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.
KBM Resorts | FREE CAR | Papakea | Ocean view | Renovated 3-Bedroom Condo & Fully Air Conditioned! PKC-403
Top-floor 3-bedroom, 2-bath penthouse at Papakea Resort with ocean views, A/C, gourmet kitchen, & lanai. Enjoy pools, tennis, beach access, & sunsets from this serene Kaanapali beachfront retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
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!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...
Charming Two Bedroom House Steps From Anini Beach
Enjoy an easy short stroll to world famous Anini Beach in a delightful two bedroom small cottage-like house on a newly expanded open lot. One king and one queen, each with its own private bathroom. Amenities include full kitchen, washer/dryer, telephone, cable TV, WiFi,...
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...
Oceanfront second-floor condo - amazing ocean views, pool, walk to restaurants
Kapa'a Sands 09Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...
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
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
KRL H101 Remodel 2BD Condo Pool Kaanapali Beach Golf Whalers Village
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Beautifully Updated, Private End Unit in a Gated Community
Come enjoy the big island in our tastefully decorated townhome. Don't book a hotel when you can book your vacation at our spacious villa and enjoy all of the extras we offer. It is conveniently located 18 miles north of the Kona International Airport in Waikoloa Beach...
Luxurious Ground Level Haven - Stunning Inside & Out - Makena Surf Resort C102
Makena Surf C102Experience unparalleled oceanfront living in Makena Surf C102, a luxurious ground-floor condo with spectacular views of Po'olenalena Beach. This 1,835-square-foot, two-bedroom, two-bathroom retreat is thoughtfully designed to provide the ultimate Maui...
Impeccable Penthouse - Ocean & Diamondhead Views
PANORAMIC OCEAN, DIAMOND HEAD & KAPOLANI PARK VIEWS. It's a première residential lifestyle ON THE GOLD COAST! A brief 15 minute breathtakingly beautiful walk to Waikiki’s famous beaches, shopping, dining and nightlife.This is not a tired old Waikiki hotel room with a...
Wailea Hoolei 93-3 Rarely Priced for Last Minute May Getaway at Luxurious Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Ho‘olei 93-3, a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho‘olei, just a short stroll...
Luxury 3 Bed 2 bath apart Coffee Farm
Located on the mountain of Hualalai, retreat to this gated five acre farm. High above the heat of Kona coast but conveniently positioned near the airport, town and beaches. Arise from a tranquil night’s sleep to the song of the island’s delightful birds. Enjoy a cup...
Napili Shores E-243 - Upgraded, steps to ocean and pools. Napili Bay - ideal location for vacation
E Komo Mai - Welcome to Napili! Attention to detail in this One Bedroom / One Bath Fully Renovated Condominium with air conditioning. Napili Shores Resort is adjacent to the gorgeous sandy beach of Napili Bay. Not only are the accommodations ideal, you are just steps...
Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!
Our Hale Kai O Kihei (‘ha-lay-ky o ‘kee-hay) condo offers breathtaking ocean views. On the private lanai, you can enjoy the tranquil sounds of the ocean and view the amazing year-round sunsets. There are also miles of sandy, un-crowded beach directly in front of the...
Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!
Located in South Maui along the shores of beautiful Makena Bay, the Makena Bay House is a private, two-story residence located in an island paradise. The Makena Bay house's size and location make it an ideal choice for couples looking for a tropical getaway!Built in...
Kuhio Shores 417, Oceanfront, Amazing Ocean View
Kuhio Shores is on the sunny South Shore of Poipu Beach and is small and quiet. It extends out into the ocean so that there is water on each side. Our condo has an expansive ocean view from wall-to-wall, floor-to-ceiling windows in the living room and dining room. The...
Kahala 621 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai — Welcome to Kahala 621!Located in the premier Poipu Kai Resort on Kauai's sunny south shore, Kahala 621 offers distant ocean views and lush tropical landscaping. Just steps from a scenic greenbelt walking path and minutes from popular beaches like...
Nice Ocean View 1bed room, full kitchen, near Waikiki Beach! Rooftop pool&BBQ.
Our beautifully remodeled 1 bed room unit with a split ACs is located in the Pacific Monarch with a balcony and awesome ocean views! It's only a few steps away from the famous Waikiki Beach, shopping, and restaurants. The unit has a full kitchen with all kitchen...
Aloha Spirit in Downtown Kona - Right by the Ocean
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Couples & Honeymooners. Privacy & Romance! 7 Sacred Pools
Ala Aina Ocean Vista is a unique, 100% solar-powered private ohana with front and back private entrances situated on a former banana plantation. Nestled in an exotic lush tropical setting, our accommodation promises peace and quiet and offers guests sweeping ocean...
Walk To All S Kihei Beaches, Shops and Restaurants-Pickleball
Aloha! E komo mai. We hope you will come and stay in our beautiful condo in Maui Vista located on the second floor in a quiet location of Building 2. We are facing the West Maui mountains so we do not get direct sunlight in the living room area of the condo. This make...
PENTHOUSE BEST VIEW Mauna Loa Shores the Ultimate Next to Beach Park
Wow. This is the finest unit in the Mauna Loa Shores. Fully renovated, with all the finest amenities and beautiful tastefully designed to maximize this fantastic condo. The best unobstructed view from the Bedroom overlooking the Blue Pacific, and the Lanai. You will...
