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.
Spacious 3BR townhouse with partial ocean views in Waikoloa WSA203
TAT: TA-125-430-7328-01TMK: 680030110048Welcome to Waikoloa Villas A203, a stunning townhouse nestled in the heart of Waikoloa on the Big Island of Hawaii. This spacious 3-bedroom, 3-bathroom retreat accommodates up to 6 guests and offers breathtaking partial ocean...
32nd Floor Sky-High Honolulu Hideaway Suite | Free Parking
Experience Honolulu from our 32nd-floor suite with 24/7 security and free parking. Located downtown, it`s a short walk to Walmart, Ross, 7-Eleven, and top dining spots. Enjoy free Wi-Fi, cable TV, a large pool, jacuzzi, and a 24-hour fitness center. The suite...
🌴Nalu Lani | New Listing | Waikoloa Resort | AC | Spacious Lanai 🌴
Vista Waikoloa B202 Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa Beach Resort, a 10-minute walk from the sandy beaches of Anaehoomalu Bay. With amenities like...
Summary:This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai This Villa has 3 bedrooms and can sleep up to six guests Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
35th Fl Waikiki Banyan | Sunrise Mtn View | AC | Parking
The SpaceEnjoy the best of island living in this high-floor, corner/end unit filled with natural light and panoramic views of Honolulu’s cityscape and Koʻolau Mountains. With cool tradewinds and a spacious layout, this Waikiki retreat is the perfect home base for your...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Marriott's Kaua‘i Lagoons | Three-Bedroom Villa
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...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
Welcome to Kealoha Tropical Beach Villa by Gather, a luxury retreat along Oahu’s legendary North Shore. This stunning two-level teak home offers island elegance across from Alligator Rock and Leftovers Beach—two of the area’s most iconic surf breaks. With 3 bedrooms, a...
2 Homes in the Majestic Ilikai Hotel, Sleeps 10!
This listing is a combination of 2 separate units close to one another.Welcome to your ideal Hawaiian escape! Whether you're traveling solo, as a couple, or with family and friends, this special listing features two distinct condo units at the iconic Ilikai Hotel in...
Bright Island-View Retreat 8 guests - COMBO 15th
2 bright and breezy, tropical-inspired studio units with warm island décors. Floor-to-ceiling windows open to a private balcony with city views, filling the space with natural light.PLEASE NOTE: This listing is for TWO SEPARATE STUDIO APARTMENTS in the same building and...
Wailea Ekahi Village 47E - 1 Bedroom Garden View Condo
Wailea Ekahi 47E is a beautiful vacation rental nestled within the landscaped 32 acres of lush tropical gardens that make up Wailea Ekahi Village. This condo offers a precise blend of comfort and tropical elegance, making it the perfect home to relax and unwind after a...
Perfect Maui Getaway W/Beach Access and Pool! Wifi, and two beds.
Discover the beauty of Lahaina from this charming condo. The cozy bedroom features a queen bed, perfect for a soothing night's sleep. In addition to the bedroom, there is a lovely living room with 1 Murphy beds for extra guests. This superb property also includes 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...
Menehune Shores #311: Captivating Ocean Front views at Beach Front Resort
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Beach Haven - Walk to town & beach, Amazing Views
Malia Kai #4 is an ocean-view spacious 800 sq. feet tri-level townhouse condo in the heart of Kailua-Kona near Alii Drive, with two private lanais. Few minutes walk to shops, restaurants, excursions and the beach! Walk to nearby Trolley stop and enjoy complimentary...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | HK ML-1305
** 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...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Welcome to Wainani Sunset Estate – your island home away from home. This retreat features four suites with walk-in closets, en-suite baths, and split AC. Cook and gather in the open kitchen and dining area, then step outside to the lanai with BBQ, lounge, and fire-pit...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
🏖️Kona Condo Near Downtown | Partial Ocean View | Central A/C | Sleeps 4
Casa de Emdeko #321 | Kailua-Kona Vacation Rental on Alii Drive (Partial Ocean View)Welcome to Casa de Emdeko #321, a comfortable and well-appointed Kailua-Kona vacation rental located in the oceanfront Casa de Emdeko condominium complex on Alii Drive—just 2 miles from...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Kaanapali Alii 2611 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View_________________________________________________Welcome to Kaanapali Alii 261, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers a beautiful view of Kaanapali...
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...
** 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...
25th Fl Waikiki Banyan | King | Mtn View | Parking | AC
The SpaceRelax in this elevated corner unit that captures natural light and sweeping views of Honolulu’s cityscape and the lush Koʻolau Mountains. Designed for comfort, the open layout and cool tradewinds make it an ideal retreat after a day of adventure in Waikiki.Unit...
Golf Villas at Mauna Lani Beach Resort, Private Beach, Exquisite Sunset View
Discover the beauty of Golf Villas at the Mauna Lani Beach Resort on the North Kohala Coast of the Big Island of Hawaii. Endulge and spread out in this exquisite 3-bedroom townhome. This fabulous property features 1 king bed and 2 queen beds, perfect for a group...
