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.
Mauna Lani Point H207
Welcome to Mauna Lani Point H207, your idyllic retreat nestled in the heart of Kamuela, Hawaii. This charming 1-bedroom, 1-full and 1-half bathroom condo offers a perfect blend of comfort and luxury, ideal for your short-term stay. The open-concept living area features...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 2 Bedrooms | KBV ML-1996
** 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...
50% Off! Bed & Breakfast Steps from the Beach w AC
The Space:50% Off Grand Reopening Special! We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all guests who are with us 4 or more days. Start the day with homemade banana bread shaped like fall leaves, an assortment of local fruits, and festive...
31st Fl Waikiki Banyan | Parking | AC | Partial-Ocean Views
The SpaceEnjoy a high-floor corner unit with easy access to the laundry room and trash chute. Perfect for families or groups, this suite combines comfort, functionality, and Waikiki convenience.Bedroom• One twin bed and one double bed with ocean-facing viewsLiving...
Coconut Plantation 1222-2: Tropical Villa w/ Lanai & Pool Access
Welcome to Coconut Plantation 1222-2 by Gather, a serene island retreat nestled in the heart of Ko Olina Resort. This charming 2-bedroom, 2-bath villa offers a peaceful blend of Hawaiian elegance and resort-style comfort, perfectly suited for couples or families seeking...
Great Oceanfront Resort in Maui - Family Friendly - Sleeps 6!
Set along the soft sands of Maui’s world-famous Kaʻanapali Beach, Hilton Vacation Club Kaʻanapali Beach is where family memories are made against a backdrop of swaying palms, sparkling ocean waves, and endless Hawaiian sunshine. From the moment you arrive, the lush...
Heartwarming 2-bedroom condo in Lahaina
Experience Lahaina like a local in this 2-bedroom condo. The space is excellent, with 1 king bed and 2 twin beds (along with Sofa Bed and Additional Bed in Primary Suite) to accommodate guests. This welcoming property offers a relaxing stay for all travelers. Our place...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Kaanapali Residence Club+Amenities, 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Escape to Tropical Opulence at The Hyatt Residence Club on Kaanapali Beach! 🌺🌴Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 members on certain...
Whaler | 2 Free Rental Cars | KBM Resorts | 2 Units, 3 Bedrooms | WH ML-1583
** 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 Ekahi Village 50C - 1 Bedroom Garden View Condo
Experience the ultimate in island luxury with a stay at Wailea Ekahi 50C, a beautiful one-bedroom, one-bathroom vacation rental situated in the heart of Wailea. This elegant ground floor condo offers the perfect blend of modern comfort and tropical charm. From the...
Maui Ka’anapali Villas #237: One bedroom 2 bath loft gard
Maui Ka’anapali Villas #237: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views in this Hawaiian oasis at the serene Maui Kaanapali VIllas. This condo offers indoor and outdoor...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | KBV ML-1975
** 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...
Renovated in 2024 Studio! Just 1min to Beach@Waikiki
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 2 Units, 5 Bedrooms | HK ML-1403
** 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...
Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Kapalua Ridge Villas Ocean View 1 Bedroom
Ridge Villas Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed-...
Hoʻonānea I Loko Kailua
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
Waiulu Villa - Contemporary Luxury Coastal | Onsite Staff & Daily Housekeeping
This 2 bedroom, 2 bath single-level upper floor corner villa offers wrap-around views of Hualalai Mountain, the 5th hole of the Tom Weiskopf Keolu Golf Course and Punawai Pond. The large windows and 16’ sliding pocket doors provide plenty of natural light giving this...
Kapalua Bay Villa 34G5 Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 16 stairs between the driveway and front door and 25 steps to Pool C- Carpet throughout and tile floors in kitchen and bathroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven,...
Holua Kai#15 The "Model Home" Luxury Golf Course View, Private Pool, Spa
Holua Kai Luxury Retreat#15 – Single-Level Private Pool Home in Kailua-KonaWelcome to Holua Kai at Keauhou Resort, where modern island elegance meets timeless Hawaiian charm. Nestled within one of Kona’s most exclusive gated communities, this 3-bedroom, 3.5-bathroom...
Ocean breezes greet you in this 12th-floor condo
Welcome to Valley Isle 1204, a 1-bedroom, 1-bathroom, 12th-floor condo that offers direct oceanfront views from your private lanai and ceiling fans throughout, as there is no A/C. This resort has elevators for easy access. Unit 1204 can accommodate up to 4 guests. The...
Airconditioned luxury 3 bedroom home
This is a luxury three bedroom home in Princeville with a wonderful flow and space that provides a great environment for relaxing or having small family gatherings. The kitchen is fully upgraded with a Wolf stove as well as other luxury appliances. The dining room and...
Honua Kai | 3 Free Rental Cars | KBM Resorts | X X L Lanai | 3 Units, 5 Bedrooms | HK ML-1113
** 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...
Downtown Honolulu | AC, W/D, Free Parking, Kitchen
Experience the best of Honolulu from this bright, open-concept condo. Just minutes from downtown attractions, restaurants, cafés, and shops, with easy access to public transit and nearby beaches and parks. After a day exploring, unwind in the building’s pool,...
Newly renovated spacious studio! Great location!
Enjoy a very comfortable stay in this clean, newly renovated large studio unit with a king size bed. Just steps from beach, Honolulu Zoo, and Kapi’olani Park, this location is hard to top. Modern kitchen with cook top, allows plenty of space for meal preparation. This...
