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.
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
Golf Villas Partial Ocean View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
North Shore home with views of sunsets and migrating whales
This beautiful three-bedroom home is situated in a gated community overlooking Ke-Iki Beach on Oahu's North Shore. Our location is prime: It is only a 40-minute drive from Honolulu Airport. Shark's Cove, THE BEST place to snorkel on the island, is a 10-minute walk away....
Ocean View Condo only one block from downtown Kona - 6 month lease preferred.
Gorgeous ocean views from Master bedroom, family room, loft/BR3 and patio. Fully-furnished mordern condo with all the amenities, in the Alii Cove gated community and only one block from downtown Kona. Community has a beautiful pool and jacuzzi overlooking the ocean, as...
Poipu Kai Kahala 921 - One-bedroom Garden View
Poipu Kai Kahala 921 - One-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedBathroom: full bath ensuiteOccupancy: 2AC: noneLaundry: in condoCoffee maker: BrewTV: livingroom and bedroomThis highly sought-after property is located on the island...
Relaxing and Peaceful Big Island Home Kailua Kona
away in the heart of Kailua-Kona, this private getaway is the perfect escape for couples, friends, or anyone seeking relaxation and renewal on Hawai‘i Island. Set within a gated and fully fenced property, the home is surrounded by lush greenery, tropical flowers, and...
2nd Floor Beachfront 1 Bedroom Apt. Sans Souci 204
Monthly Rental.Treat yourself to this spacious 1 bedroom 2nd floor apartment above the golden sands of Kaimana Beach on Honolulu's Gold Coast.With a great private lanai that looks out over the beach and Pacific ocean, relaxing will not be an issue. The sound of the...
Hale Ho’omaka Studio by Gather: Cozy Garden Studio w/ Lanai & Pool
Discover simplicity and style at Hale Ho'omaka Studio, a bright one-bedroom, one-bath retreat within Sandpiper Village that sleeps 2 guests. Ideal for couples or solo travelers, this newly refreshed studio captures the essence of Princeville’s laid-back charm.What...
Kaanapali Alii Residence 1115
Kaanapali Alii 11152 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front--------------------------------------------------Dive into the ultimate island escape at Kaanapali Alii 1115, a breathtaking two-bedroom oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort....
Maui Resort Rentals: Honua Kai Hokulani 301 – 3rd Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony!
Maui Resort Rentals is proud to present this phenomenal 3BR residence at the Honua Kai Resort—newly launched on 2/6/2025 to start taking bookings on March 7th, 2025!Commanding an incredible interior 3rd-floor vantage point in the closest column to the ocean at the...
Kiahuna Plantation Resort 116 Partial Ocean 2BD 2B
- Nicely appointed, newly furnished, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean - Walk-up, no elevators- Carpet in living, dining and bedroom areas with tile in kitchen and baths- Full kitchen with...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢: Beachfront Kaanapali Resort+Amenities! STUDIO Suite
Visit 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 when you reserve our STUDIO Suite at this Luxury Beachfront Resort - the Westin Kā‘anapali Ocean Resort Villas and Experience the Spirit of Lahaina. 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. We list our availability with...
Tropical Retreat with Heated Pool in Ilikai Hotel
Our spacious apartment is designed to provide you with all the comforts of home, plus the added benefits of a resort-style setting. The unit features two beautifully appointed bedrooms. The master bedroom serves as a serene retreat with a plush king bed, offering a...
Royal Sea Cliff Kona Oceanfront 1 Bedroom
Experience the beauty of the Big Island from this one-bedroom set atop a lava rock bluff near Kailua-Kona. With stunning views and a peaceful setting, it's an ideal home base to soak in the scenery. Oceanfront 1 Bedroom 1 Bath • Condos located on the 3rd and 4th floors...
Kapalua Bay 27G3 Gold Oceanfront 1B 2B +Bonus Room
- Villa closest to Oneloa Beach- Split level condo with 17 stairs between parking and front door and 25 steps to Pool C- Travertine floor flooring in living area- Updated kitchen with stainless steel appliances and granite counters – fridge with ice maker, stove/oven,...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Spacious Lanai | 2 Units, 3 Bedrooms | ML-2534
** 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...
Royal Kahana Maui 813 Oceanfront 1 Bedroom
This inviting oceanfront one-bedroom unit offers a peaceful retreat just steps from the shore, ideal for families, groups, or romantic getaways. Unit 813 Oceanfront 1 Bedroom 1 Bath• 8th floor condo with beautiful oceanfront views • Kitchen includes microwave,...
