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.
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...
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...
Peaceful Modern HNL Getaway
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...
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...
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. 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...
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 Unit 135
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...
Kapalua Ridge Villa Remodeled Oceanview Condo with Lanai & Breathtaking Views
Kapalua Ridge 1421 Breathtaking Ocean Vistas Perched High Above the Kapalua Coastline from this Beautifully Remodeled Maui CondoWelcome to your Maui Retreat: A masterfully re-imagined 1-bedroom, 2-bath townhome perched on the second floor of Kapalua Ridge Villas in...
Studio w/ Balcony & Full Kitchen | Access to Pool
Enjoy comfort and convenience in this cozy studio at Kahana Falls Resort, just moments from the beach. Designed for romantic getaways or solo retreats, the unit features a queen Murphy bed, full kitchen, balcony, and modern bath. With an in-unit washer/dryer, smart TV,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Panoramic Ocean Views | 2 Units, 3 Bedrooms | KBV ML-1990
** 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 Kahana Maui 1114 Ocean View 1 Bedroom
Relax in style in this ocean-view one-bedroom unit, offering a cozy and comfortable retreat for families, friends, or solo travelers. Unit 1114 Ocean View 1 Bedroom 1 Bath• 11th floor condo with views of the ocean and the island of Lanai • Kitchen includes microwave,...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Kiahuna Plantation Resort 185 Ocean View 1 Bedroom
Enjoy stunning ocean views from this inviting 2nd floor condo, just moments from the shoreline. With a laid-back island vibe and all the comforts of home, it's perfect for unwinding. Unit 185 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full size...
Kapalua Golf Villas Partial Ocean View 1 Bedroom
Golf Villas Partial 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-...
Cozy studio in lovely Honolulu with Lanai & refreshing AC for your stay
Consider this 6th Floor studio your home away from home while you visit Honolulu. This practical space features a peaceful living area with a queen bed & Smart TV, perfect for relaxing after a day of exploring. You will appreciate the bathroom, complete with Fresh White...
7 Mile Miracle Beach House
Beautiful fully furnished home on the very famous and highly coveted Ke Nui Road. It has direct beach access in front of Gas Chambers, and also world-famous surf spots, Rocky point (100 yards to the east), and Pipeline (300 yards to the west). This home is a surfer`s...
Gorgeous Ocean Front Villa in Marriott Resort
Located in the heart of Kaanapali Beach, the Marriott Ocean Club is walking distance to Whaler's Village, a host of restaurants as well as the ocean right at your doorstep! It is family oriented with pools and amenities for children and adults.
Ocean View Westin Villa for Thanksgiving, NEW Year’s, July 4 1400SF 2BR
We invite you to enjoy the luxury and relaxation that only Westin can deliver at the Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) which is located on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
HLH welcomes you to Leaf House, a serene three-story sanctuary set above Lanikai’s turquoise shoreline. Sophisticated architecture, panoramic Mokulua Island and mountain views, and over 7,000 combined square feet of indoor and outdoor living create an unforgettable...
Spacious 3-bdr Pool, Hot Tub and free A/C
This beautiful townhouse is perfectly located in the heart of Princeville at the Nihilani resort. Walk or bike to several stunning beaches and coves, golf, yoga, and great restaurants. Hanalei Bay is a short car ride away. Amazing tropical location. Carefully appointed...
Mauna Kea Villa 3003 - Exquisite Gated Private Estate
Wake each morning to the soothing sound of waves and end your days with fiery sunsets over the Pacific—this exceptional ocean view villa offers the perfect blend of privacy, luxury, and location. Nestled in an exclusive enclave just a short 7-minute stroll from the soft...
1 Bedroom Ocean View at Honua Kai Resort & Spa, Pool, Free 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...
Cute Cabin for Two Surrounded by Nature for a Peaceful Getaway in Kealakekua, Hawaii
With Bathroom, and Hot Indoor Shower. Free Wireless Internet. Sleeps up to 2. Enjoy a restful stay in this cabin, featuring two twin beds that easily convert into a luxurious king with premium bedding for a peaceful night’s sleep. Refresh in the indoor hot water shower...
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...
Hawaiian Pakele-Ocean View Estate
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Moani Heights Three Bedroom + Den
Welcome to this stunning 4-bedroom, 4-bath residence in Moani Heights, offering unobstructed views of the Pacific Ocean and the Kohala Coast. This beautifully designed home features an open-plan living and dining area with a cozy sectional, pool table, updated kitchen...
3 Bedroom Cottage - Platinum
The three-bedroom cottages 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 spa...
1 Bedroom Panoramic Ocean View at Hilton Vacation Club Ka'anapali Beach
Luxury reigns supreme in this one-bedroom, where all the comforts of a heavenly escape await.Unwind and wake up to panoramic ocean views in our one-bedroom corner suite, featuring a king bed, a wraparound balcony, dining table for four, queen sofa bed, and TV with...
Honua Kai | 5 FREE Rental Cars | KBM Resorts | Well Appointed, Magnificent views | 5 Units, 6 Bedrooms | HK ML-1748
** 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...
FANTASTIC! Ocean View Marriott Waiohai beach club 2 BDRM villa
, Full Resort AccessWelcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered...
Private Beach House + Backyard, Patio, and Hot Tub
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Kapalua Bay Villas | 3 FREE Rental Cars | KBM Resorts | Whale Watching | 3 Units, 4 Bedrooms | KBV ML-2068
** 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...
Wailea Elua Village 1504 - 2 Bedroom Ocean View Condo
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach. The...
Lovely 4-bedroom 3-bath house in Kailua-Kona Hawaii.
Get ready to relax in this 4-bedroom house in Kailua-Kona. With 2 king beds, 1 queen bed, and 1 bunk bed, this gorgeous property is perfect for families or groups of friends. The 3 bathrooms come equipped with showers and hair dryers for your convenience. Located across...
Mauna Kea Villa 3033 - Magnificent Sunny Villa
This magnificent, single-level, oceanfront estate offers a sunken living room with designer furnishings, a 65" smart TV, and sliding glass pocket doors for indoor/outdoor island living, a true epicurean kitchen with professional-series Wolf, Sub-Zero, Miele and Gaggenau...