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.
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View
Our private home offers convenient access to Poipu's best attractions. Located just a short stroll from The Grand Hyatt and Shipwreck Beach, it provides easy access to white sand beaches, fine dining, and local attractions.As part of the exclusive Poipu Kai Resort,...
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway and launch pad for all of your Hawaii adventures or just to relax and get away from it all.This is a gorgeous, designer...
Beachfront - Parking incl - Oceanview - Waikiki Shore
We can give you a in site parking.***Maxmum is only 2 persons ***COMPACT VEHICLE ONLY (Stall is very small with limited space)Please let us know if you will arrive in the unit after 5pm to 9am. If you would like to check in between the hours of 5pm -9am, we will charge...
Relaxing, Convenient Location In Waikiki!
You'll love waking up to the calming view of the Pacific Ocean in the distance! This beautifully appointed condo is located on the 15th floor of Discovery Bay, offering comfort, convenience, and a perfect home-away-from-home experience in Waikiki. For your convenience,...
NEW KBM Resorts | FREE CAR | Grand Champions | Remodeled 1-Bedroom Villa in the Heart of Wailea! GCH-181
** 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...
Kauai Beach Villas Resort 1 Bedroom with Pool
Escape to paradise in this beautifully appointed 1-bedroom, 1-bathroom condo at Kauai Beach Villas, ideally located on the tranquil east coast of Kauai in Lihue. Whether you're seeking a romantic escape, a solo retreat, or a peaceful base for island adventures, this...
(4183) KPalms 4Br 3Ba Spacious Home with AC and Views
Peaceful. Serene. Relaxing. Your Perfect Kauai Getaway Awaits.Escape to your private oasis on the lush North Shore of Kauai in this spacious 4-bedroom, 3-bath vacation home nestled along the scenic old Makai Woods Golf Course (no longer active) in Princeville. With over...
Magic Skies Top Flr Ocean View Under the Sea Room
Enjoy the panoramic views from your large top floor ocean facing room with private bathroom, walk-in shower and walk-in closet and kitchenette. The room has sea life themed decor and custom art and woodwork featuring a wall of ocean facing windows and double doors...
Kaanapali Alii 434
Welcome to Kaanapali Alii 434, a luxurious vacation rental in Maui’s exclusive Kaanapali Alii Resort. This stunning condominium offers a breathtaking view of the Pacific Ocean, surrounded by swaying palm trees and the meticulously maintained grounds of Kaanapali....
Top floor 1 bedroom Kihei beachfront gem with AC & partial ocean view
Welcome to Nani Kai Hale 403. Make your Maui memories from this top floor 1 bedroom partial ocean view beachfront condo. Feel right at home with everything from split AC in both the living room & bedroom, sofa sleeper, fully equipped kitchen, some beach gear, & luxury...
Menehune Shores #609 - Top-Floor Oceanview Condo Steps from Beach
Menehune Shores #609Enjoy the laid-back charm of South Maui at Menehune Shores #609, a top-floor Oceanview condo located just steps from the sandy shores of North Kihei. This two-bedroom, two-bathroom vacation rental is perfect for couples, families, or small groups...
Oceanfront Retreat at the Ilikai! Your island escape await!
*Brand New to our Inventory* Welcome to your beautifully renovated island escape at the iconic Ilikai Hotel, where sweeping views of the lagoon and Pacific Ocean greet you from your private lanai. Enjoy front-row seats to the Friday night fireworks show and take in the...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | HK ML-1119
** 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 Studio
Studio + Kitchen- Studio condos located on 3rd and 5th floors- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Private balcony- 1 king bed- 600-650 sqft/55-60 sqm- Maximum 2 persons including children...
Waipouli Beach Resort C104 Garden View 2 BD 3 BA
Escape to this relaxing two-bedroom condo tucked among swaying palms and flowering gardens. Ideal for small groups or families, it offers a calm and comfortable home base with a distinct island feel.Unit C104 Garden View 2 Bedroom 3 Bathroom• Ground floor condo with...
Magic Skies Top Floor Dream
You are in paradise when you stay with us in the Top Floor Living space at Magic Skies! With 1,954 sq feet, the top floor is a complete living quarters! Enjoy the entire top floor all to yourselves, complete with 3 bedrooms (2 kings, 1 queen), 3 bathrooms (2 are...
Amaui Villa #9
Nestled within the exclusive enclave of Mauna Kea Resort, Amaui Villa 9 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully designed spaces. The epicurean kitchen, adorned with premium appliances and natural stone countertops, seamlessly flows into...
Modern Coastal Retreat with Ocean Views and Beach Access – Puako Beach Drive #310
Welcome to your island getaway! This newly remodeled 3-bedroom, 2-bath Puako condo #310 blends modern comfort with timeless Hawaiian charm. Just steps from the ocean, this bright and airy retreat offers stunning views of swaying palms and the sparkling Pacific.The...
Beautiful Poipu 6 Bedrooms for 12 with AC!
New Listing!!Gorgeous Poipu 6 bedrooms for 12 with AC! The 6 bedrooms are made up of two separate 3 bedrooms 3 baths for 6, just steps apart! 6 bedrooms, 6 baths for 12 total! This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna...
Near Malls, Beaches & Honolulu Zoo: Colorful Condo
Outdoor Community Pool | Private Balcony Welcome to the heart of Waikiki! This bright vacation rental is your ideal city-and-sand launchpad, perfectly positioned for days of adventure and nights of relaxation. Walk down the street to the International Market Place, soak...
Waikiki Beach Studio Condo..Minutes to Beaches!nGreat Value.
