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.
New listing! Poipu Condo with Pool, Jacuzzi, Gym
Welcome to your Kauai paradise at "Kauai Pili Mai 15F," a stunning 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poi'pu. This beautifully designed property offers a perfect blend of comfort and luxury, ideal for families or groups of friends seeking a...
Napili Shores D125 Beachside Studio at Napili Bay Steps to Pool & Jacuzzi
Napili Shores D125 Experience Maui from the Beach on Napili Bay at this West Maui Studio Condo Steps to the Pool and JacuzziWelcome to your Maui Retreat: Napili Shores D125 is a cozy ground-floor garden view studio located on the inner courtyard just steps from one of...
Charming beach resort 1-bedroom in Ka'anapali/Lahaina with on-site fitness room
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
Relax in Maui: Ocean View Studio Premium at Westin Kaʻanapali North
Unwind in paradise with this Studio Premium – Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North, where comfort meets sweeping views of Maui’s coast. Designed for up to four guests, the villa offers around 500 square feet of thoughtfully appointed...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
Tucked into the peaceful hills of Ko Olina, Hillside Villas 1496-3 is a beautifully designed two-story villa that blends relaxed island living with elevated comfort. From the private lanai, take in ocean and pool views framed by palms and glowing sunsets. Inside, airy...
Beautiful Westin Ka'anapali 2 Bedroom Villa on the beach
Bellani Vacations is pleased to offer spacious 2 bedroom villas at Westin Ka'anapali Ocean Resort VillasChoose a Friday, Saturday, or Sunday for check in, and enjoy a 7 night stay. Please "Contact Host" to confirm availability, as the Vrbo calendar is not 100% accurate...
Fabulous Princeville 4 bedrooms for 14!
Fabulous Princeville 4 bedrooms for 14! This fabulous 4 bedroom, 4 bath Princeville for 14 is at an amazing oceanfront location. The listing is made up of a 2 bedroom condo that is just steps from two separate 1-bedroom ocean view condos! There is King bed and two...
Kapalua Ridge Villa 814 Gold Ocean View 1 Bedroom
- 1st floor villa with panoramic ocean views including Molokai Island and Makaluapuna Point- Tile entry, kitchen, bathroom, living and dining rooms and carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with...
Ka'a'awa Hale by Gather: Home Near Beach & Kualoa Ranch w/ Lanais & Ocean View
Nestled between the emerald Ko’olau Mountains and the sparkling Pacific, Ka’a’awa Hale is a three-bedroom, two-bathroom retreat just across from Ka’a’awa Beach Park and minutes from Kualoa Ranch. This elevated home blends indoor-outdoor living with all the comforts of a...
Maui Resort Rentals: Honua Kai – 6 Total Bedrooms, 7th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal seventh-floor offering that pairs four neighboring residences for nearly 3600 sq ft of combined interior living space. Your group will enjoy six luxurious bedrooms and bathrooms, four modern kitchens, and four expansive lanais featuring stunning views of...
Aloha Aku Hula2 Suite – Experience Beachfront Bliss
Summary:Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room,...
Tropical Retreat: Cozy Getaway Steps from Waikiki’s Best! Kitchenette, Pool
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 1419 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Valley Isle Resort #1107 - Vacation West Maui - Beachfront Oasis
Oceanfront Bliss at Valley Isle 1107Discover the ultimate Maui getaway at Valley Isle Room 1107, a charming oceanfront studio that invites you to experience the beauty and serenity of the island from the moment you arrive.Property Highlights:🌊 Spectacular Oceanfront...
Pohinahina Hale – 5BR Retreat at Hualalai Resort
Located just 6 minutes to the heart of the resort, Pohinahina Hale offers a spacious and secluded retreat for up to 10 guests. Two primary suites and two bedrooms are located in the main home, plus another bedroom located in a separate ohana (guest house). This home...
3BR House Walk to the Beach&Malls FREE Parking!
Aloha and welcome to your private Hawaiian hideaway!Think swaying palms, Diamond Head breezes, and vintage island charm—waking up in paradise never felt so good.3 Bedrooms, 1.5 Bathrooms, 2 Parking SpacesUnbeatable Location20-minute drive from Honolulu (HNL)...
2 Bedrooms Condo, Steps from the Beach
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Perch - Luana Kai Loft: Captivating Modern 2-Bedroom for a Dream Vacation
Enjoy this updated loft suite with modern ocean vibe! We enjoy walking with our daughters to the beach just 300 ft away to spot sea turtles, find shells and coral, paddle board, or just relax. We also love the rich amenities by Luana Kai, including a heated swimming...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | HK ML-1111
** 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...
Beautiful 1-bedroom house in charming Kailua with AC, WiFi and private pool
Escape to this lovely house in picturesque Kailua. This enchanting property features 1 king size bed in bedroom, WiFi, AC, a washer and dryer in unit, a hair dryer, and an iron. Guests will find the space pleasant and inviting, perfect for a relaxing getaway. Enjoy your...
Spacious 3BR townhouse with partial ocean views in Waikoloa WSA203
TAT: TA-125-430-7328-01TMK: 680030110048Welcome to Waikoloa Villas A203, a stunning townhouse nestled in the heart of Waikoloa on the Big Island of Hawaii. This spacious 3-bedroom, 3-bathroom retreat accommodates up to 6 guests and offers breathtaking partial ocean...
Sky-High 32F Suite in Honolulu – Free Parking
Experience Honolulu from our 32nd-floor suite with 24/7 security and free parking. Located downtown, it's a short walk to Walmart, Ross, 7-Eleven, and top dining spots. Enjoy free Wi-Fi, cable TV, a large pool, jacuzzi, and a 24-hour fitness center. The suite...