Beautiful Ali'i Lani condo-Full use
Welcome to your idyllic escape in the heart of Kona, located on the stunning Big Island of Hawaii. Nestled within the vibrant Alii Drive, our inviting condo is perfectly situated for an unforgettable tropical getaway. Immerse yourself in the beauty of Kona, where...
Just Steps Away From Magic Sands Beach...
Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...
Island Haven: 1BR Suite at Kings’ Land Waikoloa
Escape to paradise in this one-bedroom suite (BR1) at Kings’ Land, a Hilton Grand Vacations Club in Waikoloa on Hawaii’s Big Island. Designed for up to four guests, this 600-square-foot suite offers a comfortable blend of modern convenience and island charm. This...
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. It 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...
Coastal Luxe Hideaway – Stylish Oceanview Living
🌺🏖️Bask in the heart of Waikiki! 🏨👑 Our stunning 37th floor condo offers a breathtaking 180° view from your private lanai, just a hop from the beach and buzzing mall. 🏡💃🏽 Enjoy a cozy queen retreat with Ocean. 🛌💨 Relax poolside or sweat it out in the gym. 🏋️♀️💨 Unwind...
Hale Hauoli - lovely home, near golf & beaches
Hale Hauoli, a lovely home to relax in & enjoy the nearby golf & beautiful beaches.Escape to the stunning North Shore of Kauai and experience true Hawaiian comfort in this charming 3-bedroom, 2-bathroom home. This lovely home is beautifully designed and will comfortably...
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming retreat...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
** 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 Sea Cliff Kona 210 Oceanfront 2 Bedroom 2 Ba
Perched above the ocean, this oceanfront two-bedroom retreat near Kailua-Kona is perfect for those seeking space, serenity, and stunning views. Enjoy coffee on the lanai and watch the waves roll in. Unit 210 Oceanfront 2 Bedroom 2 Bath• 2nd floor condo on the North side...
Kapalua Golf Villa 16T5 Gold Fairway 1 Bedroom
- 1st floor villa with 2 stairs between parking in front of condo and front door- Updated open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter- Oversized lanai with...
Wyndham Waikiki Beach Walk - June 5-12, 2022 available
Situated in Waikiki, the Wyndham Beach Walk is located one block from Waikiki Beach, 1/2 block from the main strip (Kalakaua Ave) and surrounding by shops. You will be staying in a 1-bedroom lower level deluxe suite. The timeshare has a front desk, pool, exercise room...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Lahaina Shores 306 Dream Maui Studio by the Beach Pool Hot Tub
Lahaina Shores 306 NEW LISTING Lahaina Shores 306 Cozy Remodeled Studio in Oceanfront Boutique Resort with Scenic Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Spacious Room w/ Rooftop Pool & Sundeck, Just 2 Blocks from Waikiki Beach
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
Step onto your patio and take in spectacular oceanfront views from this elegant two-bedroom Bay Villa, offering direct access to Maui’s pristine beaches and tranquil waters.Bay Villas #29G2 2 Bedroom Gold Oceanfront• The Bay Villas are located closest to 2 Kapalua...
1BR-Beautiful Ground Floor, Ocean View, Mauna Lani Resort
Gorgeous, completely renovated oceanfront condo in a prime location at the Mauna Lani Resort. This newly furnished one bedroom offers a spacious living room and private patio overlooking historic fishponds and the crashing waves of the Pacific Ocean, creating a luxury...
Wyndham at Waikiki Beach Walk Deluxe 2-Bed Room
This memorable condo including a full kitchen and dining area is the perfect home base for your trip to Honolulu. With a king in the master bedroom, two double beds in the guest bedroom, plus a cozy living room featuring a sofa bed, guests have plenty of space to relax....
Glam camping in a unique solar artist's cabin
In an orchard with birds and lizards, this solar powered loft cabin is a simple and unique place to stay while touring beaches and volcanos. Lizards inside, be aware. Two queen beds (one in a loft), full bathroom and kitchenette (gas burner and cooler for storing food)....
Wyndham at Waikiki Beach Walk - Deluxe 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. Each of the units in this timeshare property feature a fully equipped...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Aston Kaanapali Shores #352: 2 Br Garden View at Ocean Front Resort
This 3rd-floor corner N. Kaanapali vacation rental is full of sunlight and space. This condo features a large L-shaped couch in the living room which is perfect for the entire family to sit back together and enjoy some entertainment on the flat-screened television. The...
21st Floor 3 Bedroom Condo with Free Parking
HIGHLIGHTS: 21st floor – full Ocean view3bedrooms & 1 bathroom to comfortably accommodate 6 guests1,037 square feet living space plus 2 balconies totaling 120 square feetWasher & Dryer in unit Free parking for one vehicleFree WIFI with option to connect to ethernet...