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...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Waikiki Shore 906 Ocean View 1 Bedroom
This ocean view one bedroom, one bath condo offers a rare chance to stay right on Waikiki Beach. Located in the only condo building on the shoreline, it’s perfect for guests seeking comfort, convenience, and spectacular sunsets.Unit 906 Ocean View 1 Bedroom 1 Bathroom•...
Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Updated 1-bedroom condo in Waikiki with AC and parking
This 1-bedroom condo is perfect for your escape to Honolulu. The brilliant bedroom features a comfortable king bed, ensuring a soothing night's sleep for guests. The pleasant bathroom includes a relaxing bathtub for unwinding after a day of exploring. With AC to keep...
Marriott's Maui Ocean Club-Tower-Two 2BR/2BA Villa
Summary:Nestled along the pristine shores of Maui, this tropical hideaway immerses you in serene landscape. The soft sands, turquoise waters and lush rainforests set the scene for an unforgettable Hawaii vacation. This is an ideal vacation retreat, boasting spacious...
** 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 | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1331
** 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...
Impressive Wailea Point 2 Bedroom+Loft/2 Bath Oceanview Condominium
Yes, you can rent a vacation home at Wailea Point! A premier hospitality destination nestled between the Four Seasons Wailea Resort and the Fairmont Kealani Wailea, featuring an optimal location near beaches, golf, restaurants and entertainment. Each of our privately...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Experience island luxury and sweeping Pacific views at Ko Olina Beach Villas O906, a ninth-floor sanctuary in Ko Olina’s exclusive Ocean Tower. This 2-bedroom, 2-bath villa offers front-row lagoon views, modern comforts, and the tranquility of one of O‘ahu’s most...
Aqua Aloha Surf Waikiki #701 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #701 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King + (1) Queen futon, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers....
New Listing! Treetop Getaway with Athletic Club
Paradise Awaits with Exclusive Beach Club Access - Kiahuna PlantationWake up to tropical breezes and treetop living at this peaceful 3rd-floor retreat, featuring a private lanai with lush garden views, all just a short stroll to Kiahuna Beach.Your Poipu Escape Includes:...
Studio Aulani, a Disney Resort and Spa, Beachfornt
Disney's Aulani is where the rich, cultural history of Hawaii meets the modern magic of Disney! Overlooking Kohola Lagoon, Aulani offers its guests both a prime spot in Kapolei and a wealth of amenities, including several swimming pools, kids' entertainment,...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
AS11 Cozy Studio by Waikiki Marketplace
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 4912 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 491, a stunning one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence...
** 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...
Marriott's Maui Ocean Club-Tower-Two 1BR/1BA Villa
Summary:Nestled along the pristine shores of Maui, this tropical hideaway immerses you in serene landscape. The soft sands, turquoise waters and lush rainforests set the scene for an unforgettable Hawaii vacation. This is an ideal vacation retreat, boasting spacious...
Aqua Aloha Surf Waikiki 1408 Deluxe Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1408 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Full/double sofa sleeper, Sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations...
Noah's Hideaway Luxury B&B (ES), 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!Eucalypt Suite (ES):- Private entrance- King bed-...
Kiahuna Plantation Resort Partial Ocean 1 Bedroom
This one-bedroom, cottage-style condo offers a peaceful island retreat with a partial ocean view. Located on Kauai’s most famous beach, it’s perfect for couples or small families seeking comfort, charm, and a touch of the sea. Partial Ocean View 1 Bedroom • Fully...
Kaanapali Maui Eldorado C104 Partial Ocean 1 BD
Unwind in this bright and breezy one-bedroom condo offering partial ocean views and golf course serenity. Located near the beach, it includes a full kitchen, private lanai, and a comfortable layout perfect for relaxing after a day in the sun. Unit C104 Partial Ocean...
Kapalua Bay Villas Gold Ocean View 1 Bedroom
Bay Villas Gold Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500...
Ilikai 14th Fl Studio | City View | AC | Pool
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this spacious, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village Lagoon. Perfect for families or couples, this bright and...
** 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. Total of 5 bedrooms. We can accommodate 12 adults and 3 kids. Treat yourself to the best of Maui living with these two stunning condo suites at Honua Kai Resort & Spa. Located on world-famous...
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...
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...