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.
Direct Ocean FRONT/GROUND FLR, Panoramic DRS, 2 BED/2 Bath EN Suites, Discounts
Hali'i Kai is a gated community located in the Waikoloa Beach Resort area, approximately 18 miles from the Kona Airport. Several discounts are available.Our Hale, unit 13, includes fold-a-way Panoramic doors, replacing a traditional sliding glass door that only allows...
Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
SEE OUR SPECIAL ASK FOR LAST MINUTE SPECIAL SOMETIMES POSSIBLE This is the perfect SUITE located in the east of the property for an outdoor lover who wants to feel the connection with nature and enjoy of an amazing experience outdoors. you can enjoy the outdoors and...
North Shore Ocean View Cottage
This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views!The...
PM 301 Spectacular Direct Oceanfront Views Remodeled 1BD Convenient Location
Paki Maui 301 NEW LISTING Breathtaking Direct Ocean Views from this Fully Renovated 2Bedroom, 2Bathroom West Maui Condo FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Wailea Elua 1101 - Beachfront Section - Ocean View -1 Bedroom &NewQualitySofaBed
We are a 1 minute walk from the amazing Ulua Beach. You can see and hear the ocean from our condo. Relax viewing the ocean on a private, quiet lanai surrounded by tropical gardens. Earth-friendly furnishings and complete “green” remodel. Gourmet kitchen, spacious...
Deluxe Beachfront Condo. Best of the Best in West Maui!
Aloha, E Komo Mai,This beachfront 3-bedroom 2 bath Kahana Village condominium is a stunner and the most secluded and private unit in the complex. Beautiful and quiet beach mere steps from the unit. New and extensive remodel tastefully appointed and sleeps 6 comfortably...
Direct Oceanfront Valley Isle Resort 1009
Enjoy spectacular unobstructed 180-degree views from our direct oceanfront vacation rental one bedroom condo at the Valley Isle Resort, located on the beach in beautiful West Maui. Swim, snorkel, relax by the heated swimming pool or just enjoy the breathtaking views of...
Private Pool | Central AC | Fairway Views | vrKCV
vrKCV - Holua Kai 2, Professionally Managed by Kona Coast VacationsWelcome to Holua Kai 2 – NÄ HoÊ»olaÊ»a (House of Blessing)Discover your Hawaiian home away from home in this luxurious retreat nestled within the gated community of Holua Kai. Designed with comfort, style,...
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often...
Great Location! Walk to Everything in South Kihei!
If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the...
Today...Tonight...Turtles...Turtles...Turtles!
Our condo and area was NOT affected by the fires on the West side of Maui. We never had any damage or fire or smoke. Our harbor is open, the rest of Maui is open.This condo has everything....and more.... you need for your stay in Maui. The bedroom features a king size...
Wailea Elua Village 705 - 2 Bedroom Garden View Condo
Wailea Elua 705 is an exquisite vacation rental located on the stunning shores of Maui. This newly renovated, two-bedroom, two-bathroom beach house inspired condominium offers a spacious layout ideal for families or groups of friends seeking a luxurious getaway. With...
Oceanfront Condo: Stunning Sunrise & Ocean Views
'Lele's by the Sea' | Oceanfront Vintage Hawaiiana Getaway | Balcony | Pool + Gym | Beach GearAloha and welcome to your ultimate island escape! Retreat to this 1-bed, 1-bath vacation rental on Oahu’s lush, tropical side. Swim or snorkel at the sandy beach, relax and...
Cozy 1bd condo with all-new furniture
Kauhale Makai 108, nestled along Maui's serene coastline, this inviting 1-bedroom, 1-bathroom ground-level unit offering central A/C, ceiling fans, and tropical views . Unit 108 can accommodation for up to 4 guests. The master bedroom boasts a queen-size bed adorned...
Romantic Getaway, on the East side. Perfect location, with access to everything!
OCEAN FRONT, one bedroom unit which has been redecorated top to bottom. We chose the total traditional island style with rattan and bamboo...from the furniture to the bamboo drapes, which give the whole place a warm, fresh feeling. We used sand style tile to hide the...
Puolani Iki-Sweet lil cottage near National Park
Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...
