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.
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Discover the peace and beauty of your own secluded retreat nestled in the...
Luxury 4 Bedroom with private pool & Spa
Enjoy your own private pool with fairway views in this exclusive location off the 4th hole of the Mauna Lani golf course. Utilize and enjoy the open kitchen connected through sliding doors to the lanai with outdoor BBQ grill and fridge. Finished with luxurious details...
Newly Remodeled--2 Minute Walk to Charley Young Beach--Maui Vista #1216
Welcome to Maui Vista unit #1216! Just bring your Aloha spirit and we will provide all the rest. This unit has undergone a complete remodel as of October 2022. We are the same owners as before and look forward to continue providing our guests with the best stay possible...
OCEANFRONT Kona Reef, Top Rated Reviews
Kona Reef, beautiful one-bedroom, direct oceanfront condominium, on world-famous Alii Drive. Our condo is 23 feet from the ocean and offers spectacular sunsets. Watch the surfers and the dolphins from the lanai.This immaculate, recently upgraded condo has every thing...
🏖️Exquisite Ocean Front | Beautifully Upgraded | Corner Unit | vrKCV
vrKCV - Surf and Racquet 1206, Professionally Managed by Kona Coast VacationsKeauhou-Kona Surf & Racquet Club #1206 – Oceanfront Luxury with Breathtaking ViewsStep into Pilialoha ("beloved") Kona Ocean Condo and experience casual Hawaiian luxury at its finest. This...
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
Makalae is a warm welcoming and luxurious home with fine furnishings and fantastic views. This stunning property was expertly built to take full advantage of memorable sunsets in the western Hawaiian sky and the southern trade winds known as Ku'amanini of Weliweli or...
Coastal Oasis on the Beach w/ Shared Pool, Ocean View, Private Balcony, & WiFi
Wailua Bay View 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let all of life's cares slip away as you look out to the emerald blue water and golden sand with a favorite drink...
Remodeled-Rare 3 Bedroom-Ocean Views-Ac-Sleeps 8-METICULOUS Cleaning
Book with confidence, this nicely remodeled, 3 bedroom, 3 bathroom (1450 sq. ft) condo that is newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We manage many condos at Kamaole Sands, are located...
Discover Maui Sunset B309 Your Ideal Kihei Getaway with Ocean Views!
Maui Sunset B309, great location in Kihei! This 1bedroom/2bathroom condo is the perfect Maui getaway! Enjoy peaks of the ocean and the beautifully manicured grounds from your private lanai.As you enter Maui Sunset B309 you are welcomed with the Aloha of the islands!...
Renovated 2018 - 2 Bedroom/2 Bath - Full A/C
Come experience this unique spacious 2 bedroom, 2 bathroom, fourth floor lofted condo in building #8. Our condo offers complete air conditioning ! Our split air-conditioning system allows you to feel comfortable year round. This dramatic, updated and upscale unique,...
Kihei Oceanfront Remodeled 3 Bedroom! Million Dollar Views with Sounds of Surf
Kihei is centrally located in South Maui and is home to many condos and residential areas. Menehune Shores is located in the Hotel District which is Zoned for Short Term Rentals. The Road to Hana, Haleakala, the resorts in Wailea, the lava fields on the way to Ahihi...
Maui Resort Rentals: Luana Garden Villas 16C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious 3BR/3BA residence is conveniently set within Enclave Three of the Luana Garden Villas. This premier elevated offering is defined by its southwest-facing orientation and gorgeous views of the West Maui Mountains. Its designation within our "Elevated"...
Ginger Beach House – Anahola Beachfront Estate
Legally licensed short term vacation rental, TVNC#4308 GET Number: GE-136-304-3840-01; TAT Number: TA-136-304-3840-01EXQUISITE FIND!! For those who appreciate the finer things in life, Kauai’s most beloved beach home, known as Ginger Beach House, is your slice of...
Point C204 ~ Dine on US! Discounts for Stays of 7 and 14+ Nights!
