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.
Honua Kai | 4 Free Rental Cars | KBM Resorts | Grand Suite | 4 Units, 10 Bedrooms | HK ML-1109
** 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...
Beach Escape Near Mama’s Fish House – Perfect for Surfers & Windsurfers
Discover your ideal Maui retreat just moments from the world-renowned Mama’s Fish House. This inviting one-bedroom condo has a queen size comfy mattress along with a comfy sleeper sofa—sleeps up to 4 guests and puts you right in the heart of Maui’s legendary North...
KBM Resorts | FREE CAR | Kapalua Ridge Villas | Oceanfront | 2-Bedroom Condo with Expansive Lanai and Breathtaking views! KRV-1622
** 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...
Newly remodeled 2 bd/2ba Kaka'ako condo on 25th floor with city/ocean views
Lovely comfortable condo in Kaka'ako. 2 bedroom/2 bath, high-rise condo with everything, including lanai. Leather couch with very comfortable pullout sofa bed, This condo was recently remodeled w/ all new appliances and furniture. Beautiful ocean/city views. Perfect...
NEW Listing! Walk to Waikiki Beach, fully furnished, parking included!
Enjoy cool island trade breezes in a conveniently located Waikiki apartment. Views of the harbor and gorgeous blue ocean, just Minutes to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Dedicated Parking included in the price, Pool, BBQ,...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
NEW Trendy Surf & Stay Getaway Princeville
Welcome to your private slice of paradise on Kauai’s North Shore. This newly renovated, high-end getaway blends sleek modern design with island charm in the heart of Princeville.This unit has all of the best amenities that a private home can offer with thoughtful...
Aqua Aloha Surf Waikiki 219 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #219 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 218 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Waikiki 2 Bedroom - 2 Bath, washer/dryer in unit, full kitchen, free parking
PROPERTY OVERVIEW2-bedroom, 2-bathroom condo with fully equipped kitchen, in-unit washer/dryer, and a free assigned parking space. A second parking space is available upon request. Sliding doors allow natural trade winds to flow through the unit. High-floor location...
Aloha Heights: Luxury 1-Bedroom Condo with Pool, Gym & Ocean Views
This home is available as a long-term rental (LTR), with a minimum stay of 30 days—perfect for extended stays, relocations, or monthly leases.Welcome to Aloha Heights by AvantStay — your modern Honolulu sanctuary in the sky. Set on the top floor of a stylish high-rise,...
Islands at Mauna Lani Q3
The Islands at Mauna Lani Q3 offers a privileged location just across from the waterfall pool and entertainment center reserved exclusively for guests of The Islands at Mauna Lani. This beautiful two-bedroom two and a half bathroom condo sleeps up to six and is perfect...
2BR Ocean View Baby Beach Cottage
Why Guests Love Hale KoleaDesigned with couples, newlyweds, and anniversary getaways in mind, this intimate cottage provides the perfect setting to relax, reconnect, and savor island life. Wake to the sound of the ocean, linger over slow mornings at Baby Beach, and wade...
Aloha Condos, Islander on the Beach, Condo 216, Ocean View, AC
We invite you to enjoy the many wonders that Kauai has to offer. Stay in our centrally located Kaua'i Vacation Rental. Experience “No Ka Oi” (The Best) place on the planet.• Beachfront Location• Adjacent to Coconut Marketplace• Nicely Appointed Hotel Rooms• Beachfront...
Aqua Aloha Surf Waikiki 303 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 303 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...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 4 Bedrooms | HK ML-1356
** 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...
Soak in Dazzling Pacific/Sunset Views, WiFi, Full Kitchen – Waikīkī Shore #PH09
Welcome to the perfect beach getaway! This deluxe one-bedroom one-bathroom ocean view suite is designed for the casual beachgoer who loves modern touches and amenities. The suite is furnished with light wicker, koa wood statues, Hawaiian paddled ceiling fans. The...
Honolulu Central 1 Bd 1 Ba
Summary:Newly built 1bd 1ba duplex. This charming unit offers all the essentials, including a convenient washer & dryer, making your adventure hassle-free.Prime location—just minutes away from popular attractions! Explore the famous Waikiki Beach or indulge in shopping...
Relaxed Island Living - Royal Kahili B204
Welcome to Royal Kahili B204, a beautifully updated 2-bedroom, 2-bath condo that blends contemporary style with relaxed island living. Nestled in a lush, well-maintained complex, this residence offers comfort, convenience, and a touch of luxury — all just minutes from...
New Listing: Stunning ocean views, epic sunsets, lush golf greens, 2 bd, 2 baths
Make this condo your home away from home in beautiful Kailua-Kona. Designed for comfort and relaxation, this inviting retreat offers two serene bedrooms—one with a king bed and one with a queen—plus a tranquil living area with a comfortable sofa bed for additional...
