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.
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!...
Volcano Village Historic Col-Villa
Col-Villa is one of the most significant, historic homes in Volcano Village, located within a hundred yards of the Volcano Village Farmer's Market and Cooper Center. Built in 1914 and lovingly restored to reflect today s standards of comfort, you will be a short walk to...
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 brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Three of the Luana Garden Villas. This premiere elevated offering is defined by its southwest-facing orientation and gorgeous views of the West Maui Mountains. Its designation within...
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!
C204 at the Point at Mauna Lani is a 2 bedroom, 2.5 bath ocean view villa has amazing views that include the Signature 15th hole of the Mauna Lani South Course, Ocean Views and a view of the lovely black sands of Honokaope Bay. The lanai is furnished with comfort in...
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...
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! 🐋
Oceanfront View at Hololani – Top-Floor Corner Unit Penthouse in Kahana, Maui | 2BR | Breathtaking Views | Walk to Beaches & DiningWelcome to your Oceanfront Maui Penthouse — a serene top-floor corner unit with breathtaking panoramic views of Lanai and Molokai. This...
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...
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...
Hale Minoaka by Destination Kauai - Poipu Beach Estates Exquisite Cottage
E Komo Mai – Welcome to Hale Minoaka!Your serene South Shore retreat in sunny Poipu.Nestled in the prestigious Poipu Beach Estates neighborhood, Hale Minoaka is a thoughtfully designed A/C cooled 1-bedroom, 1-bath private cottage offering the perfect blend of comfort,...
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,...
Mauna Lani Terrace D201
Mauna Lani Terrace Unit D201 is perfectly situated between the Mauna Lani Bay Hotel and the Mauna Lani Beach Club in the highly desired vacation destination of Mauna Lani Resort. You will be close to shopping, dining, championship golf, and, best of all, the...
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...
Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach
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.Unwind at Hale Aloha by Gather, your tranquil...
Waikoloa Resort Villa on 9th Fairway with Private Ocean Club and Pool Membership
Aloha! Welcome to Hali'i Kai, recently named #1 resort on the Big Island, which is located in Waikoloa on Kohala's Gold Coast, so named because our 350 annual days of sunshine is the most in Hawai'i. Hali'i Kai, is the only gated resort on the west coast of the island...
Papaouli Beach House
Maui Beach House is situated less than 50 yards from some of the most picturesque beaches. This two-bedroom, three-bathroom residence accommodates up to six guests. The master bedroom features an open-air design with a private lanai, a queen bed, and a jacuzzi. The main...
Ocean-view 2 BR condo with air-conditioners
Honokowai Palms is a friendly condominium vacation rentals with an outdoor pool. It is across the street from ocean and Honokowai Beach Park. Condo B1 at Honokowai Palms is an end 2-bedroom unit on the ground with a view of the ocean. Decorated in a family theme, this...
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
SUP 2019/0006STHA20200001Hawaii TA Tax:TA-081-974-0672-01Hawaii GE Tax:GE-081-974-0672-01RThis is an Incredible opportunity to escape from the busy resorts and retreat to a private three acre estate with your loved one's, family, friends or solo. The Hana Nautilus...
KBV 17B3 Remodeled Kapalua Bay Villa w Ocean Views
Kapalua Bay Villas 17B3 Breathtaking Ocean Views at Remodeled 1Bedroom Kapalua Home for Winter Whale Watching. Has Central AC, Pools, Tennis Courts, and Close to PGA Golf Courses FREE daily activities included with your stay value up to $1035! Complimentary admission,...