No stairs inside or out! Beautifully remodeled Palms at Wailea 503
NO STAIRS INSIDE OR OUT!Welcome to Palms at Wailea 503, your beautifully remodeled sanctuary in paradise! This is a two-bedroom two-bathroom condo in the prestigious Wailea Resort area. One of only three condos at the Palms at Wailea complex with NO STAIRS inside or...
Aloha Pearl - Kona Home with Ocean Views, Pool & Hot Tub
Discover the ultimate retreat for relaxation and rejuvenation in our stunning private home, discreetly located just off the iconic Alii Drive in Kailua-Kona, Hawaii. This exceptional property, designed with an eye for luxury and a touch of island charm, promises an...
Awesome Mauna Kea Condo With Unobstructed View Of Ocean, Sunset, And Golf Course
Enjoy two of the world's finest resorts, the Mauna Kea and the Hapuna Prince, at this 2 bedroom 2 bath luxury 2nd floor condo at the "Kumulani at the Uplands" of the Mauna Kea resort on the Big Island of Hawaii. This peaceful gated community is on the Hapuna/Mauna Kea...
2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool
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,...
Sapphire Oasis- Heavenly Ocean View and Resort
Summary:As soon as you walk into this 2 bedroom 2 bath condo, you'll feel it. The sounds of the waves will lull you immediately. The striking panoramic view will have you feeling like you're in the endless blue ocean. And as you rest on the lanai, the fresh island...
Hale Mala Pua: 2 BR Garden Home at Botanical World Adventures
Hale Mala Pua (Garden Home) is the perfect place for family and friends to gather or for a romantic getaway on the stunning Hamakua Coast. This spacious plantation house (2,200 square feet) is located just north of Hilo in the lush and tropical Gardens at Botanical...
Relaxing Beachfront Retreat - Sugar Beach #235 - Your Perfect Getaway!
SUGAR BEACH RESORT, #235Welcome to Sugar Beach Resort #235, a beautiful second-floor condo with stunning beachfront views. Perfectly located in North Kihei, this oceanfront retreat offers modern comforts, central AC, and the serene atmosphere of Maui’s longest stretch...
Marriott's Waiohai Beach Club 2BR Oceanview Villa
Tucked along the pristine Poipu beach in the heart of Kauai's South Shore, Marriott's Waiohai Beach Club invites travelers to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts,...
Kuilima East Condo
Permit # 2212-CCH-0655Aloha!This legal non-smoking unit is located at Kui'lima East Condo's at Turtle Bay Resort on the famous North Shore of Oahu. Situated next to the 17th hole of the Fazio course, this spacious 820 square foot one bedroom, two full-bath unit has...
Waipouli Beach Resort #F204 - Ocean View 2 Master Bedroom + 3 Bath Condo w/ Pool
Welcome to the oceanfront paradise on Kauai at Waipouli Beach Resort Unit F-204! This unit is a 2 Master Suite bedroom with 3 full bathroom floorplan. Each Master Suite comes with a smart flat screen television, balcony, dresser and double sink bathrooms equipped with...
Kaanapali Alii | 163
Ka’anapali Alii 1633 Bedrooms | 2 Bathrooms | Sleeps 9 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 163, an inviting 2-bedroom, partial ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom....
Ocean View 1-bed/2-bath Penthouse Suite at Waikiki Shore!
Waikiki Shore Penthouse #6 – 2161 Kalia Rd.You'll never want to leave this spacious 706-sqft 1-bed/2-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...
Fairway Villas At Waikoloa Beach Resort#I24: Gorgeous Top Floor 2 bedr/2 Bath
Welcome to your paradise retreat tucked away in a serene enclave of Fairway Villas at Waikoloa Beach. This villa offers a haven where you and your guests can unwind amidst gentle breezes and breathtaking views. This clean and attractive villa has attractive decor &...
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Coco Cottage at Poipu Beach is a classic, sugar plantation-style home located on the sunny south shore of Kauai. Completely rebuilt, it offers beautiful furnishings, a fully equipped kitchen, full-size washer and dryer, two air-conditioned bedrooms, each with a...
Kukui'ula Country Club Villa with Private Pool
Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...
❤️PiH❤️ Peaceful Paradise ★ Private Pool and Spa ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Peaceful Paradise, in our Hawaiian Luxury Collection. Peaceful Paradise is a wonderful new large single level 3 bedroom, 2 bathroom home. This home is an amazing family retreat in the...
