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...
Waipouli Beach Resort Ocean View 2 BD 3 BA
Wake up to panoramic ocean views in this inviting two-bedroom condo. Designed for comfort and relaxation, it offers a peaceful island retreat just minutes from Kauai’s top attractions.Ocean View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf cooktop...
Royal Kahana Maui 401 Partial Ocean View 2 Bedroom
Enjoy the best of both worlds in this two-bedroom unit with lovely partial ocean views and a peaceful garden setting, perfect for groups or families looking to explore Maui’s coastline. Unit 401 Partial Ocean View 2 Bedroom 2 Bath• 4th floor condo with partial ocean...
Mana Kai 406 - Stunning view STEPS from the beach! AC, tons of extras!
Highly experienced host with 5 star rating on other platforms, new to VRBO! PLEASE NOTE: Construction is well underway for the highly anticipated Beach House by Merriman’s! Target date for opening is Fall 2026. During the renovation we are offering discounted rates due...
Hale Honu 5B - Newly renovated! Close to Hanalei!
Hale Honu 5B is located in the beautiful Hanalei Plantation neighborhood, a short drive down to Hanalei Bay. Completely refurbished in late 2023, all appliances are new and the unit has been tastefully updated throughout. Smart TV w/ Wi-Fi to enjoy your favorite apps....
Relax in Style at Kihei Ali‘i Kai- Oceanview Condo Near Kamaole Beaches.
Ready to take your next vacation to the next level? Say aloha to Kihei Aliʻi Kai — a serene getaway with a private yard feel and stunning views of Molokini and Kaho‘olawe islands. Ideally situated in sunny South Kihei, this complex places you close to upscale dining,...
Two Luxurious Ocean-View Homes on Kaanapali North Beach, Sleeps 15!
This listing is a combination of 2 separate units close to one another in Honua Kai Hokulani. Total of 5 bedrooms. We can accommodate max of 12 adults , the rest could be children. Treat yourself to the best of Maui living with these two stunning condo suites at Honua...
Family-Friendly 2BR Plus Suite at Kings’ Land, Big Island
Step into island living in this generous 2 Bedroom Plus suite (BP2) at Kings’ Land, a Hilton Grand Vacations Club in Waikoloa on Hawaii’s Big Island. This villa comfortably accommodates up to 6 guests, making it a great choice for families or groups seeking both space...
Experience the best of Oahu at The Grand Waikikian by Hilton, set within the expansive 22-acre Hilton Hawaiian Village Beach Resort. Located directly on the world-famous Waikiki Beach, this resort places you in a paradise of unparalleled convenience—just 20 minutes from...
Central 2-bedroom ground floor condo in fabulous Lihue with cool AC breeze
Located in Lihue, enjoy what this 2-bedroom condo has to offer. The space features two queen beds and a cozy living room with a sofa bed, perfect for extra guests. With two bathrooms, getting ready is a breeze. Guests will appreciate the cool air conditioning and...
New Listing! Modern Oceanfront studio, sunset bliss
Welcome to Lahaina Shores Beach Resort 206 – Your Cozy Oceanfront Studio in Maui! Escape to paradise in this charming second-floor studio condo at Lahaina Shores Beach Resort, perfectly designed for couples or solo travelers. Comfortably sleeping 2 guests on a...
Step into our mid-century modern beach house in Lanikai, Oahu's most coveted beach community! Delight in sweeping views of the ocean, mountains, and Mokulua Islands. Conveniently situated just a short one-and-a-half-block stroll from beach access, the main floor hosts...
Comfortable Retreat w/ Balcony + Breakfast Near Waikiki’s Dining & Shopping Site
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maui Resort Rentals is proud to present this luxurious 3BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 9/2/2025 to start taking bookings on January 11, 2026!Overlooking the lush interior courtyard of the Kaanapali...
Kaanapali Alii Unit 21152 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 2115, a stunning condo in Maui’s exclusive Kaanapali Alii Resort. This deluxe residence showcases both ocean and mountain views,...
