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.
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single shower Bedroom 2: queen bedSecond bathroom: full bath with shower/tub comboLivingroom sofabed: 1AC: Portable AC in...
Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona
Stay here at Hale Kai Hideaways, Bungalow C, right on Alii drive located in the center of Kona town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace with Shaka Taco's, local coffee and...
NEW LISTING! Treetop Poipu Condo Pool and Gym
Top Floor Corner Unit at Kiahuna Plantation with Poi'pu Beach Athletic Club Access Prime Location on Kauai's Sunny South Shore! Your vacation awaits in this charming top-floor corner unit at the renowned Kiahuna Plantation Resort. Unit #418 offers the perfect blend of...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Palms at Wailea Garden Deluxe Villas 1 BD 2 BA
Garden View Deluxe 1 Bedroom 2 Bath Villa- Full kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 1 king or 1 queen- Queen sofa bed- 1022 square feet / 95 square meters- Maximum 4...
Hawaiian Hospitality! Beachfront Property, Pool, Restaurant, Coffeehouse, Spa
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Mauna Lani Point | B202
Mauna Lani Point B202 has all the components to make it the perfect Hawaiian vacation rental. From the culturally-inspired wall art featuring hula dancers and traditional wooden spears to the spectacular views of the ocean, black lava rock fields, and swaying palm trees...
Stunning ocean and coastline view in Keauhou Resort!
Welcome to our stunning condo at the sought-after Hale Kehau in the heart of Keauhou! This spacious three-bedroom, 2.5-bathroom home offers the perfect blend of comfort and luxury, located on the upper level of a two-story building—no stairs to navigate, as it...
Alii Villas#320 Fully Remodeled Top Floor End unit w/ Incredible Ocean Views
Welcome to your slice of paradise! This beautifully remodeled top-floor end unit at the highly sought-after Alii Villas offers the perfect blend of comfort, style, and breathtaking scenery. Enjoy panoramic ocean and sunset views right from your private lanai—ideal for...
Spend the New Year in Hawaii!nSpacious Two BR at Ka Oe Kai, Princeville, Kauain
Spacious two bedroom Club Wyndham Ka Eo KaiOn the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay. Amidst this splendor, you'll find the smaller and more private paradise of Ka'Eo Kai. A stroll along its winding paths takes you past...
Gorgeous Modern Home with Solar Heated Pool in Waimea
Spectacular modern home with panoramic views, a solar heated pool and secluded privacy near the town of Waimea. An architectural gem, the Akamai House was built with board-formed concrete, high ceilings, floor-to-ceiling windows and retractable walls to create a...
Waikiki Center of Attractionn
Located in the Center of Waikiki, this Newly Appointed studio apartment sleeps up to 4 with a Full Kitchen and Parking.Many of the newest shops, restaurants and activities are just outside this building in the center of Waikiki.The beach is just over a block away.Aloha...
Monthly Discovery Bay 1403 1 Bedroom Ocean / Sunset / Marina / City Views Queen Bed, Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, 1 Bed Room, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Ocean Views from High Rise, Tasteful and...
Partial Ocean And Panoramic Mountain View Studio In Heart Of Waikiki Free Wi-Fi
The TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees...
Luxury Penthouse w/ Shared Pool, Hot Tub, Gym, Golf Nearby & Much More!
Happy Place at Kolea Kai 16-JOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living in this beautifully furnished Kolea penthouse condo in Waikoloa, HI, where...
Pueo Cabin with Shared Bath and Common House
Welcome to Pueo Cabin, a tranquil haven designed for solo travelers, remote workers, or anyone in search of peace and quiet. This cozy cabin features a comfortable single bed with luxury bedding, ensuring a restful night's sleep. For those who need to stay connected or...
MHL 66 3BD Condo Across from Keawakapu Beach & Ste
Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hillside Villas 1534-2, a tranquil...
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Spacious Luxury Suite w/Mountain, Ocean, & City view at Royal Garden Waikiki
Escape to paradise at The Obsidian Oasis—a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned Royal Garden Hotel in the vibrant heart of Waikiki. Perched on the 23rd floor of a 25-story boutique hotel, this unit...
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
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Luxury vinyl flooring throughout- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
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...
Wailea Grand Champions | 177
Welcome to Maui's Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an...
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...
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,...
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...
Wailea Oceanfront Center Front Row Luxury Retreat
Immerse yourself in the beauty of Maui at this stunning oceanfront property. This 2-bedroom, 2-bathroom condo offers center unit front row access of the Pacific Ocean.The primary bedroom features a king-sized bed with direct access to the lanai. The second bedroom...
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....
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...
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...
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...
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
Ocean Front 1 Bedroom- Condos located on 3rd floor- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 850-925 sqft/79-86 sqm-...
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,...
Royal Kahana Maui 813 Oceanfront 1 Bedroom
- 8th floor condo with balcony- Vinyl flooring throughout- fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Bedroom with 1 king bed- Queen sofa bed in living area- Washer/dryer in...
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...
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...
Lava Rock Sunset Beach House. Unique oceanfront & pool property. Amazing views!
Paradise Found!! 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 morning coffee. Watch...
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,...
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...
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...