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.
North Shore Private Estate
This lush private estate offers sweeping ocean and mountain views from a hilltop above the beach. Custom throughout and fully equipped, the main house has 3 bedrooms/2 baths; the included private suite has a queen bed, bath, kitchenette, and separate entry. Set on a...
Ilikai Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
Inviting ground floor condo with private laundry
Introducing Kihei Resort 110B, your gateway to a tranquil and tropical paradise in the heart of Maui. This cozy 1-bedroom, 1-bathroom unit is designed for up to 4 guests, making it a perfect choice for couples or small families seeking a serene Hawaiian getaway.Situated...
Hale Hui Kai 108 on Keawakapu Beach
Ocean view condo on the south side ground floor at Hale Hui Kai. This property is located at the gem of south Maui, Keawakapu Beach! Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Quaint Island Charm - As Close to the Beach As You Can Get!
Hanalei Colony Resort J3 is a tranquil, off-the-beaten-path retreat on Kaua'i's far North Shore, perfect for those seeking a peaceful escape surrounded by natural beauty! This charming, vintage-style condo features two bedrooms, with the option to use the second bedroom...
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.
The whole house A/C and the pool heater were just added. I had some problems with a cleaner, but my new guy is awesome. Together we have scrubbed the entire house. Now if the economy was to become a little more predictable, I would raise the nightly rate. In the...
Professionally cleaned 26th Fl PH w/Spectacular Views! Very Rare 3bed/2bath
*******IMPORTANT NOTICE**********Upcoming Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor will begin a major spalling repair and full exterior painting project starting the week of July 28th. This is a large-scale effort that will take...
Nihilani Family Condo 3A, Townhome Style 2-car Garage, Bonus Den
Three bedrooms plus den, 2 King beds and 2 twin beds, plus sofa sleeper, 2.5 bathrooms, 2 story town home, washer and dryer in unit, multiple lanai spaces, attached two car garage, great complex amenities.This spacious 3 bedroom, 3 bath town home is a perfect place to...
Kaanapali Royal G-301 - Perfect Getaway Location - Free Fun! - Spacious and Updated
The true spirit of aloha will long endure in your memories after your stay Kaanapali Royal Unit G-301. This updated 2 bedroom/2 bath two-story townhouse style floor plan has over 1,400 square feet of living space --- ideal for your Maui vacation. Sleeps 6 comfortably....
Ocean Front KUL401 - W Maui Gorgeous Ground-Floor Condo in Quiet Resort—1 BR
** Summer 2025 Discounted Rates - Book Now! **Experience the ultimate oceanfront vacation in this stunning ground-floor condo, situated just steps away from the crystal-clear waters of the Pacific Ocean. The condo is adorned with high-end art, furniture, and finishes...
Gorgeous oceanfront house with free WiFi, stellar ocean views & beach access
Kepuhi Hale TVNC 5156Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Come experience paradise at Hale...
Waimanalo Beachfront Home with 5 Master Suites & Central AC
This spectacular property is located beach front and has the most amazing ocean views, lots of room to enjoy this pristine beach environment and an ultimate decor with a french touch. All the bedrooms enjoy a private, en-suite bath and all have ocean views except one....
308 – Deluxe Oceanfront One Bedroom Unit with A/C!
* FREE HI SPEED INTERNET CONNECTION* FREE LONG DISTANCE CALLING TO USA AND CANADA* Ocean front condo with newly installed A/C!* 100 feet from one of the finest beaches in Maui* Wonderful snorkeling and water sports at your doorstep - watch the whales from your private...
KA 403 Remodeled Condo w Mountain Views Heat Pool AC
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, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Maui Sunset B121 ~ 2 BR, 2 BA, Ideal for Families!
Two bedroom, two bath ocean view ground floor condo - great for families, adjacent to the pool. Set in a lush tropical lawn that runs along Waipuilani Beach Reserve with a sand and coral shoreline protected by reef perfect for long walks and watching the stunning...
Panoramic ocean views, premium 3bd design
Noelani 305 is a spacious and beautifully decorated three bedroom, two bathroom condo that offers all the luxuries and comforts of home. Enjoy cooking in this fully equipped kitchen featuring full size appliances, granite countertops and everything you'll need to make...
Newly updated, fully equipped unit. King size bed, new kitchen, steps to beach.