🌴Nalu Lani | New Listing | Waikoloa Resort | AC | Spacious Lanai 🌴
Vista Waikoloa B202 Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa Beach Resort, a 10-minute walk from the sandy beaches of Anaehoomalu Bay. With amenities like...
Island Paradise Resort Villa
Summary:This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai This Villa has 3 bedrooms and can sleep up to six guests Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
35th Fl Waikiki Banyan | Sunrise Mtn View | AC | Parking
The SpaceEnjoy the best of island living in this high-floor, corner/end unit filled with natural light and panoramic views of Honolulu’s cityscape and Koʻolau Mountains. With cool tradewinds and a spacious layout, this Waikiki retreat is the perfect home base for your...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Marriott's Kaua‘i Lagoons | Three-Bedroom Villa
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
Welcome to Kealoha Tropical Beach Villa by Gather, a luxury retreat along Oahu’s legendary North Shore. This stunning two-level teak home offers island elegance across from Alligator Rock and Leftovers Beach—two of the area’s most iconic surf breaks. With 3 bedrooms, a...
2 Homes in the Majestic Ilikai Hotel, Sleeps 10!
This listing is a combination of 2 separate units close to one another.Welcome to your ideal Hawaiian escape! Whether you're traveling solo, as a couple, or with family and friends, this special listing features two distinct condo units at the iconic Ilikai Hotel in...
Wailea Ekahi Village 47E - 1 Bedroom Garden View Condo
Wailea Ekahi 47E is a beautiful vacation rental nestled within the landscaped 32 acres of lush tropical gardens that make up Wailea Ekahi Village. This condo offers a precise blend of comfort and tropical elegance, making it the perfect home to relax and unwind after a...
Perfect Maui Getaway W/Beach Access and Pool! Wifi, and two beds.
Discover the beauty of Lahaina from this charming condo. The cozy bedroom features a queen bed, perfect for a soothing night's sleep. In addition to the bedroom, there is a lovely living room with 1 Murphy beds for extra guests. This superb property also includes a...
Kapalua Golf Villas | 3 Free Rental Cars | KBM Resorts | Large Bedrooms | 3 Units, 5 Bedrooms | KGV ML-2114
** 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...
Menehune Shores #311: Captivating Ocean Front views at Beach Front Resort
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Ocean view 1-bedroom 1.5 bathroom with two private lanais @ Kailua Kona Downtown
Malia Kai #4 is an ocean-view spacious 800 sq. feet tri-level townhouse condo in the heart of Kailua-Kona near Alii Drive, with two private lanais. Few minutes walk to shops, restaurants, excursions and the beach! Walk to nearby Trolley stop and enjoy complimentary...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Mountain Views | 3 Units, 4 Bedrooms | HK ML-1305
** 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...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Wainani Sunset Estate
Welcome to Wainani Sunset Estate – your island home away from home. This retreat features four suites with walk-in closets, en-suite baths, and split AC. Cook and gather in the open kitchen and dining area, then step outside to the lanai with BBQ, lounge, and fire-pit...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Kaanapali Alii Unit 261
Kaanapali Alii 2611 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View_________________________________________________Welcome to Kaanapali Alii 261, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers a beautiful view of Kaanapali...
2BR Condo in The Cliffs
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Large Master Suite | 3 Units, 4 Bedrooms | KBV ML-1972
** 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...
25th Fl Waikiki Banyan | King | Mtn View | Parking | AC
The SpaceRelax in this elevated corner unit that captures natural light and sweeping views of Honolulu’s cityscape and the lush Koʻolau Mountains. Designed for comfort, the open layout and cool tradewinds make it an ideal retreat after a day of adventure in Waikiki.Unit...
Golf Villas at Mauna Lani Beach Resort, Private Beach, Exquisite Sunset View
Discover the beauty of Golf Villas at the Mauna Lani Beach Resort on the North Kohala Coast of the Big Island of Hawaii. Endulge and spread out in this exquisite 3-bedroom townhome. This fabulous property features 1 king bed and 2 queen beds, perfect for a group...
Beautiful Ali'i Lani condo-Full use
Welcome to your idyllic escape in the heart of Kona, located on the stunning Big Island of Hawaii. Nestled within the vibrant Alii Drive, our inviting condo is perfectly situated for an unforgettable tropical getaway. Immerse yourself in the beauty of Kona, where...
Just Steps Away From Magic Sands Beach...
Just steps away from an amazing turquoise beach, this delightful condo offers couples a serene, romantic retreat. With 1 bedroom featuring a cozy king bed, a bathroom equipped with a refreshing shower and hair dryer, and convenient amenities like WiFi and AC, this...
Island Haven: 1BR Suite at Kings’ Land Waikoloa
Escape to paradise in this one-bedroom suite (BR1) at Kings’ Land, a Hilton Grand Vacations Club in Waikoloa on Hawaii’s Big Island. Designed for up to four guests, this 600-square-foot suite offers a comfortable blend of modern convenience and island charm. This...
Kukui'ula Bungalow 1A
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. It offers luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf...
Hale Hauoli - lovely home, near golf & beaches
Hale Hauoli, a lovely home to relax in & enjoy the nearby golf & beautiful beaches.Escape to the stunning North Shore of Kauai and experience true Hawaiian comfort in this charming 3-bedroom, 2-bathroom home. This lovely home is beautifully designed and will comfortably...
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming retreat...