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.
Today...Tonight...Turtles...Turtles...Turtles!n
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...
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
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 out, this condo overlooks...
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...
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...
Ocean Front, Luxury, Ground Floor, Polo Beach 102
It is time to enjoy spectacular beach front living, warm water, soft sand, and incredible sunsets from our ocean view ground floor 102 condo. Our 5 star, two bedroom unit has been remodeled with warm Koa wood cabinetry, South African granite counter tops, updated...
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
Upon entering Kaanapali Alii 163, you immediately notice the beautiful wood floors that fill the living room, kitchen and dining room. The open floorplan of this two-bedroom plus sleeping den vacation rental is conducive to sparking conversation and sharing experiences...
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...
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
Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.*Note: September 9th - 16th 2024 and August 8th - 14th 2025 discounted $50/nt. due to pool closure. Unit #323, one of the nicest one bedroom...
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...
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
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...
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...
Ocean & Beach Front 1 Bed/1 Bath Condo with Central AC & Laundry
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, IN-UNIT laundry, community pool, gym, BBQs, ping pong table, nearby restaurants,...
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!
NEW! ** ALL remaining 2025 dates now discounted! ** Also -- Book 7 consecutive nights or more through November 27- December 19, 2025 and receive 10% off the nightly rate.Welcome to Hale `Ikena Kai ("home of mystical ocean") at Pali Ke Kua, a unique home vacation...
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
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 serene retreat with access to everything you need for...
Tranquil private home 5 minutes to Hawai'i Volcanoes National Park
Mauna Nani is a very quiet, secluded home surrounded by ohia trees that is close to all there is to see in Volcano. 3 bedroom 2 bathroom vacation house that truly feels like home. From the tranquil garden, to the pineapple patches and bananas, this is a great place to...
Easy walk to beach! Spacious Patio, Covered Lanai, Shared Pool, Gym
Minutes from the beach! Paradise awaits. Immerse yourself in the breezy and tropical feel of our condo with all the amenities at your convenience!Hosted by LoveRentals and locally managed by Lauren and Peter. This luxurious rental villa features three bedrooms, a...
Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.
Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...
Condo near the beach with lanai, shared pool & hot tub, spa, gym, tennis & wifi
Shores at Waikoloa 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Shores #213 at Waikoloa Beach Resort, a beautifully landscaped and gated community in the heart...
Experience Unmatched Comfort with Magnificent Panoramic Views and AC!
**Kapalua Golf Villas 21T 5-6**This newly remodeled, ground-level 927 square foot residence offers a spacious master bedroom with a king-size bed and a remodeled full bath. The master vanity area features excellent lighting, perfect for makeup and hair. The guest bath...
Kumulani I-1: Breathtaking Ocean Views w/ Wrap Around Lanai, Pool & AC
Your tropical dream vacation awaits you at Kumulani I-1 by Gather, a deluxe, ground-level, two-bedroom, two-bathroom condominium featuring ocean, mountain, and lush tropical views. Located inside the historic Mauna Kea, the resort built by billionaire businessman...
Newly Remodeled Ocean View Steps to Waikiki Beach
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being...
❤️PiH❤️ HOKU LANI HOUSE ★ Heated Private Pool & Spa ★ Hapuna Park Waterslide ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hoku Lani House a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Cotton Candy Sky Kona Pacific Condo
Enjoy ocean and garden views from this third floor, corner unit condo in Building C of Kona Pacific! Located in a prime location in the heart of Kailua Kona on the Big Island of Hawaii, this 1-bedroom, 2-bathroom condo has been completely remodeled. It also offers...
Amazing 3 Bed Townhome with Private Beach Club
Luxurious vacationing at its best in this custom 3 Bed/3 Bath Townhome. Full air mattress can be set up in the office area to expand the number of guests to 8. A custom kitchen, outdoor grilling area, gorgeous bathrooms with washlet toilets, a dedicated office area,...
❤️PiH❤️ TRANQUILITY VILLA ★ NearPools/Rec Center ★ BeachToys/Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Tranquility Villa at Kulalani on the Big Island of HawaiiThis home provides a perfect setting for your Hawaii getaway and is well suited for couples or families up to 6 people.We love friends & familiesBig...
Hilton Pool Pass incl - Spacious & Relaxing Resort Gem ~ View ~ Pool ~ Gym
Hilton Pool Pass Valid for stays in 2025. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid from 4 pm on your arrival date and 10 am on your departure date. The pass and...
Tropical Harmony Oasis with Breathtaking Ocean Views in Hawaii
Summary:Our Harmony House is a one-of-a-kind retreat that offers guests a peaceful and rejuvenating experience. It's perfect for families or couples traveling together, with two bedrooms and two bathrooms. As you enter the space, you'll be struck by the unique decor,...
Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.
Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for guests. It is a corner unit located on the ground floor with easy access from the reserved parking space. Also, we are...