This fully equipped condo has everything a person would need on a long or short stay. We have bath towels, beach towels, beach chairs and an umbrella. NEW kitchen is fully stocked with pots, pans, blender, all amenities like in your own kitchen. This is a condo just...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Over 3000 Combined Sq. Ft., Gorgeous Oceanfront Views!
This phenomenal four-bedroom offering brings together a stunning 3BR oceanfront suite and one of the largest 1BR floor plans offered at the Honua Kai resort to provide a total sleeping capacity of up to 12 people. Perfect for any large group or family, this premiere...
Cliffs at Princeville 1208A Beautiful Ocean-bluff Resort, Full Kitchen
The Cliffs at Princeville Unit 1208-A, Spacious Studio Garden Unit, North Shore Resort. The Cliffs Resort, Princeville is located on 22 lush acres of tropical gardens perched above the blue Pacific Ocean on Kauai's beautiful North Shore.Affordable condo near Hanalei...
2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS
This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...
CLIFFS 4-207 SPECTACULAR VIEWS FROM 2 LANAIS AT THIS BEAUTIFULLY REMODELED PR
The Cliffs 4-207 at Princeville is a beautiful 1 bedroom, 2 bath, fully-equipped condo with spectacular views from 2 private lanais. Perched on a cliff above the Pacific, you can enjoy watching magnificent whales in the winter with playful dolphins and colorful birds...
2 Bedroom Ocean View w/Lanai – Kaha Lani 107
Castle Kaha Lani Resort #107 - Celebrate Kauai’s east shore paradise! This newly renovated 739sf corner suite wows with floor-to-ceiling windows that unfold to stunning sunrises, cool trade winds, crashing waves and a romantic tiki torch aura. Enjoy ground floor...
Top-Floor Oceanfront Condo with Stunning Views & Modern Decor: Luana Kai D305
Welcome to Luana Kai D305! This uniquely located, oceanfront condominium is only steps across a lush green lawn to a beautiful sandy beach. It is ideal for watching surfers, windsurfers, and kite boarders as well as Humpback Whales during the season. Wake up to stunning...
Maui Sunset Vacation Rentals B406
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023Fourth floor condo in the "B" building view of tropical gardens and the ocean beyond. Quiet location features large private view deck...
20th Floor Ocean and Marina Views at The Ilikai! Washlet! Sleeps 4!
Ilikai #2029 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 20th floor studio at the Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
Maui Resort Rentals: Honua Kai Hokulani 218 - Great Value 1BR w/ Peekaboo Ocean & West Mountain Views!
Suite 218 boasts a spacious and luxurious interior with peekaboo ocean and West Maui Mountain views from the large lanai. One of the hallmarks of this suite is its southern exposure which offers morning sunshine and shelter from the northeast trade winds. All of the...
Lovely, Spacious Villa with HotTub, Outdoor Dining, Fire Pit
This spectacular 4 bedroom, 2.5 bathroom Volcano home is an oasis of comfort, tranquility and unbeatable privacy. With an outdoor grilling & dining area, 6 person hot tub and extensive garden paths and seating, the villa will fulfill all your needs for a fun and...
Ocean Views at Wailea Elua 2109 Serene and Desirable!
This property is hotel zoned, and not being affected by the recent proposed legislation.Enjoy Dazzling Ocean and Sunset Views from Highly Desirable Wailea Elua 2109!! Perfectly located atop one of the most incredible snorkeling beaches in South Maui, this 2 bed/2 bath...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
This studio unit comes with 2 full-sized beds, full kitchen, full bathroom, and a free assigned parking which is available throughout your stay. The full kitchen is equipped with everything you need to cook up your favorite meal. There is also a lanai where you can...
Steps to the Beach! 3 Bedroom!
Enjoy the stunning scenery while lounging by the pool or grilling up a delicious dinner on the lanai. With spacious living areas, a fully equipped kitchen, and comfortable bedrooms, this vacation home has everything you need for a relaxing getaway.In addition to the...
NS E240 Beautiful Condo w AC Short Walk to Napili Bay
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, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
On the beach, Beautiful ocean views.
Your relaxing Hawaiian vacation is calling! This is the place to come and unwind from the hustle and bustle of everyday living. During whale season you can sometimes see whales right from your own private lanai! Warm breezes, intimate setting with beautiful ocean views....
Turtle Bay Aloha Nui Loa
This beautiful, renovated second story 1 bedroom + loft and two bathroom unit has high ceilings and is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay. This is resort living at its best! Spacious and...
Private Getaway w/ Bali Hai Oceanfront Views!