Ocean view direct access to beach - Sugar Beach
Centrally located on Maui - Nani Kai Hale's is literally on the World famous Sugar Beach (longest continuous beach on Maui). Enjoy your stay in our newly remodeled ocean & mountain view condo with Direct access to the beach! Enjoy BBQs in the backyard with ocean view...
One of a kind designer renovated condo/central AC/full kitchen
LOW PROMO JANUARY RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT OF ITS KIND IN THE BUILDING!We're accepting reservations on an on-going basis.Water front building right on the Waikiki Marina.Completely remodeled with no...
** 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...
Quiet Retreat Between Fairways - Grand Champions 140
Wailea Grand Champions 140 is a remarkable vacation rental nestled in the upscale Wailea community of Maui. This charming property combines elegance with comfort, offering a luxurious retreat that is perfect for both relaxation and adventure. Upon entering Wailea Grand...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 5 Bedrooms | HK ML-2477
** 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...
This offering combines two best-in-class suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. The two-bedroom suite, Hokulani 841, boasts incredible ocean views from a deluxe corner floor plan and an awesome 300+ sq ft wraparound lanai,...
2 Westin Nanea Villas Beachfront Resort/Spa, Pool!
Experience "Nanea" - the Hawaiian state of profound relaxation - at The Westin Nanea Ocean Villas Maui. Set on twenty-six oceanfront acres of tropical paradise and thoughtfully infused with Hawaiian cultural elements, this luxury Kaanapali Beach resort delivers premium...
Villa 306: Ocean View Turtle Bay
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton Oahu amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...
Kiahuna Plantation Resort Royal Garden 2 Bedroom
This charming split-level two-bedroom condo features tranquil garden views and a relaxed island vibe. Located near the shoreline, it’s perfect for those seeking space, comfort, and a quiet place to unwind. Royal Garden View 2 Bedroom 2 Bath• Fully equipped kitchen...
Beautiful full Ocean and City view 3-bedroom house in a quite area near beach
Welcome to your ideal island home base in beautiful Honolulu. This charming three-bedroom home offers comfort, space, and unforgettable ocean views — perfect for families, couples, or small groups.Sleep comfortably with one king bed and two queen beds, plus a cozy sofa...
12th Floor 1 Bedroom Condo on the Beach at Sans Souci
Welcome to our Beautiful Queen Bedroom Beachfront condo.Located on the 12th floor above the golden sands of Kaimana Beach at Sans Souci.Relax on our private Lanai with the cool Pacific Ocean breezes and watch the Turtles swim in the Aqua Marine waters.This monthly...
Maui Resort Rentals: The Whaler 762 - 7th-Floor Studio, Stunning Pacific Ocean and Black Rock Views!
Maui Resort Rentals is proud to present this studio residence at The Whaler on Kaʻanapali Beach, newly launched on January 30th, 2026, and now accepting bookings for stays!Enjoy views of the Pacific Ocean, Kaʻanapali’s iconic Black Rock, the neighboring island of...
Spacious Waikoloa Villa | Golf, Pool, Gym, Cinema & Ocean Access Nearby
Waikoloa Colony Villas 804 offers a relaxing retreat in a beautiful garden and golf course setting. This spacious townhouse-style villa features central air conditioning for your comfort and a bright, open layout. The master bedroom is furnished with a king bed, while...
City View studio just steps from the beach
Summary:Live your best life at our premiere resort unit in Waikiki! Located perfectly between the beach, the heart of Waikiki shops and center, and the Marina. The secluded studio sits within the prestigious Ilikai community. Walk just a couple blocks to the...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Beach Bliss Retreat | Walk to Surf & Dining
Summary:Steps to the Beach Charley Young Kamaole 1 nearby Prime Location Walk to top restaurants shops Fast WiFi Smart TV Spacious Stylish Modern decor cozy ambiance Luxury King Bed Guests rave about comfort Resort Perks Pool hot tub BBQ tennis courts Free Parking Fully...