LONGER STAYS = BETTER RATES!Discounts available for stays from Jan 6 - Dec 15:7+Night Stays Enjoy Discounted Rate of $845/Night + Tax14+ Night Stays Enjoy Discounted Rate of $765/Night + Tax$100 Lava Lava Beach Gift Card Emailed to you on Arrival!C204 at the Point at...
HN 208 Updated OceanFront 2BD w Pool
Hoyochi Nikko 208 NEW LISTING! OceanFront 2Bedroom with Spectacular Ocean Views and 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...
*Hono Kai B8* Maui Beach Condo Steps to the Sand!
Immerse yourself in the rich tropical views and ocean sounds while enjoying your private patio just steps from prime beach access! Located just steps away from the longest beach on Maui with sugary sand, this remodeled condo on the 2nd floor has ocean views from every...
Makaha Valley Towers 1 BR - Very Scenic and newly renovated!
We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours drive from Honolulu. This one bedroom apartment with a Queen-size bed and a double pull-out sofa in the living room is...
Ocean View Condo in the Heart of Kona
One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful ocean view from the lanai. A heated pool with shower, restrooms and a library. There’s a bench oceanfront for whale...
Oceanfront condo with AC 20 ft from ocean
View the ocean as you walk into this recently updated condo. You will be struck by how close the ocean is. Enjoy watching surfers, turtles, dolphins and whales(in season) as you sip your coffee on the lanai. Despite the relaxation and solitude, if you want sightseeing,...
Private, second-floor condo with lanai, 3 pools, 2 hot tubs & path to the beach
Plantation Hale A10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find relaxation among the palms at this one-bedroom condo in the Plantation Hale Suites just outside downtown...
Steps from Poipu Beach, Full A/C, beautiful Manualoha condo w/Ground Floor Entry
Located in the premier Manualoha community of Poipu Kai resort, our 2 bedroom, 2 bath townhouse style condo is a short downhill stroll to the beach with a fabulous ocean-front pool, a tennis center with 8 courts and landscaped grounds with access to all nearby...
Mahana 507 OCEANFRONT Condo!! 🏄♂️ See spectacular Views & Sunsets 🌞 too!!!
In "Mahana 507" YOU WILL BE STUNNED BY THE VIEW WHEN YOU WALK INTO THIS OCEANFRONT AND BEACHFRONT CONDO. Our condo is located on Kaanapali Beach. We are on the 5th floor (Unit 507), which we consider the perfect height for watching whales and experiencing the stunning...
King Size BED, Solar Heated POOLS/SPAS, Ocean Views
HAWAI'I TAX CERTIFICATE NUMBER(S): GE/TA-195-874-9184-01Room rates based on double occupancyLocated in Waikoloa Village on the Kohala Coast, 30 minutes from the Kona airport you will enjoy this spacious 1200 square foot villa with loft on the second floor of the...
Last Min STEEP REDUCTION: 3/24- 3/31 ~ Panoramic Ocean Views ~ No Stairs ~ Platinum Maui Vacations
Hawaii Tax ID # TA‐146‐091‐4176‐01This villa, Hale Ka'ikenanani, is located inside the prestigious Kapalua Resort on the northwest corner of the island of Maui just above an impressive shoreline with a series of beautiful sun kissed beaches. If you have been to the...
Just renovated and right on the ocean! No hidden fees.
Book with Confidence! If there is any government restriction in the United States which prevents you from travelling to Kauai, or which imposes an isolation period for travellers upon arrival in Kauai, I will refund 100% of your payment (I can't speak to VRBO's policy...
Maui Sunset Direct Ocean View with XL Lanai
Ocean front condo with extra large private lanai offers a premium location to enjoy great views from the convenience and comfort of your condo. The spacious living area is light and bright, giving immediate ease and comfort when you step inside. You have a fully stocked...
