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.
** 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
This inviting studio provides a tranquil garden view and easy access to Maui’s beautiful beaches. Perfect for couples or solo travelers seeking comfort and convenience in a serene setting. Garden View Studio• Studio kitchen includes microwave, stovetop/oven,...
** 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...
Waikiki Oasis Haven: Your Coastal Escape
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking corner unit with Ocean View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location...
"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%...
Aqua Aloha Surf Waikiki 314 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #314 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
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...
** 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...
Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss
Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...
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 conditioning,...
Kaanapali Alii 4422 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 442, a stunning one-bedroom, ocean-view condo, with a fully enclosed den that comfortably serves as a second bedroom, in Maui's exclusive...
Beachfront Bliss on Sugar Beach
This is a recently refreshed 1 bed, 1 bath condo right on the beach.. Enjoy direct oceanfront on Sugar Beach with a lush, tropical garden area on the side. Sugar Beach is the longest pristine, white sand beach on Maui. You can walk in one direction for almost 3 miles!...
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...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise...
Tropical 1BR Suite – Maui Schooner Resort, Steps to Beach
Discover your Hawaiian home base in this bright and comfortable one-bedroom suite at Maui Schooner Resort in Kihei. Spacious and thoughtfully appointed, the suite is designed to sleep up to four guests with ease. Inside, the private bedroom features a king bed, and the...
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 View...
Marriott's Kaua‘i Lagoons | Two 2BR Villas
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Wrap Around Lanai | 2 Units, 5 Bedrooms | HK ML-1409
** 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...
Refined Resort Wailea Oceanview Vistas
Summary:Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while...
** 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...
Easy Access to Maui’s Top Sights, with Outdoor Pool, Pets Allowed | 3 Units
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Newly Remodeled! Mauna Lani Beach Club Pass! 101 Fairways at Mauna Lani
Fairways at Mauna Lani 101Please Note: During the month of May 2026, there may be some disruption/noise in the swimming pool area as the gazebo adjacent to the pool with have some work done. There also may be a few days where the pool may be closed (TBD). Please reach...
Welcome to the serene and luxurious Mauna Lani Point J101, a perfect retreat nestled in the heart of Kamuela, Hawaii. This stunning 1-bedroom, 1-full and 1-half bathroom condo offers a cozy yet elegant space for up to two guests. The master bedroom features a plush...
Waikiki Ocean Wave Escape: Coastal Luxe
Unwind on your private lanai and enjoy great ocean views and the iconic Friday night fireworks. This renovated Ilikai unit features a sleek flat-screen TV, a fully equipped kitchen with essential cookware, and a comfortable open layout. Just steps to the beach, marina,...
Waikiki Mountain Breeze Retreat 2601 A and B
Our delightful studio in the Hawaiian Monarch building offers a refreshing and airy space.Indulge in a mesmerizing Mountain View while enjoying the comfort of hotel-quality sheets, pillows, and the convenience of air conditioning.Boasting an exceptional location just...
Relax and unwind in this oceanfront 2BR/2BA condo in Honokowai with breathtaking views from the lanai. Perfect for families or couples — it sleeps 6 with a King, Queen, and Full pull-out sofa bed. Enjoy free parking, free Wi-Fi, a fully equipped kitchen, beach gear, and...
Wailea Beach Villas PH403 - 3 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
North Shore Sweet Spot w/ King Bed Overlooking Lush Valley
Welcome to Hale Moi, your tropical escape on Kauai's stunning North Shore! Our charming Princeville condo offers comfort, authentic island experience, and lush greenery. Enjoy breathtaking views from your private lanai, modern amenities, easy access to Hideaways Beach...
FREE Parking1BR Penthouse Condo @Palms +near Beach
【Basic Info】This is a private 1 Bedroom 1 bathroom condominium unit in Waikiki!!You can enjoy your stay by only yourself, friend or partner. The condominium is located in Waikiki.It's closed to many famous shopping centers like Royal Hawaiian Center, T Galleria!You can...
50% Off! 3 BR Bed & Breakfast Steps from the Beach with AC
The Space:Welcome to our newly refreshed Maui Beach House Bed & Breakfast, where you can enjoy All 3 ensuite guest rooms each with private access through the shared lobby-lounge, located at a private estate directly across from the beach! ✔ Beach access across small...