WS32 Free Parking & A block Away from Waikiki Beach
This high floor one bedroom is comes with a private lanai and a complementary parking. The 32nd-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
Ohana Gathering Place In Paradise
Aloha! Welcome to your tropical home. This spacious 3-bedroom house is perfect for families, groups or anyone who wants a comfortable, modern stay.Located just 20 minutes from beautiful Hilo town, 40 minutes to volcano. This space newly built and meticulously maintained...
Noah's Hideaway Luxury B&B (KS), Walk to Beach!
Noah's Hideaway, a Luxury Bed & Breakfast in popular West Maui, located within the World Famous Kaanapali Beach Resort District, a short walk to the beach, shopping & restaurants!Fresh generous breakfast served daily!Koa Suite includes:- Private entrance- King bed, golf...
Hale Hou Nanea: 4 BR, 3.5 BA House in Princeville, Sleeps 10
Centrally located in Princeville, this newly built 2022 home offers a comfortable and well-appointed retreat for an unforgettable stay on Kauai’s Garden Isle. Thoughtfully designed for guests, everything in the home is brand new, from the furnishings to the dishware,...
Top Floor Ocean-View Condo: Walk to Kona Beaches!
Scenic Waterfront Ali‘i Drive Location | 3 Mi to Dtwn Kona | Royal Kahili CondosStep into vacation mode at this 2-bed, 2-bath Kailua-Kona vacation rental condo, offering an elevator and dedicated covered parking. The surf and sand are just a stroll away — ideal for...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi getaway.🏡 The...
Honua Kai | 3 FREE CARS | KBM Resorts | Extra Large Corner Suite! | 3 Units, 7 Bedrooms | HK ML-3580
** 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...
Quiet & Private Retreat w/Outdoor Soaking Tub
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Private Home: Organic Farm Ocean & Sunset Views
Kona Farm Stay is perched above a working Kona coffee farm, this light-filled classic Hawaiian Hick's farm home invites you into the living, breathing rhythm of island life. From the moment you arrive, your senses are met with expansive ocean views, lush tropical flora,...
Wyndham Mauna Loa Village|Three Luxury Suites
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Diamond Head view Studio in Waikikiᨒ ⛰︎ ོ ☀︎𓂃⛱—Pool+A/C—½Block to Waikiki Beach
Unwind in Honolulu at this fantastic studio. The space features a comfortable living space with a queen bed, perfect for relaxing after a day of exploring. Guests enjoy a tremendous bathroom complete with a shower/tub combo and a hair dryer for convenience. Stay cool...
Kapalua Ridge Villa 2 units, Sleeps 12, Ocean Views, Total of 4 Bedrooms.
This listing is for 2 separate units close from one another. Perfect for larger groups or families wanting both space and privacy. Book your 2026 vacation now!Unit 1: (1423)Spacious 2-Bedroom, 3-Bath Ocean View Villa in Beautiful KapaluaRelax and recharge in our...
Moloa'a Bay Villa & Cottage - Beachfront on Secluded White Sand Beach
Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body boarding, surfing, shelling, swimming and sunbathing.The beach bay is nearly ½ mile long. The name comes...
Honua Kai | Exceptional Value | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | HK ML-3544
** 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...
Central Oceanview Hawaii Style House Pool & SPA
Upgraded Jan 2026, this two-story home features 6 bedrooms, with two on the first floor & 3 on the second. The kitchen and dining area are located on the main level, while the 2nd floor includes a bar area ideal for entertaining. Floor-to-ceiling windows throughout 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...
2 Bedroom at The Bay Club, a Hilton Grand Vacations Club
This delightful two-bedroom provides the perfect respite for the whole family.Celebrate the island's hidden valleys and glowing lava from the height of a helicopter tour ... or enjoy the bounty of natural beauty firsthand along lush footpaths and walking...
New Listing - Lahaina Shores 317, Beautiful Beachfront Location
Experience the perfect blend of privacy, luxury, and island vibe at Lahaina Shores 317—your gateway to unforgettable Maui moments.For your beach adventures, we've provided towels, chairs, and a cooler. To make your stay even more convenient, the condo comes with a...