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.
Mahina Kai: Large Tropical Modern Home w/Pool, Ocean / Koko Head Views, & A/C
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.Exciting Updates Coming Soon: This property...
Sleeps 6! Palm Villas B23, 2 bed plus 3rd bedroom loft! Walk to Beach!
Please be advised that during the month of September 2025 the pool will be closed for maintenance.There will possibly be noise from the pool area as it is getting refurbished. This beautiful and spacious condo at the Palm Villas at Mauna Lani Resort is located on Pauoa...
Maui Banyan Q-109 | Tropical w/ Resort Amenities
Maui Banyan Q-109 is an idyllic condo for an idyllic vacation. Not only is the ground-floor unit across the street from Kamaole Beach II and a short walk from Kamaole Beaches I and III, but it’s also within a gorgeous resort that features swimming pools, tennis...
Kailua Village #701: Top Floor, Corner Penthouse Remodeled in Downtown Kona.
Looking for the best of the best in Downtown Kona? Look no further, you've found the best property. Kailua Village#701 has the absolute perfect location. Located on the Top Floor (7th), on the very corner for this High Rise Development in Kona. Walking Distance to...
Island Life Retreat-Ocean Front-Beach Access
BEACHFRONT* GROUND FLOOR *WALK-OUT The white sandy beach is reef-protected and offers a quiet, serene, authentic Hawaiian paradise experience. The turquoise warm water is perfect for swimming, fishing, kayaking, paddleboarding and sailing. Easy snorkeling right in front...
🏖️Concierge Included | Ground Floor with Lake Views | vrKCV
vrKCV - Fairway Villas Waikoloa K3, Professionally Managed by Kona Coast VacationsFairway Villas Waikoloa K3Aloha and welcome to your tropical Hawaiian retreat at Fairway Villas Waikoloa K3. This beautiful ground-floor condo offers stunning views of the lush green 4th...
Delighted City View 1 BDRM Condo, Cal King Bed w/Kitchenette and Free WIFI!
Aloha and Mahalo from Waikiki! We are a short term vacation rental company, we are not part of the hotel. Property is located 4 minutes walking distance to the beach, 10 minutes walking distance to one of the nations biggest outdoor mall "Ala Moana Shopping Center"....
Centrally Located Downtown Gem
EVERYTHING IN TOWN AT YOUR FINGERTIPS! 5 bedroom, 4 bathroom, 1 full kitchen, 1 kitchenette with bar sink, 1 office/storage bedroomroom house just minutes walking distance to all restaurants, sports bars, shops and beautiful beaches in the heart of kona! Just up a hill...
Relax...Recharge...Retreat!
The perfect place to relax and recharge with the expanse of the ocean and sound of the waves right in front of you....plus every once in a while a rainbow will mesmerize you with its beauty....right from your lanai. A central air system in every room to cool you off!...
Mountain View Getaway: Free Parking and Beach Steps Away!
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...
Sugar Beach Resort Oceanview 1 bed/1 bath - Last minute)deal $200/nt March 17-25
Come experience Paradise! 1 Bedroom Condo right at the water's edge. Perfect for those who want to get away from it all, this condo has everything you need. The living room and kitchen have full ocean views. This perfect piece of Paradise offers a beautiful white sand...
Hilton Waikoloa Pool Pass thru 2025. 18G Halii Kai
Halii Kai 18GPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsLiving Room: Sleeper SofaHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass...
Stylish Unit Near Waikiki Beach with Free Parking!
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...
1BR Ocean View Condo with King Bed & Free Parking
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...
April rates ONLY 129/nt ! Accommodates 6 guests/ 2 BEDROOM !
Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2211-CCH-0281 expires 11/22/25, TMK 260230500087Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio...
Waipouli Beach Resort Exquisite Luxury VIP Oceanfront Condo! AC Pool
Oceanfront! Exquisite Luxury VIP Oceanfront Condo in highly desirable "A" Building at the #1 Ranked Waipouli Beach Resort & Spa on Beautiful Kauai offering stunning Direct Oceanfront views from every room with delightful watercolor sunrises, whale watching (November to...
Beachfront Five Bedroom Home w/ Oceanfront Pool at Sunset Beach.
Minimum 30-day consecutive rental required. Beachfront Home with swimming pool at Sunset Beach, North Shore, OahuLocated on a privately owned road with only one-way access in and out, which provides privacy and exclusivity. There are over 6000 square feet of spacious...
Aloha Studio/Haleiwa/Turtle beach/AC/30 day min
30 day minimum *Inquire for monthly rate* The Aloha Studio is located Laniakea/Turtle /Papailoa Beach (North Shore's most exclusive beach). Only 8min walking or 3min by bike. Strategic located near Haleiwa Town 5min by car/9min by bike (avoid North Shore Traffic)and...