Kaanapali Maui Eldorado A106 Partial Ocean 1 BD
This airy one-bedroom condo overlooks Kaanapali golf course with a glimpse of the ocean beyond. Located near the beach, it features a relaxed living area, kitchen, and lanai for enjoying morning coffee or evening sunsets. Unit A106 Partial Ocean View 1 Bedroom 1 Bath•...
🏖️Beautiful Mountain View | Concierge Included | Spacious | vrKCV
vrKCV - Vista Waikoloa D204, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Vista D204, a comfortably appointed condo ideal for couples or families. This 2-bedroom, 2.5-bathroom second-floor unit is nestled in the heart of Waikoloa Beach Resort and...
Beachfront Condo, Hale KAI O' Kihei, View Amazing Sunsets on Your Private Lanai
IMAGINE YOUR PERFECT DAY AT HALE KAI O KIHEI - OCEANFRONT MAUI LIVING!Unlike most condos in Kihei, this one is not on the main road (South Kihei Road) but is instead on a small quiet side street between the main street and the ocean. And unlike many Kihei condos, this...
Discovery Bay Waikiki, 2BR 2BA, close to beach, free parking, washer/dryer, cable & streaming TV!
Enjoy comfort and convenience in this updated, fully furnished 2-bedroom, 2-bathroom condo with city views from the 9th floor of Discovery Bay. The full kitchen and spacious layout make it perfect for families, friends, business travelers, or anyone needing extra room...
New Listing! Ocean Views from your bed and Lanai
Kaanapali Plantation 6 is a stunning, fully renovated 2-bedroom, 2-bathroom condo located in the highly desirable West Maui area. Blending comfort, convenience, and island charm, this ground-floor retreat has been thoughtfully updated with modern finishes, brand-new...
Lahaina Shores 428 Dream Vacation Studio by the Beach and Pool
Lahaina Shores 428 NEW LISTING Relax in this Charming Studio with Majestic West Maui Mountain Views Escape to the charm of Lahaina Shores Resort with this updated mountain-view studio in West Maui. While the condo offers peaceful views of the West Maui Mountains from...
Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...
AS5F-10 Modern Corner Studio by Marketplace &Waikiki Beach
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Kaanapali Alii 3932 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 393, a stunning platinum-rated two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This beautifully appointed residence offers...
3 HGVC Hawaiian Village Beachfront Resort and Spa!
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...
Ka’anapali Studio at Westin – Resort Pools, Beach Access & Island Comfor
Enjoy relaxed Maui living in this studio villa at Westin Ka’anapali Ocean Resort Villas, set along the world-famous sands of Ka’anapali Beach. Ideal for couples or solo travelers, the studio features a plush king bed, a comfortable sitting area, and a convenient...
Island-style living with upgrades and nearby beach proximity- Kihei Akahi D115
Welcome to Kihei Akahi D115, a hotel-zoned 2-bedroom, 2-bathroom corner unit located directly across the street from the beautiful Kamaole II Beach Park. This ground-level retreat offers the perfect blend of comfort, convenience, and island style living. Building D is...
Palms at Wailea Villa 805 Garden View 2 BD 2 BA
- Ground floor unit- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private 219 square feet deck- Master bedroom with 1 king bed- 2nd bedroom with 1 queen bed- Queen sofa bed in living area-...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Grand Suite | 2 Units, 6 Bedrooms | HK ML-1415
** 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...
Wyndham Kona Coast Resort| Two 2BR/2BA Suites!
Summary:Nestled along the scenic Kona coastline of Hawaii’s Big Island, this resort is just a few miles away from pristine Keauhou Bay, the Hulihee Palace, and two historic national parks. Get ready for panoramic views of sapphire blue waters and endless activities like...
Kaanapali Alii 1833 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 183, a nicely remodeled 2-bedroom ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. This...
Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garde
Maui Ka’anapali Villas #C258: One bedroom, one and a half bath loft with a garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Relax in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded...
Beautifully Remodeled 2 Bedroom/ 2 Bath- Stunning Views - Kihei Holiday #315
Kihei Holiday #315 – Ocean View Comfort in South KiheiWelcome to Kihei Holiday #315, a two-bedroom, one-bathroom ocean view condo offering a comfortable and convenient stay in the heart of South Kihei. Located directly across the street from the ocean, this third-floor...
Waikiki Beach Ocean View 1 BD +Lanai +FREE parking
Fully renovated in fall 2021, this stylish one bedroom is brand new with a private lanai. The 18th-floor unit has ocean and diamond head views, just one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...