Aloha and welcome to the ideal Waikiki studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the start of Waikiki, near the marina, we are close to everything for your vacaction getaway. World-class shopping & wonderful...
Ocean View One Bedroom Kaanapali Shores 826
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
The Ultimate in Tranquility! 2 BR Condo in Ka'Iulani at Princeville!
30 day minimum stay. Ka'iualani at Princeville is the perfect spot to enjoy the tranquility and unmatched natural beauty of Kauai! This updated residence features two spacious bedrooms, a luxurious kitchen, and relaxing dining and living areas. Beautifully furnished...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
Royal Sea Cliff Kona Garden View 1 Bedroom
This garden-view one-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort, and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops, and dining. Garden View 1 Bedroom 1 Bath• Condos are located on 1st through 5th floors...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
Westin Ka'anapali Ocean Resort North - 1 BDR Premium Villa - Comforts of home
Clean, high end property nestled between two sister properties (Ka'anapali Resort and Nanea Pcean Villas - with access to all amenities of all properties). Just footsteps to Ka'anapali beach, once named America's best beach, where you can watch sunrise and sunsets on...
Studio Room in Lahaina
Amid the azure Pacific, along the crystal sands of Kā‘anapali Beach, Marriott’s Maui Ocean Club is an oasis of relaxation, adventure and bliss. On the island of Maui enjoy some of the best golf, tennis, diving and mountain biking you'll find anywhere, all...
The Lodge at Kukui‘ula - Bungalow 11
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...
Charming 3-bedroom house with a pool and AC in beautiful Kailua
This 3-bedroom house is perfect for your escape to Kailua. Nestled in a soothing neighborhood, this beautiful property offers 2 queen beds, 2 twin beds, and a queen-sized pull-out couch to ensure a peaceful night’s sleep for everyone. With amenities like AC, WiFi, a...
*NEW LISTING Sunset Views, Pool and Spacious Modern Comfort Getaway!!
Hoku Lani which means Heavenly Star is a relaxing peaceful retreat. This spacious 3-bedroom 3 bath resort style home with 180-degree ocean views are located on 4 acres for maximum privacy and quiet in Kohala Estate. Gaze out over the inviting lap pool to the blue...
Perfect Adventure Near Beach! Parking, Pool, Near Waikiki Beach
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city.PLEASE NOTE:This listing is specifically for a hotel room located...
Lux 2BR Beachfront Maui Condo... South Shore/Kihei.nSteps to Beach!
Welcome to your own Dlx 2Br Beachfront Maui condo... Ideally located just steps to the beach on the sunny South Shore/Kihei. We are right on beautiful Keawakapu Beach, just minutes from Wailea. Enjoy stunning views from the private lanai/balcony, while enjoing your...
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
Maui Kamaole, #A-106 – Ground-Floor Comfort Near the BeachMaui Kamaole #A-106 is a beautifully remodeled 1-bedroom, 2-bathroom ground-floor condo offering easy access, peaceful garden surroundings, and modern comfort just a short stroll from Kamaole Beach Park III....
Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit
Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...
Makena Surf B201 Beachfront Resort
Welcome to the Makena Surf B201 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where the sleek, modern design seamlessly...
Casa Aloha Designer Condo w Oceanfront Pool
Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside...
Golf Villas Gold Fairway View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ilikai Hotel One-Bedroom Unit. Perfect Ocean View. Fully Remodeled!
Come and relax in this renovated unit at the Ilikai Hotel. This spacious 1-bedroom condo has been making updates to make the space more comfortable and relaxing for travelers! This condo can comfortably sleep 4, with a California King bed and sofa sleeper in the living...
Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views
Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...
Beachfront • Pool + Hot Tub • Pickleball, Tennis
Welcome to your escape in Lahaina — where golden sunsets light up the sky, ocean breezes drift through the palms, and every moment feels like a deep exhale. Start your mornings with coffee and sea views, then spend the day floating in the oceanfront pool, walking...
Kaanapali Alii 1103
Welcome to your dream getaway at Kaanapali Alii 1103, a luxury vacation rental perfect for a family-friendly short-term rental experience. Nestled in the heart of Lahaina, this stunning 1,843 sq. ft. condominium offers breathtaking ocean views and a prime location on...
Quietly Nestled in the Country 30+ Nt near Volcano
Escape to the lush serenity of Hawai‘i Island with this cozy studio located in Kea'au, just a short drive from Hilo’s beaches, shops, and attractions. Perfect for extended stays, remote workers, or traveling professionals, this private studio offers an affordable...
New Listing! 2bd Oceanfront Beauty at Sugar Beach
Welcome to Sugar Beach 511 — Your Oceanfront Maui Getaway Awaits! 🌺🌊 Aloha and welcome to Sugar Beach 511, a spacious 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. Perfectly situated along the golden sands of Sugar Beach, this...
The Hilton Maui Bay Villas 2BR Resort View Suite!
Nestled among 27 acres of lush tropical gardens, the Hilton Maui Bay Villas is a luxurious, secluded resort located on South Maui's sun-drenched coast. Situated minutes from several upscale resorts, pristine beaches, and championship golf courses, guests will enjoy...
Ilikai Hotel Lite #742: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Perch - Maui Vista 114: Remodeled Modern Maui Paradise
Welcome to our cozy suite in South Kihei! Our home offers everything you need for a wonderful and relaxing stay on the beautiful island of Maui. Step out onto our oversized lanai and breathe in the tropical breeze while enjoying the lush greenery of the large grassy...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Panoramic Ocean Views 2-bedroom Luxury Villa At Kapalua Bay Villas Maui | 2 Units, 3 Bedrooms | KBV ML-1993
** 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...