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Aloha Hale is a one of a kind, 2 bedroom, 2 1/2 bath, fully appointed town house style condominium that is located near the calm, protected harbor and beach of Keauhou Bay. The downtown Kailua-Kona area, on Alii Drive, is a short 10 minute drive or take the Kona Trolley...
Stunning ✨ Comfortable and Well Decorated Property 🌺 Incredible Views! 🏖 White Sands 318
Short distance away from Magic sands beach but without road noise! (less than 100 yards from the beach) Enjoy watching body surfing, boogie boarding, and beach activities while drinking a beverage on your lanai. Enjoy amazing sunsets and the crash of ocean waves while...
Noelani #306 is Maui living at its finest.
Noelani #306 is Maui living at its finest. This fully remodeled, oceanfront 3 bedroom condo features 2 ocean facing lanais with endless views of the Pacific and all of its attractions. Enjoy morning coffee in the winter months with whales breaching in the background or...
Roomy condo with sunset views
Maui Vista 2417 is a 2-bedroom, 2-bathroom condo offering amenities such as a washer/dryer and 1 air-conditioning unit in the living room. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a King-sized bed in the master bedroom, a...
Charming 1bd, just steps from the ocean
Koa 4C is a one-bedroom condo that sleeps up to 4 guests. Stay cool after a day in the sun with ceiling fans throughout and split air conditioning! The well-appointed kitchen has everything you need to have a meal, and if you don't want to enjoy your meal on your...
Luxury Zen Retreat overlooking Hanalei
Indulge in a spectacular retreat at this spacious and stunning home overlooking the famous Hanalei Bay, Kauai. This elegant 4400 square foot property is ideal for families or couples looking for a private, yet handy location because of its peaceful atmosphere. Be...
Above the Jungle ~ Sunset ~ Waterfall ~
Set above the Jungle Valley, you discovered a Special Location with Unobstructed Views of Paradise. Relax and Recharge in this Newly Furnished Suite after exploring the island. Enjoy the Beautiful New Flooring and more... The Tropical Breezes are Wonderful in this Top...
Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona
Consider this apartment your home away from home while you visit Kailua-Kona. This charming space offers a nice living room with a comfy queen bed, perfect for unwinding after a day of exploring. With amenities like WiFi, AC, and a hair dryer, guests can relax and...
WAILEA EKAHI VILLAGE 27C -- HUGE 2 FLOOR TOWNHOUSE WITH SPECTACULAR OCEAN VIEWS!
Ekahi Village 27C is a beautifully-decorated, updated and meticulously-maintained one bedroom, one-and-a-half bathroom condo in South Maui's prestigious Wailea resorts. The condo features a very spacious two-story "townhouse" floor plan - the largest one bedroom floor...
★ Sandy Beachfront Home ★ Kayak/Laundry/WiFi/Parking/AC.
Please note:- Absolutely no unregistered guests are allowed on the property at any time, day or night. Guest count is strictly monitored with exterior cameras. Violations will termiate a reservation.- The outdoor string lights have been removed.- 2 vehicles are allowed...
Maalaea Milowai 5star 1bed Oceanfront- far from the fire - safe & normal stay
A wonderful modern unit on Maalaea Bay with a beautiful ocean view that was recently renovated with all new kitchen, bathroom, floor surfaces and furniture. The oceanfront pool is a wonderful place to spend the day followed by a wonderful evening and dinner at the...
Private Kauai Getaway With Sunsets And Ocean View!
Enjoy sweeping ocean views from this prime condo in the coveted Sunset Kahili community, overlooking Poipu Beach and the sparkling Pacific. Located in the heart of Kaua‘i’s sunny South Shore, this modern island retreat is perfectly positioned near everything the...
Maui Resort Rentals: Honua Kai Konea 606 - 6th-Floor Upgraded 2BR/1BA with Ocean + Mountain Views!
Unquestionably one of Honua Kai's best values, Konea 606 is a rare 2BR/1BA suite that offers the space and privacy of an additional bedroom without the price tag of a standard 2BR/2BA. Enjoy beautiful ocean views, as well as awe-inspiring vistas of the West Maui...
Ocean Suite Life Steps from Surf – Kaha Lani 120
Castle at Kaha Lani Resort #120 - You may never leave the ground floor lanai of this 739 sq. ft. haven fringing the beautiful Pacific Ocean. Tile floors and ceiling fans keep it cool on lazy days spent at home. Other touches include an upgraded kitchen, WiFi, DVD, flat...