Breathtaking Ocean View 2-Bedroom at Lanikea
Located at the beginning of Waikiki, this spacious apartment at the Lanikea building features unbeatable ocean views from the private lanai, 2 private bedrooms, 2 full bathrooms, open concept living & dining area, multiple workstations, hardwood floors, in-unit...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Hawaiian Dream- 1 Bd.
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing...
Honua Kai Resort: Luana Upper Villa 18D with Pool View
This luxurious upper-level villa at Honua Kai Resort offers an exceptional opportunity to experience the best of Maui living. With over 2,000 square feet of sophisticated interior space, this villa is designed for comfort, style, and convenience. Featuring 3 spacious...
Maui Kā’anapali Villas 285
Maui Kā’anapali Villas 285: located ocean side in the Emerald building with Ocean and Pool ViewsThe space:The unit is a second floor corner studio which gets the morning sun on the lanai - a great place to have your breakfast and protection from the sun in the heat of...
Oceanfront Bliss: Studio Premium Villa at Westin Ka’anapali Ocean Resort North
Elevate your Maui vacation with a stay in the Studio Premium Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas North, where world-class luxury meets breathtaking ocean views and family-friendly fun. Nestled on the pristine shores of Ka’anapali Beach, this is...
Quiet 1-bd cottage retreat with sleeping loft & work space
Quiet, secluded cottage with 2 private decks. Equipped with everything you need for a weekend escape or longer retreat. The cottage has outdoor & indoor dining areas, a king bedroom, sleeping loft, and a separate work / yoga area. Washer & dryer on-site.
Lava Rock Sunset Beach House. Unique oceanfront & pool property. Amazing views!
Paradise Found!! Nov Special 7000 mo. Enjoy a unique Hawaiian experience. Ocean front lava rock beach house has gorgeous ocean sunset and coastline views from all major rooms in our home. Enjoy our Hawaiian style home and relax on the outdoor lenai while enjoying your...
LS 507 West Maui Studio with Stunning Ocean Views
Lahaina Shores 507 NEW LISTING Romantic Maui Oceanfront Escape Modern Studio with Stunning Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
Aqua Aloha Surf Waikiki 812 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 812 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Luxurious Wailea Ekahi 19A - Ground Floor with Ocean Views & Easy Beach Access
Wailea Ekahi #19A – Spacious Townhouse Comfort Near Keawakapu BeachWelcome to Wailea Ekahi #19A, a rare and spacious 2-bedroom, 2-bathroom townhouse nestled within the beautifully landscaped Wailea Ekahi Village. Located just steps from world-famous Keawakapu Beach and...
Stylish condo with private lanai, shared pool & hot tub - steps from the beach
Plantation Hale C5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Kapaa, HI! This charming ground floor, end unit condo is the perfect getaway for...
Kulanakauhale 11 – Elegant & Modern | Onsite Staff & Daily Housekeeping
This 4-bedroom, 4.5 bath private home combines pod-style architecture with traditional design to optimize the resort lifestyle for up to 8 guests. Surround yourself in custom contemporary resort furnishings and décor while enjoying expansive golf course and mountain...
Live the Resort Life in Ko Olina’s Coconut Plantation Paradise
Rarely available golf course frontage 2 bd2.5 bath Orchid unit townhouse (1,350 Sq Ft) inCoconut Plantation. One level ground floor unit with no neighbor above with an open floorplan. Golf course & greenery views throughout. Lots of privacy from neighboring...
Royal Sea Cliff Kona 711 Ocean View 2 Bedroom 2 Ba
This bright and breezy two-bedroom condo features stunning ocean views and lots of room to relax. Ideal for up to six guests; a comfortable base for exploring the beauty and culture of the Big Island. Unit 711 Ocean View 2 Bedroom 2 Bath• 7th floor condo • Kitchen...
Beachfront 3 bedroom penthouse with easy beach access!
Enjoy easy beach access and an amazing view from this three bedroom penthouse at Kolea at Waikoloa Beach Resort. From the minute you walk into the villa you will be struck by the size and amazing view. The large great room has expansive views of the beach and ocean. The...
2BR Suite (Connecting Studios)–Privacy & Convenience in the Heart of Waikiki
Located along the Ala Wai Canal, Hawaiian Monarch is a high-rise condominium offering easy access to Waikiki Beach, Ala Moana Center, and many popular attractions. It's an excellent choice for both short vacations and extended stays.Unit #3406 is a spacious 2-bedroom...
