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.
Maui Kapalua 3 Bedroom 3 Bathroom Oasis
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Perfectly positioned on a quiet cul-de-sac, this private island escape delivers effortless luxury, comfort, and unforgettable scenery—all on one floor.Step through stunning custom...
Fabulous ocean view Kaanapali Maui 6 bedrooms for 14!
Fabulous ocean view Kaanapali Maui 6 bedrooms for 14! New listing! This beautiful Kaanapali area 6 bedrooms, 6 bath ocean views for 14 is made up of 2 separate 3 bedroom ocean view penthouses, just steps apart! This incredible location is just 2 blocks to Kaanapali,...
KBM Resorts | FREE CAR | Papakea | Ocean view | Renovated Studio! PKE-304
** 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...
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you...
Wyndham Ka Eo Kai | Four 2BR Suites - Sleeps 24!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
** 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...
Oceanview Ground Floor Studio | Islander on the Beach 111
Islander on the Beach 111 – Garden View Ground-Floor Studio | Private balcony | Pool, Hot Tub, A/CRelax in this charming ground-floor studio at a 6.5-acre oceanfront resort on Kauai’s East Side. Enjoy partial ocean views from your raised lanai, a king bed, A/C,...
Waikoloa Village Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Booking By Clicking The Contact Host Tab.The resort is the perfect destination for your Hawaiian vacation. Enjoy the many amenities available 2 swimming pools, Barbecue grills and picnic areas are scattered throughout the property. Tennis...
For The Whole Family! 3 Relaxing Units, Outdoor Pool, Oceanfront, Dog-Friendly!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
Maui Eldorado K210 Studio Spacious Lanai, AC, Kitchen & Exclusive Beach Cabana
Eldorado K210 Experience Kaanapali from this Comfortable and Convenient Studio just Steps from the Pool, Hot Tub, and Beach Shuttle. Professionally managed by Maui Paradise Properties. Welcome to your Maui Retreat: Eldorado K210 is a top-floor studio condo offering...
2-bedroom apartment with WiFi, AC in Kihei
Condo A307 is a 2 bedroom, 2 bath with AC. A307 has a kitchen, upstairs and downstairs bathrooms, laundry equipment. There is a king bed in the upstairs loft bedroom and two twin beds in the guest bedroom. There is a sofa bed in the living room. A307 has a spectacular...
Big Island Townhome Close to World Class Beaches, Golfing, Pools & AC
The Hale O Malie Nani (House of beauty) is a perfectly located Waikoloa townhome that offers a golf course and sunset ocean views. You will enjoy lots of space with high vaulted ceilings, convenient split level floor plan, lanai with views an aquatic center with access...
Kaanapali Alii 4412 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Kaanapali Alii 441 is a luxurious one-bedroom garden view vacation rental with a fully enclosed den that serves as a second bedroom. The elevated location on the...
@ Marbella Lane – Scenic Ocean & LagoonView Studio
Summary:Enjoy stunning lagoon and ocean views from your private lanai in this stylish Honolulu condo. Designed for comfort, the space features a fully equipped kitchen, air conditioning, and complimentary Wi-Fi. Guests can also enjoy resort-style amenities, including...
Family cottage available July 17-August 1.
Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins drive to the airport, 20 mins drive to Honolulu, 5 mins drive to Kailua town. Welcome to come and explore locally beautiful, turquoise beaches (Lanikai,...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit• DVD Player•...
Marriott’s Kauai Beach Club- 1BR
Summary:Welcome to Hawaii's Garden Isle of Kauai. Explore lush valleys and timeless canyons, majestic waterfalls and rainforests that merge into the blue-and-green sea. Marriott's Kauai Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming...
** 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...
KPL 20 Experience ocean views, Cozy 2-bedroom retreat in West Maui.