🏖️Amazing Ocean, Golf & Sunset Views | Great Location | vrKCV
vrKCV - Hali'i Kai 8G, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 8G – Your Perfect Getaway!Aloha! Nestled within the stunning oceanfront, gated community of Hali'i Kai in the Waikoloa Beach Resort area, this beautiful two-story townhome offers...
Luxe Townhome, Ocean Views, Relax by the Pool
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably- One of the few villas offering both pool and ocean views- Prime location near the pool and just minutes from the beach- Hotel-quality beds with luxury linens- Private lanai with seating, a...
Oceanfront and Sunset Views: Beautiful remodeled Ground Floor Condo - The Mahana
The property and its breathtaking views were already spectacular, but it's now even better thanks to a recent remodel. From the exquisite Travertine flooring and luxury mattresses to numerous activities and pool use, this oceanfront Maui property offers everything you...
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Unit #323, one of the nicest one bedroom oceanfront condos at Sugar Beach Resort, located on the 3rd floor of the Mill...
Hanalei Bay House - Large, luxurious beach home! TVNC-5099
“Even more beautiful than I imagined!” will be your first thoughts upon checking into the Hanalei Bay House. There is no better way to experience Hanalei than from this exquisitely detailed home located steps from the world famous Hanalei Bay and a short stroll to the...
BIG ISLAND OHANA HALE- Beautiful Oceanfront Home in Puako, Stunning Sunsets!
Walking into this home, the first thing that greets you is the sight of the sea. The house is directly behind a short seawall with views from virtually every room. The designer-furnished home is two-stories with three oceanfront bedrooms, two on the ground floor and one...
Deluxe 2 Bedroom 2BA on Ocean Front Property with Private Beach Unit B131
This recently renovated and conveniently located, 1288 sq. ft ground-level unit is steps away from the pool, the private sand beach, and an ocean-front salt-water pool. It boasts a spacious living room and dining area with high speed internet. The fully equipped kitchen...
Welcome to 1604, Our Little Piece of Paradise!
Welcome to Unit 1604 at the Fairways at Mauna Lani! This is the largest 1646 SF 2 bedroom floor plan where both bedrooms are located upstairs providing a peaceful sleeping area separate from the living area downstairs. They each have their own full en suite bathrooms so...
Romantic waterfall cabin in the rain forest
Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our...
OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym
NEW AC Split Air SystemNEW Free Access to air-conditioned Strength Studio gym in nearby Koloa Town - 30 minute workouts. Vasper Systems, ARX and Carol bikes.Now offering an 850 sq ft Oceanfront 2nd Floor Studio with new expanded oceanfront lanai for Two. Overlooking the...
Marriott's Waiohai Beach Club 2BR Islandview Villa
Tucked along the pristine Poipu beach in the heart of Kauai's South Shore, Marriott's Waiohai Beach Club invites travelers to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts,...
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
Magic Sands Home, Steps From The Beach! Air Conditioned!
Welcome to this wonderful 3 bedroom / 2 bathroom duplex home only a 3 min walk from Magic Sands Beach. Just remodeled and professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including air conditioning!...
Wai'ula'ula J202 - Fairway-Adjacent Home
This designer-inspired, upper-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Wolf and Fisher & Paykel, dual master suites each with a king bed, a third bedroom...
Panoramic Breathtaking Ocean-Sunset-Bali Hai Views, A/C + Surf Crashing Below!
2026 Discounted Rates!**Book 7 consecutive nights or more through April 30, 2026 and receive 10% off your nightly rate**Welcome to Hale `Ikena Kai ("home of mystical ocean") at Pali Ke Kua, a unique home vacation experience on Kauai’s stunning North Shore! This intimate...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
Pole House On Wooded Estate With Fabulous Coastline And Mountain Views
As of April 1, 2020, our guesthouse is now only available as a long term rental (6 month/180 days or more).Our guesthouse is nestled along the slopes of Mount Hualalai on our 40 acre ranch and coffee estate. Located above the historic and scenic Mamalahoa Highway and 2...
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC
Summary:Ocean Front, 1 bedroom, 1.5 baths, ACThe Space:POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront haven where stunning views and luxurious amenities await. Nestled along the breathtaking Poipu coastline, this condo offers a...