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.
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
Welcome to Hillside Villas 1534-2, a peaceful 3-bedroom, 2.5-bath retreat in Ko Olina, offering garden serenity, breezy indoor–outdoor living, and quick access to lagoons, dining, and resort-style amenities. Located in the heart of Kapolei’s sought-after resort...
The Lodge at Kukui‘ula - Cottage 12B
Cottage 12B at The Lodge at Kukui'ula on Kaua'i 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–designed golf course, sprawling spa and wellness...
FULL Ocean View. 1 min away from world famous Waikiki beach.
Rare FULL 3-bedroom in Waikiki. Located on the 20th floor of a very popular condo - Waikiki Park Heights is Located in the heart of Waikiki, walking distance to world famous Waikiki Beach, shopping, Honolulu Zoo, Aquarium, and restaurants. (World famous Hy's Steak house...
Charming 1.5 bedroom cottage, fully furnished in a great location!
Welcome to this marvelous apartment in Kailua. This cozy space features 1 bedroom with a comfortable queen bed with mountain views, plus a separate office room for computer business, privacy glass throughout, perfect for a couple or solo travelers. The bathroom is...
Kahikole 2 – Tranquil & Serene | Onsite Staff & Daily Housekeeping
Centrally located within Hualalai Resort along Hole 8 of the Hualalai Golf Course, this spacious 3-bedroom, 3.5 bath home boasts an open floor plan and generous outdoor space for up to 6 guests. The soothing entry courtyard is dominated by a large koi pond while an...
Kiahuna Plantation Resort 217 Ocean View 1 Bedroom
Oceanfront living at its finest—this one-bedroom condo on the 3rd floor offers stunning views, direct beach access, and cozy cottage charm. A perfect Kauai retreat for couples or small families. Unit 217 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Maui Resort Rentals: Honua Kai Hokulani - 3 Total Bedrooms, XL Balcony, Lush Courtyard & Beautiful Ocean Views!
This incredible 3BR/3BA offering combines a 2BR partial oceanview suite with an adjacent partial oceanview studio to create a combined 1700+ sq ft gathering space, perfect for small groups and families. Overlooking the Hokulani Tower's vibrant interior courtyard and...
Marriott's Maui Ocean Club 2-bedroom Ocean View Villa-Molo & Lanai Towers8/1-8/8
Along the crystal sands of Kāʻanapali Beach, Marriott’s Maui Ocean Club is an oasis of relaxation, adventure and bliss. On the island of Maui enjoy some of the best golf, tennis, diving and mountain biking you'll find anywhere, all surrounded by beautiful Hawaiian...
Napili Point | 2 FREE Rental Cars| KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2585
** 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...
Aqua Aloha Surf Waikiki 502 Superior Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 502 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
NAUTICAL THEME GARDEN VIEW STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**NAUTICAL THEMED UNIQUE CONDO HAS BEEN COMPLETELY REMODELED - DOWNTOWN,**TAKE A LOOK, YOU WILL WANT TO STAY HERE, HAS QUEEN SIZE MURPHY BED,KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZE MICROWAVE, FULL SIZE FRIDGE,ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND...
Kaanapali Alii 4113
Kaanapali Alii 41132 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 4113, a beautifully appointed one-bedroom mountain view residence with a fully enclosed den that comfortably serves as a second...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Family Friendly | 3 Units, 6 Bedrooms | HK ML-1625
** 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...
Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby
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....
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #205
Castle Bamboo Waikīkī Hotel #205 - This second-floor, 318 square-foot unit accommodates three guests and is furnished with a large cozy sofa and a spacious Queen bed with fresh linens to ensure a peaceful rest. The studio has a flat-screen TV, iPod docking station, and...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suites | 2 Units, 2 Bedrooms | KBV ML-2011
** 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...
Whale Watching from Artist Inspired Retreat 2 Oceanfront Lanais AC
The Space:Welcome to our spacious oceanfront home "Kahana Sunset A9" conveniently located at the prime location in the heart of West Maui!✔ Oceanfront Home with breathtaking oceanfront views of Lanai and Moloka’i✔ Air Conditioning (A/C)✔ A heated swimming pool✔ BBQ...
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 & Waikiki Skyline Views – Modern 2BR/2BA Retreat, Resort Style Amenities
Wake up every day to sweeping views of the Pacific Ocean and Waikiki skyline from this stunning 2-bedroom, 2-bathroom apartment. Perched high above the city, every room offers incredible vistas.This newly renovated unit features: • Spacious open layout with natural...
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...
Breezy Waikiki Stay – Partial Ocean Views & Pool Access | Hilton Garden Inn
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Kaanapali Alii Unit 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 | 2 Free Rental Cars | KBM Resorts | Spacious Lanai | 2 Units, 3 Bedrooms | HK 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...
Lahaina Shores 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...
Resort living near beach! in Ko Olina
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...