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
Maui Kamaole C108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Hilton Waikoloa Pool Pass for stays in 2025
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas F4Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Weekly and monthly discounts / Koa Lagoon direct Oceanfront Condo Unit 607
A spectacular view of the ocean, West Maui mountains, Ma'alaea Bay, and the beautiful, landscaped grounds await you from our direct oceanfront condo lanai. With our condo being a direct oceanfront unit, the sunsets from the lanai are amazing. While relaxing on the lanai...
KBM Resorts | FREE CAR | Napili Point | Oceanfront |Gorgeous 2-Bedroom Villa, Recently Remodeled! NAP-C43
Oceanfront 1-bedroom villa at Napili Point with panoramic views, private lanai, king bed, and full kitchen. Enjoy snorkeling in Honokeana Bay and sunset dining just steps from Napili Bay beach.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
KONA ALII OCEAN FRONT IN THE HEART OF KONA.....AWESOME LOCATION/GREAT DEAL
Oceanfront 1-Bedroom Condo in the Heart of Kona!Enjoy breathtaking ocean views from this beautifully appointed 1-bedroom, 1.5-bath condo located in a secure, well-maintained complex in the heart of Kailua-Kona. This oceanfront unit is perfectly situated on the second...
Gorgeous Oceanfront Condo, 1 Bedroom, 1 Bath, Sleeps 4
Enjoy 'The Magic of Maui!' on the beautiful beaches of Kaanapali (West Maui)One-bedroom, one-bath, oceanfront condo. Here you will find spectacular views, breathtaking sunspaces, as well as an incredible marine display by our native Humpback Whales. Our centralized, yet...
Kunea Place: North Shore Maui Home with Pool & Tennis Court
Kunea Place rests on three-quarters of an acre of beautifully landscaped property, with a private pool and tennis court access. The home sleeps eight guests and has four bedrooms, four bathrooms, a living room, a large renovated and fully equipped kitchen,...
KONA PACIFIC B411 -- OCEAN & MOUNTAIN VIEWS! IN TOWN LOCATION!
Welcome to your beautifully remodeled home away from home in sunny Kailua-Kona! This 1-bedroom, 2-bathroom condo at Kona Pacific offers the perfect blend of island charm and modern comfort, ideal for both short getaways and extended stays.What you will love about this...
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)
Experience the beauty of the Pacific Ocean from this dramatic setting, the panoramic views of neighboring Molokai and Lanai, and the spectacular sunsets from the expansive decks. The sea life is constantly on display and during whale season, you’ll be thrilled to see...
Charming corner unit at Sealodge - atop the cliffs on North Shore of Kauai.
This charming corner unit at Sealodge sits atop the cliffs on the North Shore of Kauai. A gangway leads you from the parking lot level to the unit's 2nd floor which overlooks a protected canyon greenbelt. Relax with a Mai Tai on the lanai above the tree line enjoying...
MRR Presents Kaanapali Ali'i 213 - Luxurious Ground Floor 3BR Interior w/ Partial Ocean Views & Lawn Area. The Pools, Beach, and BBQs are Mere Steps Away!
Boasting a highly sought-after interior courtyard ground-floor location at the Kaanapali Alii, this luxurious 3BR residence delivers 1850 sq ft of living area and accommodates up to 8 guests. The ground floor residence features partial ocean views from the large...
Cozy & Peaceful Oahu North Shore Oasis - Kahuku
A lovely, peaceful oasis for your wonderful North Shore getaway — “Hale Blue Aloha”🏝This end/corner unit offers nice privacy, away from the foot traffic of other units, just steps from the Fazio golf course 'back nine'. Simple, clean, and cozy, the unit has an...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 5th Floor Interior Courtyard Ocean Views!
This premier tandem package is comprised of two expansive 5th floor interior courtyard two bedroom suites located directly next door to each other. Each suite offers stunning ocean views from a prime 5th floor interior courtyard vantage pointYou are welcome to relax on...
Steps To The Beach ~ Amazing Ocean And Beach Views
Be the first to enjoy the amazing views and sounds of the ocean in a newly remodeled and refurnished condo! You can't get any closer to the ocean than this! The Whaler is located in the heart of Kaanapali Beach where shops, restaurants, golf courses and beach activities...
Gorgeous Views, 3 Pools, A/C, Walking Distance to Beaches! Kapalua Bay Villa #34B3 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Step into a world where the ocean is your neighbor and every moment feels like a dream. Welcome to Kapalua Bay Villa 34B3, a stunning one-bedroom, two-bath townhouse-style villa perched above...
Beautiful Views from 2 bedroom Top Floor! Winter Spec #205
ALOHA AND WELCOME TO HALE KAI # 205. Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home,...