 334
Kaanapali Alii 3343 Bedrooms | 2 Bathrooms | Sleeps 8 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 334, a gorgeous 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. This...
Poipu Crater Ohana – Lockoff, 4 Bedrooms, 4 Baths, Sleeps 8
POIPU CRATER OHANA AT KOLOA KAI VACATION RENTALSA Unique and Spacious Retreat in the Heart of PoipuWelcome to Poipu Crater Ohana, a combination of Poipu Crater 23 and Poipu Crater 24, offering a perfect retreat for families or groups of up to eight guests. Nestled in...
2 Pet-friendly Units with Stunning Ocean Views, Outdoor Pool!
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Lani Oasis & Pohaku Villa by Gather: 2 Homes w/ Saltwater Pools, AC & Ga
Welcome to Lani Oasis & Pohaku Villa, a rare dual-home retreat in Princeville offering eight bedrooms across two fully equipped homes, private saltwater pools, and lush tropical gardens. Whether you gather as one big group or split into two households, these adjacent...
Maui Banyan A-202 Unit B | Tropical Views, Pool
Escape to your tranquil island haven at Maui Banyan A-202, a beautifully appointed one-bedroom, one-bath condo situated in the heart of sunny Kihei. Just a short stroll from the pristine sands of Kamaole Beach II, this tropical retreat combines laid-back Hawaiian charm...
Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...
Awesome 5-bedroom house in Lanikai overlooking the Mokulua islands
Experience that perfect Hawaiian getaway with breathtaking ocean and Mokulua Island views from this exquisite Lanikai hillside residence. The home is ideal for a long extended family vacation with 5 bedrooms, two of them with king-sized beds and four with their own...
Island Paradise w/ Ocean Views Across from Kamaole 3 Beach!
Aloha and Welcome to Island Paradise!Unwind in this spacious 2 bedroom, 2 bathroom top floor condo at the popular Maui Kamaole resort in sunny Kihei. With tasteful island-inspired decor and gorgeous ocean and sunset views from the living area and lanai, you'll instantly...
Kapalua Golf Villas Gold Ocean View 1 Bedroom
Golf Villas Gold 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- 1200-1500...
Fully remodeled ground-floor condo with king bed, central AC, pools & hot tub
Plantation Hale Ohana RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Royal Coconut Coast East Shore next to the Coconut Marketplace in Kapaa, HI, this charming...
Inviting Waikiki Grand Hotel Room-1 Block to Beach
Summary:Renovated in 2022! This unit inside the Waikiki Grand Hotel is just steps from all of the world class amenities Honolulu has to offer. Waikiki Beach, Kapiolani Park, the Honolulu Zoo and countless restaurants and shops are just minutes from your front door....
Kapalua Bay Villa 29G5 By Parrish Maui
The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct...
Aloha Waikiki Studio @ Ainahau Gardens
Step into your personal retreat just moments from the vibrant heart of Waikiki. Nestled steps from Kuhio and Kalakaua Avenue, this stylish haven features a full kitchen, airy open-concept layout, private bath, and a versatile desk/dining nook. From here, you're just a...
Maui Resort Rentals: Honua Kai Konea 834 – 8th Floor Penthouse | Oversized Lanai w/ Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Oceanview Penthouse Suite at the Honua Kai Resort, newly launched and available for bookings starting October 21st, 2025!Konea 834 is an upscale 8th-floor penthouse suite that blends luxury, comfort, and unforgettable...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Upgraded Luxury Diamond Head Waikiki Condo Amazing Location--FREE Parking
MINIMUM 90 DAY RENTAL: Monthly Rate Available. CLEAN and beautifully upgraded /remodeled open concept- comfortable/ quiet / breezy - 1 bdrm (King Bed, walk-in closet, w/black-out curtains)/1 bath w/Diamond Head View and 1 1/2 blocks to famous Waikiki Beach. Fully...
Palm Villas at Mauna Lani F22 Garden 2BD+Loft 2BA
- 2nd floor walk-up, 2-story condo with Loft area- Kitchen features stainless steel appliances, granite countertops and includes 30” radiant cooktop, wall oven, side by side refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Luxury Waiohai Club Beachfront Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū Beach, Koloa’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐖𝐚𝐢𝐨𝐡𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | ML-2490
** 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...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Gorgeous, Fully Refurbished Kamilo Home
Welcome to "Hale Malu which translates in Hawaiian as House of Peace, a rare Kamaaina owned 'dual' home and rental at the upscale Ka Milo at Mauna Lani Resort. If you're seeking a unique and tranquil escape in the heart of paradise, our fully upgraded 3-bedroom cottage...
Shearwater Resort 2 BR w/ HOT TUB & POOL
Indulge in the ultimate South Pacific getaway amidst Kaua'i's North Shore, where tropical delights and luxurious amenities await. Nestled along the oceanfront atop a bluff with stunning views of Anini Bay and the Hanalei Valley Mountains, Shearwater offers an idyllic...
Poipu Beach 1940s Cottage • Outdoor Showers
Poipu Aloha “Shack” is a lovingly restored 1940s cottage that blends old Hawaiʻi charm with modern ease. Set in sunny Poipu Beach, this two-bedroom is steps from iconic shores and minutes to the Shops at Kukuiʻula and Poipu Shopping Village. Each bedroom opens to a...
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen size bed, (1) Full-Size convertible bed/sofa Sleeper, Sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a...
Kapalua Bay Villa 14B2 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Split level condo with no stairs from parking to the villa- Tile flooring in kitchen, living room, and bathroom and carpet in bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...