Kaanapali Plantation 20 NEW LISTING! Sweeping Ocean Views and Sunsets from the North Kaanapali Hillside West Maui, 1 Minute from the Beach!Welcome to your Maui Retreat: Perched above the Kaanapali coastline on West Maui, this vacation home offers sweeping ocean views...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1325
** 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...
1BR Villa • Full Kitchen • Whirlpool Tub • Westin
🏖 Resort Highlights:✔ Cliffside setting above Kauai’s North Shore 🌊✔ Heated pools, whirlpools & children’s pool 🏊♂️✔ Fitness center & spa services 🧘♀️✔ On-site restaurants, bar & marketplace 🍹✔ Kids’ activities & family-friendly programming 🛝✔ Close to Hanalei Bay, Na...
Mahana 1118 1BD Peaceful Oceanfront Maui Escape w/ AC, Lanai & Island-to-Island Views
Mahana 1118 Breathtaking Direct Oceanfront Views from this Amazing North Kaanapali Condo!Welcome to your Maui Retreat: Mahana 1118 is an exquisite 1-bedroom, 1-bath ocean-front sanctuary soaring 11 floors above North Ka'anapali Beach. Accommodating up to 4 guests, this...
Sheraton Kaua'i Resort Villas - Studio Villa
*** Sanitation/Cleaning Update ***Building on a Legacy of CleanFor 92 years, Vistana has been recognized as a hospitality leader for its commitment to quality, exacting standards, and rigorous training. These expanded protocols reflect elevated cleanliness standards and...
3-bedroom townhome in delightful Aiea with AC, WiFi
Your home away from home in Aiea with 3 bedrooms. This amazing townhome features 1 king bed, 1 queen bed, and 1 full bed, perfect for a soothing night's sleep. Enjoy the convenience of AC, a washing machine, WiFi, iron, and a hair dryer. With 2 bathrooms equipped with...
Honua Kai | 3 FREE CARS | KBM Resorts | Ocean and Mountain Views | 3 Units, 6 Bedrooms | HK ML-3583
** 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...
Wonderful 6 Bedroom for 10 Hanalei Home. Beachfront!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 6 bedroom for 10 Hanalei Beachfront home, offers an amazing location right in the central area of Hanalei Bay! Huge beachfront lawn onsite, as well as a spacious...
Spacious Studio, Perfect Location In Wakiki, Free Parking
Step into this beautifully renovated and spacious studio, thoughtfully designed with modern finishes and everyday comfort in mind. Enjoy updated appliances, contemporary fixtures, and stylish flooring throughout. This condo features a queen bed, FREE WiFi, cable,...
Terrific three bedroom Villa at Sands of Kahana. Stunning Beach!
Concierge Realty is proud to present luxury villas at Sands of Kahana.We are able to offer reservations in weekly increments with arrival and departures on Wednesdays, Fridays, Saturdays, and Sundays.Please note: Please be aware that air conditioning is not available in...
Stunning views with an amazing sunset awaits you! Perfectly situated steps away from Waikiki beaches, delicious restaurants, great shops and walking distance to the Ala Moana Mall. All the conveniences with a GREAT location and SPECTACULAR views right from your own...
Oceanfront Hideaway with Detached Primary Bedroom
THE HOME: This property is made up of two separate structures. Total living area is approximately 775 square feet.The makai (oceanfront) home has a - full kitchen + living room: - full bathroom- two bedrooms with a full size bed in eachOpen-concept kitchen and living...
Hawaii Kai ~ Central Location ~ Oahu Perfection!
Stylish 3 bedroom, 3 bathroom home in centrally located Hawaii Kai. Walkable to shopping, grocery and fabulous restaurants! Enjoy the A/C or hang out on the beautiful lanai. Located in a sweet neighborhood near Koko Marina, you can easily walk to the beach to fish,...
Fully Decked Lifted 4WD Tan FJ Cruiser!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted Matte Tan FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring...
Cozy Ocean-view studio in the heart of Waikiki
Wake up to beautiful ocean views in this cozy Waikiki studio, just steps from the beach, shops, and restaurants. Located in a hotel building, it offers 2 queen beds, air conditioning, fast Wi-Fi, and a kitchenette for light meals. Enjoy your morning coffee with a view...