Welcome to your island oasis at Pali Ke Kua—one of the North Shore’s most sought-after locations! This beautifully furnished, private condo is nestled in the heart of Princeville and just minutes from Kauai’s world-class beaches, lush mountain trails, scenic golf...
EL J111 Spacious Garden Studio w Pool Hot Tub
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, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
This apartment is a 0 bedroom(s), 1 bathrooms, located in Koloa, HI.
Enjoy the ideal getaway in our air-conditioned Beachcomber Studio, which is tucked away in the midst of magnificent lush tropical landscape covering a quarter of an acre. The mesmerizingly white sands of Poipu Beach are only a brisk five-minute walk away from the...
KONA DOWNTOWN DREAM OCEAN VIEW FREE PARKING NEW MEMORY FOAM MATTRESS ELEVATORS
Kona Alii Condos - Ocean and Pool Views from this spacious 1 bedroom 2 bath condo located in the heart of downtown Kailua Kona Village. Free assigned covered parking. The condo features a beautiful remodeled kitchen with exotic solid granite counter tops, stainless...
Makani Sands #302 3brm Townhouse on Ocean
Makani Sands #302 is a 3 bedroom 2 1/2ba townhouse on the 3rd & 4th floors with 3 lanais with spectacular view. Quick access to our beach and BBQs. This beautiful condo is filled with art work by local Hawaiian artists. Gourmet kitchen with new sub zero freezer....
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
Aqua Palms Waikiki with Sea Views and WiFi, Parking Available
TMK 2-6-012-003 2022/ELOG-1168(LM)Welcome to your Deluxe (renovated 2020) Aqua Palms Waikiki studio with sea views, along with views over Fort De Russy Park and across to Diamond Head.Your Deluxe studio includes:* Comfortable King size bed* 42 inch flatscreen LCD tv...
3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!
Wow, this place is COOL! This charming 1960s Beach Bungalow has been thoughtfully renovated for timeless appeal. Enjoy peekaboo ocean views from the lanai (and inside), and walk right across the street to Kaanapali Beach!Pedal & Dink! Use our beach cruiser bikes to roll...
Hot Deal! Kuilima Estates West #104 by Gather Near Turtle Bay Golf Course
Find beauty at your doorstep with Kuilima Estates West by Gather, an openly designed 1-bedroom, 1-bathroom unit. Located at the entrance of the magnificent Turtle Bay, this property is just steps away from the spectacular coastline of Oahu’s tranquil North Shore....
Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort
Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo nestled in the heart of Waikoloa Village. With unobstructed views of the 9th fairway at the Robert Trent Jones II-designed Village Golf Course, this inviting island...
Enjoy ocean views perfect for whale watching
Kahana Reef 318 is a 3rd floor, 2-bedroom, 2-bathroom condo that offers ceiling fans and unobstructed ocean views. There is no A/C in this unit. There are elevators at this property. Unit 318 can accommodate up to 4 guests. The master bedroom features a king-size bed....
Breezy Beachfront Getaway w180 degree Oceanview
This RARE CORNER Breezy OCEAN/SAND BEACHFRONT studio promises an unforgettable Hawaiian retreat - the perfect way to immerse yourself in tropical bliss.Luxuriate on a white sand beach or simply sit back and relax with the amazing blue vistas beyond two wall-size crystal...
Gorgeous 2 Story Penthouse with Oceanview, Nearby Beaches, Dining & Shopping!
BRAND NEW LISTING!! **Professionally Cleaned, No-Contact Check-In and Check-Out Process**Welcome to Paradise! Ocean View 2 Bed, 1 Bath Penthouse Corner Unit, Across From Beach & Sleeps 6 PeopleThis top floor, penthouse unit is conveniently located at Kihei Alii Kai...
Wailea Ekahi Village | 3A
For a vacation condo that feels like a private home, select this two story residence with a sunken living room and cascading lanai. Four sets of sliding doors on the first floor provide garden views and invite tropical breezes into the open floor plan. The walk-through...
🏖️Great Golf Course & Ocean Views | 2 Bdrms + Loft | Convenient Location | vrKCV
vrKCV - Country Club Villas 302, Professionally Managed by Kona Coast VacationsThe Pineapple Princess – A Stunning Ocean-View RetreatWelcome to The Pineapple Princess, a beautifully appointed condo in the exclusive Country Club Villas. Overlooking the 18th fairway and...
Sugar Beach 316 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...