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.
Kapalua Bay Villas | 4 FREE Rental Cars | KBM Resorts | Large Master Suite | 4 Units, 6 Bedrooms | ML-2047
** 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 apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
03/11/25: BUILDING NOTICE: Please be advise the building working on elevators, there will be 3 working elevators for each tower. This will result in longer wait times at certain times of the day. Guest accessEasy contact free self check-in and checkout process as the...
Royal Kahana Maui 1110 Oceanfront 2 Bedroom 2 Bath
Relax and unwind in this spacious oceanfront two-bedroom, offering stunning panoramic views and direct beach access. Perfect for families or friends wanting a comfortable and scenic getaway. Unit 1110 Oceanfront 2 Bedroom 2 Bath• 11h floor condo with large wraparound...
14th Fl Ilikai Condo | Pool | AC
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this large, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village. With all the comforts of home—plus a spacious balcony and full...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 3 Bedrooms | ML-1541
** 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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Premium Beachfront Ocean Club Resort+Amenities. 3BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! 🌴 Our Spectacular Maui Adventure at the Maui Ocean Club Resort! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays, short stays or custom dates. All reservations require a Saturday-Saturday ONLY.Stays that...
Honua Kai Hokulani | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 8 Bedrooms | ML-2594
** 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...
Custom star shaped 4-bedroom 4 bath home on 9th hole with mountain views
Enjoy the very best of the North Shore at this luxury private retreat in Princeville! Located on a cul-de-sac in the exclusive quiet Princeville community with stunning views of the Makai Golf Course and Bali Hai Mountains! Overlooking the 9th hole and just a short walk...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Kaanapali Maui Eldorado Garden View Studio
Tucked within a quiet golf course community, this bright Maui studio offers garden views and easy beach access. A perfect hideaway for two, it includes a cozy interior, a private lanai, and everything you need for a carefree island stay. Garden View Studio • Studio...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Gorgeous Mountain View 5th Floor Unit At Honua Kai | 2 Units, 3 Bedrooms | ML-1817
** 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...
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...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 2 Units, 4 Bedrooms | ML-1916
** 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...
Charming island decor with an enticing atmosphere
This charming 1-bedroom, 1-bathroom condo is designed for a comfortable stay with a 2-person occupancy. Nestled on the 2nd floor, this oceanfront unit boasts modern Hawaiian decor that infuses a touch of island elegance into your experience. Please note this resort does...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | 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...
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:...
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...
Kaanapali Alii Unit 491
Welcome to Kaanapali Alii Unit 491, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers a breathtaking partial ocean view, lush greenery, and the majestic West Maui Mountains. With vast windows...
Kapalua Bay Villas | 4 Free Rental Cars | KBM Resorts | Large Master Suite | 4 Units, 6 Bedrooms | ML-2059
** 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...
Just What You Were Looking For! Comfortable Units, Pool, Near Napili Park
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly...
Marriott's Kaua‘i Beach Club 1 Bedroom Villa
Marriott's Kauaʻi Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming beaches in the Hawaiian Islands. Your one bedroom villa is a vacation sanctuary surrounded by breathtaking views and the island's rich heritage. Experience Hawaiʻi's many...
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...
Kapalua Golf Villas | 4 FREE Rental Cars | KBM Resorts | Large Bedrooms | 4 Units, 6 Bedrooms | ML-2405
** 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...
Ocean View (Real Owner!)- 2 Bed/3 bath Suite - Marriott Ocean Club: Molo & Lanai
My family has been staying here for 15 years, but we can't make it this year. So, we are offering it to you for spring break!Returning to the boilerplate.... Your perfect Hawaiian vacation begins at Marriott's Maui Ocean Club - Molokai & Lanai Towers. Your spacious...
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
ðº Spacious WaikÄ«kÄ« Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this spacious, open studio located just steps from WaikÄ«kÄ« Beach and the Hilton Hawaiian Village Lagoon. Perfect for families or couples, this bright and...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 2 Bedrooms | ML-1553
** 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...
Stunning view STEPS from the beach! AC, expansive lanai, tons of extras!
Mana Kai 406c - Oceanfront Luxury just steps from Keawakapu Beach!Welcome to your ideal Maui getaway! Nestled in “always sunny” Kihei, this stunning beachfront condo features two AC units, an expansive lanai, and unbeatable ocean views, with direct access to the famous...
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...
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Grand Waikikian by Hilton
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...
Ko Olina 2BR Mountain-View Villa – Luxury Stay with Lanai, Pools & Resort Perks
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
Maui Resort Rentals: Kaanapali Alii 233 - Luxurious Interior Courtyard 3BR with Stunning Ocean Views!
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 2115
Welcome to your dream luxury vacation rental at Kaanapali Alii 2115, a stunning short-term rental nestled in the heart of Lahaina, Maui. This exquisite 2-bedroom, 2-bathroom condominium offers a breathtaking ocean view and is perfect for a relaxing family-friendly...
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
NEW LOW PROMO 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...
Kapalua Ridge Villas | 3 Free Rental Cars | KBM Resorts | 180 Degree Views! | 3 Units, 5 Bedrooms | ML-2165
** 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 Grand Champions 140 - 2 Bedroom Garden View Condo
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...