Walk out to a secluded beach, sea turtles and Maui sunsets - Hale Mahina A105
A boutique like adorable condo in convenient West Maui. Unit A105 at the Hale Mahina Beach Resort. This excellent one-bedroom unit features a comfortable living room with a sofa bed, perfect for couples or small families. A modern and fully functional kitchen to make...
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
**A 10% discount off the rental rate will be automatically applied to stays of 7 days of longer!**Aloha and e komo mai to Poipu Shores 304A - the perfect setting for an unforgettable oceanfront experience on Kauai's south shore. From the double-sized lanai to the fully...
Our cozy “Surf Shack” is locate steps away from the Historic Haleiwa town. Facing Anahulu River, come paddle the famous Rainbow Bridge accessing Haleiwa beaches and walk to beaches, restaurants, bars, stores, and more.
HGVC Point At Poipu 2 Bed 2 Bath Unit
Hello!PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY. THIS IS A TIMESHARERESORT AND THEREFORE DATES COME AND GO EVERY DAY.PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE SENDING A MESSAGE TO CONFIRM...
Charming 1-bedroom condo in brilliant Lahaina with AC
Indulge in the ultimate Maui getaway at our full oceanfront condo.The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants.For those warm...
Poipu Kai for family groups! 7 Bedrooms for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This listing is 2 villas just steps apart! So you would get 2 full kitchens, etc... Beautiful 7 bedrooms for 16 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards...
Kaanapali Alii 31132 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View Step into Kaanapali Alii 3113, a delightful two-bedroom condo in Maui’s exclusive Kaanapali Alii Resort. Wake up to views of the sparkling Pacific Ocean framed by swaying palms and the resort’s lush,...
Style and Comfort Over the Ocean
Relax with the family at this peaceful place to stay. Enjoy your long awaited retreat in this newly renovated 2 bedroom 2 bathroom condo in this desirable Princeville location. Rustic on the outside but brand new on the inside, you will be able to chill and enjoy the...
Kona Hawaii 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want...
Kona 2-bedroom condo with oceanfront pool
Welcome to our Slice of Paradise! As of June 2023, our unit has been remodeled/updated - see new photos in listing. Kona Shores is an oceanfront complex on Ali'i Dr south of Kona Town. An excellent location for affordable lodging. A great choice for exploring the Big...
Royal Kahana Maui 408 Oceanfront 1 Bedroom
Enjoy unparalleled oceanfront living in this bright and airy one-bedroom unit, great for families, honeymooners, or solo adventurers. Unit 408 Oceanfront 1 Bedroom 1 Bath• 4th floor condo with oceanfront views and views of the island of Molokai • Kitchen includes...
Royal Sea Cliff Kona Ocean View 1 Bedroom
Set above rugged lava rock cliffs just outside Kailua-Kona, this one-bedroom feature sweeping ocean views and island charm. With a private lanai and all the comforts of home, it’s a peaceful hideaway. Ocean View 1 Bedroom 1 Bath• Condos located on 2nd through 6th floors...
Oceanview Top Floor Studio | Islander on the Beach 361
Islander on the Beach 361 – Oceanview Top-Floor (3rd) Studio | Pool, Hot Tub | Mini-Split A/CWake up to stunning ocean and sunrise views from this top-floor studio at Islander on the Beach. Located in the Molokai Building, this breezy unit features a king bed, private...
Romantic view walk to beach, malls &Restaurants. Fireworks view Avery Friday..
Free coffee/TeaFree wifi Free parkingFree washer/DryerFree AC/HeatRelax in this stylish 1-bed, 1-bath condo in Honolulu with breathtaking beach views. Perfect for couples or solo travelers, it’s just steps away from the beach, dining, and shopping. Enjoy a fully...
** 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...
Peaceful Getaway Near the Beach | 4 Comfortable Rooms with Outdoor Pool
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstepThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 270 sq. ft, equipped...
Discovery Bay deluxe ocean view, near Ala Moana Shopping Center & the beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 35th floor of Discovery Bay! With 769 sq ft of comfortable living space, this fully furnished unit features a full kitchen, two twin beds (pushed together in photos) in...