Kaanapali Maui Eldorado B202 Garden View 1 BD
Enjoy the beauty of Maui from this inviting one-bedroom retreat with garden views. Located on a scenic golf course near the beach, it’s ideal for couples or small groups and includes a full kitchen, sofa bed, and breezy lanai for outdoor dining or relaxation. Unit...
Regency Waikiki Partial Ocean View 2 Bedroom
Unwind in your spacious two-bedroom condo, just a block from Waikiki Beach, restaurants, and shopping. Designed for up to six guests, it features a fully equipped kitchen, two cozy queen beds, and a comfortable sofa bed in the living room.Partial Ocean View 2 Bedroom 1...
Maui Kam J209: Your Tropical Oasis in Maui
Escape to this spacious 2-bedroom, 2-bathroom loft condo at Maui Kamaole J209. Featuring an open living area, large primary bedroom with King bed, and a guest room with a Queen and a Twin bed, this condo comfortably sleeps up to 6 guests. Enjoy the lush tropical gardens...
New Modern Hawaiian 2-bedroom house in Kapaʻa with amazing ocean/mountain views
Modern Beachside Escape in Kapa‘a – Steps from the Ocean!Welcome to your island getaway! This beautiful, newly built 2-bedroom home in Kapa‘a is just steps from the beach. Designed with modern island style, it features open and airy living spaces, a fully equipped...
Renovated - Spacious 2BR/1BA Loft, AC, Close to beach
Our condo is conveniently located in South Kihei steps from the beautiful Kamaole I Beach Park and close to many shops and restaurants. Take in the beautiful views from your private lanai and watch the sunset.Our renovated 4th floor penthouse condo with floor to ceiling...
Kaanapali Alii | 156
Welcome to Kaanapali Alii 156, your ultimate luxury vacation rental in Maui. Nestled in a prime oceanfront corner location, this stunning condo offers expansive views of the beach, pools, tropical gardens, and the shimmering blue Pacific Ocean. Ideal for families and...
Steps to Beach! Chic 2BR at Maui Banyan Resort
Summary:🌴 2-Min Walk to Pristine Kamaole Beach – Ultimate island escape!🛁 Private Hot Tub & Resort Pool – Relax after sun-filled adventures.🛏️ Luxury Beds & Linens – Guests rave about restful sleep.🍽️ Fully-Equipped Kitchen – Cook gourmet meals...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.Unit 715 Ocean View Studio• Waikiki Shore...
Kaanapali Alii 363
Welcome to Kaanapali Alii 363, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the sparkling Pacific Ocean and Kaanapali’s meticulously manicured gardens. Immerse yourself...
Kapalua Golf Villas | 3 Free Rental Cars | KBM Resorts | Large Bedrooms | 3 Units, 4 Bedrooms | KGV ML-2117
** 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 Ekahi Village 51D - Wailea Ekahi Village 51D
Wailea Ekahi Village tropical vacation condos are situated above Maui\'s beautiful Keawakapu Beach and close to all the top Wailea resort hotels. Enjoy easy access from your vacation condo at Wailea Ekahi Village to the restaurants and spas of the Grand Wailea, Four...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Top Floor | 4 Units, 8 Bedrooms | HK ML-1313
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | King Size Bunk Beds | 2 Units, 4 Bedrooms | HK ML-1370
** 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 Garden View Studio
Garden View Studio- Open kitchen layout includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Air Conditioning- 1 king bed or 1 queen bed and a single sofa bed- 431 square feet/40 square...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 3 Units, 7 Bedrooms | HK ML-1406
** 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...
Wai'ula'ula H102 - Wrap-around Lanai
This private, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Fisher & Paykel and Wolf appliances/gas range and dual master suites. Additional features...
Pacific Sunset Paradise - Steps to beach and amenities
Welcome to your slice of paradise in Maui, Hawaii! Tired of crowded beaches? Say aloha to our this rental, just steps away from a white sandy beach off the beaten path. This beachside haven not only offers you the tranquility you crave but also puts you within flip-flop...
"Ali'i" Studio w/ FREE Parking & Full Kitchen
Our Premium ALI'I STUDIO is spacious, recently renovated, fully furnished and centrally located just steps away from famous Waikiki Beach where you can enjoy the sand and surf. We include FREE PARKING, full kitchen, free Wi-Fi and a private lanai. We provide 100%...
Cozy 1-bedroom Condo with WiFi, AC, and More in Tranquil Kailua-Kona
Discover the beauty of Kailua-Kona from this marvelous 1-bedroom condo. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep after a day of exploring. With amenities like WiFi, a washing machine, and AC, guests can relax and unwind in this...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 2 Bedrooms | ML-1493
** 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 Listing: Beachfront Studio - Lahaina Shores
Lahaina Shores 324 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 324 is a 3rd-floor West Maui Mountain view studio offering a comfortable Queen bed, air...
Kaanapali Alii 442
Welcome to Kaanapali Alii 442, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers a breathtaking view of the sparkling Pacific Ocean, surrounded by swaying palm trees and pristine white sand beaches. Immerse...
2 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Aloha Springs Ohana
Enjoy a stylish experience at this centrally-located ohana. We are Located at 1500 elevation with sweeping ocean views & cooler breezes just 10 minutes to beaches and down town Kona. The inside offers a stylish remodeled design with 10 foot ceilings two bedrooms...
Kaanapali Maui Eldorado I202 Garden View 1 BD
This charming garden-view condo offers space to unwind just steps from Maui’s beaches and nestled along Kaanapali golf course. With one bedroom, a full kitchen, and a comfortable living area, it’s the perfect island home base for up to four guests. Unit I202 Garden...