Cozy 1-bedroom apartment in lovely downtown Hilo, pet friendly
Located in in easy walking distance to all of Hilo's amenities, this enchanting apartment provides convenient access to anything you might need: restaurants, a gym, stores, and parks are all within a 5-15 minute walk, and the beach is only a little further. It features...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1248 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Marriott Maui Ocean Club | Two 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Hawaiian Overlanders 4WD FJ Camper!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 900 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
waikiki beach
Experience Honolulu like a local in this hotel studio. The space features a king bed, sofa bed, AC, washing machine, WiFi, and more. Our beautiful property is perfect for guests looking for a wonderful stay in the heart of Honolulu. Our place is equipped for both long...
Paradise Found in Makaha, HI! Fully equipped and furnished with all upgrades!!
Your home away from home at Makaha Valley Towers. Ocean and valley views. Totally updated, fully furnished, equipped kitchen, new walk in shower and washlet toilet (bidet), central AC, BBQ & pool area.
New Year's week in Paradise! 12/27-1/3 1 bed 2 bath Maui Ocean Club in Kaanapali
OCEAN VIEW. Marriott Maui Ocean Club - Located on beautiful Ka'anapali Beach, with elegant resort accommodations and outstanding service. All suites include kitchenettes with an apartment-size refrigerator, sink, and dishwasher; accommodations will feature private...
Lodge at Kukui'ula Villa 5
The four-bedroom villas 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...
Islands at Mauna Lani F3
Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
Tucked away in lush tropical gardens, this one-bedroom cottage-style condo offers peaceful surroundings just minutes from Kauai’s most famous beach. A cozy and convenient escape for island lovers. Unit 150 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Paradise MicroLoft
Relax and enjoy this paradise microloft on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Located just 15 minutes from the island's best white sand beaches, renowned resorts and golf courses.The Microloft is similar to a tiny home with lush...
kaanapali-alii-unit-173
Kaanapali Alii Unit 1732 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 173, a stunning oceanfront condo in Maui’s premier Kaanapali Alii Resort. This beautiful residence offers sweeping views of the...
KS 211 1BD Partial Oceanview Retreat Steps from the Pool with AC & Lanai
Kaanapali Shores 211 Escape to this 1 Bedroom North Kaanapali Retreat with Partial Oceanview Just Steps from the Pool Welcome to your Maui Retreat: This one-bedroom, one-bathroom condo offers a perfect retreat for those seeking an authentic Hawaiian vacation in an...
H12 PuaMelia|Private Pool|Ocean View|5minMagicSand
Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Great Location In Waikiki, City Views! Close to Beach!
Located within the Ilikai Marina, this condo is located on the 8th floor. The warmly styled and comfortable condominiums of Ilikai Marina is the perfect place for an unforgettable family vacation, where you can spend more time together not in separate hotel rooms. A...
Royal Kahana Maui 601 Partial Ocean View 2 Bedroom
This charming two-bedroom unit offers partial ocean vistas and a cozy atmosphere just minutes from the beach. Great for families, couples, or friends wanting a serene Maui getaway. Unit 601 Partial Ocean View 2 Bedroom 2 Bath• 6h floor condo with partial ocean views •...
Waikiki 2 Bedroom Condo
2 bedroom, 1 bath, with a beautiful canal and city view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 10th floor unit. Short stroll to beach, dining, and shopping. Located at the gateway to Waikiki, easy access to Waikiki beach, Ala Moana Shopping Center,...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
Watch waves crash against the lava rock shoreline from this ocean-view one-bedroom condo near Kailua-Kona. Offering cozy living space and stunning views, it’s an unforgettable Big Island escape. Unit 202 Ocean View 1 Bedroom 1 Bath• 2nd floor condo located on southwest...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the Waikiki...
Bali Hai Villas - 2 Bedroom Deluxe
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian adventures.NOTE:...
Gorgeous Ocean Front 1 Bed/2Ba Ground floor 109
Lahaina Shores Unit 109 – Oceanfront Ground Floor Retreat in Historic Lahaina Welcome to Lahaina Shores 109, a stunning ground floor oceanfront studio offering the ultimate blend of comfort, convenience, and coastal luxury. Located in the heart of historic Lahaina town,...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
1 Bedroom Suite-Marriotts-Ko Olina
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Honua Kai Hokulani 304 Ocean View 3 Bed 3 Bath
Hokulani 304 Ocean View 3 Bedroom 3 Bath- A modern oasis with gorgeous ocean views in a tranquil and quiet location- Spacious lanai (balcony) with outdoor dining for eight (8), lounge chairs, and glass railings for optimal views- Oversized accordion glass doors fully...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Aqua Aloha Surf Waikiki 803 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 803 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 363 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...