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.
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...
Gorgeous Waikiki Destination! Kitchenette, Outdoor Pool, Steps to the Beach!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 400 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Maui Escape: 1BR Suite at Hilton Ka’anapali Beach Resort
Enjoy an unforgettable Maui escape in this comfortable one-bedroom suite at Ka’anapali Beach. Designed for up to four guests, this suite offers a full bathroom, a bedroom with flexible bed options, and a cozy living space with a sleeper sofa—space enough for couples or...
Palm Villas at Mauna Lani F22 Garden 2BD+Loft 2BA
Nestled within the Mauna Lani Resort, Palm Villas offers spacious condos surrounded by tropical gardens. Enjoy serene privacy and easy access to white sand beaches, dining and world-class golf on Hawaii Island’s sunny Kohala Coast. Palm Villas at Mauna Lani Unit F22...
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 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...
Kiahuna Plantation Resort 177 Ocean View 1 Bedroom
Relax and take in sweeping ocean and south shore views from this bright, comfortable second-floor end unit. Enjoy cool breezes and the comfort of air conditioning as you unwind after a day exploring Kaua‘i’s beaches and beauty.Unit 177 Ocean View 1 Bedroom 1 Bath•...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 2/11/26-3/25/2026. 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...
Spectacular Direct Oceanfront Don't Miss Out!
Embrace the Spirit of Aloha at Kaleialoha 208 in West Maui!Welcome to Kaleialoha 208, your perfect tropical retreat. This one-bedroom, one-bathroom oceanfront condo comfortably accommodates up to four guests and offers stunning panoramic views of the Pacific Ocean and...
< 1 Mi to Dtwn Hilo: Comfy Condo w/ Pool Access
Convenient Hilo Terrace Community | 5 Blocks to Bayfront & Beach | In-Unit LaundryTropical adventures start here! This 2-bedroom, 1-bath vacation rental sits blocks from Hilo's lively downtown — think fresh poke, unique shopping, and waterfront strolls. From morning...
3 Units, Luxe Connecting Suite with Lanais and Sleeper Sofa, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Endless Ocean View - Sealodge J4
Welcome to Sealodge J4, a fully remodeled one-bedroom, one-bath condo perched on the bluff in Princeville. Fresh and modern, this inviting retreat features unobstructed ocean views from the living room, dining area, bedroom, and private lanai.The open-concept layout...
Kaanapali Alii 3722 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 372, a fantastic one-bedroom partial ocean view residence with a fully enclosed den that comfortably serves as a second bedroom....
Serene Maui Retreat Walk to Beach & Shops
Summary:Prime Location Walk to beach dining shops Tranquil Balcony Enjoy morning coffee w lush views Luxury Beds Linens Ultimate comfort for deep rest Resort-Style Amenities Pool hot tub tennis courts Free Parking 1 spot Secure hassle-free Fast Wi-Fi Smart TV Stay...
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 Unit 2542 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain ViewWelcome to Kaanapali Alii 254, a gorgeous one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. Vast windows provide beautiful and elevated views of...
Always a Great Idea To Unwind! Outdoor Pools, City View!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 340 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
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...
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
** 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...
Lava Rock Camp🌋 Off-grid Treehouse
Lava Rock Camp is conveniently located between Hawai’i Volcanoes National Park, Kilauea Volcano 🌋and Pahoa and Hilo Town. Enjoy the sounds of nature and night sky views surrounded by tropical Hawai'ian native rainforest, Ohia trees, ferns, orchids & fruit trees. This...
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...
Bright Island Suite w/ Airy Lanai and Stunning Sunset Views - Near Waikoloa Golf
Our villa offers sweeping Pacific Ocean views and island breezes from a private lanai. Enjoy bamboo linens, a gourmet kitchen, and access to the oceanfront club with lagoon pool and seaside dining. Steps from Waikoloa Beach Resort golf and minutes to Hapuna Beach,...
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 the...
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 induction...
Summary:Enjoy a stylish experience at this centrally-located place. Newly renovated this 2025. Fully furnished with washer and dryer in unit. Free WiFi and parking Bedroom has a queen in the bedroom and a sofa bed in the living room. Enjoy the beautiful mountains of...
Cozy Studio in the Heart of Wailuku Town | AC | Near Airport
OverviewEnjoy a simple, comfortable Maui stay in historic Wailuku Town—a charming, walkable neighborhood known for its local cafés, boutiques, and central island location.This studio unit is part of a private, gated community of just five residences, offering a peaceful...
Spacious Poipu Home with Guest House, Resort-Style Outdoor Living & Pool!
Welcome to an exceptional luxury retreat in the prestigious Poipu Beach Estates, tucked away on a quiet cul-de-sac just minutes from world-class beaches, shopping, and dining. Designed for both relaxation and entertaining, this stunning island retreat offers expansive...
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...
Hale Pono Waikiki by Gather: High-End 2BR, 1 Block to Waikiki, w/ Parking
Discover the perfect blend of style, comfort, and luxury at Hale Pono Waikiki by Gather. This recently remodeled two-bedroom, two-bathroom condo boasts high-end, luxury finishes and is located just one block from Waikiki Beach, placing you in the heart of Honolulu's...
Private Plunge Pool + Lanai Lounge | Wailea Beach Villas G101
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...
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. Centrally...
Valley Isle Resort #1208 - Vacation West Maui
🚗 Complimentary Parking: Park with ease at no additional cost.🛜 Free Wi-Fi: Stay online with included internet access.🏨 No Resort Fees: Enjoy your vacation without extra charges.🌅 Oceanfront & Beach Views: Stunning views over Kahana Bay.🐳 Whale Watching: Jumping whales...
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
Tucked within the world-famous Wailea resort community, this garden-view villa offers a serene retreat surrounded by tropical beauty. Enjoy a spacious layout, full kitchen, and breezy patio—all just a short stroll from beaches, restaurants, and luxury shopping. Villa...
4BR Oceanview Villa w/ Infinity Pool, Hot Tub & Mauna Lani Beach Club Access
Summary:Escape to Hale Nanea, a designer 4BR, 4.5BA villa in Mauna Lani’s exclusive Laule‘a community. Enjoy indoor-outdoor living with a spacious lanai with sweeping ocean and golf views, an infinity-edge pool with integrated spa, and SONOS sound throughout. The...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
The Lodge at Kukui‘ula - Bungalow 15
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying at Bungalow 15 enjoy privileged access to the esteemed amenities of The Club at Kukuiʻula. This exclusive enclave along...
Modern 37th Floor Corner Studio with Ocean & Diamond Head Views
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean & Mountain views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Magic Skies Hawaiian Kingdom Hula Room
Feel emersed in the Hawaiian culture in the Hawaiian Kingdom Hula Room. It is located on the top floor with a King bed, it's a large room with a sliding door which provides access to back lanai with waterfall views, Bathroom is dedicated but is also the bathroom for the...
Kaanapali Alii 1352 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 135, a vibrant two-bedroom oceanfront condo that brings the energy and beauty of Maui indoors. Bright emerald green granite...
Remodeled Waikiki Studio w/ AC and free Wi-Fi - Bamboo Waikīkī Hotel #705
The studio features an open concept floorplan with a charming island aesthetic throughout. Large sliding glass doors allow an abundance of natural sunlight and lead to a furnished lanai where you can enjoy morning coffee or an evening cocktail. The sleeping/living area...