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.
Island Vibes: Two Relaxing Rooms w/ Partial Ocean Views | Easy Beach Access
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
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...
** 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 with AC
The Space:Welcome to our newly refreshed Maui Beach House Bed & Breakfast, this listing is for the Hibiscus Ensuite Bedroom with private access through the shared lobby-lounge, located at a private estate directly across from the beach! ✔ Beach access across small...
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 Area•...
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...
Papakea G306 2BD Ocean View Condo Overlooking Pool, Hot Tub & Tropical Grounds
Papakea Resort G306 Beautiful Ocean Views from this West Maui Condo Overlooking Lush Tropical Grounds, Pool and Hot TubWelcome to your Maui Retreat: This beautifully appointed two-bedroom, two-bathroom vacation rental residence offers stunning oceanfront views and...
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...
ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley situated in the greater Waianae region Immerse yourself in the allure of this lively residence boasting a contemporary...
WG5 Ocean Oasis Across World Famous Waikiki Beach
Greetings and welcome to your stay at the premier spot in Waikiki! Situated just moments away from Waikiki Beach, indulge in breathtaking panoramic vistas of Diamond Head and the ocean right from your private lanai. Relish in dining at the lanai table while soaking in...
Aqua Aloha Surf Waikiki 606 Deluxe Studio with Lanai and Partial City Views loca
Aqua Aloha Surf Waikiki 606 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen + (1) Queen sofa bed, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
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 7-Night stays. All reservations require a SAT-SAT STAY ONLYSHORT STAYS: 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢...
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 living...
** 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...
Kihei resort 2 bedroom condo with AC across from the beach
Welcome to Maui Banyan T302! This third floor(no elevators) 2 bedroom, 2 bathroom resort condo is one of the best values on Maui. Enjoy peace and quiet at this back building location. Although an older aesthetic this clean and fully equipped condo can accommodate 6...
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 nature at...
** 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...
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- Queen...
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...
studio suite at Ka Eo Kai, Kauai
About this spaceOverlooking Anini Bay, Ka Eo Kai is the perfect place for your Hawaii vacation. Ka Eo Kai offers beautiful amenities while having access to a variety of nearby recreational options including zip lining, family fun adventures, horseback riding and golf....
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...
Gorgeous and Newly Updated Tropical Island Getaway #153-6, AC and pool.
Step into 153-6, a beautifully restored 2-bedroom, 3-bathroom townhome in Puamana, Maui. This beautiful retreat is not just a place to stay but a home away from home, boasting modern amenities that ensure your comfort and convenience. From the new bathrooms and kitchen...
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,...
** 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...
Aqua Aloha Surf Waikiki 1112 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1112 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Kauai Makanui 712 – Spacious 2BR/2BA Island Retreat for Relaxation Now
Welcome to Kauai Makanui 712, a bright and spacious 2-bedroom, 2-bath retreat. Thoughtfully designed for comfort and island living, this home is the perfect base for your Kauai getaway whether you’re here to explore the South Shore or simply relax in paradise.The...
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...
Hoolei Residences 93-3 Luxurious 3BR Villa, Sleeps 8
Ho'olei 93-3 Stunning Wailea Luxury Vacation Rental Residence Perfect for Family and Group TravelWelcome to your Maui Retreat: Ho'olei 93-3 is a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho'olei, just a short stroll from world-famous...
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 B202...
Regency Waikiki Partial Ocean View 2 Bedroom 1 Bat
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...
Waipouli Beach Resort Exquisite Ocean & Pool View - Kauai Luxury with 2 Kings
Paradise Found! Experience a Vacation of your Dreams in Exquisite Luxury Oceanview Waipouli Beach Resort & Spa H304 offering one of the most spectacular views of the sparkling blue azure Pacific Ocean as it washes over the white sand Beachfront just beyond the living...
Lahaina 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Perched above the Kaanapali coastline on West Maui, this condo offers sweeping ocean views that can be enjoyed from the spacious furnished lanai, where you can relax with your morning...
3BR Ko Olina Condo – Walk to Lagoons, Shops & Dining
Villa Features:Bedrooms and Bathrooms:Master Suite: King-sized bed, walk-in closet, and a spacious master bath with a large shower.1st Bedroom: Twin and full-sized beds, ideal for kids.3rd Bedroom: Queen bed for added comfort.Second Bathroom: Bath/shower combo and a...
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 1562 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 156, a two-bedroom oceanfront condo on the shores of Kaanapali Beach. This stunning condo offers expansive vistas of the beach, pools,...
Newly Innovated Oceanview Beach Condo Sauna Pool
Summary:Welcome to your fashion-designed retreat on Khi Avenue just one block away from famous Waikiki beach Right in the heart of Waikk Perched on a high floor this serene smart space offers a relaxing escape with a gentle ocean peek from your private balcony Designed...
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 with ease.📡 Fast WiFi +...
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 address...
Kaanapali Alii 3632 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 363, a stunning two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. This deluxe residence offers breathtaking views of the...
** 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 Beautiful Kailua Kona 2-bed 2-bath condo w/AC in at KKSRC by beach
Aloha! Welcome to exclusive Keauhou Kona Surf & Racquet Club (KKSRC)Experience Kailua-Kona like a local in this renovated 2-bedroom 2-bathroom condo 50 yards from the ocean.The space features king, queen, and one full bed, perfect for families or groups. Guests will...
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...