Big Island Vacation Home With Two Masters And Room For The Whole Family
Duplex/Townhome, 4 Bedrooms, 3.5 Baths, (Sleeps 10)Recently purchased from VRBO 410265, 5 stars rating will be maintained, please see their reviews. Our Hawaiian paradise can be yours when you stay in our beautiful 4 bedroom, 3.5 bathroom, 2100 square foot Big Island...
Ocean Views/Mountain Views!!! - Best Price - 2 Bedroom/Bath - Beach across road!
Looking for the perfect beach condo for your next vacation? Look no further! Our newly updated condo is located in a rare spot right across from the beautiful Magic Sands Beach, whose sands appear and disappear depending on the swell and current. With two spacious...
🏝️ Maui Oceanfront Wellness Affordable Penthouse Retreat! Oh the views! 🐋
🐋Kahana, Maui Penthouse Corner Stunning Views! Oceanfront - Hololani🌺 Mar 28 to Apr 3rd OPEN! Traveler Update for Lahaina: Please note that The Hololani Resort was NOT impacted by the fires 🔥 in Lahaina and is in the approved Maui Hotel Zone. 🌴Maui Oceanfront Penthouse...
Kaua'i Beach Resort-Beachfront, Ocean View, Poolside View from Your Lanai
I fell in love with this heavenly place so deeply , that I decided to buy an apartment here. Newly remodeled September 2025, textured and freshly painted Welcome to my charming Kaua'i home. From the walkway in front of my lanai, which overlooks the pools and has an...
2BR, 2 BA Ocean View, Everything you need is here!
This is our 2nd Floor, Ocean view condo. There is a condo above this unit. You have a designated parking spot directly in front of the condo. Please check below for our cancellation policy and late check out policy. We also have a 3rd Floor Unit. VRBO listing 442242....
Hyatt Residence Club, Lahaina, Hawaii, United States of America 3 bed & 3 bath
Hyatt Residence Club and Ka'anapali Beach are the perfect blend of relaxed living that borders on perfection. Nestled between seashells and rainbows. This is a great 3 bedroom 3 bathroom unit on a level 1-4. This property is connected to the Hyatt Regency Maui Resort &...
Puako Tropical Garden Retreat · Puako Tropical Garden Retreat - Across from Beach!
Your Ideal Puako Beach Retreat – New Air Conditioning Installed This perfect Puako beach home features 3 bedrooms and 2 ½ bathrooms, ideal for families, couples, or friends traveling together. Located just steps from a secluded beach entrance, you`ll enjoy peaceful...
Corner Beachfront Condo on Ka'anapali Beach, walking distance to Whalers Village
MAUI KA'ANAPALI VILLAS IS THE "BEST PLACE TO BE" WHEN VISITING WEST MAUI. LOCATED ON NORTH KA'ANAPALI BEACH, THIS IS THE PERFECT BEACHFRONT CONDO FOR YOUR MAUI ESCAPE!January 2024: Please note that due to a recent incident on property, the a/c system will be non-...
Hale Mahana Kai: 3BR Oceanfront Kukuiula Bay Home
With its exceptional shoreline location, Hale Mahana Kai is among our spacious, Kauai oceanfront rentals so close to the water that the sound of the waves is heard in every room. Located near the end of the road, overlooking Kukui`ula Bay and beach as well as a short...
Kona Reef Condo on Beach with Ocean View, Wifi, King bed & Elevator
Our fabulous condo at the Kona Reef overlooks Honl's Beach Park and the beautiful turquoise blues and greens of the crystal clear ocean. From the 3rd floor lanai complete with ceiling fan, you have a fantastic palm-dotted view of the sand and the surf. You can watch the...
Beachfront RESORT Ocean VIEW Rare LANAI 5 Star LOCATION New UPDATED A+ Beach MKV
Maui Kaanapali Villas Beachfront Resort sits directly on a Beautiful sandy shoreline offering access to the beach. Maui’s Kāʻanapali Beach ranked best in the US, and No. 10 in the world. The beach is “as perfect as it gets,” with “three miles of powder white sand and...
