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.
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 2 adjacent ground floor residences at the luxurious Honua Kai Resort to create a 5 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 -...
Kihei Bay Vista C-202: 1 Br located across from Kalepoleopo Beach Park
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...
2 Bedroom Resort View - Platinum
Welcome to Kaanapali Alii Unit 334, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers a perfect blend of modern elegance and island charm, providing a serene escape with a partial...
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
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!
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...
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 Kam 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-...
Private end-unit, ground-floor condo with lanai, 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...
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...
Beautiful Beachfront Bungalow
Hosted by VacaMauiGreat care went into this home getting the small details right. Located in the exclusive Pikake complex containing only 12 units. Perfect for your peaceful west Maui escape!Stainless Steel appliances, granite countertops, and stunning ocean views are...
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...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP 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...
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...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 2/9 - 3/20/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Kaanapali Alii | 372
Welcome to Kaanapali Alii 372, your perfect luxury vacation rental in the heart of Lahaina, Hawaii. This stunning 1,544 sq. ft. unit offers partial ocean views, making it an ideal family-friendly short-term rental for your Hawaiian getaway. Step inside to a spacious and...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
Kaanapali Alii 254
Welcome to your dream vacation at Kaanapali Alii 254, a luxury vacation rental nestled in the heart of Lahaina, Maui. This stunning 1,513 sq. ft. corner unit offers a perfect blend of comfort, style, and convenience, making it an ideal short-term rental for families and...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 1-Bedroom Penthouse with Gorgeous Sunsets! MAH-1006
** 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...
NEW! KBM Resorts | FREE CAR | Napili Point | 1-Bedroom Condo with Private Ocean view Oasis NAP-A24
** 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...
Hilton Grand Islander Waikiki - 1 BR Suite Weekly Booking Only
Located within the Hilton Hawaiian Village Waikiki Beach Resort and offers guests access to all of the resort's amenities, the Hilton Grand Vacation Club The Grand Islander Waikiki Honolulu is located on 22 acres of beach front of Waikiki Beach. Six pools and Waikiki's...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Ocean Front | 4 Units, 11 Bedrooms | HK ML-1123
** 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...
Diamond Head/Waikiki Surf Shack Lanai Unit
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to Waikiki Beach. Wonderful neighborhood with a great local vibe and delicious dining options on Monsarrat Avenue, all within a...
B2 Poipu Makai: Cruise-ship view-AC-Whale Watch
Breathtaking up close and personal ocean views in this rarely available OCEAN FRONT Poipu Makai Condominium! One of the few condos in Poipu with covered parking. Experience the ultimate island lifestyle in this stunning 2-bedroom, 2-bathroom Oceanfront 2nd-floor condo...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
New Listing – Ocean View Lahaina Shores Studio
Lahaina Shores 217 – Oceanfront StudioWelcome to Lahaina Shores #217 — your bright and cozy island getaway. This cheerful second-floor studio is designed for comfort and relaxation, with a plush queen-size bed perfect for two. Kick back with your favorite shows on...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an...
1 Bedroom Mountain View at Honua Kai Resort & Spa, Pool, Parking
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
Wailea Beach Villas G101 - 3 Bedroom Garden View Villa
Villa G101 is, simply stated, lovely. Swaying palms and a smiling Buddha welcome you into the golden pearl and shell inlay foyer of this beautiful three bedroom, three and a half bath luxury vacation home. 3,592 square feet provide you indoor-outdoor living in the...
1-Bedroom Condo near Kahana Beach | Pool + Hot Tub
Discover serenity and convenience in this 1-bedroom condo at Kahana Falls Resort. Located just steps from Maui's picturesque Kahana Beach, this unit is ideal for couples or solo travelers seeking a restful escape. Enjoy a queen bed, fully equipped kitchen, modern...
Hilo Lagoon Center #911
Welcome to Hilo Lagoon #911—your tropical retreat in the heart of Hilo! This spacious 1BR/1BA condo (680 sf) features a comfy king bed, full kitchen, private lanai, walk-in shower, A/C, WiFi, and TVs. Enjoy panoramic views of Hilo Bay, Mauna Loa & Mauna Kea....