Family Fun! Poolside, Pool Table, and Exclusive Hilton Pool Pass for '25
Experience the beauty and warmth of Hawaii at our spacious 3-bedroom townhome in the private, gated complex of Waikoloa Beach Villas, located on the stunning Kohala Coast of the Big Island. Our poolside unit is among the largest in the complex and boasts 1,872 sq. ft....
Maui Resort Rentals: Honua Kai Hokulani 615 - Upgraded 6th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan
Widely regarded as the premier two bedroom floor plan at Honua Kai, this oversized two bedroom boasts a 1325 sq. ft. interior with direct ocean views from the kitchen, dining room, and living area, as well as the 315 sq. ft. wraparound lanai (balcony). The Hokulani...
Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf
***NOTE: HAWAIIAN AIRLINES OFFERING 60,000 MILES WITH CREDIT CARD. ONLY NEED TO MAKE ANY PURCHASE TO ACTIVATE. HAPPY TO SHARE INFORMATION. BEST OFFER YET!!!!! HAD TO SHARE. Here is a link to the State website with information on travelling to Hawaii:...
Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New Home
Indulge in the Unmatched Beauty of Contemporary Luxury at Ocean Escape — A Brand-New Retreat!Discover the newly constructed, unparalleled, modern, luxury, three-bedroom house, where every corner is adorned with awe-inspiring ocean views. This Hawaiian haven transcends...
Waikiki Spacious One Bedroom Ocean View
Fabulous ocean view condo on Waikiki beach with one bedroom, one bath, a tiki bar lanai for watching the sunset & surfers, & a parking space. Large flat screen TV, free internet, secured residential building, salt water pool & spa, across Kalakaua Ave. from the beach....
Aloha Condos, Na Hale O Keauhou, Townhome J-2, Ocean View, AC
Enjoy expansive ocean and golf course views from both upper and lower lanais and famous Kona sunsets right in front the upper lanai. Designer furnishings, Pacific Rim antiques and tropical décor. Original local artist works. The fully equipped gourmet kitchen will...
Big Spacious Elevated View Home, Minutes to VNP,nMyra's Blue Hawaii House
Support small business Owners. This property is managed and serviced by local entrepreneurs.Rent the entire home! Private,1300 sq. ft. 2 bed 2 bath home on the Big Island of Hawaii. Remote location yet minutes from amenities. Careful thought has been given to furnishing...
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
E komo mai! This is the Hawaiian way of saying all are welcome. Mahalo (thank you) for taking a moment to view my home in beautiful Kihei, Maui. This 4th floor condo is located in the most convenient location on Maui. From the moment you walk in the door it is...
❤️PiH❤️ HALE O'HONU ★ House of the Sea Turtle ★ KaMilo Detached Home
Brought to you by Paradise in Hawaii Luxury HomesWelcome to “Hale O'Honu,” House of the Sea Turtle, part of our Hawaiian Luxury Collection. Hale O'Honu is a brand new and beautiful 3 bedroom / 3 bathroom home that offers everything that you would ever desire on your...
Ocean front Penthouse, corner unit, top floor, pool, AC, 180 degree ocean views!
Forget your worries in this spacious and serene space. Enjoy being on the ocean in this beautiful remodeled top floor condo unit . Superb coastline and 180 degree ocean views. Recently remodeled, air conditioned, 1,200 sq. ft. 2 bedroom/2 bath condo with bamboo floors....
Oceanfront Luxury / Kanaloa Kona Hawaii / 2 bed 2 bath + loft, sleeps 6
Please read NOTICE towards end of this description affecting November 18 - December 1, 2024.Kanaloa at Kona is an idyllic tropical oasis located on a point of land and surrounded by He'eia Bay, the Pacific Ocean and the Kona Country Club Ocean Course. It is rated by...
Mahana 607-Oceanfront 1BR unit 🏄♂️ with Beautiful Views & Sunsets 🌞 too !!!
Mahana 607 Completely remodeled 6th floor Condo with our guests in mind. As soon as enter Mahana 607, you will be mesmerized by the view. This unit offers: * Floor to ceiling windows with Oceanfront views. You can't get any closer without being on top of the water.* The...
Gorgeous Oceanfront Retreat! Marvel at the Stunning Views from Sugar Beach #326n
Welcome to Sugar Beach Resort #326 – Gorgeous Oceanfront Retreat!Experience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with elevators,...
❤️PiH❤️ Paradise Found Villa ★ Bikes ★ Private Beach Club Pass ★ Near Pools
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Paradise Found Villa, a part of our Hawaiian Luxury Collection. Paradise Found Villa at Kulalani is a wonderful exquisite 2 bedroom home with excellent amenities. Located in Kulalani, it has golf course views...
Beachy Boho Retreat in the Heart of Kihei – Steps to Beach!
Ready to get away from it all? Say aloha to this beautiful beach side retreat in easygoing Kihei, ready for you and your guests to enjoy the fun, sun and experience why ‘Maui no ka ?oi’! Just across the street from the beach, this 2 bedroom, 2 bath condo sleeps up...
Paradise Living at its Finest in this Gorgeous Condo
Welcome to C-108 at Papakea Resort—where comfort, style, and a touch of island charm come together to create the ultimate tropical getaway.A Space with Character & Comfort:From the moment you step inside, you’ll feel the difference. Our condo isn’t just another...