WorldMark Kona - 2 Bedroom
Relaxed Island Living at WorldMark Kona – Spacious 2BR Suite Product Description 2 Bedroom • 2 Bath • Multiple Beds • Sleeps 6 Set in an area once regarded by King Kamehameha as one of the most beautiful locations on the Big Island, WorldMark Kona offers an inviting...
Newly Remodeled Boutique Beachside 2bd | Aloha Pualani Suite 1
This unit features a spacious, open-concept living and dining area filled with natural light from large sliding glass doors that open directly to the shared pool area. A large private side patio provides the perfect space for outdoor dining or relaxing after a day at...
Modern & Tropical Oceanside Vistas
Summary:Newly remodeled (June 2022)1 br, 1 bath modern condo with upscale Hawaiian style. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Bay Vistas, you will be embraced in the tranquil grounds and ocean views....
One of a Kind Luxury
FEATURED IN ARCHITECTURAL DIGEST MAGAZINE! Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation?*Specials not available during Peak Season*This OCEANFRONT CROWN JEWEL – A MODERN DIAMOND HEAD HOME – offers a...
Kihei Kai Nani 100
Welcome to Kihei Kai Nani 100. This ground floor, partial ocean view 1 bedroom, 1 bathroom condo has everything you'll need to make amazing Maui memories. This gem was remodeled top to bottom with your comfort in mind. Every appliance, piece of furniture, & fixture is...
Westin Nanea - Beautiful Resort On The Beach! Family Friendly Resort
The Westin Nanea Ocean Villas, located on Maui’s famed Ka‘anapali Beach, offers a luxurious Hawaiian getaway. These villa-style accommodations feature full kitchens, private lanais, and spacious living areas. Resort amenities include lagoon-style pools, hot tubs, a...
Ocean Front 3-bedroom house in phenomenal Anahola with WiFi and A/C
Nestled on the serene shores of Anahola Bay, Kauai, this stunning beachfront home offers an authentic Hawaiian escape. The property provides a direct connection to the island's natural beauty. The bay's coral reef creates calm, clear waters, perfect for exceptional...
Cozy 1-bedroom apartment in amazing Honolulu with WiFi, AC
Located at the riverbank of Ala Wai Canal, you can enjoy the beautiful river view from the balcony. This apartment is remodeled in 2023 with zero VOC paint on the walls for your kids’ safety. Near 7-11 convenience storeVersatile kinds of restaurants Chiba-ken SushiAloha...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 3 Bedrooms | ML-1499
** 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...
Maui Resort Rentals: Kaanapali Ali'i – 4 Total Bedrooms, Luxuriously Remodeled, Premiere Ocean AND West Maui Mountain Views!
This phenomenal four-bedroom offering brings together a 2BR suite with a premier ocean view in one of the best interior stacks at the entire resort with a luxurious neighboring 2BR partial ocean view suite. Together the two neighboring 7th-floor suites offer a combined...
Royal Sea Cliff Kona 103 Garden View 1 Bedroom
- 1st floor condo located very close to the South pool and the BBQ grills- Covered lanai is 154 square feet/14 square meters- Tile flooring throughout unit.- Updated kitchen features all new, stainless steel range, dishwasher, and refrigerator- Bedroom with 1 king bed-...
Ridge Villas Fairway View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Upcountry Alpaca, Llama and Rabbit working farm
Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze...
Maui Resort Rentals: Honua Kai Konea 326 – Luxurious 2BR w/ XL Balcony & Delightful West Maui Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Mountainview Suite at the Honua Kai Resort, newly launched on May 12th, 2025 to start taking reservations for check-ins on June 21st, 2025!Konea 326 is a remarkable 2BR/2BA suite offering nearly 1,300 square feet of...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Gorgeous Mountain View 5th Floor Unit At Honua Kai | 2 Units, 4 Bedrooms | ML-1283
** 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...
New Listing! Paradise found, Sea views, lush vibes
Welcome to Kaanapali Shores 512 – your perfect tropical escape on Maui's world-famous Kaanapali Coast. Nestled along the golden sands of West Maui, this beautifully updated 1-bedroom, 1-bath ocean view condo blends island charm with modern comfort, making it the ideal...
REDUCED Dec-Mar! Villa 305-306 OceanView Turtle Bay Beachfront
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 Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...