Mauna Kai Retreat: Shops, Restaurants, and Beach!
Looking for a relaxing escape that offers it all? Look no further. This stunning property is within easy walking distance of the Princeville Shopping Center, offering everything from hiking trails and beautiful beaches to delicious dining adventures. This unit has just...
KKSR#7 Beautiful Townhome, Steps from the Beach, Remodeled,& AIR Conditioning
Wonderful Vacation Rental Townhome#7 Available for Rent at the Keauhou Kona Surf & Racquet Club! This beautiful townhome has an incredible location, only a few steps away from the Black Sand Beach on site! Featuring 2 bedrooms, and 2 bathrooms, a beautiful option for...
Sunset Beach House – Polynesian-Style Beachfront Retreat
A Note About The $1,530/nt Rate: It is calculated from my standard rate of $1,700/nt with a 10% discount that brings it to exactly $1,530/nt. Please note, It is only for dates that are very close to the current date that I have not been able to book so I lower the price...
KBM Resorts | FREE CAR | Papakea | Ocean view | Renovated 3-Bedroom Condo & Fully Air Conditioned! PKC-403
** 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: Honua Kai Hokulani 1022 – Large Top Floor 2BR w/ Mountain & Partial Ocean Views!
Hokulani 1022 is a remarkable two bedroom, two bath suite. 20% larger than the comparable suites in the "22" stack, this penthouse suite offers expansive views of the awe-inspiring West Maui Mountains plus ocean views from the living room, bedroom, and lanai. In...
Aloha Hale - Gorgeous home with pool, hot tub, AC
Welcome to Aloha Hale, Princeville! This stunning Mountain View home offers an array of spectacular amenities, including a pool, a hot tub, a wet bar, and air conditioning, all designed to make you feel the aloha spirit from the moment you arrive. Enjoy memorable...
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
E Komo Mai — Welcome to Hale Minoaka in Sunny Poipu!Escape to Hale Minoaka, your peaceful South Shore hideaway in the desirable Poipu Beach Estates neighborhood. This charming 1-bedroom, 1-bath private cottage with A/C offers the perfect blend of comfort, privacy, and...
Ocean Front. Includes Waikoloa Gold Golf Memberships Benefits. Halii Kai 14B
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 14B. Ocean Front With Stunning Views!Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses)....
🏖️Ocean & Golf Course Views | AC Included | vrKCV
vrKCV - Country Club Villas 219, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas 219Perched on the 18th fairway of the Kona Country Club, Country Club Villas 219 offers breathtaking ocean and golf course views. This centrally located,...
360 Degree Ocean And Mountain Views From This Stunning Home.
Discover paradise in Heavenly Hana, Maui, and surround yourself with the most breathtaking views in all of Hana. Ekena means Eden in Hawaiian. This tropical paradise is perched high on a hill on nine acres of private property with 360 degree views of ocean, sky,...
Kaanapali Ocean View -Premier Corner Unit- A/C- WiFi- Smart TV’s- Beach Cabana
Enjoy an air conditioned, clean, spacious and tastefully furnished vacation getaway with breathtaking views of the ocean. Enjoy the evening sunset and quiet tranquility from the wrap around lanai. Our unit was recently upgraded with new kitchen appliances and smart...
Maui Hawaii 🏝Kaanapali Beach Club 1 Bedroom furnished w/kitchen Sleep 4 Private
This property is one of the best resorts on Kaanapali Beach!Need a car too? We have a Jeep Compass , seats 5 with luggage booked separately not included .All one-bedroom units sleep 4 privately and have a huge garden tub in the bathroom with 2 separate sinks. Hurry book...
Beautiful Luxury Peek Ocean and Mountain View
Beautiful Luxury Peek Ocean and Mountain View 1 Bedroom, 2 Bathroom Condo at #1 Rated 1st Class Waipouli Oceanfront and Beachfront Resort & Spa on the beautiful island of Kauai. This well decorated second floor 1 Bedroom, 2 Bath Condo offers easy access to the pool and...